I found out very soon. Felix replied and wrote, You’re on. I hope you can handle me. F.

  I wasn’t sure what he meant and didn’t want to ask. I took the next day off because I knew I’d be a wreck at work thinking about trying to get my place ready and planning a meal. I made chicken with eggplant and garlic, my specialty. For a minute, I considered leaving out the garlic, but I like the taste of it, and hoped I’d be tasting it on Felix very soon. He arrived promptly, bearing a bottle of champagne. His tan looked even deeper, but his smile was just as easy and relaxed. I went to hug him hello, then just put out my hand for him to shake.

  Even that simple touch made me tremble in a way I wasn’t sure I ever had before. This was now far beyond simple arousal; it wasn’t just my cock that wanted to get close to Felix. “Would you like something to drink? Or a snack?” I asked, pointing to the plate of Brie and crackers I’d set out.

  “A snack? Like this?” he asked, then leaned down and kissed my neck. Being shorter than Felix, even by just a few inches, along with the whole gay virgin thing, made me feel like I was the younger man. His lips on my neck sent vibrations through my body, and I had to lean on the counter for support.

  “Felix…” Just saying his name, one so different from the one I’d gotten used to saying, felt rougher, more forceful than “Stella.” Just like him. Felix turned me around and kissed me right on the lips. His tongue probed my mouth and I opened up for him, letting him take me.

  I was hard, and no longer cared about our meal. “Take me to your bedroom,” he said. I did, holding his hand all the way. I was glad we were skipping the preliminaries, because the last thing I wanted to do was dwell on the fact that this was my first time. That would be my little secret.

  “Steven,” Felix said throatily. “Take off your clothes. I’m going to help you relax.” I did as he ordered, sensing him watching me. When I was undressed, he told me to get on my hands and knees on the bed. “Head down, ass up.” My cock was so hard, my mind racing, my body buzzing, I’d have done anything for him. The difference between being an adult and a fumbling teenager was that I wasn’t about to come before things got interesting.

  That’s when I felt it—a smack on my ass. I’d heard of S&M, but my sex life with Stella had been strictly by the books, and I don’t mean Story of O. I’d never thought much about it one way or another, and there was no time for thinking now. Felix kept smacking my ass, the right side, then the left, once again so sure of himself. I grunted in response, the pain a mere flicker before heat took over; heat that warmed not just my ass, but my entire lower half. “You’re getting more comfortable, aren’t you?” he asked.

  “Yes. Yes, sir, I am.” I had no idea where that came from, but there it was. Felix kept going until my backside burned, my fingers curled around the sheets, my teeth clenched. I wasn’t sure whether to be relieved or excited that he had stopped.

  “Now kiss me again.” Taking orders from Felix was easy, even though I’d never done that before, either. Letting someone else run the show and tell me what to do, wondering what would happen if I disobeyed, all lent my otherwise drab bedroom an air of naughtiness. I’d say it was like an out-of-body experience, but I was there, 100 percent. I was there as Felix kissed me, there as he pushed my wrists down onto the bed, there as he hovered over me, pinching my nipples. I was there when he ordered me to keep my hands above my head, then brought his cock to my lips. “Take it, take it all,” he demanded.

  It was like in my dream, but a million times better. I wanted all of Felix—not just his cock, but his being—and the way to get it was to take him inch by inch down my throat. The smell drew me closer, then feeling just how hard he was. I opened my eyes to see the last inches of his hardness disappear between my lips. Then Felix reached his hand back to manipulate my dick.

  “No,” I halfheartedly protested, not meaning it. Of course it felt good—hell, it felt incredible—but I wanted to focus on sucking him.

  “Learn to multitask,” was all he said, and I couldn’t really talk with a mouthful of dick.

  So I did, enjoying his slowly pumping hand and his faster-pumping cock. I shut my eyes, knowing that there would be no going back. Felix’s cock was speaking to me, and it was saying: Welcome home. He only lasted a few more thrusts before he was coming, right in my mouth, on my tongue. I’d been expecting it, but it was still a surprise. I’d stopped comparing everything he did to Stella—we were in our own world now—but tasting another man’s spunk was a revelation. I’d tasted my own, but no one can ever be a good judge of that. I gave Felix’s five stars for fine dining.

  “Your turn,” he said, and I watched as he jerked me off. We both looked on as I ejaculated far enough to hit the wall on the other side of the room.

  I tried to downplay my response to what we’d just done. I didn’t want to look foolish in front of Felix, or worse, to seem like the inexperienced straight guy looking just to get off. But our conversation over the delayed dinner was easy and comfortable, and I knew by the end of the evening we’d be getting together again soon.

  It wasn’t until a year later, on our anniversary, that I fully fessed up to my straight past. Felix wasn’t mad, just curious, and we spent the rest of that night talking. The others we’ve spent otherwise engaged. You can only imagine (at least, I hope you can). I haven’t exactly racked up huge numbers on my bedpost (though Felix promises to take me to a sex party soon), but I’ve learned that quality is quantity when it comes to sexual partners, and that when enjoying the finer things in life (i.e., cock), you’re better late than never.

  THE BOY IN THE MIDDLE

  Thom Wolf

  The boy was waiting by the east gate of the university, just as we had planned. He stood at the bus stop, slouched against a post, smoking a miniature cigar. He wore a dirty pair of jeans and a navy hooded sweater.

  His profile had said he was eighteen but he looked a year or two younger. I considered driving on without stopping but as he was waiting outside an adult college I let the age thing go. He looked up as I pulled over, threw his smoke into the gutter and got in the car.

  “Hi,” he said.

  I looked him over carefully. His hair was dark and cut military short. He had deep-set eyes and a small stud pierced his bottom lip. His mouth was slightly uneven and sullen. Kind of cute, I thought, despite the attitude.

  “Do you still want this?” I asked.

  “Sure I do. I’m here aren’t I?”

  Jack was waiting in the living room when I brought the boy home. He was shirtless, a can of beer resting on his hairy belly. His eyes ignited on sight of the youth and he stroked his crotch as a mark of esteem.

  The boy said his name was Jared. It seemed to suit. At fifty-five, Jack and I had been together for more years than Jared had been alive. If our age concerned him, it didn’t show. From his first contact, an email containing a nude photo, Jared had actively courted us. The details in his emails were explicit, spelling out his need for older men. Much older men. I want to get fucked, he claimed; fisted, double penetrated. I thought his claims were over the top, just a tease, but the boy persisted until finally, six weeks later, he was here.

  “Are you clean, boy?” Jack asked.

  The boy answered like a soldier. “Yes, sir.”

  “Your asshole?”

  “Absolutely. Ready for anything.”

  Satisfied, Jack popped the fly on his jeans, hauling out his big semihard dick. The boy got on his knees and swallowed. Jack put both hands on the back of his head and forced him down. Jared spluttered. I went to the kitchen for a beer. When I came back into the room, Jack was fully stiff and the boy’s lips slipped up and down his pole at a constant rhythm. I lingered at the edge of the scene, watching. Jack told him to open his eyes and look at him while he sucked. The boy complied and emerged almost angelic with wide brown eyes, a furrowed brow, and his wet mouth stuffed with cock. Jack’s hands remained on his head, guiding the pace.

  I knelt behind the boy and slid my hands around him, unfastening his jeans. He wore cheap blue shorts that slipped from his ass with a whisper. He carried a little puppy fat around his rump. His skin was very white and his asscheeks were heavy, dusted with dark hair. His ass was ample in my hands. I opened him, looking into the hairy crack, at the rosy pink hole in the black. Breathing in the savory scent of his butt, I moved closer. His body shuddered when I began to rim him, swirling my tongue around the seam of his asshole, tasting fresh sweat. I slid a hand between his legs, feeling hairy, low-hanging nuts and a small cock that was still soft. I reveled in the youth of his body. It seemed unformed, underdeveloped compared with the flesh I was used to holding.

  The lube was in a drawer beside the TV. I slicked up my fingers and started on his ass, sliding one into his warm tract, then quickly working three digits past his ring. Greasing his hot ass, I looked along the line of his spine toward Jack, whose eyes were half lidded as the boy slobbered on his dick. Despite my efforts I couldn’t get a fourth finger into his tight snatch, his ring refusing to yield any further, but I was tired of finger-fucking, I was ready for the real thing.

  I threw my T-shirt into the room behind me and shucked my jeans over my ass. I fisted another handful of lube over my cock and maneuvred the head into the crack, nudging his sloppy hole. He took the head easily, but his body tensed when I slipped deeper inside. Jack tightened his hold on Jared’s head, forcing the boy’s face into his lap.

  “Take it, you slut. This is what you wanted.”

  Dick fully inserted, my hips pressed against his fat ass. I held him by the waist, routing him to my cock. We fucked the boy from both ends, stuffing his ass and mouth. I watched as tiny beads of sweat began to form on the smooth white curve of his spine. His ability to take it so passively, without complaint, urged me to go further, harder, faster, rougher. Soon, rivulets of sweat trailed down my own back, prompted by the rapid motion of my hips. His big asscheeks wobbled under the onslaught of my pelvis.

  Jack released his grip on the boy’s head. “Change places with me,” he said. “I want to fuck that.”

  My stiff cock slipped out of his ass with a slurp, pranging its lubey head against my belly. I sat on the sofa while Jack took a turn mounting the boy’s ass. If Jared had any misgivings about sucking a dick that came fresh from his backside, he was not deterred by them. He grabbed my shaft and his mouth went straight down onto it. Jack must have loosened up his throat because the boy had no trouble swallowing me whole.

  After several minutes we flipped again. Turning the boy over onto his back, I reentered his ass while Jack squatted over his face and fucked it. The boy took everything we gave without grievance. His body was slack and willing, though his cock didn’t show the slightest stiffness. I came first, draining my balls into the soft, warm depths of his bowel. When I was finished, shuddering through the tail of my climax, Jack took my place. He rammed his dick into Jared’s come-sloppy ass, churning it over until his own heavy load merged with mine.

  Later, the three of us stood at the kitchen door, still in our underwear, smoking. It was a drizzly afternoon and the garden was littered with brown fallen leaves. I was feeling good about the encounter, relaxed in the aftermath of sex. Jack laughed at the boy’s miniature cigars and offered him a fat Don Julian. The boy toked on the big cigar, blowing smoke into the garden. He also seemed relaxed, less guarded than before.

  “How many older men have you had?” Jack asked him.

  “Only one,” the boy replied, “besides you two. I used to meet a guy from Durham. He was forty-two. I thought he’d be able to teach me stuff, but he didn’t. Not really. He just wanted to cuddle and fuck all the time.”

  I laughed. “And you don’t?”

  “Sure I do, but I want more than that. I want a man who’ll use me. I want to be his boy.”

  “What does that mean?”

  “I just want sex. I don’t want dinner and DVDs. I want to be fucked, roasted, as many cocks as I can get. You know, like we did today. You guys didn’t want to get to know me. You just wanted to fuck me.” He exhaled a great cloud of smoke. “That’s cool, ’cause it’s what I want too.”

  “You’re a strange kid,” I said.

  “Don’t analyze me, just fuck me. Do what you want. Fuck me, fist me, stuff massive dildos up my ass; whatever you want to do. I told you, that’s what I want.”

  I stifled a smile. His talk was the stuff of porn and overly imaginative forum chat. I guess he had constructed a fantasy image for himself—as an uberbottom—and was desperately trying to live up to his creation. I imagined he had an XTube profile and a whole gallery of videos recorded on his webcam. I’d seen plenty of boys like him online, spreading their asscheeks and stuffing themselves with every imaginable instrument. It was hot and entirely ridiculous at the same time. Silly boy, and yet his naivete was somehow endearing.

  One week later I picked him up from the same spot. He trotted to the car and greeted me with an enthusiastic smile. He appeared different, brighter, more assured. The weather had made an unseasonable turn for the better and, although it was November, he wore a baggy pair of shorts that hung halfway down his ass and a tight, sleeveless T-shirt.

  “How’s it going?” he chirped. “Got something exciting for me today?”

  Jack and I had talked long and hard before inviting him back. Jared was a horny little piece, and as a couple of old farts we were flattered, but there was something about him that raised doubts. I had serious reservations about getting involved. Perhaps it was the artifice of his person, the carefully studied behavior. We didn’t know him; I doubted we ever would, no matter how many times we fucked him. We were old men. It was pleasing to think a young boy wanted us so keenly, but I had a niggling suspicion that he was trouble, and at our age we didn’t need that.

  I took him straight to the bedroom, where Jack was waiting in a loose pair of pants tented by his dick. Jared undressed in a hurry, flinging his clothes into the corner of the room. He wore a black jockstrap and kept his white socks on. It was a look I’m sure he’d lifted from porn. He dived straight onto the bed, releasing Jack’s dick and going down on it like cannibal. He took it right to the root, deep-throating on the first pass. Jack closed his eyes and surrendered to Jared’s lips. I undressed slowly, watching, listening to the wet slobbering sounds from the bed. Jack looked like he was enjoying himself. Despite my reservations I was hard before I slipped my shorts to the floor.

  I got on the bed and grabbed hold of Jared’s short hair. I dragged his mouth off Jack’s dick and shoved him down on my own. He gasped and snuffled but his lips were around the fat root in seconds. I let him have it hard, holding his head in place while I rammed my cock deep into his throat. The boy gagged and made startling animal noises but I refused to release my hold.

  “This is what you wanted,” I said, fucking his face with an angry passion, surprising myself.

  When I finally relented the boy sat back on his haunches, gasping for breath. Saliva drooled from his small chin, dripping down his neck and heaving chest. Jack got into a kneeling position beside me. I could feel the tension in his body, the tightly coiled excitement. He grabbed the boy’s head and gave him a session of similar treatment, holding his face, sinking his cock into the depths of his throat. After a while we began to alternate, moving his face forcibly between our dicks. He had just a moment to catch his breath before we took our turns reaming his sweet mouth. It all felt wrong but I was so turned on, more than I had been in years. It was exploitation, dirty, almost like rape. I had to remind myself that this was exactly what he’d asked for.

  My reservations were insignificant beside my zeal for the boy. I left Jack to his mouth while I started work on his ass. The boy had been perfectly explicit in describing the things he wanted us to do to him. I intended to give him just what he wanted and in the process learn how much of him was genuine, and how much was artifice. I lubed his butthole, paying attention to its tightness and size. It wasn’t long before I was able to slip three fingers effortlessly back and forth through his sphincter, like a bolt in a well-oiled lock. His pink opening flourished and unfurled around my hand. When he was hot and loose, I opened the drawer beneath the bed, where Jack and I kept the toys.

  No point starting small with a kid like this, I told myself, selecting a medium-sized dildo with an enjoyably fat head. The boy gasped and raised his hips higher when I introduced the wide tip to his butt. The next toy to stuff him was a corpulent black dildo with an unfeasibly thick girth. The boy made a sound that could have been a cry, if it weren’t muffled by the meat in his mouth. I had to put some weight behind the base of the toy and force it through the resistance of his ass. Just as I began to think that this one was beyond him, his sphincter gave way and the fattest part of the dildo went in. I followed through, pushing the entire length deep into him. I fucked him with the big one, churning his ass into a sloppy mess, and when I finally withdrew, his hole was squelchy and beautifully slack.

  I mounted him then, slipping my cock into his welcoming bowel, and despite the slackness of his hole, it was not long before I ejaculated a huge, gooey load into his ass. My come trickled from his anus when I pulled out and ran in a slow trail across his balls.

  Jared wanted to return the following weekend. We concocted an excuse and declined him. The following week we were out of town, visiting friends in the country. It was almost a month before we agreed to see him again. As before, we’d considered the implications of having him over. Did we really want to involve ourselves further? My reservations lingered but there was something in the tone of his emails, the explicit detail of his text messages, which aroused me and made me want him. That third afternoon was much like those that preceded it; we ravaged his lips, forcing both dicks into his mouth at once. We fingered, fucked, and dildoed his hole. Just as we had with his mouth, we pushed both our cocks into his asshole. The boy screamed at the double penetration as he straddled my hips. Jack shoved in from behind while I was already in him. The boy’s face contorted with the effort, mouth wide open, eyes shut tight. His small body lay between us, tight against my chest. I kissed his twisted lips as we fucked.

 

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