I’m proud to present to you, part 9 of ‘The weeping boy’. When I first started out loosely planning the story, thinking of what I wanted to share with you from my real life experiences and in what order; I really didn’t think it would become such a long story. I’ve now written just about 200 pages and haven’t even gotten to where I can reveal why Andy is bawling his eyes out. I can only promise you that we are getting closer to that point.

This part will include a bit of domination and forced sex, although done to a consenting teenaged boy. I’ve really tried to keep it low key as I didn’t want it to turn into something I couldn’t finish. On the other hand, it is a subject that I do fantasize about at times and I wanted to experiment with it in this story.

Enough rambling from my part, let’s jump straight back into the story.

I hope you enjoy it, please let me know at tflarsen34@gmail.com.

Also, if you can spare a little coin, nifty.org does need your support. Please donate whatever little you can here: http://donate.nifty.org/donate.html. If it wasn’t for people donating, I wouldn’t have had a platform to publish my stories on.

©2016   tflarsen34@gmail.com


The weeping boy.
- or how I became what I am today.

Chapter 26.
No way, Anthony!

Anthony was really a booster to my otherwise rather bland sex life. Andy and John still didn’t include me in theirs and I didn’t want to intrude on them. Michelle had finally found a guy who would fuck her regularly, making sex with me redundant, but when I asked her if she thought it would turn into something serious she shrugged it off.

Nah, he doesn’t want to marry someone with a child already,” she said, “so we’re only having fun. You know?”

Yeah, I know. It isn’t easy for me to find someone either. I mean, I’m gay and don’t have the body of an Olympic athlete nor am I hung like a horse,” I replied, “and having Andy around doesn’t help either.

But I’d never ever live my life without him!” I added after taking a breath, “I really love the kid to bits.”

Sometimes I can’t help but wonder what it would be like to have a loving husband and not be a single part time mother.”

I didn’t want to discuss that matter further. So I steered her out of thinking like that. I don’t remember what we ended up talking about but I left her house about ten minutes later. It was rather late in the evening that Friday, I had only stopped by to drop off Andy’s schoolbag that he had left at my place.

While I walked the short distance home, I thought of the conversation we had about being full time parents and not having to share Andy between us. I really meant the part about not wanting to live without him. So if she was going to try changing our agreement into something where she’d get him more of the time, I’d do anything to prevent that from happening. Well, within the confinements of the law of course.

As I sat down in front of my computer and logged onto Live Messenger, I had a message waiting. Actually a whole string of messages, but all from Anthony. The first one had been sent that day shortly after 2 PM.

2:04 PM: I’m home from school. Wanna meet?’

2:39 PM: YO! r u there?’

3:25 PM: Come on, I’m fucking horny!’

4:42 PM: Shit!’

5:54 PM: I’m going 2 eat dinner now, let’s meet afterwards?’

7:19 PM: TEDDY! pleeeeeeaaaaaase.’

8:50 PM: FUCK U TEDDY!’

8:51 PM: Sorry, I didn’t mean that! I just want 2 meet u so bad.’

As I read those messages, another one arrived.

9:39 PM: Finally! Come on please, let’s meet. I want 2 fuck!’

I considered my options. I actually didn’t really feel like seeing Anthony that evening since it was already so late and I had been up since 5 AM the same morning.

Hi Anthony. Sorry for not seeing your messages until now. I hate to say no, but I’m really tired now. Can we meet tomorrow instead?’ It was worth a try at least.

I’m going 2 party tomorrow. So I can’t c u then. I want 2 F U C K 2NIGHT!’

Yes, my relationship to Anthony had progressed a bit from sucking. Last time we had finger fucked each other in a 69 position. It had been great, albeit a bit messy. I was trying to find the words to make Anthony understand that I really did want to fuck him or be fucked by his skinny dick, just not that very night. Then another message arrived. He sure could type at an amazing speed.

I’ve cleaned my ass this time. Like u told me how to. Come on. I’m hungry 4 ur cock

But Anthony I’m not hungry for your ass tonight. I love your ass, I’d love to fuck it, but I desperately need sleep. Please understand.’

I was really regretting logging onto Messenger at that point. Even more so, when the next message arrived.

I’ll tell my brother and sister all about u if ur not at the parking lot in max 1 hour.’

Mixed emotions flew through my body. First fear, then anger and a lot of regret. Thoughts of losing everything I had popped into my mind. The sudden rush of adrenaline pushed aside all tiredness I had felt up to that point. I quickly sent him a reply.

Anthony, I’ll be there.’

I powered off my computer and took a short shower, before I drove towards the parking lot. The sun had set when I arrived. The lot was deserted, save for Anthony who was standing under a street lamp. He quickly got himself buckled in and I drove towards our secret make out spot. I didn’t say anything to him during the ten minute drive. After I turned off the engine, Anthony climbed between the front seats into the back of the car. I had put the seats down before I left home.

He was pulling off his jeans and underwear as I joined him.

I really missed you Teddy,” Anthony said in his sweet voice, like he hadn’t threatened me to show up that evening.

I’m here now. I’m actually pissed off at you right now.”

Sorry, I’d truly never say anything to anyone. I just really wanted to see you,” he said. Like that made it all okay.

I should spank the crap out of your ass for doing that to me.”

Kinky. No thanks though, I’m not into pain.”

It wouldn’t be much of a punishment if you got off from it.”

I took off my slacks and boxer briefs. My dick was flaccid, even if I was in the presence of a horny thirteen years old boy. I guess it didn’t want to fuck the kid that night. Anthony tried to coerce some stiffness into my dick by wanking it, then sucking on it. It didn’t really work.

How about you fuck me?” I suggested.

I didn’t need an erection for him fucking me and I thought if he fucked me I might get into the right mood. I rolled onto my stomach and searched for the bag where I had the lube and towel. I’m not sure if Anthony was just too horny to wait or misunderstood my intention. All I know is that he got on top of me and immediately tried to jam his dick into my asshole.

Wait dammit!” I tried to stop him, “Ow!”

My asshole felt like it was on fire as his dick penetrated me. It might have been slim, I certainly had been fucked by larger cocks as well as sex toys, but this was dry. Anthony didn’t stop until he couldn’t push any more of his dick inside me. I blamed the porn so easily accessible on the Internet, as Anthony copied what he had seen. If his dick had been larger, I’m sure my sphincter would have taken damage. Luckily it didn’t take too long for the small amount of natural juices inside my ass to lubricate Anthony’s dick.

He kept stabbing his dick into my ass in short powerful thrusts. I could hear him moan and gasp for breath on top of me. My hips and pelvis was rhythmically being crushed in between his body and the carpeted floor in the back of the Volvo. Apart from the rough start, I enjoyed letting Anthony have his way with me. Having his dick moving in and out of my ass didn’t really do much for me, you know, sexually. I’d never be able to orgasm from that alone, but it was quite stimulating to let a young boy use me as he pleased.

I wanted to enhance his first fuck and begun working with him instead of just lying there passively. I met his downward movements by pushing back up against him. Squeezed my anus tight as he pulled most of his dick out of me. Relaxed it a little when he’d push back into me. It wasn’t easy to match his speed but he didn’t complain. He just kept fucking me at high speed, not really bothering to slow down to delay his orgasm.

I guess at his age, it wasn’t so important to make sex last as long as possible. When I now think back to when I was thirteen years old, I remember myself being perturbingly horny. My personal record was jerking myself off to orgasm twelve times in one day. My dick was quite sore at the end of the day, but that didn’t keep me from pumping a couple of weak oozing drops of sperm out my dick. Now, I pretty much consider myself lucky if I can orgasm four times in one day.

Anthony pushed into me one last time before rolling himself off my body and came to rest on his back. My dick had changed its mind sometime during the rabbit fucking I had been subject to and was quite ready for some action. I got onto my side and had a look at the boy panting in front me.

Say, you still want to be fucked?”

Anthony replied by turning over to lay on his stomach. Even reached both hands back to spread his buttocks.

No, I don’t want to fuck you like that.”

I put on my shoes, then got out of the car, halfway naked. I had on a jumper, my shoes and socks. The new secret location was at an abandoned old rundown factory. The factory itself was located at the very end of a long road in an industrial area of the town. Anthony had assured me no one ever came there, and never on a Friday evening about to turn into night. So I had no worries of anyone seeing me fucking around with an underage kid.

Lay on your knees and push your ass out the door,” I told Anthony.

It took a little bit of adjusting his position inside the car, but we finally managed to get him positioned just right. He rested on his knees, his lower legs and feet were hanging in the free air outside the car. His back was parallel to the floor in the car where his hands were firmly planted. His butt protruded out of the car just enough for me to be able to stand upright behind it. I lubed up his ass and my dick, quickly dumping the idea of getting payback for his dry assault on my backdoor.

I fucked his ass using first one then two fingers. All the time asking if he was doing okay. I wanted to be certain I wasn’t harming him, still worried about him telling on me to anyone. When my two fingers were sliding in and out of the boy without noteworthy resistance it was time for the main event. With a few final strokes of my dick, just for good measure, I pushed it into the boy. All the way, without delay. As Anthony had begged me to ever since I started loosening him up with my fingers.

I was still quite cautious, even if he pleaded me to brutally fuck him. He was after all only thirteen years old. Even so, I did lay fairly heavy into him once I was certain his ass was relaxed enough for some rougher action. As I was standing and holding onto the boy by his hips, I was able to really fuck him hard. My hips collided with his butt checks with a slapping sound and I’d drag him towards me on the instroke. Then push him away on the outstroke.

Variating the speed and intensity of the fuck, I made sure his first time as a bottom would be one he’d remember. I’d pummel him for about a minute, then go super slow for about the same amount of time. As I did that the third or fourth time, I had a look around. Apart from the moon shining its light down on me, there were no lights in sight. A slight breeze made my butt and lower legs feel really cold. But that only enhanced the heat in front.

When I had fucked the boy for a time, probably around fifteen minutes, I was about done. I settled into a nice intermediate speed that I knew would take me over the brim quickly. At the end, my cum splattered the insides of the kid. Yeah, we didn’t use condoms as Anthony had told me, he didn’t want to use ‘those things’ with me. As I pulled my wilting dick out of his hot oven, the cold air hit it like someone had dropped a bucket of icy water onto it.

I quickly got into the car behind the wheel and started the engine. Adjusted the heater to max before having Anthony pass me my underwear and slacks. We had a cigarette before leaving the factory lot. The windows were completely misted over from the hot sex we had just had. When I got back home, I went directly to bed. I was dead tired and was almost sleeping before my head even hit the pillow.

As the weeks passed and eventually months too, I met with Anthony for sex in my car a couple of times during the weeks when Andy was with his mom. Of course, he also tried to get me to meet him even when I had Andy.

Just leave him home alone. He’ll never know u were gone!’

That’s how he’d write to me on Messenger. Like Andy was just a pet that could be left at home to fend for himself. Sure, around 90% of the time, Andy would sleep like a log from the time I tucked him in, until I’d wake him the following morning. But, I really needed to be there for when he did wake up in the middle of the night. There were no early warnings as to whether he’d sleep through or wake up, at least none I knew how to read.

So leaving him alone for even as little as an hour was completely out of the question. The problem was to make Anthony understand that he, Anthony, wasn’t the most important in the world to me. That he had to settle for third place on that list. If not a lower rank, but to me, Andy was the most important. Then the National Guard, followed by either John or Anthony. I wasn’t sure how to decide who were more important. And I truly didn’t want to make that decision either.

Ur the best thing that ever happened 2 me’

How could I make any sensible reply to a message like that? I was after all not the ideal person for a thirteen years old boy who had known he was gay since he was seven. We would’ve had to hide our true feelings for each other from everyone. Oh well, I didn’t love Anthony. I loved what we did to each other when we were together, but I didn’t think of him as my little boyfriend. He had asked me if I wanted to go steady. Or the very least, have sex solely with him.

It’s just not the same with other guys’

I had tried to get him to have sex with others than me. To remove some of the pressure he put on me to see him all the time. He told me that he had seen two others, one in his fifties and one seventeen years old. But, as his message said, he didn’t feel it was as good with them as it was with me. That’s something I thought of as being utter bullshit. My self-esteem could have gotten quite a boost, probably should have.

Anthony just stressed me so much with him constantly demanding my attention. His bad boy attitude was getting on my nerves too. He was smoking cigarettes, had started doing so when he was eleven. I couldn’t really point my fingers at that, being a smoker myself. But he also smoked weed and got drunk on beers or Bacardi Breezers. Even on school nights. I just had to ask him about his parents, if they weren’t keeping an eye on him.

They never really cared for him, he told me, which was hard to grasp. I kind of knew that parents like his and kids like him existed but had never experienced it firsthand. Now, I do realize if he would’ve had a perfect life with caring parents, I might never have met him. At the time, I tried to get him weaned off from the booze and weed. But he saw me as a peer, not as an authority. He didn’t care much about anything I said, long as I was prepared to meet him for sex.

Maybe if I had said I’d date him or be his boyfriend (or manfriend, really) if he’d quit smoking and boozing. Maybe then he would’ve stopped. I didn’t, simply because I couldn’t. When we were together we had some really great sex, but apart from that, we were just at very different stages in life. It was also a fact that our relationship was illegal. If anyone ever found out, I’d be the one going to jail. He’d have some hard questions to answer too, of course.

So, I tried to keep him happy, although I couldn’t do so all of the time. We had a lot of heated arguments, in a way we acted a lot like John and Andy. Where they’d tell each other they’d never want to play again, we’d say that we never wanted to fuck again. A lot of other harsher words was used, mostly by Anthony, but I had my part in it too. We’d block each other on Messenger, then he’d create a new profile on the dating site and convince me to unblock him.

Four months after we had met the first time, he started complaining about the available space in my car. There just wasn’t room for the positions he’d like to try with me. The weather was also becoming rather cold, forcing me to leave the engine running while we had sex in the rear of the car. I even brought duvets and pillows with me, so we could cover up a little. He kept bugging me about just going to my place where we could have sex in my bed.

We could have sex in the kitchen. Or on the couch and in the bathtub.’ He wrote.

All those suggestions were interesting, but I didn’t want him to know where I lived. I was afraid that he’d just show up one day when Andy would be home and ring the doorbell. I could easily picture Andy running to the door, opening it and Anthony would stand with his stiffy poking out of the unzipped fly in his jeans. Briefly it caused a string of thoughts to appear. That Andy would give Anthony a blowjob right there in the open door. How they’d both play with me on my bed.

I physically shook my head, angrily, halting the train of thoughts that was picking up steam. Now that was something that would and could never happen. On the other hand, it was really limiting to have sex in a car. Maybe if I bought a van and installed a bed in the back. I even checked the prices on used vans, before I realized it wasn’t a viable solution. I’d have nowhere to park it and no good explanations as to why I needed it.

In the end, one of Anthony’s many fantasies made it possible for me to bring him to my home. He fancied being kidnapped and raped by a guy with a big cock. That’s not an all too farfetched fantasy really. I’ve read a lot of young dudes’ profiles, where they expressed a wish for exactly that. I didn’t consider me so dominant that I could fulfill their desires, so I never contacted them. I didn’t really want to rape Anthony either or do anything against his will.

But the kidnapping part of his dream just might make it possible to bring him to my house.

You talked so much about wanting to be kidnapped right?’ I wrote to him on Messenger.

Ye?’

Well, let’s meet at the usual place, 7 PM tonight.’

What r u going 2 do’

Yeah, he’d always used that annoying text message styled writing in Messenger. I hated it, but could decode it almost fluently by then.

U’ll c.’ Well, if he could use it, I could too.

K’

I logged off right after getting that message. It was only around 5 PM, but I needed to make some stuff ready. I had ventured a little into S&M, only with me as the sub. I had bought a few items however and put them in a place where Andy and John would never find them. They were in a cardboard box in the small roof space of the house. Even I had to stand on a stepladder to get up there, so there was next to no chance two small boys would be able to get to the box.

I hadn’t gone overboard in getting a lot of stuff. I didn’t really like pain, neither causing it nor being submitted to it, so most of the equipment was for bondage. There were two 10 meter long ropes, that didn’t cause friction burns, at least that’s what the packaging claimed. A little assortment of dildos and butt plugs in various sizes. From really small to a quite mean one that I could only take when I was extremely turned on. And some not very good nylon ankle and wrist restraints.

There was also a black hood that could be tied onto an adjustable nylon collar. I’d actually gotten that from someone in the National Guard who had been on a tour of duty, where something like that had been part of the standard outfit. I guess for when and if they took prisoners. It covered your entire head making it pitch black inside, but you could breathe through it with no problems at all. That was really what I was looking for, but decided to bring the entire box down into my bedroom.

If he wants to be fucked by a big cock, this’ll do,’ I thought as I saw the black 11 x 1.75” Mr. Softee dong in the box. That was the very one, I had trouble taking myself. ‘But it will probably be way too much for the kid.’

I put one length of rope, the collar, the hood and a blanket in my car, then made sure the back door to the garage was unlocked. Then unlocked the kitchen door. I was quite sure that Anthony wouldn’t be able to figure out just where the heck I took him, even if he managed to undo the hood when we got to my place. I had my dinner early, took a quick shower and set off to fetch my willing victim.

He was waiting at the car park and got into my car without anyone really paying attention to us. I drove to the factory where we had fucked around so many times.

I thought you were going to kidnap me?” Anthony asked as I pulled up and turned off the engine.

I am,” I said as I grabbed hold of his left arm just above the wrist.

He tried to yank it free, but I held on tight. With my other hand I spun one end of the rope around his wrist. Five or six times it went around his wrist, making it impossible for him to wriggle out of. Getting to his other hand was much harder, now that he knew what was going on. I had to twist his left arm quite a lot before he gave in and put his right arm and hand on his back. He wasn’t screaming his head off like someone getting kidnapped for real would have done.

He wasn’t keeping quiet either. He seemed to have trouble deciding whether it was fun or not. The twisting of his arm certainly wasn’t fun based on the cry he let out in the end, but he didn’t put up too much a fuss when I tied his wrists together behind his back. He was not happy about being led to the boot of the car, but did sit down when I asked him to. Before he could see and object to it, I had the hood over his head.

Hey, this is not fun!” his voice came out through the fabric of the hood, “I can’t see anything.”

You’re not supposed to.” I calmly explained while I put the collar around his neck.

I adjusted it to sit tight, but not too tight to be uncomfortable. With the hood tied into place I grabbed his legs and swung them into the car. For good measure I used the rest of the rope to tie his legs up too. He ended up laying on his side, with his hands and feet behind him. He didn’t look overly comfortable to me, but he wasn’t in pain and wouldn’t be hurt from being in that position while I drove to the garage at my house. I put the blanket over him, not so much to shield him from view, but more to keep him warm.

I turned up the volume on the car stereo, so I’d have something to entertain me while going home. Anthony could only really have been heard if he shouted to me and I didn’t feel like conversing with him while driving anyway. It was only about a thirty minute drive then I pulled into the garage. Fortunately I didn’t pass Michelle’s house on the way. If Andy had seen the car, maybe he would have come running just to ask me where I’d been.

I closed the garage door before opening the backdoor on the Volvo. Anthony was still back there. Not the greatest revelation I know, but he finally had his dream come true. He was at my house, where we could have sex without knocking our heads into a ceiling or having to keep most of our clothes on due to it being cold.

After untying the boy’s feet, I led him through my backyard into the house. Not until he was inside, did I remove the hood from his head. He squinted his eyes as the sudden change from pitch black to well-lit kitchen caught him by surprise.

This your place?” He asked me as I undid the rope holding his wrists secure behind his back.

Sure is. You wanted to come here right?”

Yes, but I thought you didn’t want to do it in your house?”

I changed my mind. But we can only do it here, if you wear the hood in the car.”

Oh. I guess I don’t mind the hood, but can we do it without the rope?”

Long as you don’t try to remove it.”

I won’t.”

Did you clean out your ass?”

Uh huh, I did it like four times.”

Good boy, let’s go into the bedroom.”

I made him take off all his clothes and sit on the edge of the bed. Figuring since I had kidnapped him, I’d at least try to be a little dominant. It wasn’t too difficult, it was kind of like when I had to be the tough sergeant in the Guard. Not a role I truly enjoyed, but some people, even volunteers, just need that extra bit of motivation a stern voice and a hard look can provide. I only did that when I needed them to do something I knew they could manage.

I wasn’t at all like gunnery sergeant Hartman in Full Metal Jacket. I’d probably just start laughing if I tried to bark and shout orders like him. Nah, I’d rather lend someone a hand to get back up on their feet if they tripped and fell. But this little play acting with Anthony, was something I could handle.

Get my cock out and start sucking it!” I ordered him in a stern voice.

He unbuttoned my jeans and opened the fly, pulled my dick out and begun to suck on my dick head. I grabbed him behind his head with both my hands and dragged him closer, making him take more of my dick into his mouth. Then I shoved my hips forwards, until his lips were buried in my trimmed bush of red pubic hair. He gagged around my dick and pushed me back with his hands until only my dick head was in his mouth.

He looked up at me, kept eye contact as he sucked my dick completely into his mouth again. Again his gag reflex kicked in and he backed off a little. I could see his eyes watering but that didn’t keep him from going back down on me. I kept my hands on the side of his head, stroked his hair with my fingers. I didn’t guide him anymore, it was to show him my appreciation of what he was doing. I tried to see if he had a hard-on, but couldn’t tell from where I was.

Are you hard?” I had to ask.

Anthony pulled back on my dick, but didn’t let it go and nodded while he still looked in my eyes. He blinked and a single tear started rolling down his cheek. I caught it with my thumb, wiped his cheek dry as he resumed deep throating me. My dick having the length it has, probably didn’t go into his throat, but it did reach the very back of his mouth. The teary eyes wasn’t due to Anthony being unhappy with what he was doing. It was just part of his reaction to the gagging.

The boy had deep throated me before but not for very long. At the very most he’d take my entire dick inside his mouth three or four times and then back off to suck on what was comfortable to him. Not this time, though. He sucked me slowly into his mouth until he’d start gagging then quickly gobbled the last two centimeters of my dick. He’d keep all of it in his mouth for longer each time, trying to ignore what his body told him. Only backing off two inches to relax a little when he felt like he’d throw up for real.

It was a strange but really nice sensation to feel my dick head surrounded by the constricting velvet smooth lining of his mouth. He’d swallow his excess saliva every now and then with my dick still in his mouth. Adding to the awfully nice feelings. When I had planned the events for that evening I hadn’t considered giving Anthony a mouthful of my sperm. He had often enough expressed how revolting he thought it would be to get in his mouth.

But the night was still young and with the other things I wanted to do to Anthony, I knew I’d be able to recharge to pump his ass full of cum later. He could always go and rinse his mouth after I’d spermed in it. So I let the boy continue his deep throating. If he stopped before I’d cum, it wouldn’t be devastating to me. I’d just end up making a larger deposit in his sweet chubby ass. For the boy would be fucked before I’d take him back to his hometown. That much was certain and he knew it.

What he didn’t know, but soon would find out, was that he’d be fucked by not just my dick or my fingers. If I could, I would give him an anal orgasm with the toys I had in the box on the other side of the bed. I sure as hell was going to give it my best shot.

Anthony didn’t let up sucking me off until I did cum in his mouth. He looked up at me as he felt the early warnings, you know, the tensing of muscles, the further stiffening of my dick. The slight amount of pre-cum that always appeared a little before I’d cum. I’ve been with guys who ooze that stuff from start to finish, which never ceases to amaze me, but me? I only did that when I was on the brink of orgasm. No, that’s not completely true, I’d also do it, if my prostate was stimulated enough.

I thought he’d back off, but he kept me in his mouth the entire way through orgasm. He only backed off when he realized nothing more would come out of my dick. He didn’t swallow it, but spat it out into the towel I had placed on my bed earlier.

What a waste of good cum,’ I thought. Then again, I was no fan of the taste either.

Ugh, it’s fucking salty,” Anthony whined, “I HATE salt!”

I’ll make us a cup of tea,” I told him.

I went into the kitchen after buttoning up my jeans. Anthony followed me, still naked. He was usually quite modest, always quick to get his clothes back in order. But to stay true to the kidnapping game, I forbade him to cover up. Besides, he’d only be naked again in a very short time, so there’d really be no point in getting dressed. The little wood stove I had in the living room made the house warm enough to stay naked. Much to Andy’s joy, by the way.

When do you have to be home?” I asked Anthony as I gave him a mug of sweetened tea and sat down next to him at the dining table.

I don’t have a curfew,” he said.

Really? Don’t your mom want you home at a specific time?”

Nah, it’s the weekend, she don’t care.”

I still had a problem believing his parents would be so uncaring, but at least it meant we had a lot of time to spend.

Okay, here’s what I think we should do then,” I started, “When we’re done with the tea, we’ll go back into bed.”

He nodded while taking a sip of his tea.

There I’ll play with your lovely asshole that you’ve done such a good job cleaning,” I continued. ‘Dear God, I do hope that’s true.’

How?”

You’ll find out. I promise you’ll like it. Well, some of it might be a little uncomfortable at first, but it won’t hurt much.”

I could tell he wasn’t totally hooked on that idea.

You’re still kidnapped,” I reminded him, making my voice icy cold.

His facial expression didn’t exactly match the hardening of his dick.

You will not say no to anything I want to do to your ass tonight. If you do, I’ll put you in my car and drop you off somewhere really far from here. Without your clothes,” I couldn’t really keep a straight face as I said the last part.

You’d never!” Anthony said.

You’ll find out, if you say ‘no’ to anything I want to do. I am in charge tonight! Don’t forget that.”

His dick jumped a little at the words coming out of my mouth. I couldn’t help but reach out and fondle it. Just a little. I’d make sure the kid would cum plenty of times that night, but not really by manipulating his 11th finger. The theme for that night was anal sex.

 

Chapter 27
Anthony gets tied.

After we had finished our tea, Anthony wanted to pee. I took him to the bathroom, where I observed the boy trying to pee with a hard-on. He finally managed to let go and went to my bed afterwards when I told him to. I had a pee of my own. I don’t know if other guys need to take a piss after an orgasm, but I sure do. Neither of us bothered to wash our hands, we’d soon be handling our junk again. Well, Anthony probably wouldn’t, but I knew I was.

I went and got a cushion from the couch and took that, along with the rope I had left in the kitchen, into my bedroom. Then went back and got the little stepstool from the bathroom. Anthony had found the box of goodies and was having a good look at the items in it. He was holding the large dong in his hand as I came into the room the second time.

You’re not seriously going to stick this one in my ass?” He asked.

Maybe. Anyway, I wouldn’t jam it into your little sweet bottom as the first thing.”

He weighed it in his hand, seemed to be thinking. I gave him a moment then reminded him of his options, let me do what I want, or he’d be out in the boonies with no clothing.

It was mean of me, I know. But I knew he kind of wanted it or at least his dick did. Besides, should he really say no, I wouldn’t just dump him some place. At last he shrugged.

Fine,” he said, “but next time I get to be the kidnapper.”

I didn’t respond to that. I pointed to his wrist and he willingly held it up so I could tie an end of the rope to it. I had him sit on the stepstool while I prepared the bed for a long session of butt play. I placed the rather thick cushion from the couch on the bed about a foot and a half from the edge. Then placed one of my duvets folded up on top of it. Anthony went on top of this soft raised platform tummy down. His butt at the very edge of the mattress.

His knees spread as far apart as they could without hurting or being uncomfortable to him.  I tied the boy so he couldn’t move much but still could shift around a little if he wanted to. He’d be in that position for at least an hour, if not two. Hence the platform I’d quickly made for him to rest his head, chest and stomach on. I did make sure he couldn’t rub his dick against it. Any pleasure he’d get out of this, would have to come from his butt and the magic button inside it.

The position he was in also made it quite impossible for him to see what I’d do to his bottom. However, I could see everything important to me at that time. His asshole slightly indented between his splayed out butt cheeks. I really wanted to take pictures of the sight, but there’d be hell to pay if the wrong people ever saw them. Besides, Anthony so embarrassed as he was of his body, he’d kill me if I did that. Instead I placed the stepstool so I could sit with my face close to his butt.

It wasn’t the perfect height, but it was far better than sitting on the floor or worse, kneeling on the floor behind him. Before I stuck anything into him, I warmed him up with my tongue. His ass was clean as he had promised so it was really a delight for me. Give me a hairless ass I can lick and tongue, and I’d be able to keep myself occupied for half an hour if not longer. Which is precisely what I did with Anthony. We weren’t limited by time and he had nowhere to go.

Even if he had, he wouldn’t have been able to get there anyway.

When my tongue was about worn out, I lubed up his ass and one of the smaller dildos. It was only ¾” in diameter, a little more than my index finger, but was 6” in length. Basically just a flexible staff made of some kind of rubber that slid easily on a film of lube into the thirteen years old boy’s ass. He hadn’t really made much noise so far, only shifted his body a little. He didn’t say much either when the rubber staff entered.

It was just too flexible to hit his prostate. I did what I could, but didn’t get the response I was looking for. I got another dildo, a bit bigger in both length and girth and quite a lot stiffer. It was a bit cold to the touch but it warmed up quickly inside his ass. The dildo was about the same size as my dick, which I knew he could take with no problems at all. I pushed it into him quickly. At least he moaned quietly from that. A quick feel of his dick told me he was still hard.

As I fucked him with the dildo, I grabbed hold of his nuts. They were after all just sitting there begging to be squeezed firmly. Which I did.

Oooow,” he moaned out.

I eased up on the squeezing but kept a firm grip on the balls. I knew he didn’t like real pain so I wasn’t aiming for that. I was hoping for the psychological effects of him knowing I could cause him excruciating pain simply by tightening my grip and there was nothing he could do to prevent it. Meanwhile I kept moving the dildo in and out, changing its direction just a fraction each time it went in. I made sure it rubbed against his prostate every now and then, but erratically so he wouldn’t be able to predict when it happened.

Ow, my nuts, man!” He complained after a bit.

Shut up kid.”

It hurts.”

I let go of them, but flicked a finger at the left one.

OW!” he exclaimed a little louder this time.

That’s what happens when you complain.”

It really hurt though,” he whined.

How’s your butt?” I asked, wanting to steer him away from focusing on his nuts. Which, by the way, couldn’t really be hurting all that much.

My ass is fine, but please, don’t do that to my nuts again.”

Maybe I won’t, maybe I will.”

It was time to move up to the next size dildo. It was actually a weird mix of a dildo and a butt plug. I had bought it believing it was a butt plug, but the darn thing wouldn’t stay inside my butt when I tried it. The thinner part, close to the base of it, just wasn’t thin enough for the sphincter to grip onto. The 8 by nearly 1.5 inches fit nicely inside my butt however. It was just a shame the darn thing wouldn’t stay in there.  As far as I knew, that would be the largest thing ever to go into Anthony’s teen bum hole.

Based on how he would handle it, I planned to either finish with that or move up to the next one, the large 11 x 1.75” black dong. His asshole looked a bit stretched already with the one inside him, but if a grown man can take two hands up his poop chute, a teenaged kid should be able to take even the largest dong I had. If he was horny and sufficiently relaxed of course. The boy in front of me was horny, there was no doubt about that.

He didn’t downright scream out that he was horny and wanted to be fucked, but I could tell from his body language. He was also relaxed, as relaxed as one can be, being impaled on a piece of a rubber I mean. I had him push out the dildo inside of him and then plugged his ass with two of my fingers. Just to prevent his sphincter from closing up on me. With my other hand I squeezed out a new dollop of lube onto the butt plug. Then smeared it out on the top third of it.

Without saying a word, I removed my fingers and pushed the tapered end of the butt plug into Anthony. It widened almost immediately to the 1.5 inches diameter, so I took it real easy. I spent the next five minutes working the end just a tiny bit into the boy, really just making his sphincter move inwards a little. Then let up on the pressure before I pushed back at it. As his sphincter slowly adjusted to accept more of the butt plug, I’d move it in just a fraction more.

Is that the big one?” Anthony asked as I was finally able to slide it ever so gently into the boy’s rectum.

Heh, no, there are three more to go,” I lied.

Oh fuck. I don’t think I can take more than this.”

Don’t give up yet, your butt can take much more than you think.”

He stopped talking as the plug hit his prostate. It was still a slow going process pushing it in and out of the boy. But a quick glance at my clock radio let me know that we still had plenty of time. Hell, it wasn’t even midnight yet.

I’ll see where we are in 15 minutes,’ I thought.

I knew his anus would be mighty sore the next day, maybe even the day after that. I hoped he’d learn the lesson of being careful what you wish for. A real kidnapper/rapist wouldn’t have been as gentle with his ass as I was. Gradually the plug moved a bit easier in and out, I had kept it well lubricated, which I could clearly hear as it slurped a bit when I moved it. At the ten minute mark, I could move it relatively freely in and out, but nowhere to the point where he’d accept the bigger one.

It was much better after twenty minutes had passed.

Anthony, here’s the one and only decision I’m going to allow you to make tonight.”

I pushed the butt plug as far into his ass as I could, hoping it would stay put for a little while. Then got up and put the big dong in front of his face so he could have a good look at it.

This is the only one left to go into your ass. You’ve taken all the other dildos I have with no problems at all. So, do you want to see if we can work this one in there as well?”

He took a moment to think, before answering.

I’ll try, but can we stop and go back to the one in me now if I can’t take it?”

You like the plug you have in you now?”

Yeah, it’s super cool.”

You only have about half of it inside your ass now,” I said as I pushed it back in. It had begun slipping out while we talked.

Wow! You’re not going to stick all of that black thing in my ass?”

Of course not, maybe half, but certainly not all of it.”

Okay.”

The dong was quite thick but at least it resembled a real cock. So the artificial dick head was easier to get into the boy than the plug had been. Easier, but not easy at all. I had lubed half of it up, even if Anthony by then probably had the better part of an ounce in and around his butt hole. I had a firm grip on the dong and used my other hand and fingers to help guide it inside Anthony. He had become much more vocal now, hissing, moaning out loud and muttering swear words.

At no point did he tell me to stop though. I guess he had accepted the challenge and would bloody well do anything to go through with it. Even with all the previous dildos and the butt plug, his anus took a very long time to stretch the additional millimeters needed for the dong to enter. With our combined efforts, finally the head of the dong slid through the tight opening. Unfortunately for Anthony, the circumference of the dong decreased somewhat just after the head before widening to the 1.75” diameter again.

I let the boy have a pause with just the head inside. I tenderly stroked his lower back and buttocks, even caressed his nut sack and his, by then, limp dick. I guess all the energy spent getting his sphincter to relax had drained the blood from his dick. It took a bit of time, but I managed to bring it back to life. As his dick jutted stiffly underneath his body, I pushed onto the dong. Anthony had settled down while the dong was stationary just inside of him, but the slight movement and his anus being forced wider made him gasp.

The worse part was over, really. His anus had lost the battle a couple of minutes earlier when the head finally breached through. By then, all it could really do was stand aside and let the invader in. I knew what Anthony was experiencing right then. I had tried something similar to what I did to him, but it had been much later in life, as a fairly seasoned bottom guy I guess you could say.

I had let a guy put me in handcuffs and he’d blindfolded me before attacking my butt with fingers and in the end a dong exactly like the one I was pushing into Anthony. I didn’t get to see the dong until after we were done though. But I still remember the feeling of my sphincter adjusting to the thickness of the dong and then the weird sensation of having my rectum spread out to accept the seemingly never-ending firm, yet soft spear penetrating me.

Although he didn’t force all of it in me then, I’ve been able to take ten inches of it on my own, by carefully getting it to move into the colon clearing the bend at the end of the rectum. I didn’t enjoy that feeling very much, but I had wanted to see if it really was possible to take it all the way inside. Indeed, it was.

With Anthony, I only pushed it far enough into him to stimulate his prostate and possibly just slightly beyond. I had to be careful though, if I pushed too hard, I might bump it into his bladder. That reminded me of not having protected my bed and the cushion from any fluidic emissions from the boy.

Tighten your ass,” I ordered the boy when I had the dong somewhat more than halfway into his ass. I’d changed the direction a little, so it moved further into his rectum.

Don’t let it slide out, if you do, I’ll force it back in.”

Anthony only responded with a grunt, but clamped down on the dong. I grabbed a towel from the closet in the bathroom. Before returning to Anthony, I went outside and smoked half a cigarette. It had been a while since my last smoke.

As I entered the bedroom, I saw the dong was hanging from Anthony’s butt. It had almost slipped completely out, but the boy had managed to hold onto the head of it. I sped up my last couple of steps and saved the boy from having to get the dong forced back inside of him. Sitting down on the stepstool I pushed the dong back to where it had been before I left the boy. The towel was placed under him, folded up a couple of times, so it would soak up anything coming out of the boy.

Time for you to cum for me, little boy,” I said.

I don’t want to do this anymore,” Anthony said in a strained voice.

You’d rather be left at a deserted place, completely naked?”

NO!”

Okay. We’re almost done, let me give you an orgasm and I’ll take you back, how does that sound to you?”

I don’t want to go home, not yet. It’s only half past eleven.”

That meant the boy’s butt had been filled with dildos and butt plugs of varying sizes for more than two hours.

Do you think your asshole can take just a little more action?”

It doesn’t hurt, just feels a little sore.”

So I continued playing with him. In my box that was quickly running out of goodies, I had a little bullet shaped vibrator(*). It was only 3 inches long and half an inch wide, but what it lacked in size, it more than made up for in its ability to vibrate. It had seven settings and it had so far been able to give me some great orgasms. I’d just slip it a little into my ass and kept it there while jerking off. The vibrations were strong enough to add to the pleasure of my stroking hand, even if it didn’t sit up against my prostate.

I used the vibrator on his perineum making sure to apply enough pressure so it wouldn’t tickle the kid splayed out in front of me. He didn’t bother asking me what it was, but he did start moaning. It was just a matter of moving the dong in and out in short one inch strokes, making sure it would bump into or slide over his happy button. Meanwhile the vibrator on his perineum added to the sensation he experienced. I experimented with the settings until I found the vibration pattern Anthony reacted the most to.

Teddy, I ca-can’t take this much more,” Anthony managed to say in between his moaning and gasping for air. He was shifting his body as much as the ropes would allow him, trying to evade the vibrator and the dong going into him. But I had no problem following his small movements.

Just a little more, trust me. Let it happen,” I tried reassuring him, “Yeah just like that.”

Finally, he relaxed and stopped trying to fight against the impending orgasm. For a moment anyway. He tensed his body again, trying to move his knees towards each other but was blocked from doing so by the ropes. With a final push on the dong into his asshole, his dick spat out three thin, short ropes of sperm. The sperm landed on the towel just out of reach of his dick head. I kept the dong inside of him and held the vibrator firmly against his perineum until I was certain his orgasm was over.

I removed the restricting ropes while Anthony caught his breath and had time to make his mind up about the whole being kidnapped experience. I smoked a cigarette with him in the kitchen. It was the first time I had smoked inside my house since moving in almost seven years prior to that night. I didn’t want Anthony to smoke outside naked. Yeah, he was still my kidnapped victim, I only allowed him to dress after I fucked his sloppy ass.

I didn’t tie him up for that, but took him while he was facedown with his legs just slightly spread this time. Since his usually pretty tight sphincter had been loosened so much throughout the evening; it required quite some effort for me to cum inside of him.

We drove towards his hometown at 3 AM, I had let him sit in the front passenger seat with me. He had the hood on and kept his head down while we got out of my town. Five minutes after we set off, I told him to take off the hood and sit up straight. I had taken a couple of unnecessary turns, even went round one roundabout more than once, just to screw up his sense of direction.

 

Chapter 28.
John makes a request.

Anthony finally seemed to understand that he wasn’t going to get me as his boyfriend. I don’t know if it was the somewhat rough sex I submitted him to that night when I kidnapped him. But it was just about then things quieted down a bit. We still met for sex every now and then, but we never played the kidnapping game again. He did ask a few times, however he wanted to be the kidnapper. To tie me up and do stuff to me, like I had done to him.

While that did sound interesting, I was just too afraid that things might get out of hand. Who was to say what a horny thirteen years old boy could think of doing to a guy who was unable to do anything to prevent it. Anthony was just too unpredictable and we ended up just having sex in the car about twice a month. Eventually he got a girlfriend and that almost put an end to our sexual relations.

So much for him being gay since seven,’ I thought.

I did get to fuck him senseless every now and then until he turned sixteen and probably found someone else. Maybe he just decided he was more straight than bisexual. He stopped logging onto messenger and I never heard from him again. But, before that happened, John started showing an interest in me again. That might also be a reason for why I quickly lost interest in fucking Anthony. While John could still take me by surprise, he wasn’t as unpredictable as Anthony.

John made the first move, I swear that’s the truth. It was one of the nights when he slept over and I was tucking the boys in after they had shared a bath. John had told me that he showered on his own at his house, but really enjoyed being pampered by me. Not that I treated him like a baby, but I guess I gave him a lot more attention than his parents did at that point in time. My philosophy around kids was to let them grow up in their own pace.

That’s how I treated Andy and John when he was at my house. Had I been able to, I’d breastfeed my son until he’d no longer want to. Not in public of course, but in the privacy of my own home. Some might think I helped Andy with his diaper at night and on the weekend mornings, only to satisfy my own needs. That I wouldn’t want him to be able to fend for himself but always need my help. Those who might think that, couldn’t be more wrong.

I saw it as a privilege and part of our ‘quality time’ together. Sure, Andy could diaper himself, it isn’t exactly rocket science. But every time I did it for him, we shared a private moment together. That is, when John wasn’t in the bathroom with us. After the first few months he just did what he had to do, while I got the diaper on Andy. It was just part of the normal routine at night.

As was my story telling, the boys had outgrown the little toddler stories that were easy for me to make up, Andy now six and John almost eight. Instead of fairy tales of knights or princes saving the day for an old king or queen, I now told them stories based on Star Wars. Even if the first original movie had been made around the time I was born, it was quite exciting to the boys. It also raised requests for watching the movies. That I wasn’t so keen on, but fortunately the boys thought the Lego movies were great.

That night, when John wanted more fun with me, I had just finished my story and he had scaled the ladder to the top bunk. He crawled on all fours on top of the bedding and before he could bury himself underneath the duvet I gave him a friendly slap on the bum. Just a tap really. He quickly got situated and I leaned in over him to give him the usual goodnight kiss on his forehead. Before my lips could connect to his forehead he put his hands on my cheeks and lifted himself up a bit.

My lips briefly touched the tip of his nose as he moved his head into position, then he pulled on my head and our lips met. I looked into his right eye as he kept our lips connected for a few moments. He broke contact and pulled more on my head, lifting himself up to the point where I could feel his warm breath in my ear as he whispered to me.

Teddy, teach me how to kiss?”

When Andy sleeps, come to me.” I told him, not in a whisper but kept my voice so low that my son couldn’t hear it, then said in a more normal voice, “Sleep tight, buddy.”

I had been taught, and passed on that information to new recruits in the Guard, that whispering can be picked up more easily than if you just talk in a quiet voice. Something about the difference in pitch, I suppose. Andy didn’t hear the brief interchange of words taking place above him, at least he went to sleep after getting his kiss from me, on his lips as I’ve always done since he was less than two feet tall.

Half an hour later, John tried to tiptoe his way from Andy’s bedroom to where I was sitting in front of the computer. I had been trying to get the time to pass more quickly, which had been really tough. He almost made it all of the way, but I saw his reflection in one of the picture frames I had on the wall next to the monitor. Just as he was getting ready to surprise me, I turned in my swivel office chair and grabbed him. He let out a surprised squeal, but stopped himself quickly.

John looked back over his shoulder towards the hall, and I looked over his other shoulder, also at the door leading to the hall. Both of us hoping Andy hadn’t woken from the sudden loud outburst. We stayed like that for thirty seconds or so, the only sound heard came from our breathing.

I think he’s still asleep,” I said.

Sorry,” John whispered.

You don’t have to whisper, just don’t shout either.”

You really scared me!” He said in a more normal voice.

As if you weren’t trying to scare me first.”

I wasn’t. Honest!”

Right, I saw you.”

How?”

See that picture of Andy there?”

Yes.”

I saw your reflection in it, like a mirror.”

OH!”

You know what happens to little boys who tell lies to me?”

No?”

They get spanked on their bare bottom.”

John looked shocked.

I’ve never been spanked.”

And you won’t get a spanking tonight either,” I winked at the boy, “It was just a joke, buddy.”

Do you ever spank Andy?”

Lots of times, but only when he really deserves it.”

Wow!”

Anyhow, you wanted me to show you something?”

Uh…” John looked puzzled for a second or two, “Yes! I wanna learn how to kiss properly. Like you kissed me back then, remember?”

Now it was me, who had to stop and think. But I couldn’t remember kissing John ‘properly’.

When you thought I was sleeping and you stuck your finger in my bum. Duh!”

Oh. O-oh, so you were not sleeping at all that night?”

The night in question, was suddenly brought to the surface of my memory. I had thought John was asleep like Andy, and had even tickled John a little to make sure he was asleep. Then I had kissed him on his lips for a long time, before I fingered his sweet little bum hole for the first time. I had even put him in a diaper, while the rascal feigned being asleep.

No, well, I had just started sleeping but I woke up as you picked me up from the sofa.”

Damn, buddy. Why didn’t you say something?”

Why? It was fun.”

Sheesh.” I shook my head at him.

Are you mad?”

No, no, I’m not mad. Just really surprised.”

You can kiss me now,” he told me, “if you wanna?”

Do I want to?’ I thought.

Oh yes, John. I’d love to kiss you. Do you want to kiss like grownups do?”

How? Oh, like they do in the movies?”

I wasn’t sure what movies he was talking about, but assumed it was normal motion pictures. A bit of kissing and some more or less concealed bed activities always seemed to sneak into practically any kind of movie. Even Disney movies. Ugh, that makes me sound like an old prude, or much worse, a hypocrite. Nah, I don’t really mind, but it’s probably one of the reasons why there are so many teenaged moms out there.

Well, they don’t really show everything, but yes, like they do in movies.”

Yes, let’s do it like that!”

I picked up the boy and sat him in my lap facing me. That made our heads almost level, I only had to tilt mine a little downwards; while he tilted his a bit upwards.

Put your arms around my neck, but don’t hug too tight,” I said.

I gently hugged him, my left hand by his neck just below his hairline and my right hand on his pajama-clad bum. He didn’t need any encouragement to lift up his head and place a little kiss on my lips. It wasn’t much different from when I kissed Andy in the evening, except for John coming back for another kiss. Again, he briefly made contact then withdrew just a little.

This is nice,” he said in a low voice and smiled at me.

It is,” I agreed before I moved in to steal a little kiss again.

His lips were a bit on the dry side, so I quickly let my tongue slide over them from one side to the other. I could taste the kiddy toothpaste he had used brushing his teeth. It was strawberry flavored, and while it wasn’t a hundred percent like eating fresh strawberries, it came pretty close.

No wonder the boys don’t mind brushing their teeth,’ I thought as I took another lick at his lips.

It was a far cry better tasting than the mint flavored adult toothpaste I used. And had been using just twenty minutes earlier that night. I hoped it would mask the quite offensive taste of the cigarettes I smoked. John didn’t complain at all, he seemed to enjoy our kissing even if we hadn’t really started yet. We were still just pecking our lips against each other with mouths closed.

Let’s try kissing a little differently,” I suggested.

Okay.”

Open your mouth just a bit and relax your lips.”

John did as I asked and I moved in, opening my own mouth as our lips once again connected. I pushed my tongue out, gently moving it in between his lips. I explored the inner side of his lips, letting the tip of my tongue slide in full circles a few times. The difference in size from his two bigger front teeth to the baby teeth next to them, really stood out to my tongue. One tooth in his lower mouth was quite loose, but at least there wasn’t any bleeding around the edges of it.

I slipped my tongue further into his mouth, passing his teeth. The boy sat passively in my lap, still hugging my neck but otherwise just let me do what I wanted. It was, as he had said, nice but I wanted, no, needed John to be a little more active and take part in the kissing. I reluctantly disengaged and pulled my head back a bit. John had closed his eyes when my tongue entered his mouth. His eyes flickered open as I moved my head away from him.

His large black pupils quickly reduced in size, adjusting to the lights in the living room, causing his deep blue irises to enlarge. I could have spent a lot longer just studying his eyes than I did, but that wasn’t really the time for that.

Hey buddy,” I said softly.

Hi,” his voice sounded like it came from far away.

Can you push out your tongue a little when we kiss?”

Uh huh,” he nodded affirmatively.

We locked lips again but that time his little tongue came out to play. Tentatively at first, but as the minutes passed he got more confident. I think he also shed some of his tiredness, as I could feel his dicky poking into my stomach. As his tongue danced with mine, my hand on his bum wanted to join the fun. I moved my hand so the middle finger had access to the valley between his bum cheeks. Using the tip of the finger, I pushed it deeper searching for John’s little hole.

His pajama bottoms was quite stretchy as was his underwear and I think I actually pushed a little of his underoos into his sweet little anus. John pulled away from me.

You can stick your finger in my butt and kiss me at the same time?” he asked astonished.

I sure can.”

Cool, do it!”

Well, who would be able to decline such an order? I for one, couldn’t. I resumed our kissing and without looking managed to open the drawer where I kept my lube. Instead of taking the extra time to undress the boy, I slipped my hand in under his underwear and pajamas. My middle finger already lubed up, ready to go. John had worked up some sweat between his bum cheeks, in fact I was sweating quite a lot too, having sat with him on my lap for so long.

The tip of my finger reached his anus and John humped into my stomach when it carefully breached his nether opening. As he relaxed his thigh muscles he moved back and impaled himself further onto my finger.

Keep doing that, buddy,” I told him.

He started humping my stomach, much like a little dog might have humped your leg. I did my best to keep my finger stationary, wanted to let John control how much of it would enter him. It didn’t really work out that well, as his bum would push on my wrist as he moved back. He seemed happy with it however. He was grinding his crotch into my belly as fast as he could. Just as he was really pumping, I removed my hand and finger from his bum.

Aww,” he immediately exclaimed, “why did you do that?”

Wait a second and you’ll see.”

I had all of a sudden recalled that the little bullet shaped vibrator was in the drawer. I had used it a few nights ago and hadn’t returned it to the cardboard box where I usually kept it. It was time to introduce it to John. After quickly wiping off the lube from my hand, I grabbed the vibrator and brought it to John’s well-lubed anus. I pushed it into him, it entered smoothly almost like a hot knife through butter, and I pushed the little button on the end of the vibrator.

Wooh!” John tried to say with my mouth pretty much covering his.

The vibrator was only on the lowest setting, but the sensation of having something lightly vibrating in his bum hole was completely new to John. Unless someone had stuck a vibrator into him prior to me, which I somehow doubt. I pushed the button a few more times, changing the vibrations to a quite strong pulsating action. John had stopped both his humping and responding to my kisses. Clearly concentrating on the feelings coming from his bum.

I let him experience it a little while longer without interrupting too much. I kept kissing him though. When I thought he had enough time to adjust, I pushed on his bum with my wrist. That got him out of his trancelike pause and he started humping my belly even more fiercely than earlier. I kept the vibrator at the same depth as he pumped his hips, grinding his dicky into my stomach.

My dick was, as you might expect, quite hard too, but before I might have orgasmed from the grinding boy’s action, he shook from one of his own. When he came down, he pulled away from my kissing mouth and grabbed hold of my hand still keeping the vibrator inside his little hole. As he pushed on my hand, I slipped the vibrator out of him and powered it off.

Can I see it?” he asked.

I had a look at it behind his back first, wanting to make sure it wasn’t too dirty for the boy to see. After all, I hadn’t flushed out his little rectum before I started fingering him. There were a few specks of poop on it, but mostly just a bit of the water-based lube, nothing really bad. So I brought it around for John to see.

Eyes wide open he studied the little black thing. He reached out for it, but I used a tissue to clean it somewhat before I let him have it.

How do you make it buzz?”

Push on the black button, there,” I explained and pointed to the right place.

Cool... It tickles!”

Try pushing it another time.”

He did, and eventually worked all the way through the seven settings. He turned it off after I told him how to.

That was really awesome,” he told me after putting it on the table next to my keyboard.

I’m happy you enjoyed it.”

I really was and I would have gone to bed a happy man that night, if John had wanted to go to sleep then.

Want me to suck your dicky?” he asked.

If you want to, then yes, please.”

He slipped himself off my lap and reached for the zipper in my pants. I got up from the chair and let him pull my zipper down.

Let’s get onto the sofa,” I said to him.

I pulled my pants down after undoing the button and lay down on my back on the sofa. John got on top of me, in a 69 position. I wanted to suck him off at the same time and pulled the pajama bottoms and underwear down and off the boy. I had to use his underwear to wipe his butt crack, it was quite a mess in there. I didn’t feel like getting up to grab some paper tissues as John had already started sucking my dick. I lingered at his nuts for a time before I sought out his little lollypop.

Stick your finger in me, please,” John had moved off my dick to say that.

Oh you like things stuck into your bum?”

Yep.”

Someday I’ll fuck you with my cock in your little bum.”

Oh shit, did I say that out loud or only think it?’ I thought while bracing for the worst.

Cool!”

What? Did he just say cool?’

I’m not sure what was more perplexing, the topic we were discussing or how we discussed it. I doubt many seven years olds get to hear that their best friend’s dad wants to fuck them in their little bottom. Also, how many boys would say cool to something like that? Not to mention being in a 69 with the man who made the statement.

You’d want that?” I asked John. I couldn’t just leave it at him thinking it was cool.

Yes. Wanna do it now?”

Holy crap! Yes, yes-yes-yes, say YES!’ My inner boy lover screamed at me.

No, John. Not tonight. You’re still a bit too small for something like that.” I said.

BULLSHIT,’ the boy lover objected.

I’m big enough!”

John pushed his upper body up from my stomach and practically sat on top of my face. He moved a bit further back resting his nuts on my forehead as he looked down into my eyes. His inner thighs hugged my ears.

Oh, buddy. My dick is a lot bigger than the vibrator and my finger,” I told him, “we need to prepare your little bum hole for a long time. Otherwise it’ll hurt a lot. I don’t want to hurt you.”

Aw,” John pouted, “please?”

Don’t flash those sad puppy eyes at me, it won’t work. This is serious, John.”

Darn! Then make my bum ready for it.”

Okay here’s what we’ll do. Until your birthday, whenever you sleep over here, we’ll spend some time getting your bum ready. You’ll probably enjoy that as much as having my dick in your butt anyway.”

Hmm,” John furrowed his eyebrows, “Okay. But on my birthday, you will stick your cock in my bum. That’s what I want from you as a gift.”

He giggled as he loudly said the word cock. I reached up and tickled his sides, which I quickly found out was a bad thing to do with your face in reach of a boy’s hands. He really slapped my nose, probably without wanting to, but it hurt like a bitch anyway.

Ow, ow, ow, ow,” I howled, tears already making their way down my cheeks.

Did Teddy get a wittle booboo, here let me kiss it better for you.”

John leaned in and placed lots of little pecks on my nose. It really didn’t hurt all that much, but if he thought it did, maybe that would stop him from doing something like that again.

Now, you little monkey, start slobbering on my willy again as I shall commence fingering your cute little bum and feast on your little worm,” I said in a real bad British accent.

Which is what I did, his rectum clean or not, ended up with two fingers in it. I think I’ve said it a few times already, but I could probably have fucked the boy there and then. He was only seven years old though. I would have rather waited until he was ten, but now I had made a promise to sodomize him on his eight birthday.

The thought of buggering such a small kid made me fire my sperm into John’s mouth in record time. If there had been a championship for such a thing, I could have won a medal, I’m sure. That would really put to shame my trophy for taking 5th place in a junior .22 caliber rifle shooting contest.

Anyway, I had John sit on the toilet to see if he could expel at least some of the lube I had pushed into his bum. While he sat there, sweetly grunting, I tried to find a pair of undies he could sleep in. The ones he had been wearing were soiled and even his pajama bottoms had a large moist spot in the seat. The extra pair of underwear he had at my house weren’t very clean either. I had forgotten to wash them. He wouldn’t be able to fit into any of Andy’s underwear, him being two sizes smaller than John.

Put me in a diaper?” was his suggestion.

I had asked if he’d want to try sleeping in the buff, but he was miffed about that idea. Strange for a boy who would normally do most anything while naked.

But, onto the changing pad he went and all diapered up, he asked for some warm milk to drink.

I can’t go to sleep without it now,” was his reason.

While the milk warmed, I told him how I’d prepare him for his first fuck. I’d get some small butt plugs, and he’d sleep with one inside his bum, when he spent the night. Then gradually he’d be taking bigger ones until the final one would be nearly the same size as my dick.

I don’t want Andy to know I have something up my bum at night.”

Why not?”

He’ll think I’m weird.”

I don’t think so, but we could probably hide it from him. If you wear a diaper to bed, it shouldn’t be too obvious, I think. If he asks about the diaper, just tell him you don’t like getting up in the middle of the night to pee.”

Yeah, he’ll get that.”

Finding butt plugs in such a small size and good ones that wouldn’t just be pushed out, was quite a mission. I finally found some on a Japanese web shop, but had to pay an outrageous amount of money to get it airmailed to me. I didn’t want to wait up to 5 weeks to begin plugging John’s behind.

Of course, the butt plugs wouldn’t really do much as to train his sphincter to loosen up. Probably, they weren’t really needed either, but at least they gave me an excuse for not fucking him right then. I couldn’t wait for the plugs to arrive, I wanted to see his reaction to having one inside of him. Hopefully, he would be able to explain how it felt to sleep with one stuck in his little bum too.


TBC


*) The vibrator I’m describing in this part does exist. It’s the Rocks Off 80mm vibrator that I can only recommend to buy, if you want to enhance your enjoyment. I’m in no way affiliated to Rocks Off. Just remember to buy some extra batteries, as the one it takes can be hard to find. ;-)