Private Lessons
A fictional story by

Xerxes

Note: All characters are fictional. This is not my life story, nor is it anybody else's. Although, certain characteristics and personalities are based on people that I once knew, some well, some not so well. If you like my stories, drop me a line at "Xerxes_Nimrod (at) mail (dot) com". All letters will be answered, all flames deleted, and all spam ignored.  I especially like to receive story plot ideas and suggestions.

I open the door, and enter the house, quickly followed by Phillip, who is carrying the cooler against his bare chest. He puts the cooler down on the floor in front of his bare feet, and Colin puts the beach bag that he is carrying down next to the cooler. Colin then kicks off his sneakers. Padraic enters last, and closes the door. With the door now closed, Phillip unbuttons the button on his cutoff shorts, runs the zipper down, and lets this, the only garment on his body, drop to the floor. He steps out from the shorts, naked and erect, his body now even more heavily-tanned than before, although with his groin area now much less tanned than the surrounding areas.

Padraic remarks, "Looks like you've lost that all-over tan you had", as he admires Phillip's golden-brown skin, adding, "Wow, I wish I could tan like that, instead of just burning.."

Colin smiles, and removes the open long-sleeve shirt from his freckled shoulders, and Phillip takes the shirt and tosses it across the room. Grabbing Colin by the shoulder, he turns him around, and sidles up behind him. Reaching down, he slips his hands under Colin's trunks, hooking the waistband, and slowly shimmying the tight trunks off over Colin's waist. Finally, Colin's long, thin, freckled erection springs free.

"Are you boys REALLY serious about doing this?", I ask them. They both nod a 'yes'. Turning to Padraic, I ask him, "Are you OK with this?" Padraic responds, "It really doesn't matter; once he decides that he's going to do something, there's no talking him out of it. I'll just give him a little talk and get him prepared, that's all."

"Well, OK, then, I'll spend a few minutes with Phillip, then", I say, motioning to Phillip for him to join me. Padraic takes Colin, and they head to the bathroom together. I sit in front of Phillip, who is now very erect. "You certainly look like you're ready, kid", I tell him, as I wrap my hand around his tanned penis. I squeeze it tightly, and continue, "He'll probably be about this tight at first, and if you force it, you can really hurt him. Don't forget, you're bigger than he is, and he's smaller than you are. However he felt inside you last night, you're going to be twice as big inside him." I moderate the grasp on his penis to one a bit less severe. "Once he has loosened up, he'll still be about this tight. You need to use lots of lubrication; Vaseline, and baby oil. Also, you need some help loosening him up. Come, follow me."

I stand up, and walk to my bedroom, Phillip following me, his erect dick bouncing as he walks. I open a drawer, remove a box filled with Vaseline, baby oil, and a dildo. "We'll use this to loosen him up a bit, but chances are when you actually penetrate him, it's still gonna cause him some pain." I tell him about proper lubrication, how we'll start with fingers, then use the dildo, then, hopefully, we'll advance to putting his love-tool inside Colin's body. I take a pile of hand towels and 2 beach towels, and bring them to the TV room, placing them on the floor. Then I remove my shorts, and join Phillip in the nude.

"Why are you getting naked?", he asks. "Well, I think Padraic and I may have to demonstrate. If not, then we'll probably just fuck once you 2 get going. Watching 2 guys as cute as you screwing is really erotic, you know." Finally, Padraic and Colin join us, now both nude and clean.

"We cleaned our bodies off, and got some lube inside him", Padraic says. He whispers something to his brother, then mumbles to me, "You 2 better start loosening him up with your fingers." As he says this, Colin gets on all fours, on the beach towels, and pushes his buttocks backward, exposing his pale, freshly-cleaned anus to us.

I give Phillip a latex glove, and instruct him to take a good size scoop of Vaseline, and to plunge his index finger inside Colin's asshole. "Wow, it feels so warm", Phillip says, as his digit slowly sinks in past Colin's rosebud. Colin gasps, "not so warm from my end.." Phillip slides his finger in and out 2 or 3 times. Colin moans with pleasure.

"OK, now try 2", I tell him. Phillip inserts his index and his middle finger into Colin's hole, down to mid-digit, and stops. Colin moans softly. "Wow, you feel tight", Phillip says, to which Colin replies, "Yeah....give me a minute....oooh..."

After a minute, Phillips says, "I can feel you loosening up". Slowly, he slides the 2 fingers deeper, than slowly out. "OOOOH..."Colin moans. I whisper into Phillip's ear, "I think he's ready for this", as I put a glob of Vaseline on the tip of the dildo. I hand the device to Phillip, and help him guide it into Colin's greased sphincter. Being careful to make certain the angle is right, I have him slide it slowly inside him. "Oh, shiiiit, that feels goooood", Colin coos. After a few more strokes, he's obviously greased Colin up inside as well as he can, so I tell Phillip, "I think you guys are ready".

"Considering how big Phillip is, I'd suggest that they do it on their sides, that's the easiest way to fit a very large dick inside a small hole", Padraic tells us. Phillip greases his rigid member up, and I hand him a small squirt bottle with baby oil. "Use this to keep yourself sliding smoothly, and, for god's sake, Phillip, be careful!"

Phillip lays on his side, behind Colin, and guides his lubricated penis between Colin's freckled butt cheeks. Pressing his glans up against Colin's virgin pucker hole, he looks at me, and I nod, saying, "OK, now press slowly, until you are inside him." Padraic whispers to Colin "Press out a bit, like I taught you, and don't tense up". Phillip closes his eyes, places one hand on Colin's freckled shoulder and the other on his hip, and presses forward. Slowly, he feels his penis begin to penetrate Colin's tight sphincter. Colin closes his own eyes, opens his mouth slightly, and moans softly "..holy SHIT, man...", as Phillip's large, well lubricated penis quickly slides inside Colin's body.

Phillip stops, having inadvertently plunged most of his large dick inside Colin's rectum with one quick, uncontrolled entry. "Col....are you OK? I...I..can pull out if it.....", Phillip stammers. Colin reaches his arm around, grabbing Phillip's hip, pulling him closer to his own body. "No, don't!", Colin replies, softly adding, "...fuckin' A!...mother FUCKer!....aaahhh...you're bigger than I expected...give me a minute to get used to it." Phillip lightly wraps his arm around Colin's chest, and holds him for a minute as Colin's body relaxes. Phillip feels Colin's sphincter loosen, allowing his penis to slide the rest of the way in.

Now fully inserted, Phillip whispers softly into Colin's ear, "Col, are you OK? Does it hurt?" Colin smiles, and answers, "Nah, it's just.....well......it just feels so big inside me. Mmmm.....now it's feeling pretty fuckin' good, actually." Philip reaches around and grasps Colin's freckled shaft, retracting his foreskin. "Feels like you're getting hard again". Colin sighs, and says, "Yeah, you can try sliding it in and out a little now....I'm ready. Fuck me, Phillip, but not too hard". Phillip complies, and slowly slides nearly out, then back inside Colin's body. He slowly slips his dick in and out another 3 times. "Let's try a more comfortable position, Colin", he says, as he slides out of Colin's hole.

Padraic whispers into his brother's ear, and Colin nods his head in the affirmative. Padraic leaves his brother's side, and says to me, "Looks like they are doing pretty well themselves. How about us, now?" He wraps his finger around my hard penis, and continues, "I want you inside me, too." He coats my penis with Vaseline, and rolls me onto my back. Straddling my body, he lowers his body onto my pole, and Phillip and Colin do likewise. As the 2 freckled brothers get their asses gently reamed, Padraic says to Colin, "You're doing pretty good, squirt!-I didn't think that big dick would fit inside you that well." "Colin murmurs back, "Aww....it's not that bad, Pad..."

After a few minutes, we all decide to change positions, this time with the boys both laying on their backs, and Phillip and I both being free to thrust ourselves unencumbered from above. Colin and Padraic lay down side-by-side, facing opposite directions, their arms touching. Padraic gives his brothers little smirk, and holds his hand. Then, Padraic brings his knees up to his chest, and his brother does likewise, their calves brushing against each other's.

Phillip watches my dick as I slowly enter Padraic's anus, and he does his best to copy my technique with Colin. As his big dick slowly slides inside Colin's body, I hear Colin say, "Oh, Phillip...You're so fucking BIG...." Padraic cranes his head around to see Phillip sinking his big dick inside his brother. Colin's eyes are closed, and he doesn't realize that his legs are in our way. I gently put my hand on his smooth, fair-haired leg, and say "Colin, you should wrap your legs around his back....keep them out of the way....."

Colin does as I suggest, as does Padraic, leaving both Phillip and me able to manipulate our boyfriend's dicks while fucking them. Phillip slowly slides into and out of Colin's bum, while he slides Colin's freckled foreskin up and down his long, hard shaft. Padraic and I are a bit more athletic, with Padraic being a bit more proactive, adding his own motion to my thrusting action. I beat his hard dick inside my hand while pounding his ass, and he moans with pleasure as I do so.

Phillip stops, grabs the bottle of baby oil, and squirts a bit onto his rigid pole. He then resumes his assault on Colin's ass, as Colin grabs the back of Phillip's thighs and adds his own motion to Phillip's thrusting. As Phillip's rate increases, Colin moans softly, .."ooh...ohh....aaahhh...oh, that feels so fucking good...."

Between Padraic's active participation and watching Phillip discovering the joys of anal sex with his own cute boyfriend, I can barely contain my own orgasm. I finally feel Padraic start to erupt, and can tell by the quivering on Phillip's lip that he is about to climax. I shoot my load several times inside Padraic's ass, just as his dick starts pumping semen onto his own chest. I notice that Phillip, already at climax as well, has decided to slip out of Colin's hole and ejaculate in open air, his big, glistening dick resting on Colin's fair-skinned balls. I see Phillip shoot 3 short streams of thin ejaculate onto Colin's chest, and what appears to be a small squirt from Colin's nearly hairless dick, as well..

Catching our breath, Colin is the first to speak, saying, "Wow, that was intense! Did everybody come at the same time?" Phillip, breathlessly answers, "Well, I came just as your brother did, an' I think you did, too." I add, "I came just as Padraic did, and that was just as you were pulling out, so, yeah, I guess we all managed to synchronize that time." I pull out of Padraic's hole, and reach for a towel. Padraic and Colin do likewise, both having semen on their chests to clean off. "So, how did you like it, squirt?", Padraic asks his brother, adding, "do you like being a bottom?"

Colin sits himself up. "Hmm...", he ponders, " well....each has it's strong points, but.....I kinda like being a top a bit more." Padraic smiles. "Always the contrarian. I like being a bottom, so of course, you have to be a top." Colin smirks, "Well, it's hard to differentiate myself, when we share almost everything. I mean, we share almost everything except our underwear." Phillip chuckles, and Colin continues, "It's true-almost every piece of clothing I have is something that Padraic wore before me."

Padriac stands up, and so does Colin. Padriac speaks, "Hey, Col, I don't mind that you don't want to be like me. You're a pretty cool guy, and I'm glad that you're my little brother. It will be easier next time, and maybe you won't have to swear like a sailor. But, right now, we need to clean off. Give us a few minutes before you come in, will you?" The 2 brothers go to the bathroom together, leaving Phillip and me alone together. Phillip is wiping the grease off his deflating dick, and I ask him, "Well, how did you like it? You looked like you were really enjoying it". Phillip smiles broadly. "Yeah, it was awesome. I...well...I was afraid of hurting Col at first, but, well, at one point, he really loosened up, and I was able to fuck him properly."

"Yeah, I could see that you were having fun" I tell him, adding, "and Colin really enjoyed it, too. You guys are really lucky to find each other." Phillip smiles at me, and says, "I was lucky when I met you." He wraps his arms around me and hugs me tightly. "Thank you", he whispers. After a minute, he asks me, "What do you suppose they are doing right now?". I respond, "well, after Padraic expels the load I shot inside his ass, they probably are showering off, and he's probably checking Colin's poor, sore bunghole." "Do you really think it's sore?", he asks me. "Oh, I'm sure it is, Phillip-you've got a pretty big tool there, and Colin is still only 12. I was sore the first time."