Further Into the Abyss

It had been a year since I had my first gay experience. I'd fought the urges all my life and in my forties, I finally took the dive. Since the first time, I'd had a number of experiences, some worth writing about, others just run of the mill. I had decided that it was no longer just putting my foot in the water and I needed to be smart about how I proceeded.

I found an online service to provide PrEP, did the required testing and proceeded to get medicated to ensure I did not compromise my health, but also because I wanted to freedom to play with all comers. I found that requiring a partner to use protection would sometimes limit me, and I wanted to open up the game.

Work travel and when my wife was out of town always provided the best opportunities. It was September and I had a week of travel for work planned in central Canada. In the weeks leading up to the trip, I could feel the anticipation building. It's always exciting to know that something is on the horizon, but you can never tell what it will be. This would be the first travel since I got on PrEP and I was ready to open things up.

I arrived in Regina on Sunday afternoon and was ready to hit the ground running. After checking into my hotel, I convinced myself I would find someone that night and cracked open my laptop to load Sniffies. I updated my profile to include my PrEP status and employed my most successful strategy. Just tell everyone all of the raunchy things you want and will do.

"Bareback or protected, I don't care. Hosting in my hotel room. I want to worship your cock. Love back and forth from my ass to my mouth, finish wherever you like. My ass, my mouth and my throat belong to you, use them at will. Hung to the front of the line."

After updating my profile, I got to work cleaning up for some fun. A quick shower and thorough douching and then back to the computer. Two messages...hard to imagine it working out with what the usual success rate is. Regina is clearly not a happening town for this action, but I decided to remain optimistic that it meant that a smaller pool may lead to a higher success rate.

First message was one of those. "Hey"....and the profile was anonymous so no pictures.

I respond, "Hey, looking for some fun?"

Second message...same damn thing. I give him the same response.

A couple of minutes pass with no response. A third message pops in...SAME DAMN THING! So, I give the same response.

This time there was a response...

"I'm looking to get drained. Lots of build up."

"Can you send me some pics so I know who and what I'd be playing with?"

A couple minutes go by and he replies with pics. Some solid body pics with cock. He's got a little extra weight, but so do I. He's also definitely got a little extra weight down there. His cock was moderately thick, but was long. One of the pictures was his hand wrapped around his hard cock. Either he had really small hands or he had 5 inches of cock sticking out of his hand when holding the base. It damn near made my prostate tingle....I had to try to reel this one in.

"Wow. Really hot pictures and I'm sure I can relieve that pressure for you. Are you serious about playing?" I asked.

"I intend to drain this one way or another tonight, if you can help that's certainly better than a solo act. Can I come to you?"

I share with him that I'm at the DoubleTree, but would have to meet him in the lobby because you need a key card to take the elevator. He told me his name was Ben so that I could identify him. I told him I would meet him at the bench just inside the automatic door and asked when he could be there. He told me 15 minutes...and it was on.

I arranged the room just right. Lube on the nightstand and a couple of toys I brought next to them, a prostate vibrator and a girthy dildo. I put a plug in my ass and then put my clothes on.

I wandered down to the lobby with butterflies in my stomach. As I walked through the lobby I realized someone was already on the bench where I was going to meet him.

"Are you Ben?" I asked trying to sound inquisitive.

"I am. Are you okay going upstairs?"

I took a quick look at him. Clean appearance, short dark hair. A little extra weight, but, honestly, less than I have. Overall, pretty attractive.

"Absolutely, let's go upstairs if you are still into it."

We head up to my room and enjoy some awkward small talk on the elevator. The awkwardness of the situation is thick and I can feel it in my chest and shoulders. The sooner I can get him naked the sooner the strangeness will let up.

We get into my room and he suggests that I go ahead and strip...he wants me to undress him after I'm bare.

I quickly undress with Ben watching me. I'm feeling shy...even though I know why we're both here. Once I'm in the buff, he approaches me and reaches around my waist and leans in to kiss me. It's never been a huge turnon for me to kiss a guy, but I know it's a prelude to what I'm after.

I accept the kiss and open my mouth as I feel his tongue gently slide into my mouth. He has a couple of days of growth on his face and I can feel his whiskers on my lips. He keeps kissing my and I feel his hand move around to my ass and he takes a firm grip. His kissing intensifies and I can feel my cock start to move. I'm feeling my juices flowing. While he continues to kiss me and squeeze my ass, I begin unbuttoning his shirt. His chest is smooth and feels much firmer than I expected.

I get to the last button and break the kiss to pull his shirt off of him. I begin kissing his neck and descend my kiss downward over his chest. When I get to his stomach, I grab his belt and pull it to unbuckle. His hand is the side of my face, while I work to unbutton his jeans. I ask him to kick his shoes off, which he does quickly as they do not have laces.

I then pull down his pants and he steps out of them. He's wearing red bikini brief underwear. He has a bit of a pooch belly that pushes out from the waist line of his underwear and I can now clearly see the bulge his large equipment is pushing onto his underwear. He's semi hard and I can see the indention where the head of his cock is pressed against the fabric.

On my knees now, I lean forward and pull his briefs down. A long cock, with moderate girth, is now right before my face. The head of his cock is much pinker than mine and I can see that is growing right in front of me. I reach out and grab the base of his cock and give it a couple of strokes. It's still not fully hard, but is reacting quickly to my touch.

Leaning forward, I lick the tip while I continue to stroke the base. A few licks and strokes and it is now rock hard. I continue stroking and pull back to get a look at it. It has to be 9 or 10 inches long, longer than I ever had. Now fully hard, the girth appears to only be slightly more than my own cock. I've had a couple of big cocks before, but nothing this long...just girthy. I'm instantly excited about the experience this will be.

I lean forward and take the head of his cock in my mouth and I'm rewarded with moan. I flicker my tongue on the bottom of his glans as I move his head in and out of my mouth. Surprisingly, I get a hint of the tasted of cum. I back off of his cock and continue to stroke it, noticing that a bead of cum is starts to form at the tip of his cock.

"I produce a lot of pre-cum, I hope that's not a problem," Ben states.

"Problem, hell no. I consider that a plus, I reply," I quickly responded.

I move forward and lick the precum off the tip of his cock and savor the flavor. I want to suck every drop of it out of him. I plunge my face on his cock and feel it hit the back of my throat. I'm still looking at 3 inches of cock sticking out of my mouth. I push forward and manage to get another inch in, but it won't go any further. I begin bobbing and taking it as deep as I can. He continues to moan and I can taste him while I continue to suck. It's so fucking hot that I can continually taste his cum.

I go at his cock furiously, continuing to press in my throat, trying to get more, but it just won't go.

I pull back off of his cock.

"Do you want to try to get it all in my throat?" I ask.

"Of course, how can I help you do that?"

I go to my bag and get out a tube of flavored lubricant. I ask him to spread this all over his cock, while I position myself on the bed. I climb on the bed and hang my head off the side.

"Okay, I'm going to have you push your cock into my throat. I'll put my hands around the back of your legs. If I tap you, I need you to pull out and give me a chance to breathe, are we clear on that?" I say.

"Yeah, I don't want to hurt you, if you tap, I'll pull out." he replied.

He approached the bed and I got an inverted view of his cock and his low-hanging balls as his cock came toward me. I opened my mouth and extended my tongue...as his passion fruit flavored cock approached. He slid it in my mouth and forward to my throat. He hit resistance and stopped.

I reach up and grab his hips, pulling him to encourage him. I needed him to get this in before my saliva eroded the lube. He began applying some pressure and I could feel it begin to slide. I pulled harder on his hips and let him to know to really push. He pushed hard and it slid in fast. I could feel it at depths of my throat that had never been touched by a cock. He pulled all the back and I took a breath and pulled on his hips again. He pushed in and it slid all the way in. His balls hung so low they blacking out my vision.

He pulled out and pushed back in. Far enough to get a quick breath and then he began a stroking motion. My throat was relaxed and there was no longer a "pop" as it cleared the back. I could feel the gag coming, though.

After about five strokes, I gagged hard. I could feel it in my stomach and a big wad of slimy saliva formed in my mouth. He pulled out to give me a breath and I pulled on his waste again.

He pushes all the way in and then begins gyrating his hips....I'm getting throat fucked by the longest cock I've ever experienced and I'm taking it. I'm turned on, I'm proud, I'm rock hard.

He continues stroking, stoping every four or five strokes to let me breath and give a small cough or gag.

He then leans forward with his cock in my mouth and continues fucking my throat, but now he grabs my balls and squeezes them. The sensations are unbelievable.

I'm oxygen deprived, my balls are aching from the pressure he is applying and I'm feeling the sensation of a magnificent cock sliding in and out of my mouth and throat. We go on like this for a few more minutes and I can feel the slobber running down my cheeks and into my nostrils. I'm a filthy mess and feel like a total slut. It's incredible.

He pulls back and asks me to lay on my back. He grabs my legs and pulls me to the edge of the bed and then pushes my legs back.

"Hold your ankles for me," he requests.

I oblige and present myself to him. My freshly shave balls and cock are laying in front of him and my plugged hole is in plain site.

He surveys the site in front of him and moves down to his knees. He extends his tongue and I watch him disappear into my crotch. His tongue hits my perenium and I let out a moan. It feels so warm and moist. He laps at my taint and then moves up to my balls. I love the feeling of a tongue on my balls and he knows just how to do it. He softens his tongue and takes a wide lap from my taint to my left testicle. When he arrives at my ball, he tightens his tongue up and begans flitting it at my ball. A moment later and his mouth is over my ball and I feel him sucking it into his mouth...he pulls back and allows it to "pop" out of his lips. He repeats this routine on both balls multiple times and I am moaning, continuing to be rock hard. I've reached a state of ecstacy. I feel him start to pull on the plug in my hole and quickly it is removed.

He drops down and I feel his tongue press against my hole. He begins a soft lapping motion and it sets my mind on fire. I can feel my sphincter almost pulsing with his touch, the wet rough but smooth feeling of his tongue and the sound of his lapping are driving me wild. He continues eating my hole for a minute or two and then I see him reach for the dildo on the nightstand. He grabs the lube and squeezes a dollop on it.

He pushes the dildo in and returns his mouth to my balls. I groan as I feel the dildo makes it way alll the way to its base. He continues to lap my balls while stroking the dildo slowly in and out of my hole. After a couple of minutes of this, I say through my moans, "Please fuck me."

He stands up and I see how wet the tip of his cock is.

"Come here, let me clean that off."

He comes around to the side of the bed and holds his cock to my mouth. I lick the tip and taste his cum once again. He pushes the tip to my lips and does a milking motion on his cock. A full drop comes out and I relish its flavor.

Ben returns to the foot of the bed and grabs the lube bottle he left laying by my ass. He spreads lube all over his cock and then uses his finger to put a dollop on my hole.

He lines his cock up with my hole and begins pushing in. The plug and dildo did their job and he slides right. He goes slow to see how far it can get in. I feel him hit the sigmoid bend, I've never had a cock reach that far before.

Clearly this isn't his first round with someone, so he stops there and begins to fuck me slowly.

"Oh my god, you feel incredible," I encourage him. "Your fucking cock is amazing. Keep fucking me."

He picks up his pace and I feel my sphincter relaxing and the friction and tightness lets up completely. He's giving me fast long strokes now, pushing my legs back with his hands. I look him in the eye and moan with every stroke.

He continues to pound and begins pulling all the way out and jamming back in. Each penetration is like a miniature lightning strike with the surprise of the push and the punch of my p-spot with every push inward. He continues plunging in me and I close my eyes and focus on the feeling. With each bump of my spot, I can feel myself tensing up and waves forming. He keeps going and I stop breathing and tense up as a heavy wave hits me and I let my breath out with a deep groan. I look down and see his hips pushing toward mine, pre-cum is now drizzling out of my half hard cock.

"I want to ride you," I tell him.

He pulls back and climbs on the bed as I move to the side.

I climb up beside him and lean over to take his cock in my mouth. I do a dozen bobs or so and pull off of him. I mount him face to face and grab his cock, aligning it to my hole. With my finger I feel my hole and confirm there's enough lube.

I slide down onto his cock and feel him hit the bend.

"I've taken long dildo's before, can you give me a chance to try to work myself to take all of it?" I ask.

"Please, I want to fuck you deep."

I then lean into his cock and feel it hitting the hard stop. I grind on it at that point and feel the sensitivity as it pushes against the bend. It's still not getting past.

I lean forward and pull off his cock. I reach to the edge of the bed and grab the lube. Grasping the base of his cock I squeeze a liberal amount of lube in a line from the tip to the base and use my hand to spread it. I grab the towel off the nightstand to wipe my hands and climb back on top of him.

Lining up once again, I slide onto his cock until I hit the bend. I begin rocking back and forth, maintaining pressure and I feel my insides begin to shift. A few more rocks and I'm able to slide further onto his cock. Continuing to rock it's slipping in, and finally I reach the base. My ass cheeks are pressed to his balls.

"Oh my god, no one has ever gotten it all in," he said, a little astounded.

"Give me a minute to work it and I'll get it to where we can fuck like this," I said.

I knew from my longer dildos that I couldn't go straight from penetrating to deep fucking. So, I start doing short strokes, never letting his cock leave the bend. Moving up only an inch and half at the most with each motion, I'm slowly fucking him all the way inside me. Two to three minutes later, the discomfort begins to fade and I know I'm ready to start taking it for real.

I lean forward and start making out with him.

"Now, fuck me deep," I whisper in his ear.

Leaning forward, I let him take control.

He pulls out and pushes it back in until he bottoms out. He slowly continues this motion.

"Oh my god, this is incredible, I'm so deep in you," he says with a pant.

"I told you to fuck me, now give it to me," I reply.

He got a devilish look in his eye and then picked up his pace. With every stroke in, I can feel the shift as it moves past the bend. His pace becomes furious and he tells me he wants to get behind me.

I climb off of him and he starts to get up. I push him back down and go for his cock. The lube has turned foamy from the fast fucking, but I don't care. I climb over the top of his cock and push it down my throat. I get it all the way in and suck hard on the way out. A few more thrusts and I can taste his cum again. I can't believe how much he produces. After a minute or so of sucking, I move to the side of him on all fours and hand him the lube.

He applies more lube to his cock and gets behind me. I feel his cock head at my hole and he grabs my hips. In one motion, he jams it home and those big dangling balls slap forward into my scrotum.

I let out a loud moan as I feel him thrust past my bend so abruptly. He immedialely launches into a furious pace, with a firm grip on my hips ensuring I can't get away. I feel every inch as he continues to pulse past the bend and he's pushing at an angle that is providing constant stimulation to my p-spot.

He continues to pound me and I look down my body to my cock. I'm flaccid now, but leaking like crazy from all the prostate stimulation.

"Fuck me, your cock feels amazing. I want your cum," I urge him.

Smack smack smack. His hips and balls and legs and everything are smacking against me. There's no way someone can walk by in the hall right now and mistake this for anything other than a hard fucking.

He continues at the insane pace and is now doing full length strokes.

"Oh oh oh, yes, fuck me, fuck me, fuck me, yes..." I was moaning and speaking almost involuntarily. My mind had slipped into oblivion from the sensation. I just wanted to be pounded.

His intensity is insatiiable. He pulls out and stands on the bed and tells me to arch my back to push my hole up.

He pushes his cock downward and stands above my ass. Plunge. It's all the way in me. He begins pounding again and is making direct contact with my p-spot with every plunge.

My moaning moves to almost a constant sound with just peeks and valleys as the pressure increases and decreases on my spot. My whole body firms up and a massive wave hits me. Cum is flowing out of my limp cock and he continues to pound. I remain tensed and moan through 10-12 more hard strokes before the tension finally releases. There's a puddle mark on the covers where my cum had landed.

His fucking continues and I can tell his breathing is becoming irregular.

"Oh yeah, fuck me. Please cum for me. I want your cum," I say to encourage him.

His breathing and motions become more irregular.

"I want to put it in your mouth," he stammers out.

He pulls his cock out and I spring upright. He comes off the bed and I jump to the floor. He pushes his cock in my mouth and immediately releases. Huge bursts of cum coat my throat and mouth and pulses of it just keep coming. It overflows and is running down my chin. I cup my hand below to keep it off the floor.

He finally relaxes and the bursts taper off. He pulls out of my mouth and I have what feels like a full cup of cum in my mouth.

"Let me see it," he commands.

I open my mouth and show him my prize. He lightly taps the side of my face and says, "Good boy."