Synopsis: When teasing goes too far.
It was 9:00 in the morning and already it was scorching hot outside so I called my girlfriend Rachel to see if she wanted to hang out at her pool today. She lives in a house that overlooks Mission Bay here in San Diego and it’s got an amazing pool in the backyard.
“What do you mean you’re not home?” I asked as I popped a coffee pod into my Starbucks Versimo machine and pushed the brew button. “It’s hot as hell out and I wanted to come over and swim.”
“I told you the other day that Janie, Kristy and I are going wine tasting and then to a spa today,” Rachel replied.
“Oh yeah, I forgot,” I grumbled. “Well crap, that sucks.”
“You know you can go by yourself over if you want, Matt. Sean and Derrick are probably getting ready to head out for brunch but I can text them and have them leave the gate open for you.”
“Are you sure?” Sean and Derrick are Rachel’s roommates – they’re an older gay couple we like to call ‘The Two Dads’ – and it’s actually their house.
“Absolutely,” she insisted. “They love you, especially the way you flirt with them.”
“What?” I practically spit out the coffee I just drank. “I don’t flirt!”
“The hell you don’t,” she said with a loud laugh. “The last time you were over... the shit you guys were saying to each other and the way you kept waggling your ass at them--”
“Shut up!” I interrupted. “I didn’t! I was drinking! They don’t think I’m gay, do they?”
“Of course not,” she said, then quickly amended: “Well, I don’t know. I don’t think so.”
“Great.” Now I was worried.
“If you’re not gay, what do you care what they think?”
“What do you mean if?” If? The hell? Did my own girlfriend think--
“—you know what I mean,” she was saying, cutting into my thoughts, her tone placating.
“I’m not gay!” I insisted.
“Whatever,” she sighed. “I know they think you’re hot, though.”
“Ew, they’re so old,” I laughed.
“They’re not old! Derrick’s 46 and Sean just turned 44.”
“Like I said! That’s like... 20 years older than me.”
“You’re so bad, Matt,” she giggled. “But they like what they see.”
“Of course they do. What’s not to like?”
“You should wear those new trunks you got when we went to Del Mar last week.”
“Really? You don’t think that’s going a little far?”
“Are you kidding me? They’ll love it.”
“I don’t know,” I hedged. “I don’t want them to jump my bones or anything.”
“You can’t rape the willing--”
“What?!”
“I’m kidding,” she laughed. “Look, I have to go. Maybe I’ll see you later if you’re still at the house.”
She hung up and I stared at my phone until the screen went black, thinking about what she said. She couldn’t seriously think I was... I mean... What the fuck?! Sean, Derrick and I joke around a lot but that doesn’t mean anything. I like to give them shit about pretty much everything and they give as good as they get. In fact, I still blush when I think of some of the risque and raunchy comments they made the last time I was over. Oh yeah, payback’s gonna be a bitch.
I found the trunks Rachel was talking about. The black and tan checkered box-cut trunks are the smallest and tightest swimsuit I’ve ever owned – you'll never catch me in a Speedo – and the perfect thing to tease Derrick and Sean with.
I grabbed my favorite black tank top and then rummaged through my drawers to find something to change into afterwards, settling on brown shorts from Topman that I knew would look great with my tan. They were also snug enough to keep the Dads happy. Now for underwear.
Unless I'm at the beach or going swimming, I never go commando. It's just gross. I pulled open my underwear drawer and considered my options. I stick to briefs and trunks. No boxers and definitely no thongs. I spied the stack of my white Tommy Hilfiger briefs and smiled. Yeah, perfect. The Dads will drool when they see the logo over the waistband of my shorts. I tossed them into my bag with the rest of my clothes.
I grabbed what I needed from my bathroom and took a look at myself in the mirror. My thick light brown hair was on point today and my brown eyes looked almost gold. The black tank top was just tight enough to show off how much time I spend at the gym.
*~*~*~*
I got to Rachel’s house a little after 10:00, a 12-pack of IPA from Stone Brewery in tow. Sure enough, the gate was unlocked and there was a note taped to the French doors going into the family room:
“Matt – The door's unlocked so make yourself at home. We'll be back early this afternoon. The security cameras are on so feel free to sunbathe in the buff. But use plenty of sunscreen.”
I rolled my eyes and laughed as I set my bag down on the couch. They had a huge outdoor living space, complete with a kitchen, bar, and patio furniture that was more comfortable than the stuff I had in my apartment. I opened a beer, put the rest into the fridge under the bar, and stripped off my tank. I flopped onto a chaise and put in my AirPods.
I spent the next couple of hours swimming, sunning myself and drinking. I also made use of the Bowflex and Elliptical they had in one of the spare rooms.
Shortly after one-o’clock I heard the rumble of the garage door.
“Hey Matt,” Sean called a minute later. He was opening the sliding glass door and coming outside with two other guys. “This is Michael and Rod.”
I waved and figured it was about time to leave, what with company here.
Derrick joined them as I got out of the pool, making sure I made a production of toweling off. It looked like they were going to barbeque. “I’ll get out of your way,” I said as I drained my beer and tossed the empty into the recyclable container.
“You went through seven already?” Derrick asked, peering into the bin.
“Yup, you can't drink all day if you don't start first thing in the morning.”
“You’re not leaving on our account, are you?” Michael asked, looking to Sean and Derrick.
“No, of course he’s not,” Derrick said as he and Rod walked back inside. He called over his shoulder, “Stay, please. There’s plenty. Besides, you probably shouldn’t be driving, so at least eat something.”
“It’s only beer,” I yelled back. “I can drink beer all day long.”
“We brought edibles,” Rod announced in a sing-song voice as he came back outside a few moments later, holding up a tray full of cookies and brownies.
Sean turned to me. “That’s mari--”
“I know what they are,” I said, cutting him off. Ever since California legalized marijuana, the edibles industry has boomed.
“Oh that’s right,” Sean laughed, elbowing me. “I forget how much you like your brownies.”
“Ass,” I muttered, hip-checking him while I reached out to shake Michael and Rod’s hands. “I’m Matt,” I said in greeting. “Nice to meet ya. I’m just gonna grab a quick shower and I’ll be back out in a few.”
“No need to stop swimming, Matt,” Derrick said, coming back outside. He set down a platter of thick steaks and a few Tupperware containers. I caught him looking me up and down.
“I know,” I said, slinging the towel over my shoulder. “Maybe I’ll go back in after I eat.”
I heard hushed voices and could feel four sets of eyes riveted to my ass as I walked inside. I dropped my towel and heard a collective gasp when I slowly bent over to pick it up. I smirked. Rachel was right. The dirty old pervs were totally eating it up.
I took a long piss – so many beers – and then showered quickly. While I was drying off I realized I'd forgotten my change of clothes outside so, with the towel wrapped low around my hips, I ran back to the patio.
“Forgot my clothes,” I announced as I stepped outside and grabbed my bag.
“You look fine from where I'm standing,” Sean observed.
“I know,” I winked as I slid by, “but I don't wanna catch cold.”
Back in the bathroom, I pulled my underwear on and stopped for a few seconds to admire the way it made my ass and package look, cupping my nuts and giving them a quick, tight squeeze. I then blew my hair dry, using some of the gel and hairspray I kept here in the cabinet. I slipped on the Topmans and dug for my shirt. “Shit,” I muttered, realizing I’d left it on the chaise.
Without bothering to zip up or even button, I went back outside to get my shirt. I thought Sean was going to have a seizure or something the way his eye bugged out when he saw me. I smirked at him on my way back inside.
I buttoned and zipped and then adjusted the shorts so the Tommy Hilfiger logo on my briefs was showing above the waistband of the shorts. I contemplated whether or not to wear the tank top as I straightened up the bathroom, finally deciding against it. I tucked it into my back pocket instead and went back to join the guys. I was starting to feel a little buzz from all the beers by now.
I felt like all eyes were on me when I stepped out onto the patio and Sean said, “You made that extra trip to get your shirt and now you’re not gonna wear it?”
I pulled the tank from my back pocket. “If you want me to cover up, I’ll--”
“No!” the guys chorused together and I laughed as I tossed the shirt onto an empty chair.
Michael was behind the bar mixing up a pitcher of margaritas and he slid one my way along with a shot of tequila. “Just in time,” he said.
“Thank you,” I replied. I waited until the rest of the guys had their margaritas and shots and then raised mine in a toast and downed it.
The tequila was good. Really good and really smooth and it went down really easy. A second shot followed and went down just as easily.
The margarita was nice and strong, the perfect complement to the chips and guacamole that Rod made tableside for us. “There’s nothing better than freshly made guac,” I commented as I scooped some onto a chip and shoved it into my mouth. The others agreed.
We sat at the large stone table when the rib-eyes were done and I was finishing my steak when Sean refilled my margarita from the new pitcher Michael just made. I couldn't remember if this was my second or third. I tried to pass on another shot but Sean wasn't having any of it.
“You a light weight or something now?” Derrick teased from across the table. This could get dangerous. My liquor of choice is whiskey. I can sip a good whiskey all night long and be fine the next day. But tequila? I’ve joked with friends that tequila has a ‘roofie’ effect on me, which is exactly why I don’t do tequila shots. Margaritas are fine, but shots? Not a good idea.
“Screw you, old man,” I scowled as I flipped him the bird. He laughed as I reluctantly drank the shot and then reached for a cookie. They were small, and from what Rod had said, not as potent as edibles normally are. I finished it in one bite and reached for another.
“Easy there, Matt,” Derrick cautioned.
“Yes, Grandpa,” I mocked.
“Is he always so sassy?” Michael asked.
“Not usually,” Derrick replied without looking away from me, his eyes narrowing. “I think he’s showing off for company.” I ignored him.
“Oh boy,” Rod chimed in, “sounds like somebody needs a spanking.”
“Don’t threaten me a good time,” I shot back and we all laughed. Rod sputtered and margarita shot out of his mouth.
“Say it, don’t spray it,” I snickered as I popped the other cookie into my mouth.
“You’re pushing it,” Derrick said from the other side of the table, his voice a low rumble.
“Ooooooh,” I came back lamely.
*~*~*~*
I made sure to stay hydrated with plenty of water, which meant I needed to pee. A lot. I felt a little unsteady as I got to my feet this time and I hoped the guys wouldn’t notice how much I was swaying as I made my way into the house. I doubted it though, since their eyes were zoned in on my ass when I looked over my shoulder.
“Take a picture, it’ll last longer,” I called out loudly.
I flushed the toilet and was buttoning my shorts when I noticed my shoulders were a little pink. There was some aloe vera gel in the medicine cabinet and I rubbed some on.
The Padres game was on the giant flat screen mounted behind the bar when I went back out onto the patio and I sat down at the counter to watch. Derrick set another margarita in front of me and nodded at my shoulders. “You got a little color today.”
“Yeah, I noticed,” I replied and took a sip of my drink. Like the others, this one was strong. I was going to have to either pace myself – yeah, right – or crash here if I kept this up.
“Let me put some lotion on you,” he offered.
“I just put some on when I went to the bathroom,” I told him.
“Looks like you could use more. I picked up some new stuff this week. Let me grab it.”
“Um, okay,” I shrugged and took another sip of my margarita.
He was back a couple of minutes later and swiveled my stool so he could get behind me. I was facing the guys now, the big screen and the Padres behind us.
“You're tight,” he commented as he rubbed the cool lotion into my shoulders.
“Yeah,” I nodded, “it’s been a rough week at work.”
“What do you do?” Rod asked, and I explained how I’m an assistant construction manager responsible for scheduling, oversight, estimates, contract compliance and project costing.
“So, basically you do whatever the fuck needs to be done to keep the lights on,” Michael laughed.
“That’s about it,” I agreed.
“I can get some of these kinks out if you don’t mind,” Derrick offered.
“Sure,” I said. “The pool and hot tub helped some, but this feels good, too.”
Derrick is a certified massage therapist and Rachel always tells me his hands are magic and that I should let him give me a massage.
“I like your ink,” Michael commented, indicating my tattoo, a tribal half-sleeve on my right arm that stood out nicely with my tan.
“Thanks.”
“Rachel said you used to be a personal trainer?” Derrick asked.
I nodded.
“Maybe you should quit your job and go back to training full time,” he continued. “Might be less stressful.”
“And live where?” I laughed. “Training doesn't pay enough.”
“You could live here.”
“Right.”
“Sure, why not?”
My head was all light and buzzy and muddled, a combination of the sun, booze and the edibles. It wasn’t a bad feeling though, and I sighed deeply, relaxing further into Derrick’s touch.
“Oh fuck, that feels amazing,” I moaned as I let my head loll back. “Rachel says you’re the best… Aw, fuck…”
“I am the best,” he agreed in a low voice. “Close your eyes and relax. I’ll take good care of you.”
It had only been a couple of minutes and I was already so relaxed. Definitely not feeling any pain at this point. In fact, if Derrick’s hands weren’t on my shoulders, I felt like I could float away. I snuffled a laugh at the thought.
“What?” he asked.
“Huh?”
“You laughed.”
“Oh,” I sighed. “I think I’m drunk.”
“Yeah, and stoned,” he observed as his fingers dug into my flesh, working at a knot of muscles. “You went to town on those edibles.”
I laughed. “Hmmm… I guess I did.”
“Yeah, you’re higher than a kite,” he said, his voice still quiet.
He continued to massage my shoulders but after a while his hands began to drift southward to my chest and pecs, and he began trace circles around my nipples. I shivered at first, and then let out a long, low moan of contentment when his thumbs began to graze over the rubbery nubs.
I’ve got pretty sensitive nipples, which I found out when I started dating Rachel. I’m by no means a Boy Scout or vanilla, but I’ve never dated anybody as sexually adventurous as she is. One night she started to play with my nipples and discovered, unbeknownst to me, that they’re apparently hardwired to my dick because I boned up almost immediately. The more she played with them the harder I got and I finally had to beg her to stop because I was starting to leak like a fucking sieve and I was afraid I was going to shoot in my shorts if she kept it up.
That confession turned out to be a huge mistake. A few nights later we were at a party at a friend’s house and after a couple of drinks and some weed, we started making out on one of the wicker couches by the pool when she straddled me, snaked her hands up my shirt, and started flicking and tweaking my nipples. She was grinding against me the entire time and I blew my load in less than two minutes. She said she felt it when I came and thought it was funny. The front of my khaki shorts was noticeably wet and sticky but thank fuck I was able to jump in the pool before anybody saw.
I'd never felt... I don't know... so helpless? So dominated? Oh yeah, and so fucking turned on.
She seemed to get off on the fact that she could make me come pretty much on command because that hasn’t been the only time she’s made me cream myself.
Lately she’s started playing with my ass when we fuck but I’ve drawn the line there. I mean, it doesn’t feel bad – just the opposite, actually, and fuck if I’m telling her that! – but it just seems too gay.
Derrick was working my nipples in earnest now and I moaned again. Loudly. I rested the back of my head against his chest, humming and purring like a fucking cat. I heard a few chuckles from the Peanut Gallery, but I was buzzed as hell and ignored them because I felt too good to tell him to stop.
But damn, the way he was thumbing my nipples… making circles around them… scratching the nubs on every other pass or so… they’d gone all hard. And then I suddenly realized they weren't the only things that had gone hard.
I was chubbed up and getting a little uncomfortable in my tight briefs and shorts. I moved my hand to adjust myself, but when I cupped my nuts I felt a hole in my shorts.
No, not a hole...!!
My eyes flew open and I lifted my head. No, no, no... Oh fuck!
I looked down. My fly was open. And not just open – WIDE open. All the way down. Gaping. The white of my briefs gleamed through my open zipper, framed by the camel brown material of my shorts.
Fuck! I jerked bolt upright, almost dropping my drink. I’d have fallen off the stool if it hadn't been for Derrick's hands on me.
“I was wondering when you were going to get a clue,” Sean chortled. He’d moved seats and was now only a few feet away, phone out and filming.
“I was getting ready to take bets,” Michael chimed in and the guys busted up.
“Nice,” I muttered, my free hand reaching for my fly.
“I figured you did it on purpose,” Rod chimed in.
I didn’t respond. I tried to do up my zipper but there was nothing there. I looked again and realized the little metal tab was wedged into the material at the bottom of the zipper.
“Fuck,” I grumbled.
“What?” somebody asked.
“It’s stuck.” I finished my margarita and set down the empty glass so I could use both hands to pry the tab loose, but to no avail. It was tucked in there good.
“Here, let me help,” Sean offered. “Stand up.”
I looked at him blankly as Derrick gave me a push to stand up. I swayed and nearly fall back against him. “Whoah… head rush!”
Sean took the butt of his beer bottle and placed it against my nipple. I yelped. “Fuck, that’s cold!”
“Got your attention!” he laughed and then handed the bottle to me. “Hold this.”
I took his beer as he tugged at the material of my shorts, trying to work the tab of the zipper free. His knuckles rubbed against my dick through my briefs and I knew he could feel that I was hard. There was no way he didn't know what he was doing and I hoped like hell he didn’t know what it was doing to me.
“What’s this?” he asked teasingly with a wink. It was as if he was reading my mind as he grazed my hard cock with his thumb.
I swallowed nervously. My throat was dry and I took a drink of his beer.
“Hmmm, this is a tough little sonofabitch,” he muttered as we went back to work. He had the fingers of both hands through my open fly now as he tried to get the tab free. I was stunned speechless as the back of his hands kept mashing against my boner and my balls. At one point he somehow managed to work the knuckles of his index fingers up and down either side of my shaft, like he was jacking me off. I gulped and, against my will, let out a long, soft moan.
He still wasn't having any luck with the zipper, but he had me plenty worked up. “Oh hell, I give up,” he finally said. “It’s probably easier to just do this.” He grabbed the waistband of my shorts and undid the button. And then, before I could make a move, he pushed my shorts down.
“Whoops,” he said as they hit the ground and the patio erupted with laughter. I was standing there in just my white Tommy Hilfiger briefs, tented to all fuck with my boner. I knew I should be embarrassed or do something, but I was blitzed as hell and all out of fucks.
“Tats and tightys?” Rod commented, rising from his seat on the couch.
“Huh?” I asked, confused. I scrunched up my eyes.
“Your tighty whities,” he nodded. “Nice look with your tattoo.”
“Yeah,” Michael agreed as he stared. “And you fill them out really nicely.”
I tried to bend down to pull up my shorts but Derrick held me in place. “Nuh-uh,” he whispered evilly, and I shuddered.
“What’s this?” Sean asked, staring at the bulge in my briefs. He winked at me and then flicked my boner. Fucking flicked it! I squealed and moved to cover myself, nearly spilling the beer I was still holding.
“Shhh, let me make it better,” he soothed as he moved my hands away from my crotch and softly rubbed where he flicked. I gulped, completely frozen, my mind a swirl of confusing emotions.
Derrick took the beer from my hand and put it to my mouth, tilting it up. I don’t know why, but I drank.
After I drained the bottle, he set it down on the bar and reached around to cup my nuts through my briefs. He ran his thumb up and down the length of my now fully erect shaft, rubbing the pad of his thumb over the tip of my dick, buffing it with the soft cotton of my briefs.
“These are so soft,” he said, his voice practically a whisper. I started to moan again.
“Oh fuck,” I gasped. Part of my brain was telling me to make him stop, to push him away, but the other part was getting off on how fucking good it felt.
He must've sensed my internal conflict because he huffed a small laugh and continued to rub and stroke me with one hand while using his other to urge me to lift first my left leg and then my right, getting me to step free of my shorts.
“Yeah, that’s it,” Derrick said as he kicked them away, leaving me in just my tented briefs. “You’re such a fucking little tease, aren’t you?”
I opened my mouth to protest but nothing came out so I shook my head instead.
“Yes, you are,” he insisted, his voice playful and light as he gave my balls a gentle squeeze. “I think you like being a tease. I think you know exactly what you’re doing and what effect it has on us.”
I shook my head again as he fondled me through the soft cotton fabric, now tugging on my full, aching balls. Sean, Michael and Rod all crowded in close, watching wide-eyed as I let Derrick feel me up.
“Your little show getting out of the pool,” he pointed out, “and then dropping your towel? The way you sashayed past us every time you went inside to use the bathroom? The innuendos and double entendres during lunch? Yeah, we're onto you.”
I closed my eyes as he continued. “Look at you. Even now acting all innocent.”
He stopped touching me and pulled his hands away. I opened my eyes and looked down at his hands as a small sound of disappointment slipped from my lips.
“I knew it,” he said smugly. And then he reached into my briefs and took a hold of my dick.
“Ohhhh…” I gasped in surprise. He gave it a slight squeeze and I gasped again. I looked at Sean to see him smiling broadly.
“Yeah, you like this, don’t you?” he said, less a question than a statement.
My eyes widened and after several long seconds I gulped.
“You’d have told Derrick to stop by now if you didn’t want this, but you haven’t.”
I stared at him, still frozen in place, as Derrick freed my dick from my briefs. It jutted over the waistband, red and hard, pinned in place by the elastic. Sean reached out, swirled his index finger over the wet tip and then stuck it into his mouth.
“Yum,” he said and I sucked in a breath and started to breathe faster. He tucked me back into my briefs and looked into my eyes. I didn’t like what I saw.
He slid his finger from his mouth and put it to my lower lip and began to play with it. “I think I know what you want.” My dick throbbed.
Derrick's hands were suddenly back on me, his left on my hip and the index finger of the other running up and down the crease of my ass through my briefs. It lingered over my hole and I instinctively clenched before he moved it away, huffing another chuckle against my neck, his warm breath making me tingle. My dick twitched again and he pushed the soft cotton into my crack, pressing the tip of his finger against my tight anal knot.
“Knock knock,” he whispered.
“F..fuck,” I croaked with a shudder.
While Derrick continued to prod and probe with his finger, Sean moved his hands to my underwear and dipped his fingers beneath the waistband. His eyes twinkled as he slowly pulled my briefs down. My eyes went wide as the elastic caught momentarily on my boner before my dick bounced free, slapping my stomach and spraying pre-cum like spittle. He pushed the underwear down just to below my ass and then reached once again for my cock, grasping it gently with one hand while swirling the fingers of his other hand over the tip, teasing it to a full, throbbing erection. I moaned more loudly.
Sean turned me so I was facing the bar and I rested my elbows on it while at the same time I felt Derrick getting down on his knees behind me. His hands gently parted my ass cheeks and I felt his tongue, warm and wet, lick the length of my crack.
“Oh my God,” I hissed, panting as his tongue flicked over my hole. It felt so good. Nobody had ever done anything like this to me before. It felt as if he was humming down there.
“I’m going to get you nice and ready and then I’m going to shove my cock up your tight ass and fuck you,” Derrick said. “Would you like that, Matt?”
This had gone way too far. What the hell was I doing? I needed to get control of this situation. Needed to gain the upper hand. I didn’t want this… or did I? “You’re… you’re such a dirty old faggot,” I finally managed to rasp out, between my soft moans.
That earned me a firm crack across my ass and I yelped.
“Ha! I think he likes that, Derrick,” Sean said with a laugh. “His dick just gave another lurch.”
“I think you’re right,” he agreed. He stood and gave me several more sharp smacks on my bare ass. When he finally stopped he got back down on his knees and blew softly on my burning cheeks. Then he pulled them apart once again and lashed his tongue over my tight knot.
“Mmmm,” I sighed, pushing my butt out and inviting him in, succumbing to the pleasure of being rimmed for the first time.
He didn’t hesitate to RSVP. He shoved his face into my crack, his fingers joining his tongue, caressing my quivering flesh as he drove into my puckered hole, flicking, lapping and slurping.
Oh my God. He was eating my ass! I could feel his tongue in me and his fingers around my hole, opening me up, gently stretching me out.
He took his time, deliberate and methodical. And then I felt a finger slide into me…
“Oh fuck, what is that?” I cried as he hit something inside me. I swear my voice came out a full octave higher.
“It’s your prostate,” he said and he diddled it again, eliciting another squeal from me. I felt my dick twitch and gasped when Sean’s calloused thumb swipe over the slicked tip.
“Do you want me to stop?” Derrick asked as his finger grazed my prostate yet again.
I just grunted and moaned as shivers ran up and down my spine.
“What’s that?” he asked again as his finger once more found my gland like it was a fucking homing beacon. “I didn’t hear you. Is that a no?”
I nodded and then shook my head, my breaths coming fast. No, I didn’t want him to stop! My knees were weak and I started to sink to the floor, but several pairs of hands reached out to steady me and eased me over to the couch, Derrick’s finger never leaving my hole. Instead of sitting me down though, they bent me over the arm, my ass upturned and exposed.
The finger slid out of me and my briefs were pulled down until they were hanging off one ankle. My cheeks were spread again and the tongue was back in while more fingers tickled my taint and gently tugged my balls.
The sensations were coming from so many fronts now. I was being expertly rimmed and fingered, the tip of my dick felt bloated from being teased, and my balls were tingling. And then there were my nipples… fuck!
My forehead was resting on the couch cushion and I was moaning and groaning and drooling. I felt a second fingertip at my ass ever so gently working its way in, stretching me further. I started to pant and thrust my hips, first into the hand that was wrapped around my dick and then back against the fingers in my ass, desperately trying to scratch this new, but not unpleasant itch.
*~*~*~*
Derrick now had two fingers sliding in and out of my well-lubed ass while Sean was working my dick, his fist wrapped around my shaft, lazily jerking me off in slow, steady strokes. My pre-cum was flowing freely and my cock was slick with it. They brought me to the edge of climax again and again, teasing me but never letting me come. And yet, not once did it dawn on me to tell them to stop what they were doing; only to let me come.
“I gotta come,” I moaned. “Please quit teasing me and let me fucking come.”
“You calling us a tease?” Sean laughed. “That’s the pot calling the kettle black.”
“Pleeeease...” I whined again as he roiled the palm of his hand over the tip of my dick. My hips were rutting and I was grinding like a wild animal in heat. My body felt like it was on fire and I began to pant more heavily.
“Easy, Matt, easy,” Sean said as a hand softly stroked up and down my back. “Breathe slowly or you’re gonna hyperventilate.”
I did as I was told, working to slow my breathing, enjoying the caresses. Enjoying everything.
“That’s right,” he continued, “nice and slow. In and out.”
I looked up to see him glance at Michael and give him a tilt of his head.
“Close your eyes, Matt,” Sean urged. “Slow breaths now. Deep. In and out. That’s a good boy. In and out.” His hand carded through my hair. It felt nice.
I felt something hard and smooth touch my left nostril as a finger pressed against the other, pushing it closed. I jerked a bit but Sean’s soothing voice was in my ear. “Breathe in Matt,” he coaxed. “Nice and deep and hold it until I tell you.”
I softly grunted my assent and gave a small nod. I inhaled and the object moved to my other nostril and I was encouraged to repeat the process.
“That’s right,” Sean coaxed. “Hold it in… and… okay, now.”
I let out my breath and tiny flashes of light seemed to explode behind my eyelids. A wave of heat flowed from my center down to my crotch and then rushed out to limbs and back again. What the fuck?
I was already drunk and high but now I felt even more light-headed. Almost giddy.
“Yeah, that’s it, Matt,” Michael said. He was holding a small and he put it back to my nose. “Let’s do it again,” he urged. “That’s right… and another.”
In my dazed state I did as he instructed and again that warm sensation coursed through my entire body, from the top of my head to the tip of my cock.
“Aww, shit...” I moaned through a warm, fuzzy haze. It felt like I could float away. I felt mind-fucked.
“You want more?” somebody – I don’t know who – asked, and I nodded.
“I think we’ve got the making of a Popper Slut here,” Rod called out, applauding.
I moaned and buried my face in the cushion when he called me a slut and he laughed and ruffled my hair. Then Sean grabbed me by the hair and yanked my head up.
“Here, Slut,” he said as he pushed the bottle back under my nose. I thought I detected a hard edge to his usual playful tone and I let out a plaintive moan before I inhaled. For some reason I couldn’t get enough of them.
I was flying, soaring, higher than the crowd at a Grateful Dead concert, and Derrick, who hadn’t stopped finger-fucking me this entire time, took the opportunity to work a third finger inside me. There was a slight burning sensation at first, but it quickly subsided into pleasure.
He continued to work his fingers in and out of my ass in that steady, even rhythm while Sean continued to give me hits from the bottle of poppers. I was really getting into it, slamming my ass onto Derrick’s fingers, when he suddenly withdrew them.
I turned my head and saw he was getting to his feet. His shorts were open and shoved down along with his black briefs to mid-thigh. He was rolling a condom onto his long, thick dick and then began slathering it with lube.
He was staring at me, eyes searching mine. I swallowed once and nodded. He gave me a wink, squirted a good amount of lube onto his fingers, and moved behind me. I jumped when I felt the cool wetness at my entrance.
“Here we go,” he said. He pressed the blunt head of his cock against my asshole but didn’t thrust right in. I felt my body give against his insistent pressure and gasped loudly when my ass opened easily for him and he pushed past the ring of muscle of my sphincter, sliding all the way into me. I thought it would've hurt more than it did, but the fingers that had been inside me, twisting and probing, must've sufficiently stretched out the muscles. There was another slight burning sensation, but mostly I felt... full.
He leaned forward, molding his torso to my back, and held himself there. I felt him smile into my shoulder. “Just relax,” he instructed as he reached around and pinched my nipple.
He didn't move for several long seconds, letting me get used to him being inside, accommodating the intrusion of his length and girth. I didn't try to resist him and I didn't tell him to stop.
“You still okay?”
Was I? I found I was more than fine, and I nodded. Apparently that was what he was waiting for because he withdrew slightly and then pushed back in. He took long, lingering strokes at first, letting his cockhead rest briefly just inside my sphincter every time he pulled out, before slowly pushing back inside to fill me again.
The feel of him inside me was exquisite, like nothing I’d ever imagined. I squeezed my eyes shut as I clenched and unclenched my ass. I gripped the couch cushions and strained.
I felt and heard Derrick laugh. I opened my eyes and saw Sean, Michael and Rod looking on. They were all smiling but it wasn’t in derision or with judgment. They looked happy.
Derrick fucked me like that for a couple of minutes to let me get used to him being inside. Then he pulled out and quickly flipped me over, pushing my legs up and over his shoulders before plunging right back in, rocking his hips into me, pumping.
He fucked me harder now. Each stroke bottoming farther into me. His balls slapped my raised ass and he put his full weight into each stroke. His stretched over me and my hard, leaking cock strained between us. He looked down, eyes blazing, his face was only inches from my own.
“Good?” he rasped, his voice low.
“Oh God...” I groaned in response, my back arching and my eyes rolling back in my head as he changed the angle of his entry, now thrusting into me in long, deliberate strokes. His movements were fluid – almost graceful – and the sensations rushing through me were confusing to say the least.
I’ve always considered myself a pretty open-minded person and I appreciate a good-looking guy as much as the next person. I mean, I go to a lot of trouble to always look my best because, fuck, who doesn’t like to look good? So yeah, I notice other guys and how they look. Now I wonder if I was always subconsciously attracted to them. Up to this point, however, my only sexual experience with another guy had been a couple of fumbling, drunken hand jobs back when I was in college – a friend and both wasted and horny as fuck because we’d both struck out. We’d jerked each other off, drank until we passed out, and then agreed to never speak of it again.
But that was college and college is a time to explore and experiment, right? Now, though... well, now I was a sexually experienced adult who’s had several partners. I've even lived with girlfriends before and was planning on asking Rachel to get a place with me. Yet here I lay with a dick up my ass, shattering all my illusions, and if I was honest with myself, I was enjoying it more than any sex I’d ever had with any woman. It felt awesome. It felt natural.
Derrick fucked me for several long minutes, the staccato slap-slap-slap of his balls against my ass having an almost lulling effect on me. I lay there, moaning in pleasure as he knocked down one mental barrier after another. Then he shifted his hips, changing the angle of his thrusts yet again, and began to mercilessly peg my prostate. Something inside me snapped.
“Fuck,” I wailed. “Oh fuck!” It felt like an electric current was pulsing through my body, from the bundle of nerves his dick was nailing up to the base of my skull and back again. And again. And again. And again. Then, without anybody even touching it, my cock suddenly erupted, shooting long, creamy jets of semen up my abdomen, chest and to my chin. I'd never come that hard in my life and I thought I was going to pass out, but then Derrick’s orgasm caught us up and I felt his body shudder as he emptied himself.
I lay there for several long seconds, my chest heaving, as cum pooled on my belly and dripped down my sides.
“Fuck,” I panted when I could form words again. “That was…”
“Yeah,” Derrick agreed, pulling out and tying off the condom.
“We should make you more comfortable,” Sean said after a minute, patting my shoulder. “I know just the place.”
They helped me to my feet and hustled me into the house, Derrick literally leading me by my dick – which had come miraculously back to life – his hand wrapped around the shaft as it began to throb again. My briefs were still hanging off one ankle and finally shook loose and dropped off just inside the kitchen. Sean was right behind me, two fingers stroking into my still-slicked hole getting it ready for his turn, while Rod and Michael brought up the rear. I should’ve been embarrassed being basically frog-marched through the house like this, but I didn’t care. Hell, I wanted this!
*~*~*~*
We moved to the master bedroom where Sean and Derrick assured it would be more comfortable for everybody. It turns out it needed to be because the four men spent the next few hours fucking me twelve ways to Sunday.
They quickly discovered how turned on I got by being dominated and proceeded to take me in every position imaginable – even in several I’d never thought possible. And I loved it. The raunchier they got, the more excited I became. I was surprised by that. How I couldn’t get enough. I craved their domination, both physical and verbal. I felt so dirty but even that turned me on.
At some point I began begging for more. I wanted it harder, deeper, faster – all of the above – and I remember Sean’s gaze locked onto mine at one point, calling me a whore as he drove into me. But he was smiling when he said it, like he knew that I knew. And he was right: I was a whore. I was their whore. There was no escaping that fact.
*~*~*~*
I don’t know how long they pounded my ass; I just know I loved the feeling of each different cock inside me. Long strokes, short strokes, hard thrusts… all of it. At times I was fucked from both ends at once causing my body – sheened in sweat, lube and cum – to move in an obscene, rhythmic dance. I welcomed all comers.
They fucked my face and I took each of them as deep as I could – like a fucking champ – savoring the unique feel and taste of the different cocks as they used my mouth, battering my throat as they taught me how to relax my gag reflex. I took every single one of their loads across my face. I don’t know if that necessarily had to do with safe sex as much as it did with them realizing how turned on I got from being degraded, because the embarrassment of having my head held in place while a spurting cock painted my face with its hot, sticky load was intoxicating. I about came on the spot the first time it happened.
They also introduced me to a rubber dildo nicknamed ‘Tyler.’ First my mouth and then my ass. It was studded with small bumps and ridges that tickled the roof of my mouth and sweetly tormented my now well-trained asshole. One time when Sean had ‘Tyler’ buried deep inside me, he flipped a tiny switch at its base and it began to vibrate, causing me to come again. I think I actually blacked out.
*~*~*~*
Rod and Michael left a few minutes before seven and it was just the three of us on Sean and Derrick’s California King bed. We sat for the next hour watching the sunset through the bank of windows that overlooked the bay.
The room was strangely quiet, and while I’ve basked in the afterglow of sex a time or two, this wasn’t one of those times. A million thoughts swirled about my head and I was lost as to where to begin sorting them.
It was one thing to realize I liked dick and that I was probably gay. No, I was definitely gay. But realizing that I got off on being taken and used and dominated and humiliated? That was a bit overwhelming and little unsettling. I sat up and wrapped the sheet around my still naked body.
Sean sensed my distress. “Matt?” he asked gently, his hand on the small of my back. When I didn’t respond he continued. “You seem a little freaked out,” he said, his hand now rubbing circles up and down my spine. It felt good. “Everything we did here today was okay. There’s nothing for you to be ashamed about.”
I gave him a tight smile. “I don’t think I want to talk about it right now.”
He nodded as if he understood, then slid the nightstand drawer open and pulled out what looked like a small cigar box. He opened it, revealing a row of neatly rolled joints, took one out and lit it. He took a hit and then offered it to me. I leaned toward him and he held it to my lips. It was some really good stuff, and by the time the three of us killed it, I was high as fuck. I was also hard again.
We showered together in their enormous walk-in shower which could’ve easily fit Rod and Michael as well, had they opted to stay. I was scrubbing layers of drying cum from my belly and torso when Sean took me from behind. He’d apparently brought both lube and condoms with him into the shower.
I started out plastered to the shower wall, pierced first by his fingers and then by his shaft, but after his initial thrusts I ended up bent over the stone bench, braced on my forearms, moaning as he fucked me mercilessly. His hands were going to leave marks on my hips but I didn’t care. I welcomed them. I liked that he was being rough with me. He was right. There wasn’t anything wrong with this. We were adults, after all.
As if reading my thoughts, Derrick knelt on the bench next to me and grabbed me by my hair and yanked my head up. “You like this, Matty?” he growled, his voice low, as he thrust the poppers under my nose. He must’ve got them when Sean started to fuck me.
“Yes,” I grunted as Sean continued to pound into me, harder and deeper. Derrick pushed me down on his fat dick and I began to deep throat him like I’d been sucking cock my entire life.
They switched off a few times – I was so high I lost track – fucking me until the water began to run cold. Then they dried me off, wrapping me in a large fluffy bath sheet.
I went in search of my clothes and dressed outside beneath the patio lights, shivering in the slight breeze that had kicked up.
I grabbed a bottle of water from the fridge and chugged it down. I was buzzed, still a little tipsy, and tired – definitely in no shape to drive home – so I stumbled off to Rachel’s room, pulled my shorts off, and slid between the sheets. The last thing I remembered was staring up at the ceiling fan, lazily spinning round and round…
*~*~*~*
I wasn’t sure how long I slept, but the next thing I knew my nipples were being gently plucked and played with through my shirt. They began to harden at the same time my cock took notice and rose to the occasion. I opened my eyes to find Sean and Derrick looking down at me. They were both wearing sleep pants and, judging by the tents they were sporting, were going commando underneath.
“Mmmm,” I murmured, automatically reaching up with both hands to stroke them.
“You want this?” Derrick asked as he lowered his pants, revealing his erect cock.
“Or,” Sean held up the dildo, “do you want Tyler?”
My mouth went dry and I licked my lips as I looked from the real dick to the rubber one and back again. I groaned as my eyes settled on Derrick’s throbbing erection.
He grinned widely, pulled the sheet off me, and straddled my upper chest, gently slapping my cheeks with his cock before running it across my lips. “You know, I’ve heard the word ‘cock slut’ before, but you take the cake. Now, open sesame.”
I opened for him, rolling out my tongue like a red carpet, but he leaned back instead, holding his long, thick cock just out of my reach. I actually whined I wanted it so bad!
He smiled and got up from the bed and I got quickly to my knees, stripping off my shirt. My briefs were stretched with my erection and Sean reached over to gently squeeze and thumb the tip of my prick as I leaned in to taste Derrick.
“Nuh-uh,” Derrick said with a shake of his head. “You know what to do.”
I grinned and took the bottle of poppers from his outstretched hand. I took a deep sniff and then put it to the other nostril and repeated it.
“Good boy.”
“Hmmm,” I moaned as his hard shaft slid between my eagerly parted lips. He grabbed my hair and began to thrust, his hard dick bumping the back of my throat.
I smiled around his cock and sighed with pleasure when I felt Sean lower my briefs. I bent over, taking Derrick’s cock deeper as I moved to all fours, pushing my ass out in anticipation.
The cool touch of the gel caused me to shiver as two fingers entered me, readying my hole for his cock. But it was the dildo instead.
“Fuck yourself,” he instructed as he teased my hole with it.
My eyes widened, but I obediently released Derrick’s dick and sat back against the headboard with my legs spread wide and my knees bent. I grinned and took the slicked-up dildo and inserted it into my ass. Where was this behavior coming from?
I groaned as I felt it slide home. I was in the center of Rachel’s bed – the bed where we’d fucked so many times – screwing myself with a dildo, watching with fascination as it pistoned in and out of my ass. Sean and Derrick knelt on either side of me, their cocks out, hard and ready and waiting for me to service them.
I began sucking Derrick’s dick and was really getting into it when I felt something warm and wet splash against my cheek. At the same instant, Sean grabbed me by the hair, pulling me off Derrick with an audible pop and turned my face toward him and his still spurting dick. Moments after he finished basting my face, Derrick began to come as well, and Sean turned my face so I could get hit with the full force of his ejaculate.
Derrick then reached down and flipped the switch on the base of the dildo and I cried out in ecstasy as the sensations pushed me over the edge and I shot my own load, the spurts coming so hard they spattered up to my chin.
I slumped against the headboard, gasping to catch my breath, eyes closed and face dripping with cum, as the dildo continued to buzz in my hole.
There was a noise just outside the room and I opened my eyes to see Rachel standing in the doorway with a bemused look on her face.
“Huh. I guess you guys were right. Looks like I owe you each fifty bucks.”