I guess every guy, straight or gay, has had a few sexual experiences that he will remember and jerk off to for the rest of his life. I'd like to share one such encounter that I recently had.
First let me fill you in on some background. I'm a 25 year old gay guy, 6'2", 190 lbs., light brown hair, green eyes, about 7 inches of cut meat with a boy next door face. My body's in fairly good shape as I run several times a week. While I admit I'm gay I'm not out as far as life-style is concerned. I don't have much experience in that area either sexually or socially. I fooled around with a few guys starting back in college, but I've never had a boyfriend or hung at gay bars. I graduated from law school last May and was fortunate enough to obtain a great job with a high-powered law firm in New York City. I'm making more money than I've ever earned by far, while at the same time I having less free time to spend any of it. I've never worked so hard and so long in my life. Big gun law firms may pay 75 grand a year to their new associates, but they get $100,000 worth of work out of us. There's not much you can do about it, it's the only path to partnership and the really big money we all went to law school for in the first place.
Last week was another week from hell and then some, but it ended on a high note, though that didn't become apparent for right away. I'd put in 16 hours a day minimum and when Friday finally rolled around I was looking forward to going home, jerking off for the first time in four days and sleeping through a good deal of the weekend. Then at about 3:00 in the afternoon the senior partner to whom I report called me into his office. He was dispatching me to Bridgeport, Connecticut to take the deposition of a woman who was leaving for Puerto Rico on a family emergency. Since her testimony was crucial an upcoming case, and because we had no idea how long she'd be gone, it was imperative that we obtain her sworn testimony before she left.
What could I say? I was fucked. I had to catch the 4:15 out of Grand Central getting me to Bridgeport at about 5:30. With any luck I'd be able to catch the 9:33 back to the City. That was the plan. Of course the train was almost an hour late getting to Bridgeport. I raced to the hotel and found the witness and a court stenographer already waiting for me in the meeting room my office had reserved. What they hadn't done was arrange for a translator. Seems our witness speaks virtually no English. Fortunately the stenographer was able to help me find a court-approved translator willing to come immediately to the hotel. It was 8:00 before we finally got underway.
The deposition, translating and all, took less than a hour and a half, but it took the stenographer more than two hours to transcribe the testimony onto a floppy disc. The last train of the night left was scheduled to leave Bridgeport at 11:48, it was 11:40. If it was on time I'd only be able to make it if I ran like hell and was real lucky.
My train was pulling out of the station as I ran up to the entrance. The week was ending the way it had started. I had visions of sleeping in the station, waiting for the next train, scheduled to arrive in only 6 hours. Then I spotted a couple of cabs lined up at the curb. I walked up to the driver's side of the first one in line. The driver had his window open, his arm hanging out with a cigarette in his hand. I leaned down a little, though not enough to clearly see the driver's face or features.
"Any chance of getting a ride to New York City?" I asked.
"The fare's 75 bucks, flat rate, but I'm going off duty as soon as the 12:05 from New York gets here."
"Would an extra $100 help change your mind?" I was desperate and $100 was a small price to pay to be able to spend the night in my own bed.
That got his immediate attention and interest. His head popped out of the window. He was about my age, a bit scruffy looking, with long blond hair. "Let me get this straight," he asked in disbelief, "if I drive you to New York you'll pay the $75.00 fare plus give me 100 bucks?"
"You got it," I said with the grin of one who knows he's got his fish hooked.
"Can you show me the cash?" He spoke with the cynical tone of someone who didn't have much faith in his fellow man.
I slipped my money clip out of my trousers pocket and pulled two $100 bills free and held them up.
That seemed to satisfy him. "Cool, we're goin' to New York, get in mister."
"I can get us to New York, but you'll have to show me where you want to go once we're there. I ain't been in New York too often. Once to a Yankee's game and another time I got dragged down by my girlfriend to see the big Christmas tree they got there every year. Bridgeport's big enough for me. New York's got too many cars, to many buildings and way too many people. I don't see how anybody can live there. You like it?"
It was kind of fun to listen to his mindless babble and besides he was cute. He was a little rough around the edges, but definitely the tough, studly kind of street guy I so often fantasize about.
"I don't mind," I answered him, "I like living there very much, but I've only been there since June. I'm from Maine and went to school in Vermont, so it's been a big change for me, but it's really exciting. Of course I haven't had much time to really appreciate everything it has to offer."
"Why'd you move there in the first place?"
"I got a job there."
"Yeah? What kinda work you do?"
"I'm a lawyer."
"I'm not surprised, you talk like you're real educated. You ain't a criminal lawyer are you? I needed a good criminal lawyer once or twice, but never had one." He laughed out loud, as if this was a great joke.
"No, I'm in product liability law. That's when a company negligent in making its product and someone is damaged as a result," I explained.
"You mean like this Firestone Tire bullshit, right?"
"That's exactly right." He was no scholar, but he wasn't a dummy either.
"So," I asked a little worried, "what did you need a criminal lawyer for?"
"I got busted a couple of times carrying a little weed. No big deal, I had to pay a fine the first time and I got 2 years probation the second. I'm clean now, paid my debt to society. Besides I never carry pot with me any more. I smoke at home or I don't smoke at all."
"That's not a bad idea," I said happy that I wasn't at the mercy of a violent felon.
"So you married?" He asked keeping up his inquiries.
"No, not even close," I answered truthfully.
"Shit I don't blame you. If I had your money and lived in a place like New York I'd have me a different babe every night of the week. I bet you have more pussy than you know what to do with."
"Sorry to disappoint you, but I don't even have time to date. I haven't had sex in over six months. When you're fresh out of law school they work your ass off."
"Fuck man they can't pay you that much. If I had to go without getting laid or sucked off for more than 48 hours I'd go off my nut."
"Are you married?" I asked, hoping I could get the conversation away from my sex life.
"I live with a woman and her two kids. She's ten years older'n me but she's a great lay, gives a fair head job. She's cool. She don't hassle me or get all jealous like some of the younger chicks I've dated. I still can't believe you've gone months without getting some; shit you must have calluses on your hands." He chuckled and I felt my face heating up, I knew I was blushing and I was happy he couldn't see my face.
"Listen," he said, "a buddy of mine told me that there's a place down by the river in New York where you can go and get a great blowjob for 20 bucks. Is that true?
One of the junior partners had pointed out the area around 14th Street and the Hudson River where a guy could indeed get himself a $20 blow job, but there was a catch I didn't think his buddy had mentioned to him. "It's true," I told him, "but your buddy left out one very significant detail."
"Yeah, what's that?"
"First I got to tell you what I know is third hand, I really don't know what goes down, but from what I've been told about 95% of the 'girls' who work that area are drag queens." I figured that'd knock him for a loop.
"You mean they're guys dressed as girls?"
"That's right," I said smugly.
"So? Who gives a fuck if they give good head? They look like the real thing, besides guys usually do a better job, they're more into it, so it's like the best of both worlds. They suck like guys and look like girls. The main thing is you get off like a bitch. What say you and me drive by this place and see if we can each get our rocks off?"
"You mean you don't mind getting a blow job from a guy?" I asked, suddenly much more interested in the conversation than I had been.
"Shit no! Dude, you don't have to be gay to enjoy a guy smokin' your pole. Like I said they really get into it and you get some really great tootin' done on the old horn. And when you're ready to shoot your wad they ain't like so many women who don't like the taste or think it's disgusting to eat a guy's cum. These gay guys love it and will suck every drop down. A great blowjob, no matter how good it is, ain't great if you can't totally unload with a mouth wrapped around your cock. If you ain't tried it, don't knock it."
By this time my cock was a hard seven inches pushing at the fabric of my gray flannels. I suddenly wanted this guy's cock shooting its load deep down my throat. Just knowing he was available had me hornier than I could remember being in a long time. Still I didn't know how to proposition him. I didn't feel real comfortable just coming out and asking him if I could suck his dick. What I said was, "don't get me wrong. I'm not knocking it, I'm just surprised. You just strike me as the kind of guy who might slug another guy who put the moves on him."
"Are you kidding? I been drivin' cab for about four years. Know how many times guys have come on to me? Hundreds, a couple of times a week at least. I got regulars who ask for me when they call for a cab. If I have time and I'm in the mood, which is most times, I let them go down on me. Shit a few of them even pay me. I won't accept money for sex, I have my pride, but if they want to up my tip to a 20, that's fine with me. I make more tips than most drivers and I always have a big smile on my face. What do you say, how 'bout you show me where these drag queens are and we both get ourselves fixed up. I guarantee you won't regret it. Shit I'm poppin' wood just thinkin' about it."
"I'll admit you're starting to get me horny, but I had maybe something a little different in mind."
"If it feels good I'm up for it. What are you thinking of?
"I was thinking maybe you could park the cab and come up to my place and I'll blow you." There I'd said it. Now I waited for his reaction.
"You're gonna blow me? You? You're a gay boy? I'll be fucked. You sure don't look it; but hey, that's great. If you want to blow me, like I said I up for it, literally. Listen, I don't do nothin', I don't suck or kiss or shit like that."
"I didn't think you did, that's cool, I understand. I'll get off knowing I'm getting you off, and if you spend the night I'll another $100 to your tip. I'm just so horny I need to get it out of my system. Think you'd be interested in doing that?"
"$200 cash money and some serious cock sucking and you're asking if I'd be interested. That's a no brainer, Mister you got yourself a deal and a horny cock to suck. The name's Mike." He said extending his right arm into the back seat. We shook hands as if to seal the deal.
"I'm Alex and I'm very glad I missed my train."
"Yeah, me too Dude, me too."
Forty-five minutes later the two of us were walking into my apartment. Mike seemed impressed with what he called my big city crib. I showed him into the bedroom and he kicked off his shoes and started undressing. I pointed in the direction of the bathroom and said, "why don't we both take showers before we get started. Do you want to go first or second?"
He grinned at me and said, "why don't we take one together? I love having someone wash me."
He didn't have to ask twice. In a matter of seconds we were both naked. I took a long look at his magnificent body and was instantly sporting a total hard on. This seemed to please him, "glad you like what you see," he said. His own cock, while not hard, was plumped up and pushing upward. It was perfection. Even semi-limp it was bigger and thicker than mine at full staff. It had one of those big pink helmet heads with a pouting piss slit that looked like two tiny lips. Pushing out of the slit was a gleaming, growing drop of crystal man juice. I reached out and wrapped my hand around his shaft, stroking his meat gently to full arousal. I wanted to drop to my knees right then and take it to the hilt, but Mike started to walk backwards toward the bathroom, pulling me with him, my hand still holding on tightly to his manhood.
We both laughed as we crossed the threshold. I let go of him and turned on the water in the shower, adjusting it to a comfortable temperature. We both stepped into the stall and I began to soap him up. I covered every inch of his hard body with rich soapy lather. I even managed to get my hand between his ass crack and carefully soaped, washed and rinsed his rosebud thoroughly. He gave absolutely no resistance and seemed to be enjoying my ministrations. When he was thoroughly clean I gave myself a quick scrub down. I couldn't resist any longer I dropped to my knees and with warm water raining down on us I swallowed the most beautiful cock I'd ever been this close to.
He held my head fast with his hands and pistoned himself in and out. I was in a separate heaven, only remotely aware that he was moaning. He finally had to push my head away from my prize before I heard what he was saying.
"Slow down man. You got one hell of a hot mouth and I'm right on the edge. Let's get out, dry off and hit the sack. All I want is to kick back while you do your thing. There ain't nothin' better than a long, slow and easy hum job."
Who could argue with a plan like that? I stood up, shut off the water and reached out to grab a bath sheet that was on the shelf next to the shower stall. I wrapped it around him letting it absorb the water from his body. I grabbed a towel for myself and we both stepped out into the bathroom and finished drying ourselves. Once we were both dry he raced into the bedroom ahead of me and took a diving leap onto the bed. By the time I reached the foot of the bed he was propped up against the pillows, his legs spread with his rock hard cock pointing straight toward the ceiling.
I climbed onto the bed and stretched out with my head between his legs and my feet hanging off the end of the bed. I took hold of his fat cock and pulled it down slightly placing the head in my mouth. I worked it with my tongue and lips until I had him begging me to take him all. How could I deny him in his moment of need? I slid my lips down his thick shaft until I felt them brush against his pubes. Then holding my lips tight around his pole I pulled my mouth upward, my tongue dragging along the underside of his shaft. A noticeable shiver coursed through his body and a deep moan escaped his lips.
"Oh man, that's good. Yeah take it real slow I want this to last; it feels so in-fucking-credible. Do it just that way back and forth, a little tighter with the lips, yeah that's it, oh God, you suck cock like a pro."
His talk was heating me up to a fever pitch. I wanted him bad, wanted to taste his funky load, to drink down his masculine essence, to savor the juice of his manhood. I worked him over.
"Oh shit Dude, I'm there, I can't stop it, you're just too good. Shit, get ready, here it cummmmmmmmmmms. Yeah swallow my load, yeah keep going, there's more to come. Oh yeah, Okay, Okay, That's It, Okay, Okay. I can't take any more."
He pushed me off him and I collapsed backward. His cock was still hard and pulsing. A last glob of cum pushed its way to the surface and began its slow run down his still hard shaft. I was savoring a mouthful of his bittersweet load, but could not bear to let even this drop escape. I swallowed and then dove back down, lapping up this last offering.
Though I was expecting him to do so he didn't push me away, so I continued licking at his shaft and head as his breathing returned to normal. When he stayed rock hard and didn't protest I extended my licking to include a little sucking and soon I was going at him like he hadn't shot his load at all.
"Christ Dude, your mouth has me so hot I think I'm ready to go again. This time let's take it slow and easy for real. What do you think? Think we can do that?"
My mouth stuffed with thick, ripe manmeat I could only mumble and nod my head, but my actions said it all. I did as he asked, I took it real slow, teasing the sensitive areas of his cock. I work them until he was groaning with pleasure. I moved from his dick and gave his balls the full treatment. Too large to get into my mouth together I gave each my best one at a time. Then I pushed his legs up and back in order to pleasure him in the sensitive area between his balls and rosebud. He was already whimpering before my tongue touched his hole, and then he lost it. He flipped himself up and over giving me total access to his wide-open hole. I buried my face between his hard firm buns. I had him; he was going crazy with pleasure.
"God, oh God, I ain't never had nothin' like this done to me before. This is fuckin' too much to handle. I can't believe what it feels like, it's so good. That's it you crazy cock sucker eat my ass, drive that tongue into my hole."
I chowed down until my tongue was numb and he was near tears with pleasure. He was so worked up and bucking around I was afraid he was going to shoot his load and I'd miss it. I slowed down and licked my way back to his meaty balls lapping at the egg sized orbs drawn tight in their sac until we'd both calmed down a bit. I eased his legs down and took his shaft into my mouth once again. I proceeded to work oral magic on him. I went at him slow and tenderly using my mouth, lips, tongue and fisted hand to bring him repeatedly to the brink, then letting him down lightly only to bring him back up to a crescendo of sensations. He started begging me to finish him off, but I wouldn't, I wanted to play with him and his beautiful piece of meat for as long as he'd let me get away with it.
He finally could take it no longer. With a couple of quick moves he flipped himself over and onto me. Before I knew what was happening he was straddling my chest. He shoved his steel hard cock between my lips, and pushed his way into my mouth. He brought his hands up to behind my head cradling it. He began fucking my face.
"I can't take it no more I gotta to cum," he said desperately, pumping himself into my throat. He was a man possessed. His throbbing, pulsating member was moving in and out of my throat so quickly that I could hardly draw breathe. Luckily I was able to draw a lungful of air just as he slammed it home; his body stiffened; I felt the head of his cock swell and push against my throat passage; and then volley after volley of hot cum shot from his balls. He pulled back a bit so that the head was rested on my tongue, allowing me to swallow his massive load. I'd expected a light load considering he'd shot off less than a hour earlier, but if anything this load was larger still. Not that I was complaining, I was intoxicated by the musky flavor of his spunk. He was the complete package, a street-wise, tough, straight guy with a great cock and the ability to use it; he was a fantasy cum to life.
"Dude, I'll tell you something. I been with a few guys and lots of women, but nobody ever done what you just did to me. I ain't never felt feeling like you gave my cock, balls and ass hole. I only wish you lived closer, I'd be a regular visitor. You sure to have a golden mouth."
I knew it was all bullshit, but somehow his words made me feel great. I'd been able to turn on a straight guy enough to get two big loads out of him in less than one hour; for some reason that turned me on big time. Then my little butch friend surprised the shit out of me.
"Hey ain't you gonna cum? You're the one with the lack a nooky in his life. How 'bout I beat off a load for you?"
"You'd do that? You'd jerk me off?"
"Shit Dude, it's the least I can do after what you just did for me. It's not like I'm suckin' you off or anything. Not much different than beatin' my own meat. I ain't never sucked my own cock, but I sure have spanked my own monkey thousands of time. If I can jerk off my dick I don't see why I can't jerk off your dick."
Who was I to argue? I said, "I'd love it as long as you don't mind."
He was still on my chest looking down at me. Without saying a word he just spun himself around so that his back was to me. I felt his fist close around my rock hard cock and then he started pumping. It didn't take more than a few strokes. I erupted, cum shooting all over the place including Mike's hand, arm and chest. I was nearly delirious and shaking as though I had a high fever.
"Geez Dude, you shoot a pretty big load yourself. First time I've ever had a cum shower, except for my own."
"I'm sorry," I apologized, "I didn't mean to spray you."
"Don't worry, it's cool, though I wouldn't mind having a towel to clean up with when you can get back on your feet," he said as he rolled off me and onto to his back next to me in bed. My shaft, balls and general crotch area were also in need of clean up so I went into the bathroom and grabbed a couple of hand towels. We cleaned up and decided we'd better get some sleep. It was nearly 3:30.
"I'm gonna have to head back pretty early. Could you set the alarm for 8:00, that should give me enough sleep and still have a half hour in case you get hungry," he laughed.
"You can count on it," I said as I set the clock-radio. "I wake up with a wicked bad appetite."
"Well I got a breakfast sausage like you ain't ever seen."
I shut off the light on the nightstand. Mike rolled over on his side facing away from me and I did likewise facing in the opposite direction. His head hadn't hit the pillow before I heard him snoring softly. It didn't take too long before I followed his lead.
When my eyes opened sunlight was seeping through the blinds. As I came awake I realized that sometime during the night Mike had rolled over and was now facing in the same direction as I, with his front pressed up against my back and his right arm tossed over my torso, not really in an embrace, but definitely over me. The display on the clock-radio read 7:38. I wondered if I should wake him when I became aware of something very large and very hard resting between my buns. Mike was sporting a major woody and it lay tucked into my crack. I moved around a little, but he was so deeply asleep not even his breathing changed. The only thing my movement accomplished was to lodge his cock even tighter between my cheeks.
Suddenly I knew what I wanted. I'd never been fucked before, but I knew I wanted Mike's 8-inch meat as far up my ass as I could get it and I wanted it very badly. Sure I'd often stuck the one or two fingers up my butt while beating off, but I knew that could hardly compare to the monster meat I now wanted inside me. I pulled away from Mike as gently as I could. He didn't move a muscle. I reached into the drawer of the nightstand and pulled out the tube of K-Y that I used for masturbation. I slowly worked a good amount as far up my shoot as I could shove it. Then I took a generous dollop of the liquid jelly into my hand and spread it over every inch of Mike's solid hardon. It didn't wake him, though he let out a long sigh. I wondered what he was dreaming.
I reached down for one of our clean-up towels and wipe the K-Y off my hands. Then I positioned myself. I moved back until the tip of Mike's cock was resting at the entrance to my butt. Gently and very slowly I pushed back onto it. The head popped in and I thought I was going to scream with the sharp pain that seized me, but I inhaled deeply several time until it subsided. I resumed pushing back and amazingly the pain became nonexistent. I continued my backward slide until I felt his pubic hair on my buns. He was totally inside me. I didn't move. I just wanted to get used to the sensation of fullness, it was like nothing I'd ever experienced before. I began to thrust back and forth, sliding his shaft in and out of me.
The sensations that shot through my body were unbelievable. I'd never imagined that I could get this much pleasure from being fucked. I soon forgot that the cock I was riding was attached to a living person. Only his arm tightening around me brought me back to reality.
"Holy Shit! Now this is too fuckin' much."
At first I thought he was pissed and that I'd carried things way too far. His next words eased my apprehension.
"Man you are one tight fuck. I always wondered what it would be like goin' in the back door, but I ain't ever found me a woman willin' to let me try. But if you don't mind I think I'd like to take over from here. Did he ever. He fucked me like I never imagined a fucking could be. I was in heaven and then I felt his lips on my neck. He was kissing me on the back of the neck and nibbling on my ear lobe.
"Baby," he whispered, "I don't care if you're a guy or a girl, you are one of the hottest fucks I've ever had and I've had some hot ones. Anybody who can do to my cock what you've done deserves a little lovin'. With that he turned my head back as far as it would go until we were lips to lips. He kissed me and his tongue pushed into my mouth. Our tongues entwined and dueled as he ravaged my ass.
Suddenly he broke the kiss, rose up on his arms and roared as he unleashed a torrent of his seed deep within my bowels. Just at that moment I felt my balls tighten up and suddenly, without having been touched I was pulsing out sticky strands of man juice between my body and the bed sheets.
He collapsed on top of me and I couldn't have moved had I wanted to. He was still buried to the hilt in me and I didn't want him to ever withdraw. Finally he rolled over and with a pop he was out.
He looked over at me and our eyes met. I'm not quite sure what unspoken message passed between us, but each realized that this had been a totally unique experience. He smiled a soft and gentle smile at me.
"I like women and that's never gonna change, but that was one of the best nights of sex I've had with anybody, male or female or any other kinda sex there is. Man I would do you anytime."
"Same goes for me to you," I said.
He took a quick shower and got dressed. I handed him three $100 bills and told him it was the best taxi service I'd ever had. He laughed and said that my service was better than his.
"I wouldn't mind doing this again sometime," I said.
"Neither would I." He gave me a short but tender kiss right on the lips.
Well that's the story. If everything goes right he said he'd be back in a few weeks, just before Christmas. We'll see, but I'm not holding my breath. If nothing else I have the memory and I've relived it every night since.