Late Night Pick-Up

Author's Note:

In 2007, I accidentally looked up Literotica on my iPhone while I was at work. I didn't have a VPN at the time (I wasn't terribly internet savvy), and I freaked out -- thinking that it would be flagged and not only would I get fired, but I'd be outed as well. I immediately contacted Literotica, and requested that my account be deleted, knowing all my stories would be nuked as well.

It was rough, because I'd poured my heart out in these stories, not to mention the fact that I'd salted little bits and pieces of my life all throughout them. I wanted people to read them, but I figured they were backed up somewhere and at some point I'd return. Well. You can guess where this is going.

Years passed by, and those stories were lost to time. Until... I accidentally entered "Literotica" into the Wayback Machine, and with a little digging... I found all of them. I've glanced at them. They're cringey. They're also full of self-loathing as I was only at a nascent stage of accepting my sexuality. (Which I still haven't achieved after about 40 years of fighting it.) So, I'm going to republish these stories just so anyone who's curious to see how I've developed as an amateur smut author and a human. I'm not even going to reread these before publishing them, because it just amps my anxiety through the roof.

We all make our choices folks. Anyways, enjoy this trip down memory lane.

Extra Author's Note: Infused with some real elements, I still fantasize about this one to this day.

-Jack_Beastly (formerly AcrossTheRubicon, MonkeyWrench00, SweetCamilleCD, and probably a couple others.), member since 2004 (at least), reader since 1998.

Late Night Pick-Up by AcrossTheRubicon© Originally published, 02/19/07

Was I there by accident, or was it because of my sub-conscious?

I had just finished drinking with some friends downtown, and I had convinced myself to take a little walk over to where all the gay bars were. I'd done this a million times... I'd get drunk, and being full of liquid courage I'd walk over there, choose a gay bar and try to go inside. A million times a paranoid voice would warn me away, "Someone you know will see you! Forget it!" and then I'd go home, jacking off, dreaming about cocks.

Tonight was a little different. This morning I'd overheard one of the guys in the gym discuss his Friday evening plans. There was a small clique of gay men at my gym. They were always careful never to say anything that was explicitly homosexual so as not to piss off the straight guys, but if you listened closely you could read between the lines pretty well.

This morning one of the guys, Ed, was talking very obliquely about his blue-balls and mentioned that he had to go to a dinner party at a friends place, but afterwards he was going to go to "Junior's" (a relatively preppy, hip, meat market) and try his luck. I was glad I was a couple of locker rows away, because I felt my cheeks get hot. I didn't know it then- or maybe I did- but the seed of an idea was growing in my brain. I found myself going through my evening's itinerary and calculating how far away Junior's was from my subway stop. But of course, I was going to go... I was just wondering...

Throughout the day I couldn't get the idea out of my head. Ed was a pretty hot guy. Medium build, moderately hairy. Fantastic shape. He always wore these black bikini briefs which showed off his hefty meat hammock. I'd only been glory holing before, but I figured if I was really going to let some guy nail me... he'd have to be like Ed.

That night as I was getting drunk with my friends, I felt incredibly restless. All day I found myself thinking more and more about what it would be like to let Ed fuck me... When I went to the can, I couldn't help but give my cock a hard little squeeze... But no... I wasn't going to take that step. No way. No how.

As my friends started peeling off, I said my goodbyes, and staggered off in the direction of Juinor's. I was just going to buzz the place. Do my usual reconnaissance, then go home and jerk off to gay porn on the internet.

Soon my drunk feet were at Junior's door. I tried to peer through the darkened window, but it was purposely obscured. You could tell there were people in there because of the hum of noise, but I couldn't do it. Couldn't go in.

I started to turn towards my train station and I gave a start. I must've been in deep thought.

"Carl?"

It was Ed. He was just coming out of the bodega next door. I was totally fucking busted. I was sure he knew that I'd pseudo-stalked him.

"Oh. Hey, uhm, Ed! How are you?"

A slightly amused look colored his features.

"What're you doing here?" He said it a little too slyly. He must've obviously known I'd overheard him this morning. "I didn't think this was your kind of place." He said it with a smirk.

"Yeah, well..." I studied my feet, trying to think over my loudly pounding heart how I should try and play it. I decided to go for 'the obvious lie'. I mean, I couldn't make this too easy for him. "I was heading home, and uh, I needed some Gatorade before I got on the train."

He looked at me as if to say, "Bullshit", but he let me play it out. He was obviously in his cups too, but I could tell he was switching from genuine surprise, to curiosity, to control.

In an understated voice he said, "Want to split a cab back across the river?"

This was it. Here I go.

"Sure." I chirped, my voice suddenly breaking.

As we got in I tried to steer the conversation to meaningless small talk. I tried to read his eyes. He wasn't as sure as he was when we'd gotten into the cab. Eventually we were over the river.

There was a heavy moment of silence as we neared the cab stand, the cabbie asked us where we wanted to go. Ed started to tell him to just go to the stand.

Swallowing the enormous lump in my throat, I croaked, "Are you really done yet? I could use a nightcap. Why don't we, uhm..." I had to clear my throat, "... go to your place..."

The cabbie rolled his eyes, and Ed gave a little laugh. Now Ed was completely sure, and the control edged back into the situation. I didn't know if I wanted to throw up, or jump his bones out of nervousness.

Once inside, I excused myself to take a slash and gave myself a long, hard look in the mirror. Could I do this? Could I really do it? Or was I about to run out screaming. I steeled myself. I wanted it. I wanted him.

I was red as a beet when I went out into the living room. He was sitting on the couch, and there were a couple of drinks on the table. He smiled at me and we clinked our glasses together without a word.

"You've never done this before have you?"

"Well. Sort of..." I was thinking about my glory hole experiences and self-experiments with Doc Johnson's finest. "But, uh..."

"You sure you want to do this?"

"Oh yeah. Totally. Yes. Definitely..."

"I'll be gentle."

"Actually," I said, "Don't worry too much about that... I know the deal... I'm not a complete cherry..."

"Ok." He said, evidently pleased. Then his tone changed to something a little more commanding, "Finish your drink and take your clothes off."

I downed it quickly. The scotch burning all the way down. I inelegantly stripped off my clothes, starting to get really turned on by the fact that he wasn't doing the same.

"You like to play games? A little top and bottom?" At this, my cock gave a little twitch. I was standing there naked in front of him. A little cold. Heart pounding. Skin tingling.

"Yes sir. But not too heavy. I don't rim. I don't like the thought of being tied up. Gagged..."

He cut me off.

"Don't worry. I don't get too heavy." He looked me up and down slowly. "I always wondered about you. Hmph." He finished his drink. "Come here."

I started to walk. "No, no." He said, "Crawl."

I got down on my hands and knees, feeling the draft in his apartment caress my asshole. I stayed on all fours in front of him. He repositioned himself in the couch and grabbed my head. He pulled it into his crotch. "Take a deep breath you little hooker."

I honestly have to say, having him manhandle me and call me names was incredibly erotic. I was pretty much a strait guy. I fucked lots of girls. I was a manly man... but all of a sudden, that role was gone... I was the girl! And it was exciting.

"Breath in the smell of my meat..." I opened my mouth and inhaled "Do you like that? Do you really like that?"

"Yes sir!" Came my muffled voice. I loved nuzzling against his warm, hardening cock.

"Good." He gave my head a final little shove into his crotch then pushed me away. "Follow me. On your hands and knees, bitch." He stood and went into his bedroom. I followed him like a dog.

He stripped off his clothes, and peeled off his briefs. He threw them in front of me. "Sniff 'em." He commanded. I put my nose into them and inhaled his scent. I moved my hand to my cock. I heard his deep voice, "Don't touch your cock until I tell you, you can."

He laid down in his bed, and patted it the space beside him. "Come on. Jump up." I crawled up. It was so strange being naked in a bed with another man. I could feel the heat rising off of his body in a way that was so different from a woman's. "Don't just sit there. Suck it."

Ahh. It was like a dream come true. My mouth started to salivate. Here was a real cock! A very real cock! Big, thick, meaty DICK. His pseudo-flaccid cock was resting was right on top of his belly button. With no finesse, or subtlety crammed as much into my mouth as possible. I was drooling all over my chin. I could feel it growing stiffer... I gagged... I coughed... trying to unhinge my jaw and relax my throat... I wanted to see if I could get my nose down to his pubes-

"Teeth!" He shouted. I pulled back up the shaft and tried to wrap my lips over the edges of my teeth... I squeezed his cock with one hand, trying to twist it around in a hand-job motion a very enterprising girl had used on me... I started to bob a little... fully appreciating the difficulty of a good blowjob, and gaining new admiration for all of my past girlfriends...

I also started getting short of breath and I pulled my mouth off gasping... I felt like I'd been on it forever! I rubbed his saliva covered dick all over my face and then I went back down... bobbing, sucking, drooling and jerking it... His cock and crotch scent was intoxicating... I felt his finger probe my asshole... I had to come up for hair again, but he held my head down for a brief moment until I audibly gagged.

He let out a wicked, low laugh, "Yeahhh! Ha ha!" I came off of it breathing hard. I took a moment to catch my breath.

"Do you want me to fuck you?"

"Yes sir!"

"Say it!"

"Sir! Please fuck my ass!"

"Keep going. Spread your cheeks and keep going."

I put my head on the bed and craned it around to look at him, while spreading my ass cheeks.

"Sir! Please fuck me with your enormous, big, fat, huge dick!"

"Yeah? That it?"

"Please fuck me like a little bitch! Fuck me like I'm your whore! I want to feel your big cock deep inside me!"

He gave my ass a slap and rolled off the bed.

He opened a drawer and threw me a thick bottle of lube.

He also took out some poppers.

"Know what these are kid?"

"Yes sir."

"Ever do 'em before?"

"No sir."

He looked at me for a minute. Deciding something.

"Want to?"

My ass gave a little twitch and I could feel it open a little. "Yes sir."

"Ok." He walked over and put the tiny yellow bottle under my nose. "Ready?"

"Yessir". He opened it, and I inhaled. Soon I felt intoxicated again... my ass seemed to open up like a rosebud on a time-elapse film...

"Lube up your pussy kid."

I squirted some of the clear gel out and started to grease up my hole.

"Put those fingers in there hooker. Finger fuck yourself. Like a girl."

I started jamming two fingers in and out.

"Moan for me bitch. Moan like a cunt."

Engulfed in the warm flood of Amyl Nitrate I really got into it. I arched my ass up into the air, reached back and started finger fucking myself deeply. Every once in a while I'd stop and put some more goop in there. I was moaning like a pornstar.

He came over to where my head was and smacked my face with his latex covered cock.

"Ready bitch? Ready to get fucked by a real man? Ready to get fucked like the girl you are?"

"YES SIR!"

"Look up."

While I'd been lubricating myself, he'd positioned a mirror opposite the bed in front of me.

"Ready to lose your manhood? You're going to be my bitch from now on." I could feel his rubber covered cock head resting on my hot little hole.

"Yes sir." I said meekly.

He started to pull my cheeks apart.

"Even if you go back to women... you'll always remember this. Always remember when a real man fucked you up the ass and made you a woman."

"Yessssssss...." I gasped as he started to slide it in... and I started to moan again... It hurt... but not like it is when you're not on something. His fuckmeat was so big.... it felt like there was this nice, big, hard log in there... But the poppers were really helping me accommodate it... I could feel the lube dripping down my thighs... like a chick... I was in a haze...

"Ready?"

"Unhhh..." was all I could reply... He started to pump... slowly at first... then he picked up the tempo... Occasionally he'd slap my ass, grunt, grab it, squeeze it..."Good girl... good little whore..."

There was so much lube in there I could hear his cock slurping with suction...

"Jerk off bitch. The lady always cums first."

I wrapped my hands around my flaccid little cock... this was such a treat... jerking off with such a big dick inside me.

"Give me some orgasm sounds."

I started to moan... trying to imitate the short, ragged breath of a girl cumming. "Nnn... Nnnnn... Yeah! YEEEAH. NnnnnNNNNNN NNNNNNNN!" I came all over my hand.

"Good hooker." He slapped my ass hard. Then he started fucking me again. Fucking hard. Fucking fast.

"What are you?"

"I'm a whore!"

"Whose whore?"

"I'm your little whore!"

Then... I heard him give one of those "about to cum" grunts... He rammed it in there deeply one last time... and I could feel his cock twitch and spasm... Soon he slumped over me... breathing hard....

Eventually he pulled out and went in the bathroom to clean up. I lay there in a heap. Sweaty. Fucked out of my mind. In a popper-haze. I felt violated... but in a good way... sort of... I couldn't believe I'd gone all the way... All I wanted was a shower. But I couldn't move anyways. I felt like someone had just shoved a log up my ass. I couldn't decide if I wanted more or not!

Eventually we wrapped the evening up. As I kneeled in front of him while listening to him politely tell me to go home, he lightly smacked his cock on my face and said, "You were a good fuck kid. Anytime you want to do this again, you let me know. I'll do you a favor and keep it between us."

I knew he was lying about that last bit. I was soon to find out that I'd become the little darling of the locker room.

But. That's another story...

Here are the readers comments, which I don't think I ever read!

EXCELLENT Loved it from beginning to end, great detail and great dialogue. Keep it up! -Anonymous, 02/19/07

Reenacted It! My friend and workout partner reenacted your story. And we had a great time. I was the little whore for my black stallion! We use to be straight but found we love the no nonsense approach that men have. We can't seem to get enough of each other. -Anonymous, 06/20/08

AMAZING Loved every single word!! Please write more about this guy with him again or other guys from the gym!!!! - freemic3040, 08/26/08

Loved It! I loved your story! This is very much my deepest fantasy. I want to be in the position you were in. Thus far I have not met a man who feels confident enough to even try and dominate me. But I'm still looking! - Anonymous, 02/11/10