TRUE SEXUAL ADVENTURES
By
Rev. Jesse Penfield Gibson, MDiv, DMin
DISCLAINER: The following is based on true experiences. It consists of consensual sexual experiences between consenting adults, including barebacking and other unsafe practices. All episodes are homosexual between gay men. None involve romance of any sort. If this offends you, stop reading. If you find homosexuality erotic, I hope you enjoy.
EIGHT
A QUICKIE
Island House, Key West
It is July and hot. I had spent a few days with a guy at Island House, who groped me in the pool and who turned out to have freshly come out at the age of 58. It was a weird experience for me. He had been married and then divorced. I was outed at 15. He had relatively little experience with men. I had spent the years between 12 and 25 being very active, then between 25 and 40 very inactive, and then after 40 active again. This guy was very cautious about HIV and STI's, insisted on condoms, which I cared less about being on PReP. However, when I bottom I don't care what the top has on his dick. That's his gig. When he left, though, I was a free agent.
It was still daylight, maybe afternoon, perhaps even early evening. It doesn't matter much except that it was definitely daylight. The pattern of life at Island House is interesting. The mornings through lunch are quiet and subdued. Afternoons are about sunbathing and reading, some drinking. Socializing begins with Happy Hour and the free drinks and the men piled into the pool. Any sex that occurs at this point is due to people pairing off or forming groups of three or four. Later on, it is the prowl, predator and prey. The video lounge, the indoor jacuzzi or the outdoor, men on the prowl looking for a pump and dump or suck and go. Later on still, it is doors left open and asses turned up and, on a glorious occassion or two, men lined up, stroking themselves, waiting their turn to drop a load in the community cum dump. In all fairness, you can avoid all this fairly easily if you want. You don't have to play. But why would you? This place is gay utopia. And, truly, what is the point of being a queer if you have to be like the straight people? I am a man. That means I am a pig. Trust me, if straight men had a place where they could go and hook up for mutual pleasure without guilt, without romance or bullshit, without committment, just fuck and move on, they would do it in a heart beat. It's the women that constrain them. Why should it contrain us?
I must have gone by the video lounge just to see, out of boredom mostly. There was nothing going on. I made a pass through and left. As I walked out, a guy walked in. Shorter than me, and probably in his mid thirties. Flat bellied but not cut or defined. Smooth. Hazel eyes. Good looking. Fuck. I could have kicked myself. If I had settled in on the benches and waited a minute or two there was at least a chance I might could have made something happen. As it was, I wasn't going to walk back inside and stalk the guy. That would be creepy. I have learned that this place is a bit like high school. They gossip. I slowly made my way back to my room. I wasn't in a hurry. I didn't have anywhere to go or to be. The second floor walkway wraps around, giving the outdoor jacuzzi below an open view of the sky. Then down the stairs and straight ahead through the breezeway to my room, 102, which fronts the pool. As I made my way down the stairs, I saw cutie rounding the building behind me on the upper floor.
When I made it to my room, he was at the bottom of the stairs. He paused and looked. I looked at him. I motioned subtly then unlocked my door and left it open. A minute later, he walked through. I drop my towel and get on the bed, my legs spread apart, hard dick standing straight up. He's hot. Not tall, barely above 5' 7" I guess but black hair, V shaped torso and flat belly. Eminently fuckable. I tug on my unit. He drops his towel. He is hard too. He walks to the bed, grabs a bottle of lube from the nightstand and squirts the cold liquid in a glob on my dick. He rubs it in, gathers up some and rams his fingers in his ass. Then he is on top of me, his hand behind his back on my dick guiding it in. Then down on it, all the way down. He shifts his weight. Squiggles a little bit. We haven't even kissed and I have my dick in his ass. Cool.
Even though this is the first fucking I have done today, over the last 4 days I have averaged 3 orgasms a day. I think I should be able to last. At first he is slow, going up and down but that doesn't last a minute. Then he leans forward and begins to rock back and forth hard. I reach up and run my hands across his smooth hard body. He is fucking me hard, almost desparately. I am not complaining. This is totally cool. The curtains are open and anyone who wants can see in. I don't need privacy to fuck, not at all. It being open is a turn on. Cutie doesn't seem to mind either.
"Fuck me doggy" he says.
Fine. Whatever. Doggy is good. Splayed leg and ass up, I ram it in. Not gentle or nice. Hard and fast. Then I fuck him. Fuck him hard. I don't know him, know nothing about him. He's hot and he's horny and I am going to fuck the shit out of him. Mercilessly. Just the way he seems to want it.
"Come on, just fuck the shit out of me," he says as he pushes back on my dick.
So I fuck him hard. I slide it in and just go to town. Fuck him hard. Why not? We are not making love, after all. Tender? Fuck it. He doesn't want it and I don't want to give it that way. My torso is draped over his back, my weight supported by one arm as my hips buck, driving myself into him. People walk by I don't stop. They can see in, see two men fucking but it's nothing but us gay guys here and who objects? I pound his slick hole.
"Fuck me, daddy. Fuck me hard" he says. I smile. Daddy? Daddy's going to tear you a new asshole.
He bucks up against my dick, driving his ass checks into my pubes. Almost an insult. LIke I am not fucking him hard like I should. I put both arms down and pound it. The sound of our bodies slapping together fills the room. We are both grunting hard and moaning. This is not a romantic love making session. This is fucking. Fucking pure and simple. Hard and fast. He collapses and I fall onto of him and keep fucking. He bites the pillow and whimpers some. Then we both grunt.
I can't hold it though. It's too much. I screw up my face and dump a load in his ass. Too quick.
I roll off of him, spent and happy. He gets up, kneels beside me and starts jacking himself off. I can see his abdominal muscles tighten. His balls get tucked. His face is contorted. He's close too. His hand is flying. Then he grunts hard and one, two, three, four big spurts of pearly white jizz fly out of his cock and land on my hairy chest.
"Thanks, I needed that" he said, leaning down to kiss me.
"No, thank you," I say. "It was great"
"I just got here today. Super horny. How long you here for?"
"Leave tommorrow" I answer.
"Too bad" he says as he gathers up a towel and ties it around his waist. "See you around"
I go on the prowl that night but I don't see him around. I am sure he hooked up with someone else. He was too good looking not to.
NINE
ONE LAST NIGHT
Island House, Key West
I met Max and Javier on the Blu Q, the clothing optional gay sailing charter. It was just the three of us on board and 4 or 5 hours, so we got to be friends. They were lovers, living in Manchester, Javier a phsyician and Max, an accountant. I wasn't that into Javier, he was Spanish with a thick accent and I had trouble understanding him sometimes but mainly he just didn't do it for me. Max, on the other hand, was another story. He and I got along as new found best buddies. But, I could tell that sex was not in the offing but I liked them and we became fast friends. It was a windy and choppy day on the water, even though is smoothed out eventually. We headed out for the reef and Javier and I went snorkeling with the mate. The water was chilly, even with the wet suit one, just above the temperature to be too cold and I was glad to get back to the boat. We headed off to our second adventure, kayaking, and dropped anchor off of a mangrove island. The water was very choppy and it was going to be a hard pull to the lee of the island. I thought I was strong enough and fit enough to try it but the others didn't. It was beautiful but the trip back, against the current, damn near killed me.
They were staying at the Casa Marina, on the waterfront, which Max described as "too posh", but they wanted to check out Island House. So we made arrangements to meet up the next day. They didn't need to buy a day pass as long as they were with me, but they had to be with me the whole time. By the mid afternoon, we were up on the sundeck, in the back corner where the misters were, me and Max. I'm not sure where Javier was, perhaps in the pool.
There was a guy on the other chaise longue in that little area, a guest at Island House, laid out nude. We were all nude, of course. Max and I were talking with him, getting his life story. I thought at the time that a lot of it was bullshit but whatever. Something about buying property in Key West.
"You staying here?" the guy, Mario, asked Max.
"Nah," I answer for him. "Max and his husband are with me. I'm a guest"
He leered a bit at me. "Yeah, you got a reputation for giving good head"
"Really?" I said. I was surprised. Of course, I have probably blown a dozen guys since I had gotten there 4 days ago.
"Yeah. That's the word. I thought you were pretty good."
"I blew you?" I honesstly didn't remember it.
"Oh yeah" he answered, stroking his cock. I felt myself getting hard and I adjusted the towel to cover up a little. He noticed. "Nah, man, let's see that thing."
I leave it out. The thing is that Mario is hung. Hung like a horse. Long and fat. You would have thought that I would have remembered that thing being in my mouth. There is no way that thing is going in my ass. I like bottoming under the right circumstances but I am definitely not a size queen. He strokes himself some more and I definitely getting an engorged dick. I can see where this is going. He wants round two.
"What room are you in?" I ask. I don't want to go to my room, which is 100, which means going downstairs and through the pool area and up the breezeway toward the outdoor jacuzzi or down and around the other side. The other option is the video room.
"215"
I give a quick laugh. It is just off the sundeck area. It's better in his room anyway. When I am done, I can leave. In my room, I am at his mercy.
"Hey, Max, I'll be back in a little while"
He looks up. "Sure, have fun"
Neither of us wrap up with towels. There really is no reason and the fact that we are both semi hard and on the way to do something about it is no big deal as we go through the center of the packed out sun deck, full of naked men. As we enter the room, I push him onto the bed and climb up between his legs.
"Got any lube?" I ask. I want to jack myself as I suck him. As I say, he's not fucking me.
What he had was KY, which sucks for masturbation. Great for fucking but you have to keep spitting in your hand when you are stroking one out. Oh well. I got a dick to suck. A big fat one. The thing is that I sucked my first dick at 12. At 13. I had a 30 year old lover who definitely taught me the ropes. I have sucked a dick before. This one is pretty fucking big though. I open wide and slide my mouth down on, getting all the way down to the root before clamping my lips down on it. He's not fully hard yet but has a sizeable chub. I slide slowly back up, roughly running my tongue along the underside of his dick until I get to the head. I kiss it and put just the tip in and suck on it hard, my tongue flicking at the piece under the piss slit and then all the way around. Well, now, that got him hard. Nver fails. He grows in my mouth. It's harder to deep throat him now but I get it all the way in without gagging. One hand on the shaft and I bob up and down. I want to get him going before I slow down.
Play with it is my motto. Sucking dick is fun. I suck on his balls, lick at his taint, lick all the side of his shaft, now steel hard in my hand. I stroke, I put the tip in and then go down. All playful and light. But, it's turning him on and I now I'm hard. He puts his hands on my head, forcing me down on his pole. He's tired of playful. He needs something more. I give it to him. One hand to stroke and my lips and tongue to do the rest.
"Yeah, suck it" he says. "You want that big dick, dontcha?"
I use a free hand to twist a nipple as I suck him off. He purrs with that. I am hard and stroking myself as I do him. We go along like this for 5 or 10 minutes, quite a while actually, before he is really getting bothered and hot and begins to face fuck me. That's a sure sign. He needs the relief. I'll give it to him. I suck his harder and faster, pull off and stroke him as my jaw rests before I dive back on it.
"Suck that dick" he says.
I taste his precum, salty and little slimy, as I blow him, using my tongue to lick it up. One hand on the shaft and the other on his balls, now tight up against his body, I blow it, going up and down on it. He bucks and tries to ram it down, i gag and pull off, stroking him hard and fast as I do. He grunts hard and I dive back on it. Another grunt as I go up and down, Another as I stroke him, my lips and tongue working it. Then another grunt. Then my mouth fills with the salty, slightly acrid taste of his orgasm.
"Wow" he says with a pant, "you do give good head"
"Thanks," I say with a smile. I am proud of myself. In this closed little world, I am the resident cock sucker. That's not bad.
I head back to Max and Javier, let them rag me for a while. We are in the pool, crowded with men, for the Wednesday night hump day party, The black guy that is the host, a real honey flat bellied and big dicked, hangs out and we all chit chat as he sits on the side of the pool and we bob in the water. There is a knot of twinks too, the blonde curly headed one having caught my attention at breakfast that morning. It is November and not exactly chilly but just chilly enough that you want to just stay in the water rather than get out and freeze. Eventually we do, after the party winds down at 7 pm, and head for the outdoor jacuzzi. There we hang out, talking with a guy there to. The twinks, which I work out after a while to be two couples and three singles, come into the jacuzzi a bit later, now a bit crowded. We all talk a bit, some about the awfulness of the election. The twinks are from the DC area. After dinner, I say goodbye to Max and Javier. They were nice guys and I had a good time.
It was after 10 o'clock and Island House had gone quiet. I didn't want to dress and go watch the go go boys at Bourbon Street pub but I did want to maybe get laid one last time in Key West. Basically, all I had done was suck guys off. I decided to grab a joint and go soak in the outdoor jacuzzi, burn it and ponder my options. I needed to smoke it all anyway since I wasn't taking it back with me on the plane, for obvious reasons.
After the first toke, I had company. Three of the twinks. The blond, curly headed guy, who was the tallest and beefiest of the bunch, was named Ben. Jaime had red hair and freckles. Trevor was the most effeminate, thin, short and mixed race, mostly black. All the wore speedo type swimsuits. I was naked of course. Ben asked if they could share, which I was glad to do. They passed the joint around. I questioned them about themselves, a trio of college friends now in their first post college jobs trying to make their youth last just a little bit longer. The two couples were off doing their thing, leaving the singles to cope for themselves, which they did as a unit although clearly that was keeping them from doing what they wanted to do, which was hook up with somebody. They asked me about myself. I told them a bit about my life as a philosophy prpfessor. which is a bit boring. I had a nice little buzz and the water felt nice. They were pretty boys and I didn't care. I would happily talk about epistemology if they wanted but pot does make me horny and I figured I had little chance there. Twinks play with other twinks. Usually.
"You got anymore?" Ben asks
I smile. "Yeah, in my room. It's just right there" I am in room 100, just off from the jacuzzi.
Once more out of the water, the air temp just a degree or two below what I would have liked. I towel off and the four of us traipse over to my room. It is an EP 1 room, probably the smallest in the place but with a private shower. There is a bed, a low slung chest that someone could sit on (or two in a pinch) and that's it. Four of us is a crowd. I have enough left for about 3 fat joints. We burn through the first one pretty quick. At that point, I am well toasted and they are stoned. I am laying cross ways on the bed while Ben and Jamie are sitting indian style on the bed too. Trevor is on the chest underneath the TV playing porn.
we are talking and I am idly stroking myself as I watch the porn in a distracted way. Ben reaches over and puts his hand on my dick. He rubs himself through the thin lycra fabric that houses his nice bulge. I reach over to him. He lets me. Good. I slide up and get my hand up under the fabric into his shaved pubes. His dick stirs a bit to life. Jaime scoots a bit over to me. He maybe wants to play too. I hope he wasn't shaved those red pubes. I like a man with a bush.
"Rumor is you give good head" Ben said
I had to laugh. Twice in one day. "Yeah, I have experience. You want to find out?"
Jaime grinned and both of them sat up and pulled down their swimsuits, down and off. Ben, shaved pubes and semi hard, it was a fairly pretty circumcised dick but only averaged sized. Jaime was a bit bigger and, sadly, also shaved. Too bad. Still, young dick and they want to shove it in my mouth.
"Hey, guys" Trevor says. "What's happening?"
"We're horny" Jaime says.
"We can go downtown" Trevor says
"Why?" Ben said, turning and looking at him. I put his semi in my mouth. All the way down and giving him a good tongue job.
"He's old enough to be our dad. No offense"
I pull off. "Oh, I'm easily old enough to be your dad"
"well, suck it Daddy" Ben says.
"Trev, don't be fucking stupid. We gotta get dressed, go out, maybe there's somebody there that you can pick up, maybe not. We got pot here, we can get liquor, and a 100% chance of getting laid. Loosen up"
He didn't just then. I worked on Ben's dick and Jaime's in turn. Working on balls and shaft, sucking and tongueing it, but mostly limited to their dicks. I lay off putting my hands on their firm young bodies. They want a blow job and I want to give it.
"C'mon Trev. It's a good blowjob"
However, reluctantly he came over and stood by the bed, wedged up against the wall in a very tiny room. I pull down his lycra suit. Trimmed black pubes and a pretty big dick, not as big as Mario's but big. The kind of dick that skinny guys have. Soft, I take it in my mouth, holding on the Ben's with my hand to keep stroking him hard. I give it the tongue treatment and it comes to life. A bit firmer and bit longer, big full balls in my hand. A tug and a suck and lick. When he is hard and hot, I go back to Jaime's sweet little tool and give it 40 licks. Then to Ben's and masturbating Jaime and then down the line. One simple truth: every male over the age of puberty loves a blow job. I am the kind of gay man that gets off giving them. I like getting them too and I like fucking, of course but a good blowjob is a wonderful thing.
Jaime swats me on the ass. "You take it in the ass Daddy?"
Well, yes I do, young man. Not often but you can't be queer if you don't take it in the ass at least once. I have a douche bulb just in case and I guess that case has come. "Give me a minute. Smoke a joint"
I retreat in the bathroom, which doesn't have a door by the way, to douche as they light and begin to toke up. I shoot hot water in ass, hold it, and then expel and flush. As I am doing it, Trevor, of all people, hands me the joint for a toke. I suspect he is a bottom boy. I make three passes before I shit clear. Then a good dollop of KY and I am good to go. They are young and still hard.
Ben goes first. Bareback, he slides in me. It's a bit rough and hard and I grimace but I take it. It hurts but he is all the way in. I am on all fours, being fucked doggy style, with the other two twinks at the head of the bed waiting to get sucked. I go for Jaime first.
"Damn, you're tight, Daddy" Ben says
I don't bottom much, not much at all even though I do kind of enjoy it. Right now I feel full, pleasantly full. It feels fine for the young stud to be sliding in and almost out of me. His hard dick shoved up into my sphincter. I go for Trevor's dick now, sucking him and stroking Jaime. At that particular moment, I don't even marvel at it, a 51 year old man having sex with a trio of young 20's boys. Later on, though, I stroke out a load or two on the memory. At that particular moment, it just felt good. In deference to my tightness, Ben had gone slow but now he is picking up speed. It feels good too. Full and alive. I am not hard but I am afraid to touch my dick for fear that I would cum as he punches at my prostate. But I have two to service even as one ravishes me. I can taste Jaime's precum.
Soon, though, I can't suck them anymore. Ben is banging me now. I am beginning to lose it, It feels good, really good. His weight is on me. I feel his body even as his cock violates me. Goddamn. It does feel hot in here.
"Uh, uh, uh" he grunts as he fucks away.
I am panting too. Then with one hard savage thrust he cums.
"Sloppy seconds?" I say to Jaime.
He laughs. "Sure"
He isn't gentle at all. I don't want him to be. He is all horned up and ready and that it is what I want. I just put my head down and let him go. I don't even tell him to do it harder but, shit, he couldn't. Still, what do I care? He cums fast and big dicked Trevor gets his turn. I think I am going to squirt a load out without even having to touch myself. But he can't last, not at that rate. Very soon, he slows down and then pulls out, spent.
I don't tell him to be but Trevor is gentle. Slowly, he pushes that big dick in. Fully in, he wiggles a bit and I nearly lose it. It doesn't hurt. No, not at all. Far from it. It feels like heaven. Every nerve ending in my body comes alive, electrically stimulated. He moves, slowly back out and then in again. Ow, better. I can tell he is not an experienced top. He doesn't have the rhythm but, goddamn, that dick makes up for it. A little faster now.
"You can fuck me, baby, I can take it" I tell him
"Go for it, Trev, Fuck that ass" Ben says.
Trev does. A little faster, harder. ANd it feels good. He grunts with each stroke and I have, literally have to, start stroking my dick. I know if I don't cum I will die, just from the pleasure of it. A little harder now. Groaning more, him and me. We both like it and we both want it. A bit more and now he is in the throes of it, fucking me hard. He isn't trying to make it last, not now, he will have to cum soon. But the sensation is too great for me. I have to cum now. I can't even breathe. I can't think. Just feel. And it feels great. A stroke and then I explode all over the bedspread. Trevor pounds on me and then he grunts and is done.
We smoke the last joint and laugh. We all four head out for the bar, now after midnight, and get some drinks. I have more money and I buy the round. They are young and they let me. They talk about their lives, first jobs and college. They ask me about mine. They are interested in the dark side of it. I oblige them. There is a side that is not fit for respectable company. Soon we are in the water, despite the nip in the air.
Trevor comes over to me and whispers in my ear, "You want to fuck me?"
I smile. I made love to him nice and slow. He insisted on a condom, which I obliged, and we fucked for an hour, nice and slow. Almost tantric.
After I got back home, Max texted me. Mario had entered the big dick contest at Saloon One but no winner was declared because the guys couldn't get hard. So, they went to the prettiest dick contest instead. He didn't win. Too bad my Trevor wasn't tehre. HIs was pretty, I'll say that.