Truth or Dare in a hot tub [MF] [FF] [MM]

The folks over at /r/gaystoriesgonewild thought some of you guys might appreciate this, so here goes:

A while back, I wrote a story about back in the early ’00s and a truth or dare game. Those games are always good for a chuckle or two..and I haven’t played one since…well, since back before the wife and I were married. But as it turns out, you’re never too old for kid games.

My wife is on one of those ‘deal of the week’ email things for vacations. Usually, they’re kind of shit-shows, due to the travel dates being some of the worst times possible. She’d actually found one that ended up being a pretty good deal, a pretty good destination, and pretty good timing.

Things were going to work out very well, until she let me know that we’d be going down at the same time as one of her friends and her husband.

Here’s another preface, my wife is also bi. My wife has a few friends she plays around with…some of whom are closeted. This gal is one of them. The gal is nice enough. No, I haven’t ever done a threeway with the two of them, and no I’ve never seen her naked, but I knew what she was into. Her husband, who I’d met was seemingly 1. clueless about his wife’s occasional proclivity for snatch, and 2. clueless about a whole lot of the world. He was kinda dim, is what I’m saying.

We left on Friday, the 28th of April to return on the following Friday for the beachside bungalow retreat. On the one hand I was gonna enjoy being beachside. On the other hand, I had to hang out with Dylan.

The problem with Dylan is that he’s one of those Man’s Men, or so he believes. He’s 29, a shade under 6′ tall, a shade over 200 pounds, most of which is toned muscle. He has all the stickers on his car for the marathons, one of his first five questions to a guy will be, “what do you bench?” His short-cropped dirty blonde hair will always be perfectly spiked. If it’s a warm day outside, wrap-around shades will cover his hazel eyes, and those shades will have white frames.

Our seats on the flight were immediately next to theirs, Dylan and his wife Maria’s. From the minute we took off, Dylan regaled me about all of the activities he wanted to get into, diving, snorkeling…running on the beach every morning for an hour.

Fuck that…I was there for rum and chill.

Once we got there, the first few days were pretty decent. Dylan and Maria were doing their own thing, my wife Mel and I did ours. No harm no foul. However, on the third night, Mel and I were sitting in the hot tub that lay between the cabanas we occupied, sipping on some of the Hurricane and Rum Runner concoctions I’d made several two liter bottles of and getting very mellow. I was looking forward in the relative future to taking her into the cabana and defiling her in several ways when I heard, “Make way!”

Dylan deposited himself in the tub. Maria followed a second or two later. Dylan wore a pair of those tight-fitting trunks only very well built guys can pull off. Maria was in a one piece that hugged her not unsubstantial curves. Mel had let me know that she was stacked with 34DD’s, and her hips balanced out the hourglass of her shape. It helped that she was only about 5’2″ tall. She had a pixie-shaped face with the matching haircut. If she’d been a few years older than 24, I’d have felt less like a dirty old man checking her out.

Once they’d settled in, they began telling us all about their adventures about the island. Mel and I nodded and smiled, buzzing pretty hard off of the alcohol that was now being shared amongst the four of us. It didn’t take too long for Maria to get a bit of a glassy look in her eye from her drinks, and, surprisingly, I felt a foot touch mine from the other side.

“Whoops, sorry, slipped down” Maria said, giggling. I assured her it was no big deal. She giggled again and said, “OK, Joe…Truth or Dare.”

“Oh no,” I said, shaking my head, “That game either ends very well, or very, very bad.”

Dylan took a drink directly from one of the two liters and said, “Oh, come on man, live a little. What’s the worst that could happen?”

I looked at him, then at Mel, who just shrugged. “OK, fine then, Truth.”

So began the game. I won’t bore you with the nickel-and-dime stuff. Nothing interesting happened until the dares.

The first dare went to Mel from me. I said, “OK, I dare you to take Maria’s swimsuit off…with your teeth.” She looked at Maria who just stood up, walked over and turned around, displaying her drawstring. Mel stood up, pulled the drawstring with her teeth. When it was undone, Maria turned around. Mel grabbed the front of her suit with her mouth again and pulled it down, down until she had to go down into the water. I got a full view of her rack and the top of some stubble, just above the waterline before Mel came back up with a bathing suit in her mouth.

“That was pretty hot!” came the exclamation from Captain Obvious.

A few more truths went by until Dylan got a dare from Maria, “I dare you to take Melanie’s swimsuit off with YOUR mouth.”

Mel glanced at me. Dylan glanced at me. It was my turn to shrug. Mel stood up, walked over to him and turned around. She was wearing a two-piece, the top a blue number covering her 38DDD’s, the bottoms white. The top had two ties, one at the back of her neck, one at the middle of her back. the bottoms, one on either side.

Dylan cheated. He used his teeth to untie the middle, then to the one behind her neck, but used his hands to push the fabric down over her tits. He then turned her around, facing him. He sat down, untied the right side of her bottoms, which didn’t cooperate by falling. He used his lips and teeth on the other side, then moved to the center of the front, where he used his lips to grip the fabric and pull it, slowly, down until it cleared her cleft. I couldn’t see precisely, but I was pretty certain he’d snuck a lick in.

It was Dylan’s turn, who dared Maria to sit up on the side of the pool, where anyone passing by could check her out unclothed. It was a fairly tame dare, since nobody at all was going by.

Maria then asked me, I said, “Truth.” She queried, “Is it true that you’ve fooled around with guys in the past, and if so, what have you done?”

I glanced at Mel, giving her a pretty damning side-eye. “OK, yeah…that’s true.” I didn’t know how much she’d told Maria, and I was a bit unnerved that it was anything at all. “I’ve done, well, pretty much anything you can imagine.”

She grinned. I just took another drink of my booze.

I looked at my wife, “You know the drill,” She answered with Dare. “OK, I dare you to pull Dylan’s suit off…if it’s OK with him.”

Dylan looked at me, stood up and said, “I’m cool with it!” he walked across the tub and stood before Mel, maybe a foot away. You could already see the imprint of his now fully-erect cock straining against the material. I’m not sure what part got him going, but whatever it was, he was reacting. Mel reached up alongside either side of his hips and tugged downward, only to be stopped, due to the drawstring. She untied it, loosened the waist and pulled downwards again.

He popped free. From my vantage point, I saw as it swept free of the material, bounced down so that the head hit Mel’s cheek leaving a wet imprint, and then sagged slightly. He was completely hairless, probably with the bodybuilder chic. His balls were sagging almost to the water, even though he cleared it by a good 4″. But his prick itself, that was a sight. The slightest bit under 7″ long, a bit wider all the way down the shaft than it was at the head, but the entirety of it was generously thicker than average. In my opinion, just about perfect. Why did it have to be on him?

He bounced it slightly in front of Mel, who leaned back in the pool away from it. I said, “Dang Maria, safe to say you don’t get bored much.”

A turn or two went by before my name came up. In that time, Dylan and Mel were both sitting out of the tub. Dylan was alternating looking at the girls and stroking himself without ‘looking’ like he was stroking himself. “Dare” I said, finally, wanting this thing to finish.

It was Mel who’d dared me, “I dare you to suck Dylan off.” I sort of started, “what?”

Dylan said, “Yeah, what?” Mel replied, “I don’t mean to finish. Just suck his dick for a minute. I don’t think Dylan’s ever had a guy blow him, am I right?” Dylan just glanced at me, somewhat nervously but still smiling, “So there you go.”

I was beyond “fuck it”. I stood up, walked over to where the guy sat, unceremoniously grabbed his shaft and mouthed him. He’d been out of the water for a few minutes, sort of half-rubbing himself, so I wasn’t surprised I tasted a bit of precum there among the chlorine of the pool. I went down on him for a good two to three minutes, fitting maybe around 4″ of him in my mouth, using my hand for the rest, giving him a pretty good sampler of how a guy gives a blowjob before I pulled off, stroked a few more times and went back to my spot.

On my way, I’d seen that Maria had put her hand a bit lower on herself, I couldn’t tell if she was taking matters in hand or not, but it seemed so. Mel definitely had.

I sat back down in my spot, the only one not in the tub, the only one still wearing a suit. I looked at Dylan and said, “Truth or Dare.” He cleared his throat and said, “Dare.”

Side-eyeing Mel like I was trying to win something, “I dare you to bend Melanie here over and give her 50 strokes.” She didn’t waste a breath. She just slid into the pool, leaned on the side and turned around.

She wasn’t quite tall enough for her crotch to clear the water, so she stood on tiptoes while Dylan lined up. He glanced over at Maria, who was now stroking herself visibly, “Uh…are you OK with this?” he asked, aiming his dick like it was gonna happen no matter what.

Her voice came out breathy, “You were dared.”

I could just see him vanish behind her buttcheek, then saw her wince a bit as his girthier-than-usual shaft spread her open. She bit her lip and looked at me, grinning. I saw her mouth, “oh my god it’s fat!” as he pressed himself further in.

Maria’s voice came behind him, “OK, that’s one…I’ll count ’em off.” And she did. Dylan, to his credit, didn’t look like he was even fucking, just relaxedly moving back and forth. Mel, however was quietly losing her shit. About number 38, she came, shuddering and almost losing her footing.

True to his word, he hit 50, pulled out and went back to his side of the tub. He was slick with her natural lubricant, and it dribbled down to the folds of his scrotum. It looked delicious. I took a drink of booze instead.

He looked at me, “Joe, you know the question.” I answered with Dare, what’s the point of half assing it now, right? He followed, “I dare you to come over here, clean this pussy juice off my dick with your mouth.”

Woah. That seemed a bit, I dunno, dommish for him. I did as I was told though, standing up and moving to his side of the tub. I reached out to take him in hand when he said, “Nope, just your mouth, no hands.”

I can’t deepthroat. To compensate for that, I went down on him over the top, licking and sucking down as far as I could go, only a little over four inches. When my gag reflex started knocking, I backed off and went down around each side, on the bottom, on the top. I took his balls in my mouth and licked up the familiar flavor of Mel there as well. I went back to the top, making sure to make the sloppiest sounds I could so he’d know I was actually sucking the thing clean. He wanted to play dom, I’d give him a little show.

He seemed to be enjoying it too. He actually moaned once or twice in the two minutes or so I spent licking up the remnants of his brief entry. When I was satisfied I’d finished cleaning, I pulled off and moved back over to my seat. During my little task, Mel had taken a seat slightly closer to where she could see things while Maria was rubbing herself, hard, with her mouth open.

Hmm. “Melanie, Truth or Dare?” Mel glanced from Dylan’s rigid hardon to me, “Uh…Dare.” I looked at Maria, “I dare you to get Maria off.” I had a feeling it wouldn’t take long, with the expression on her face and Mel’s knack for going down.

Dylan watched in fascination for the maybe 2 minutes it took Mel with just her mouth and finger to have Maria whimpering and laying back on the concrete. The girl’s got talents.

She stood up from where she had just finished off Maria, who was almost catatonic on her back. But instead of going over to where she had been sitting, she moved to Dylan. She put one leg to either side of his, put her ass in the air over his cockhead, lined it up with her slit and, in one motion, dropped down to the base. She let out a grunt as she hit bottom.

I just watched. It was always fun to see Mel get off on a guy. I’m in no way a cuckold (although we’ve roleplayed it a time or two) but seeing her enjoy herself is always a pleasure. She began a slow up-and-down motion on him, not pulling off more than maybe an inch or so, then going down until her outer labia pressed hard on his sack. Dylan, for his part of it, leaned back on his arms and let her do her thing.

She kept it up for, we’ll say about 3 minutes or so before she eased out the words, “Dylan, truth or dare.” She didn’t stop her slow up and down motion, just kept it’s slow pace, easing in and out. Dylan lazily said dare. Mel looked at me with the most evil smile possible and said, “Dylan, I dare you to come back to the cabana with Joe, Maria and I, get on the bed…and…”

Dylan said, “Yeah…?”

“And…are you ready?” She asked.

“Yeah.” he repeated.

“Remember, you have to do the dare, or you’re out of the game.” She warned. Keeping her eyes on me. I wondered what she was up to.

“Yeah, I’ll do the dare. You’re not gonna scare me.” He said, leaning up slightly on one arm and reaching around to grab one tit with his other.

“OK, I dare you to come to the Cabana with Joe, Maria and I, and fuck all three of us in reverse order, cumming in the last.” She demanded.

Dylan kept his handful of tit, “So, you want me to go into the cabana, fuck you, then fuck Maria, then cum up Joe’s ass? Is that it?” I figured for sure this is where he’d chicken out. Letting a guy blow you is one thing, but fucking a guy…well…

“Yeah, that’s the dare. You up, or you chicken.” She said.

He put his arm back down, “You got lube?”

Ten minutes later, my knees were on one of the chairs in the cabana. My arms were on the back. Maria was on my left, Mel on the right. Maria had actually asked to be taken out of the order, since she was still overly sensitive from the tongue-lashing Mel had given her.

Behind me, lubed and lined up was Dylan. While he’d fucked her, she’d rimmed me for a few minutes, getting me ready. Now was the moment of truth.

I felt him press lightly against my ass, and I leaned back into him a bit. The hard knot of him pushed against me, and I bore down a bit to start getting things moving. It was only a second or two before I felt myself start parting to allow his glans in, but that was the easy part. His shaft was well wider than the head.

His frenulum popped inside me. Maria went, “Damn…that’s hot. Keep going!” I bore down further, and found that it was actually a bit easier. Earlier in the week I’d gotten with some friends of mine back home and had kind of…well, that’s another story (coming soon) but I was feeling a bit more able at the moment. Instead of waiting, I pushed back against him again, feeling a good inch or so slide inside.

It was Dylan’s turn to say something, “Oh shit. That’s some tight. This won’t take very long, you know that, right? My biggest thing is being squeezed, if I’m in something super tight, I jizz super quick.” That made me feel a bit more bold, so I released and tightened myself a few times, just to see his reaction. It was…well, it was intense for him. “I’m serious man, with all this playing around, I’m gonna cum pretty quick.”

I decided I’d better get him inside me if it was gonna happen. I began a little movement of my hips pushing back and forth on him, and he responded in kind, gasping as he’d go in further with each time we met. Finally, on about the tenth or so, I felt his hips hit my ass cheeks. I went forward again, pulling off maybe an inch, then slammed back onto him, burying him and feeling his sack swing up to my perineum.

“Oh Jesus God. That’s good.” I started to pull off and push on him in a pretty rapid pace, loving the depth of him. At his angle, his girth would hit my prostate just as I went all the way down, and a long string of seminal fluid would plop out of my slit and onto the chair. I pushed myself up slightly to see if I could get more contact with it, and just a slight angle difference made all the world, all of a sudden, I felt the whole of the large bottom ridge of his cock run my prostate, milking me for all I was worth.

“GodDAMN” I said, “That’s fucking good.” I pressed back hard, keeping one hand on the back of the chair, I took the other and reached down, trying to grab hold of his sack between where we met. My fingers found only a tightly pressed fold of skin.

“Fuck!” he moaned, “Fuck! Fuck! Fuck! Dude, I’m gon…I’m gonna jizz. Am I gonna pull…pull out?” He asked.

Mel went behind him, “Fuck no you’re not. Seed him. Fill him up with that sperm.” She said. Gotta love that girl.

I felt him press forward, hard. He half-picked me up off the chair as he drove in and upward as I felt the first pulse roll down his shaft. The second came immediately, followed by a third and then I lost count, as my own prostate milking had me shooting a load across the seat and back of the chair I knelt on.

When a bit of time had passed, I’m not really sure who finished cumming first, him or me. I had shot a huge load across the chair back that Mel was trying to wipe off with partial success. Dylan was still inside me, and Maria was standing there, a half shocked, half aroused look on her face. As for me, I was partially kind of astonished Dylan went for it. He hadn’t seemed drunk enough.

Maybe two minutes went by when he pushed back away from me and slid himself out, mostly flaccid, “Whew, that was something else!” a trickle of something came from my sphincter and started down my leg.

“Sure was,” I said, “I’m just surprised you went for it. Didn’t seem to twitch about screwing a guy at all.”

Dylan laughed, “Dude, you’re not my first. In college I used to do my dorm roommate all the time. He was closeted and didn’t want anyone to know, so I’d bang him on weekends. You’re way tighter though.” This came as a surprise to Mel and I, but Maria just shrugged like it was old news.

Five minutes later they were out to their own cabana.

The next morning, I was out at the beach a more secluded chaise, letting the rhythm of the surf try to wash away the insane hangover I was rolling with. I’d just taken my first sip of a hair-of-the-dog hurricane when Dylan came running up, nothing but a pair of those perfectly fit trunks and a white tank on.

“Hey dude, how’s it going?” he asked from behind his wraparound shades with the white frames. Ugh.

“It’s going, you?” I asked, thinking we were on the cusp of having the old, ‘last night was fun but yeah, that’s not me, I’m a completely straight guy and that’s just how things are, so thanks for the good times and blah blah blah’ discussion.

He started stretching against my palm, “Just wanted to say, last night was a lot of fun, but (yeah, here it comes, oh well) is there a way we can just skip the fucking ‘Truth or Dare’ next time? I mean, Maria told me she’d love to eat Mel out, and I know that if I was gonna blow a load in a mouth, it’d probably be yours or hers. You guys are fucking top shelf cocksuckers. I also want to fuck that ass again, if it’s alright. I just don’t want to fuck around with all that truthey-darey bullshit in the future. I think Maria’s down with it too.”

Huh.

Source: reddit.com/r/gonewildstories/comments/6cyb01/truth_or_dare_in_a_hot_tub_mf_ff_mm