Date: Tue, 2 Jun 2020 01:19:56 +0000 (UTC) From: Devianti Gusti Subject: Making Money with Mr. Jack (TG, adult-youth) Money By the time I was 12 years old, my parents did not have much money when I entered middle school. Both their long-time jobs ended when the oil field business declined, and they never recovered from it. Because of this, I rarely got any allowance or spending money from them. So I took matters into my own hands and found a way to make money for the things I wanted. I noticed over the last few years that there were several older folks living in our neighborhood that were either single or empty nesters. I was always nice and said hello when I saw any of them. I respected older people since they had so many life experiences. They were all so nice to me. Sometimes I would see them coming home from grocery shopping and offer to help carry their things in. This made some serious brownie points for me, but it was a sincere pleasure to help. I wanted to think that someone would do the same for my grandparents if they needed it. I liked a few of these folks more than the rest, and they liked me too. One was a favorite of mine, Mr. Jack. He lived a few streets over from us. A widower, he was about 50 or so, tall and in good shape with a handsome face and charming personality. He was always very friendly and it felt like he became flirty over time. I was a feminine looking boy, with long, dark brown hair, long eyelashes, and full, pretty lips for a white kid. I was always sweet and nice to all of the adults I met. They all gave me lots of attention in return, which I loved. I had already started changing my looks to be more feminine since I first saw him a couple years earlier. He would often compliment on how nice my hair was, or how cute I was, saying how pretty I was going to grow up to be, despite clearly knowing I was a boy. Since I always liked attention like that from adults, I ate it up and starting flirting back. I would say "Oh, thank you so much Mr. Jack. You are in such good shape, I hope I look as good as you when I get older." His face would beam with a smile. "Thanks, you are such a sweet one. You make this old man feel good." One day he surprised me with an offer. "Say P, do your parents give you an allowance to buy sweets, comics or whatever?" "No, they usually don't have much money for anything, including me." My voice had a twinge of sadness with that last statement, which gave him a look of concern. He said "Kids should have a little spending money now and then. If you are interested, I could pay you to do some chores for me. My house is big and can be hard to keep up with everything since my Mrs. passed away and it is just me now." He looked sad mentioning this. I saw this and gave him a big neck hug. "I'm so sorry you are sad. Of course I would like to come help you. Just let me know what you want me to do. I can come over later today if you like, I just want to go home and let my dad know." "I'm sorry about that, didn't mean to get a little emotional while talking to you. I'm ok, don't you worry about it. That would be wonderful if you could come back today. Do you think your dad will mind? I can call and talk with him if you like." "No, he won't mind. In fact, I think he will be happy with me being able to do something like this. I think he feels guilty about not being able to give me much. He hasn't found a job as good as the one he had before. He worked for an oil field company, but they closed. I'll go tell him now and will be back soon." "Great! My door will be open, so just knock and come in. It will be nice to have some company. I promise not to work you too hard. We can have some fun too." He gave me a big wink as I left. I gave him a cute smile in return. I ran home and told my dad that Mr. Jack asked if I could do some chores for him to make some spending money. "I told him you wouldn't mind. Is it okay if I do this?" "Sure, that's great. It will be a good experience. Just make sure he is nice to you. If he gets mad or loses his temper or something, just come home. And make sure he pays you when you are done. Leave me his address so I know where you are." I gave him a hug and said thanks. I wrote down his address and went to change. Jack said he needed help cleaning so I found one of my sister's old jean shorts that were stained and frayed. They also happened to be very short, and pretty tight as well. But I liked them, as I thought they made my butt look cute. I also found an old but cute pink t-shirt to wear. She didn't like pink so never wore this shirt anyway and would not miss it if it disappeared. Pink clothes complimented my skin well. I put on my old baby blue low-top Converse stars. I liked them as the light blue was a very uncommon color. It was the beginning of summer, so it was already hot. I was starting to perspire as I walked, and was pretty sweaty by the time I got to his house. When I got there the door was unlocked like he said. I knocked and went in, saying loudly "Mr. Jack, I'm here!" "Hi, there you are. Glad you came right back." Seeing my sweat, he walked over and put his hand on my forehead. "Oh, you are so hot. I'll get you something cold to drink. Do you like iced tea?" "Yes, thanks. It is hot outside. Sorry I look so sweaty." "No problem. It means you are an active kid, not sitting inside vegging out in front of the TV." He brought my iced tea from the kitchen, as well as a cold beer for him. I knew adults usually got funny when they drank alcohol, at least everyone except my mother. She usually got mean, and sometimes violent. Not towards me too much, at least not so far. I wasn't frightened by much but was scared of her. I finished my tea and asked "What do you want me to do first? Do you have any clothes you need washed? I love to do laundry. Watching the washer fill up and go is exciting. I don't like folding clothes so much though." "Yes I do, you can start with that. I'll show you where the dirty clothes hamper is." He led the way through the living room, past the kitchen, guest bathroom, an empty bedroom, then the master bedroom. It had been a few years since his wife died, so there were no traces of anything feminine in his room anymore. He had a big king size bed, with what looked like expensive dark brown linens. The walls were a similar brown color, and the furniture was black, which looked good with everything. He had a big TV on a shelf mounted to the wall so he could lie in bed and watch it. He also had a VCR, which was a new thing at the time. They were expensive, so we did not have one for a few more years. It was obvious to me that he had a lot more money than my parents did. I was a bit jealous. The clothes hamper was next to the door to the master bath. It had mostly clothes he wore at home in it, as he had most of his work clothes cleaned and pressed professionally. I grabbed the hamper and followed him to the laundry room off the kitchen. Another door led outside to what looked like a big covered patio. There were lounge chairs and little tables next to them. There were even outdoor ceiling fans, which I had only seen outside at restaurants and cafes in the French Quarter. He said "After you start the clothes, can you clean my bathroom? The cleaners are under the kitchen sink. I'll be on the patio reading. There are snacks in the kitchen so help yourself. Let me know if you know if you need anything." "Yes Mr. Jack, I'll get started now." I decided to wash his white clothes first, so I set the washer for hot water and added a little bleach. I was careful not to get it on me, as I didn't want my cute pink shirt stained. As I put the clothes in the washer, I got to a pair of underwear. They were typical white briefs, like most men wore. They were inside out, and as I picked them up I noticed a faint brown stain in the rear. I laughed, as I sometimes didn't wipe as good as I should and ended up with the same stain. Looking at the front I saw something more interesting. In the pouch part there was a dried whitish looking spot. It looked like the same stuff that I had seen stuck to the pages on some of my dad's porn magazines he brought back from Europe. Mr. Jack was outside, so I didn't think he would see. I brought the briefs up to my nose and smelled the dry fluid. It smelled like the stuff I saw before as well. I was pretty sure I knew what it was but checked to make sure. I licked my finger and rubbed the dry stuff until it got wet and sticky, I tasted my finger and was sure. It was dried sperm, or cum as men called it. I liked the taste; both a little salty and savory at the same time. I smiled remembering the first time I tasted it. I didn't know it, but Jack had gotten up to come in and use the bathroom. He stopped before opening the door and saw me through the window. He watched me smell his underwear, then taste his dried cum. He got excited and adjusted his growing cock in his shorts, smiling as he watched this erotic event take place. As soon as I finished licking my finger and dropping the briefs in the water, he made an obvious noise and came through the door. "How's it going? Everything good?" "Yes, very good" I said with an innocent smile. He grinned and went to the kitchen for another beer. I noticed a pronounced tent in his shorts from his hard cock. It wanted to reach out and touch it but I didn't know if he would let me, or get mad and want me to leave. I didn't think so but didn't want to risk it, at least not yet. With the laundry going, I got the cleaning supplies from under the kitchen sink. I noticed him watching me bend over to reach them. I saw him and couldn't resist wiggling my ass a little. He discreetly adjusted himself before going out. I began in his bathroom by squirting the toilet cleaner under the rim and let it set so it would scrub clean later. Next I took everything off the countertop and to wipe it with cleaner. There were hand towels, a couple of bottles of cologne, a stand for toothbrushes, another one for his old-style safety razor, soap and some lotion. Behind a cup for water, in the corner, was a tube that said "KY" on it. I had seen this in my parent's bathroom but didn't know what it was. I opened it and a bit of clear gel came out. It had no scent, and as I rubbed my fingers together it got real slippery. I licked one of my fingers and it had no taste. I was not sure what it was for but would investigate it the next time I was in my parent's bathroom. I put on the yellow dish gloves that were with the cleaning supplies. They were his wife's, which he never got around to throwing away. A lady's size, they fit my hands perfectly. Skin tight, the smooth rubbery texture was nice. I sprayed the counter and sink down and wiped them clean. I wiped off all the bottles and tubes and put them back in their places. Turning to the toilet, I got the brush and scrubbed the bowl and under the rim until it shined. While wiping the seat down I found one of his long and curly pubic hairs. I smelled it but there was no scent. The mirror was last, which I wiped well with Windex. It was now spot and streak free. I knew Mr. Jack would be pleased. I was getting hungry, so I went to the kitchen to find something to snack on. The pantry was next to the door leading to the laundry room. I looked in to see what he had. Since he was a tall guy there were shelves almost all the way up to the ceiling. On the top shelf I saw a bag of chocolates. I loved chocolate so decided to try to get them. Being way out of my reach, I looked for a stool. I saw one next to the stove and brought it over. Standing on the top step, I was still too short to reach the shelf. I could probably do it standing high on my toes but didn't want to risk falling. "Mr. Jack, can you come help me reach something?" He came in, looking like he was anxious to see what I needed. "I would like some of the chocolates on the top shelf but can't reach them." "Want me to grab them for you?" "No, I want to try. Can you hold me steady so I don't fall?" With a big smile he said "Of course, I'll hold you tight so you won't fall." "Okay, hold on to me." I started to get up on my toes. Instead of holding onto my hips like I expected, he held my thighs just under my butt, with his thumbs between my legs, close to my little balls. His hands felt good, so I spread my feet out a little bit, which caused his hands to move up a little. Now his thumbs were right against the spot between my little hole and balls. My shorts were so thin that it almost felt like I wasn't wearing anything. I clinched my ass and let out a little sigh when his thumbs hit that spot. It felt so good that I immediately relaxed. His hands tensed up at the same time mine did. I assume he was afraid I would be scared or say something, but I wasn't. He flexed his thumbs a little while keeping a firm grip on me. "I'm almost there, can you lift me up a little?" "Sure." While lifting me up he gripped my thighs a little tighter, which made his thumbs push against my anus and taint. It felt so good that I took a few moments longer than necessary to grab the bag of chocolates. Wiggling my butt with one last reach, I grabbed them. "Got them!" "Want me to let you down now? Or is there anything else up there you want?" I looked but didn't see anything else. "No, nothing else up here. I guess you can let me down now." I tried to sound disappointed, but it was the truth. He kept his hands and thumbs in the same place as he let me down. I rolled my hips slightly one more time. As I stepped back off the stool, I moved further than I needed to, pushing my ass against his hard cock in his shorts. Neither one of us moved for a second. Then at the same time, he started forward and I moved backwards, keeping us pressed together. I could feel the pressure of his cock pressing against my little hole. It was wonderful. I had a sensitive anus, as I discovered through masturbation. I was surprised how good it felt one time when I was stroking my little dick and let my fingers go around and rub my hole. It felt so good that eventually I would finger my ass every time I jerked off. It felt so good having one or two of my fingers as far up in my ass as they would go. I wondered how good something wider and longer would feel. I decided I would find out one day. "Mr. Jack, it feels like your dicky is poking my hole. It's hard and feels really big!" "Umm, it is. Is this making you uncomfortable?" "No, it feels good. I like it. Can you rub it on me some more?" "Okay, but only if you PROMISE not to tell anyone. I mean no one. You understand?" "Yes, I promise." "Let's go to my bedroom then." I took his hand as he led the way. He shut the door and said "Make yourself comfortable." I sat on his bed. The duvet was silky smooth. I bet it would have felt good to be naked and slide my body over it. He came close to me and said "Why don't you stand up and turn around. Spread your feet out and put your hands on the bed." When I did so, I felt his hand between my legs, fondling my butt cheeks. "You have such a cute, tight little butt. I bet the girls are jealous." "Thanks Mr. Jack, do you really think so? I wish my butt was shaped like the black girls I go to school with. Theirs have the coolest shape!" "Don't you worry, yours is pretty nice. I bet a lot of people think so." "I do see a lot of people looking at it. It makes me feel special. I like it when adults give me attention." As he rubbed my ass with one hand, he paid extra attention to the spot covering my hole. I could see him stroking his cock through his shorts with the other. I asked "Would you rub your dicky on me again?" "Of course. Tell me if it feels good." Standing behind my ass, he adjusted the head of his dick in his underwear so it would rub against the shorts covering my little hole. Once he found the spot, he held my hips and began to slowly dry hump my ass. "Oh, Mr. Jack, this feels SO good! I want to feel it better. Can I take my shorts off?" "That is a great idea. Let me pull then down for you." He reached around and unbuttoned the fly and pulled the zipper down. When he did this, his fingers slid down the length of my little dick, straining against the panties I was wearing. I let out a nice "Ummmm." He pulled the shorts all the way down, exposing my panty-clad ass. I had borrowed a pair of my sister's white cotton panties. We were almost the same size, so they fit almost perfectly. Except for my little cock head peeking out of the front. "Cute panties. What a perfect little ass. It feels so nice." "I'm going to take my shorts off too, is that ok?" I gave him and enthusiastic "Yes." He took off his shorts and got back in the same spot to rub my ass some more. This time it felt even better, as the panties were thin cotton. His hard dick was straining the front of his briefs, pulling the cloth tight around it. It almost felt like we both were not wearing anything. "It's getting warm, can we take our shirts off?" I asked sweetly. "You're right, it is getting hot in here. Let's take them off." I peeled my tight shirt off and threw it on the bed. It felt good to take it off; my little nipples were hard, and I wanted them touched. Jack took his off to reveal a well-muscled chest, tanned with a little bit of hair. Still grinding against my little ass, he reached around and started pinching and squeezing my nipples. It sent shock waves through me, making me tremor with pleasure. He felt my reaction. "Do you like that? Your little nips are so hard." "Yes, that feels so good. Do it some more." As he grinded against my ass, his thrusts got stronger and a little faster. The more he pushed, the more it felt like his dick was trying to get in my hole. I had unconsciously started to grind my hips in rhythm with him. Reaching the point when he couldn't last any longer, he yelled "I'm gonna cum!" and pulled my hips back in one last thrust. Had it not been for the underwear, his cock probably would have gone all the way up my ass. He made a big sigh and I felt the front of his underwear get warm and wet from the inside. He laid down on the bed, massaging the front of his underwear. I could hear the squishy sound of his sperm as he rubbed. "Would you like to taste it fresh? I saw you sniffing and tasting my dirty briefs earlier. It was hot watching you." I blushed knowing that he found me out. But I couldn't pass this up and said "Yes, can I taste it?" "Okay. Take a taste." I pulled the front of his briefs down far enough to let his cock and balls out. They were covered with lots of sticky white cum. I couldn't believe how much there was. I scooped some up with my fingers and rubbed it around. It was thick and slippery, and still very warm. I looked him in the eyes and put my fingers in my mouth. I licked and suck every last bit if cum off them. He watched me with an approving smile. "I love the way it tastes. It feels so good in my mouth." "You know it is a great lube. Now let's see if we can make you cum too." Smearing a good bit of cum in his hand, he dribbled a little spit in with it. He reached over and pulled my panties down, revealing my bare little dick. In the panties it looked like a giant clit. He wrapped his cum-filled hand around my dick and started stroking slowly up and down, with a firm grip. This felt so much better than when I rubbed myself, even with some good lotion on my hands. I closed my eyes and started to make `umms' and `ohoos' of pleasure. He could tell that I was getting close to cumming (it didn't take long for a boy my age) and stroked faster. I felt an explosion of pleasure inside, starting with my dick and ending in my head. I shook and cried out. I sounded like a woman when I had an orgasm. I still do, every time I cum. "Oh...uh...oh...Mr. Jack...I can't move..." I felt like any tension I had was released, my body totally relaxed. I almost felt drowsy, thinking how good a nap would feel. "I'm glad you liked that. You made me feel good too. I need to pee, I'll be right back." But before he could get up, I said "Wait, I need to go too. I want to come with you." He smiled and took my hand to go to the bathroom. The toilet set was already up (it was usually up since he was a single man living alone) and he was about to pee. "Can I hold it for you? I like helping people when they need to pee." "Is that so? You'll have to tell me more about that some time." He nodded, and I took his cock in my hand. I aimed for the center of the bowl. It started as a trickle, then turned into a strong steady stream. It was so cool feeling his urethra full of flowing urine through the thin skin on the underside of his dick. As the flow slowed down I couldn't help but move it around. I wasn't very careful and accidentally aimed it too far to the side where I was. The hot stream hit me right in the crotch, making me let out a surprised gasp. Cutting off his flow, he laughed and said "Oops, you missed the toilet, you ok?" "Yeah, sorry I missed. Um, that felt really good. Can we do it again?" "Are you sure? I still have some more to get out. Sit on the toilet and spread your legs. Where do you want me to aim?" "All over my dicky. You can even shoot at my belly button." He started to pee again. The stream hit me in the center of my crotch. He then moved it in a little circle, so the stream covered my dick and balls. He then aimed it higher and hit my belly. It was so hot. I reached down and touched my belly button, now full of urine. I licked my fingertips and said "I like that too." "Hmm. If you like that so much, I know you'll like this. Turn around and stick you little ass out so I can see your cute little hole." This got me excited. I turned around and pulled my panties down. I used my hands to spread my butt cheeks as wide as they would go. I suddenly felt the stream of his hot urine spraying my hole. It felt like a little garden hose. I wanted some of it to get inside so I pushed like I had to poo. My ass opened just enough to feel some of his piss squirt inside. It felt so good that I got hard again. "Well I see that I've discovered a young watersports fan." I didn't know what that meant at the time, but he was right. I wiped up the urine that got on the toilet seat and the floor. Soaping up a warm washcloth, Jack wiped me down, washing away any traces of urine or cum. It wouldn't do to leave any evidence for someone to notice. We went back in the bedroom and started to get dressed. As I was putting my panties back on, he noticed a curious look on my face. "Mr. Jack, does it bother you if I wear girl's underwear? They are so comfortable and soft. I don't like wearing boy's ones. They don't feel good. Some people don't like that I'm girly and they tease me. My mom got real mad when she saw me one time and made me undress and take my panties off right then. She then started spanking me with her paddle and yelling "You are NOT a girl! You will dress like a man! I didn't get pregnant for the last time to have another stupid girl. If I catch you in these again, you will pay, and it will be worse than right now." He pulled me into a tight hug. "Oh honey, I'm sorry to hear that. You can wear whatever kind of underwear, or clothes, or shoes – whatever you want – if you like them and feel comfortable. I like your panties. You look so cute in them. Yes, people will tease you for being different, but don't let them get to you. Remember, most teasing comes out of jealousy and insecurity. Just be yourself, don't worry about what the rest of the world thinks." I didn't know exactly what he meant at the time, but those words have stuck with me all my life. It was probably the best advice anyone had ever given me. The laundry in the washer had been done for a long time now, so I put the wet clothes in the dryer. As I did, my stomach grumbled. I had forgot that the only thing I ate since the morning was some chocolate. Jack heard my stomach and said "Hey, I'm having one of my favorite snacks – cheese, salami, crackers and wine." The cheese and crackers sounded good, but I had not had salami before. I was doubtful that he would let me the taste the wine. He cut some cheese and salami for me and put it on a cracker. I wasn't sure about it, but he said that if I ate pepperoni on a pizza then I would like salami. He was right, I liked it. He gave me several more, and I ate them as fast as he could make them. He ate slower than I and was sipping red wine in between eating the little cracker sandwiches. He seemed to like it. "Can I taste that? It's pretty. What's it like?" He laughed out loud "Oh lord. Now I am going to be even more of a dirty old man, giving wine to a minor! Maybe I shouldn't." "Pleeaasse?" I gave him doe eyes, which no one could resist. "Okay. I'll teach you how you taste wine correctly. Take a sip and smell in at the same time. Then swish it around your mouth before swallowing it. I warn you though, it is an acquired taste, so you might not like it." "I bet I will. Let me try!" He poured me a half inch of the deep red liquid in a wine glass. I took it in my hand. I was a little nervous but took the plunge and took in a big sip. I smelled and swished like he said to do. It was acidic, but very natural smelling and tasting. Almost like wood, or fruit like cherries or plums. It made my throat warm when I swallowed it. I didn't realize it but I was making a face the whole time I was tasting the wine. Jack wasn't sure if it was a good face or a bad face until I was done. "You were right. It tastes different than anything else. It's not bad. I think I like it. Can I taste it again, to be sure?" "Okay, but just a little bit." He poured another half inch or so in the glass. I sipped and swished it again. This time the flavors were more pronounced, less foreign. Better. I swallowed, enjoying the warm feeling in my throat. "So, it appears you like a good French Red." "This is from France? I thought all wine came from California. That is what all the wine commercials on TV say. Champaign comes from France, I know that. There is a place in France called Champaign." "You're right. A lot of wine does come from California, but the better wines come from Europe. More mature, they're better tasting." "My mom drinks pink wine from California but it must not be good. Her friends tease her for drinking "cheap pink California crap." He laughed again. "They're right. Sounds like your mom has bad taste in wine." As we talked, I managed to finish what was in my glass. I didn't know why but I was starting to feel good, awake but kind of dreamy. The wine was already working its ways on me. "Can I have just a little more?" You're still having some." "It's against my better judgment, but okay. Just a little more, but that's all." We both had another glass – an inch or so for me. I felt even fuzzier than before, and everything was starting to be funny. I was thoroughly tipsy now. Jack started making funny faces at me and I couldn't help but laugh until my sides hurt. I needed to pee again, but when I got up to go to the bathroom, I almost fell over. My balance mysteriously disappeared. He laughed but got up to help me. When we were in the bathroom I managed to keep my aim in the toilet bowl despite feeling like I couldn't stay standing up straight. Jack said "Let's go outside and get some fresh air. You'll feel better." "Okay." The back yard was very nice. He had a garden with flowers and vegetables. The grass had large patches of clovers that were flowering. Honey bees were everywhere, busy as, well, bees. I plopped down in the middle of a clover patch and laid down with my arms spread out. "Hey, be careful, you'll get stung disturbing the bees." He sounded very concerned. "No, I do this all the time. Bees don't mind me. They don't sting me." Sure enough, it wasn't long before a few bees landed on me. As I expected, they paid me no mind and walked on me as if I was a piece of wood or a leaf. I didn't get stung once. After laying there for what felt like an hour, I got up and walked around, admiring the yard. It was nice and quiet. I bet there were lots of little creatures living back here. I would definitely come back and look some more. The afternoon was passing, and it was probably time for me to get home. Jack made sure I could walk ok. I was not 100% but a lot less wobbly than a little while before. As we walked inside, Jack took out his wallet and said he needed to pay me. "Here is $40." My eyes grew wide in disbelief. "If your dad asks, you can tell him that you made $10 for doing cleaning chores around my house. The other $30 is for the fun we had. I enjoyed playing with you very much. I have a feeling you enjoyed it too." "I did, it was so much fun. It really felt good! Can we do it again sometime?" "We sure can. But make sure you remember that it stays between us and that you can't tell ANYONE. We would both be in a lot of trouble. You understand?" "Yes, I promise not to say anything to anybody." "I want you to come back to do some more work. We won't be able to play every time like we did today, but you can still come do some chores and make some money. But if we can play again, I would like it very much, if you want to." "That would be fun, I hope we can." Cash in hand, he gave me a hug and I started my way home.