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The pits of financial independence

Fucking Professor D

Professor D and I were texting back and fourth all day. I kept delaying our paid meeting, but he didn’t seem to mind. After I was hour late my phone beeped and I looked at the message he had sent me – “You’re like all students, late and naughty. I am going to spank you when you get here.” I thought for a few seconds and then responded – “Oh I’ll make you cum, Professor.”

Finally I arrived at his hotel. I knocked on his door and was greeted by a man who looked strikingly similar to David Sedaris, one of my favorite authors.

I shook his hand and then walked into the immaculately clean hotel room. The first thing I noticed was his computer screen, which was on a desk facing towards me. The background was a montage of pictures of me that I had sent him. “I hope my little shrine doesn’t freak you out too much!” he said, too which I laughingly responded “Of course not!” Truthfully, it was a little disturbing.

Professor D was the most euphoric client I have ever had. He seemed so grateful and happy to see me.

“So thats an interesting name you have there, Cyrus” he said. “Why would your white parents chose an ancient Persian name like that?”

“Oh, my mom loves ancient Persia” I lied. “All of my siblings have Persian names as well” I lied again.

“Oh really, what are their names?” he asked. A chemical concoction for terror was immediately released from my Cerebral Cortex. I felt the fear chemicals loop through my veins, shoot down my arms and legs and finally spiral into my quivering heart. I didn’t know any other Persian names. My siblings have completely normal American names. I was, as I often am, caught in a lie with a client.

“Guess” was my genius response.

“Umm, do you have brothers or sisters?” he asked, and for once I answered honestly – “I only have one sister.”

“Leila?” was his first guess.

I honed in my on my acting skills. “Oh my god! How did you know. Yeah, thats her name! Leila!”

Fast forward a half an hour. Prof D and I were lying on his bed. I was in my white briefs and he was wearing his shorts. He ran his hand across and under the seem of my underwear as we spoke. His touch eventually sent blood rushing to my penis, which bulged underneath the white fabric. Prof D pulled my underwear down and grabbed onto my cock, then moved his face in to analyze it.

He put on a pair of reading glasses and scanned my cock up close. He pinched different parts of my dick and then removed the glasses and looked up at me. “Thats a big cock” was his scientific conclusion.

I didn’t respond. Then I felt his wet, warm mouth and tongue on the tip of my dick. I moaned a little bit and tilted my head back as he sucked on me. “I bet you think that I can’t deep throat this whole thing” he said, challenging me and my penis “I bet you can’t” I said. He then proceeded to shove my entire dick down his throat, all the way until I would feel his wet lips on my pubes.

Then he said he wanted to see my ass. I told him to go for it. He moved himself so he was sitting in between my legs. He went back to licking my dick, then he tongued my balls for a few seconds and then moved down lower. He grabbed my legs and pushed them back until my knees were touching my chest.

“That looks like a tasty hole” he said. I, personally, hate using the word ‘hole’, but it sounded hot in the context, probably because I knew I was going to get rimmed.

And rim me he did! He flicked is thick tongue up and down and then pushed his whole mouth into it. Then he started sticking his tongue up my ass with such force that it almost felt like I was being fucked. “Has anyone ever fucked you with a tongue like that before?” he asked, to which I was forced to reply “Noooo uhnnnn.”

“Well my dick is pretty big too” he said as he stripped naked. His cock was smaller than mine, but still fairly big in its own right. “Suck on it.”

I sucked his cock and endured his sex talk. “Yeah you like sucking the professors big dick, don’t you? Yeah, suck that huge cock. Well, maybe its not huge, but its still pretty big…” His penile insecurities shone like the Florida sun.

I got him close to cumming, and then he told me to stop. “Oh don’t think you’re gonna get out that easy” he said, “I’m gonna fuck you silly first.”

I rubbed on his shoulders for a few minutes before the sex and he told me that he had a nasty habit of falling in love with his male students. He said that I looked a lot like one of the guys he was in love with – hence, I thought, the reason he was so overtly happy to see me.

Then he fucked me. He wanted to do it over the side of the bed, so I moved my ass to the end of the bed and lifted my legs up. Before he fucked me he sucked on my ass a little more. When he was done he moved his tongue up and, in one swift lick, tracked over my balls, across my dick and up my stomach to my face. He stuck his tongue in my mouth and then withdrew it.

I watched him put the condom on. Then I let him apply the lube to my ass. He rubbed it all around and then stuck a few fingers inside. When he felt that I was slippery enough he grabbed onto the back of my thighs and pushed them towards my ears. Then I felt a little pain as his dick penetrated. I told him to go slow, which he did, until I felt comfortable enough to say “Okay, fuck me harder.”

I pulled at my dick and closed my eyes at first. Then I opened them and looked at the Professor, who was staring right into my eyes – his own eyes half closed with pleasure.

“That feels good” I moaned. He pounded my ass for a few more minutes and then pulled out quickly so he could eat my ass again. It feels great when someone licks your well pounded ass.

Then he started fucking me again. This time he fucked me so hard that I couldn’t help but have an orgasm. “I’m gonna cum” I said as I looked down at my dick. “Yeah, I can feel you cumming” he said, referring to the quenching feeling tops can feel inside the ass of a bottom whenever they orgasm. As he said that I watched all my cum squirt out onto my chest.

Then he pulled out and sucked at my ass again. Even post orgasm, the rimming felt heavenly. Then he grabbed onto my cock, squeezed the last bit of cum out, and put it into his mouth. My dick was in that sensitive refractory period so it didn’t feel so good. I squirmed on the bed but he continued, pushing down at my legs to keep me from moving too much.

Then he made a loud sucking sound and pulled my dick out of his mouth. “That tasted good.”

Then I was paid (he was fifty dollars short) and got dressed. Before I could leave he stopped me and ran his hand across my hair and face. Then, as though a centipede had stung him, he pulled his hand out of my hair and looked at his palm. ‘Eww, its snot!” he said. I looked at his hand and saw a green clump of snot – obviously a product of my runny nose.

“Thats not snot” I lied. “I didn’t even touch my hair” I lied.

“I really need to go, my sister, Leila, needs me to pick her up.”

July 6, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , | 5 Comments

A foot tickler

I drove over an hour north to meet up with Earl. He told me over the phone that his primary fetish was tying guys up, then tickling their feet and watching them struggle against the ropes. “I like watching guys really struggle” he told me. I e-mailed him the day before our meeting and told him that I needed to know his actual address before he tied me up – or some other identifying piece of information (so they would know where to find my skeleton). He responded by giving me not only his address but also his full name and a few pictures of himself. My fears were calmed and so I went ahead with the booking.

Earls’s house was incredibly nice – a five to ten million dollar house with dozens of bedrooms and bathrooms. The master bed was already prepared with ropes. Earl, who was a pretty attractive middle aged guy, made me feel completely comfortable and at ease. “If you aren’t comfortable, I’m not comfortable” he told me. I let him tie each of my limbs to a different bed post – and then the tickling began. I’m morbidly ticklish, so Earl got exactly what he wanted and laughed at the site of me kicking and tearing at my restraints. Eventually, I struggled so hard that I ripped all of the ropes off of the bed.

Earl had to reposition me to a bed post and tie me up so that my feet and legs were up in the air. He doubled up on all of the ropes to be sure I wouldn’t break free. Then the tickling began and my violent reactions recommenced. For a second time, I ripped at the ropes until they failed, allowing me room to slouch upwards and grab Earl so that he would stop the incessant tickling. The whole time this was happening I had a huge hard-on. Every once and awhile Earl would run his hand over my dick – just slightly – and then return to tickling my feet – which spasmed even after he stopped tickling me.

Then Earl had me lie on all fours on top of a big ottoman. He tied me up again and then fucked my face with his cock. “Is it okay if we play it safe?” he asked me. “Umm, sure” I said, “I didn’t know we were going to be having sex, but okay.”

He rubbed lube onto my ass and then pressed his dick against it. Then he tickled my feet for a few seconds. “Watching you get tickled always gets me hard” he said. Then he stuck his dick in and started fucking me. I had asked beforehand that he allow my right hand to be free, so I could jack myself off.

He fucked me harder and harder until he started growling like an animal. I could tell he was cumming, so I let myself cum too. All of my semen shot out all over the ottoman – three or four pumps of it.

Afterwards Earl let me shower. Then he paid me, plus a nice tip, and drove me back to my car.

“I’ll be calling you again soon” he informed me. “I hope you can handle more of the same.”

July 3, 2008 Posted by collegehookerboy | gay, sex | , , , , , | 6 Comments

I just fucked a porn star five minutes ago

I think he told me his on camera name is Derrick. Of course I won’t destroy his life and reveal his real name, so I’ll just continue to call him Derrick. Derrick contacted me by way of manhunt.com. He asked for my phone number and I gave it to him. Now, I didn’t think anything of it -as the boy is gorgeous and has the body of a Greek god – but my ambivalence melted away when he actually started texting me. The first time he wanted to get together I passed. The second time, which was today, I agreed. He said he would make the forty five minute drive south to come see me.

After I hung up the phone I went into the bathroom to get myself ready. It was then that I noticed that I had razor burn on my stomach, crotch and ass. Not just a few bumps, I mean a lot of fucking red bumps. I felt like smashing everything in the bathroom, but where would that get me? I tried to rub visine all over my body, to get “the red out”, but that plan went down like TWA flight 800.

I finally accepted that I had razor burn and that it wasn’t going away. But what should I do about it? Should I confidently ignore it and act the way I do normally? Should I awkwardly hide parts of my body that are nearly impossible to hide when getting fucked up the ass? Should I just tell him about it?

Derrick arrived a little late. When I met him the first thing that passed through my mind was “wow hes even hotter in real life.” He looks just like the football player guys from my high school that I wanted to fuck so desperately. He has the same personality as them too! Completely slow-minded and stupid. He answered everything I said with “Yup.”

My roommate was home so we had to keep it real quiet.

In my room I asked him to show me some of his movies. He logged onto a few different websites and played streaming videos of himself fucking other guys. Funny thing is I only felt mildly turned on at that point.

The computer snapped shut and he and I were left lying on my bed with nothing to say. I started running my hands over his tan, shaven stomach and across his well defined sex lines. His body was hot. I felt so hairy and razor burned next top him and I’m not even that hairy.

“Do you wanna suck my dick?” he asked.

I pulled out his cock and started sucking it. It was big, thick and nice. Not as perfect as mine, but very nice. It was at this point that my dick rose like an atomic cloud. I sucked on his dick and licked his shaved balls. I saw that his ass was shaven too. For the first time in my life I wanted to rim a guy – but I didn’t.

Eventually his dick popped out of my mouth and I said “So what do you like to do?” “Fucking” was his grammatically incorrect response. “How about I fuck you doggy style?” he said, but I countered “No. How about you fuck me on my back.:”

I got on my back and watched him apply lube to his cock. Then he got into bed and said “alright lift your legs up.” I looked at his beautiful naked dick and wanted so desperatly for it to fuck me without a condom, which is what he was trying to do. But then my sanity returned and I said “As much as I want to fuck bareback, you need to put on a condom.”

I watched him roll the red condom over his dick. Now I was ready. I told him I had just had sex for the time recently, so he needed to go slow. He nodded his head (he was still wearing a hat and a polo shirt) and then stabbed his dick right into me. I seizured in pain and moved back so his dick slid out. “FUCK. Not so fast” I said. He tried to move in again. “Oww, wait – gimme a minute. It still hurts.”

“Okay okay” he said as he began to slip his dick in again. “No seriously, stop it” I said.

He was a complete asshole – which actually turned me on. “It hurts less once you get into it” he said and tried to impale me again. I held him back for a few more seconds but finally gave up and let the fuck robot gyrate into me.

It was so painful I couldn’t believe it. I had never felt so much pain having sex before. I kept telling him to stop moving but he just continued right on fucking me. Eventually the pain morphed into pain/pleasure. I looked at his body and his face, which was looking straight down at the action, and I felt more turned on that I had ever felt in my life. He was fucking me so good and so inconsiderately.

I pulled on my dick a few times and felt an orgasm deep in my gut. “I’m gonna cum” I said as quietly as I could – keeping my poor roommate in mind. “Yeah, you’re gona cum.” he said. “You like me fucking you?” he said. “Oh yeah” I said as sperm squirted out all over my stomach. “Ah, I’m gonna cum too” he said a few seconds later. He fucked me a few more times and then pulled his dick out, ripped off the condom and came all over me. I pulled at his dick after he let go of it and watched all the rest of his stuff squeeze out the tip.

After we were done he quickly got dressed. I could tell he wanted to go, so I said “You going home now?” and he said “Yes.”

“Okay, well next time you feel like fucking give me a call. I’m normally free.”

“Okay” he said. “Next time I’m down here I’ll be sure to call you.”

June 28, 2008 Posted by collegehookerboy | gay, sex | , , , , , , | 6 Comments

The most revolting client an escort could ever have

I was supposed to do an overnight with a French guy last night. He contacted me because I am one of the only French speaking escorts in this city. On the phone his voice sounded decently French and masculine, so I wasn’t too worried about his physical appearance. Shit was I wrong!

I drove to his hotel and Valet parked my car. I knocked on his hotel room door and was greeted not by a Baret wearing, dark haired hottie but instead by a fat, ugly blob. ‘Nooooooo!!!’ I thought. ‘Well, maybe it won’t be that bad. Maybe he just wants to watch me jack off.’

We spoke in French, as his English was too poor to attempt communication in that fashion, until he finally said “well lets get into the bed.”

He took off his shirt and out fell an avalanche of hairy, mole covered fat. I had just shaved my torso and acquired a tan so our bodies were exact, polar opposites. We lay in the bed and I tried to fake affection by running my hands over his man boobs and sweaty, bald head. Deep down I was praying to god, or the devil, or allah, anyone – “Please let this be all he wants to do, just lye in bed together.”

Sadly, there is no higher power – how could a god let this happen to me? He started rubbing my dick, so I took my boxers off, hoping that would appease him. He started touching my dick and I tried as hard as I could to get it hard – I pictured all the hot boys I went to high school with getting gang banged bareback and having cum eaten out of their asses – but my feelings of disgust overpowered my imagination.

Now if everything I have described so far sounds bad, it pales in comparison to what I was about to find between his legs. I reached my hand through all of the fat and eventually found his penis. I soon learned that his tiny cock IS the most horrendous, disgusting and outright vomit inducing clump of atoms on the face of this planet. The hard part was very small, perhaps two or three inches, but on top of that was about two full inches of jiggly foreskin. It wasn’t just foreskin, it was as though the hard part of his dick only went halfway up his shaft.

I will not even describe what I saw and smelt when I pulled back the foreskin – but believe me I get sick when I think about it. No I I don’t just mean “Oh gross I get sick when I think of that” – I mean I ACTUALLY get physically nauseous every time I relive the experience – which my mind has done hundreds of times in complete disobedience of my wishes.

He tried to suck my big, clean, cut cock, but I wouldn’t let him.

There were few things I would let him to do to me – so eventually he said “Suce moi et fais moi jouir” (Suck me and make me cum.) Hearing those words felt like watching my mother get hit by a bus. I thought about what excuses to make to escape the situation and flee the room when I realized (lightbulb popping over my head) that maybe I could simulate the feeling of a blowjob without actually touching my mouth to his wretched nether regions.

I moved my head like I was blowing him but actually all I was doing was running two fingers up and down the bottom of his dick (I couldn’t even touch the top part).

Heres the funny part – he said “Ohhh, I haven’t been sucked like that in a long time. Oh, you are so good at that. Yeah, suck me.” My mouth didn’t once touch his dick, nor did more than two of my fingers.

He’s foolishly asked “Can I cum in your mouth” and I said “No” – then I realized that I forgot to stop simulating the blow job when I spoke, because its obviously impossible to speak clearly with a dick in your mouth, but he was such an idiot he didn’t even realize it.

Eventually I could hear he was gonna cum so I moved my head back and looked away. I was completely in the sitting position, with my head several feet away from his dick when he came, and yet he was such a moron he said “Oh, I’m sorry I came in your mouth.”

I ran into the bathroom and washed my hands and body off with soap for more than five minutes.

When I walked back into the room he started discussing our plans for the following morning. “Actually” I said, “I’m feeling sick and I need to go home. But I can meet you tomorrow.”

“Oh, okay, well let me pay you now.” He payed me for the overnight, thinking I was coming back the next morning. Then he tried to converse with me. I was polite and listened for nearly ten minutes to his French rants. Then I realized I already had his money and I didn’t have to be polite anymore. I felt liberated at the realization, like a flapping dove, and so I quickly left the room while he was talking.

It was my best two hours ever in terms of profit, but I would never do it again. He said he wants to see me everyday while he is in the States. Honestly, I wouldn’t do it for $1,000 an hour.

Is there some protocol when a client is absolutely untouchable? I don’t just mean unfuckable, I mean unTOUCHable.

June 26, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , , , | 9 Comments

Sex with a Married Couple

(I apoligize for the terrible grammar/syntax in this (and many of my other) pieces(s). I’m feeling too sick and tired to edit it.)

Today I had sex with a man and a woman.

Marcell called me early this morning and said that he wanted to hire me for a few hours. At the end of our conversation he asked me if it would be okay if his wife watched us “play”. I have to admit that the idea aroused me on a very deep, molecular level. I happily said “Of course!”

At the front door of the couple’s house I was greeted by a giant, black moth which panicked at the sight of me and flew right into my face. I smacked at my face and almost fell over backwards as the malevolent moth flapped its papery wings across my cheeks and eyes. I was able to get it off of my face a microsecond before Marcell opened the door – saving myself from an embarrassing introduction. Marcell was shockingly handsome – he was a middle aged Latino guy with a nice physique, salt and pepper colored hair and a wickedly sexy goatee.

He made almost no eye contact with me – instead he just waved for me to come in as he stared off across the street. Inside I was greeted by his wife, who was also an attractive, though significantly younger and slightly overweight, Latina.

The blinds were drawn, the room was dark, and a bottle of lube and a pack of condoms lay on a nightstand next to the king sized bed. Marcell started pressing his fingers into my ass through my white shorts.

Marcell then pulled my shorts and boxers off and started running his hands across my ass. Then I felt his tongue slide down my back and into my ass crack. His tongue wiggled up and down a few times over my asshole – then, tragically, he stopped and stood back up.

I took off my shirt and turned around to face Marcell. Unlike before, he made frighteningly steady eye contact, staring deep into my quivering soul. I slid my hands up and down his torso and then moved down to blow him. I pulled down his boxers and wrapped my mouth around his long, dark cock.

I sucked him off for a long time. My mouth got tired but I still continued. Drools rolled down my mouth and chin and puddled onto the floor. At one point I gagged and felt embarrassed –but Marcell seemed to like it.

Finally, after an eternity of cock sucking, Marcell pulled his cock out of my mouth and said “Lets see what this ass can do.” I tried to hop into the bed but Marcell stopped me and pushed at my back until I was properly bent over. Again I felt his fingers and tongue move across my ass. Then I heard him tear open a condom wrapper and put it onto his cock.

“I want you to cum” he said.

He started fucking me hard and fast. I’ve noticed that the faster someone fucks me the more easily I cum. Its not about size or length, its just about speed. I felt an orgasm coming on within a few seconds – so I let go of my dick, assuming that Marcell wanted to cum too. I balanced myself with both of my hands on the bed and focused on the sensations of the sex. Getting pounded up the ass is both uncomfortable and incredibly pleasurable at the same time.

Marcells pushed one hand hard against the back of my neck and brought the other one around to play with my dick. I looked down and watched him rub the precum all over the head of my dick. Then he started yanking at my cock.

At that point, for whatever my reason, my mind drifted. I wondered what the deal was with concentrated laundry detergent. I had just bought a bottle of All 3x concentrated detergent that day. Is there some active ingredient that they isolate and then amplify? And why do they call it “butter” conditioner…..uh oh, orgasm time.

“I’m gonna cum” I said as the pleasure of each stroke became unbearably good. “Good boy” he said – his voice much closer to my ear than expected. His tongue then lapped up and down my ear lobe as he fucked me. My cum made a thumping sound as it dripped out onto the wood floor.

Marcell contined fucking me after I had cum. “Yeah, you’re such a good boy” he said as he grabbed clumps of my hair. The feeling of his dick in my ass soon became terribly uncomfortable. I wasn’t sure if it was okay for me to stop him, since he was paying me and all. Luckily, I wasn’t forced to act, as he pulled out about a minute post-orgasm.

“Did you cum?” I asked. Marcell snorted and said “Oh no. I’m not done with you yet.” Well then why did you make me have a god damned orgasm? I wanted to say.

“I want you to eat out her pussy.”

Whatever, I thought, eating vagina isn’t that bad. His wife got onto the bed, rested her head against the backboard and opened up her legs. She was still wearing her panties, so I had to pull them off. Once her bottom half was naked, I was left face to face with a hairless vagina. I had eaten pussy a few times before, so I had some idea how to do it. I took a few broad licks all the way up her snatch before I dug in. I tongued at her clit and sucked at her “lips”. I followed the sounds of her moans so that I could best please her. At one point, while I was nibbling at the top of her punani, I felt Marcell running his tongue across my ass cheeks. Then he licked my balls a few times and then drew a wet, hot line up to my asshole. Then he started eating me out.

So there I was, eating a girl out while her husband rimmed my ass. My dick got hard again even though I had cum 15 minutes before.

Then Marcell dragged his cock up and down my ass. Uh oh, I thought, hes gonna fuck me again. As it turns out, I was right. He did fuck me again.

I exhaled and stopped sucking when his dick first penetrated. “Suck her cunt” he snapped when he saw that I had stopped. I was breathing hard from the fucking so it was hard to fill my mouth with pussy, but I managed to do it and breathe through my nose.

“Yeah you’re such a good boy” he said in a labored staccato as he pulled at my hair. “Mmmmhmmm” I mumbled right into his wife’s pussy. “Yeah, you’re good boy. You’re so tight.”

Marcells grunts quickened as he pounded my ass. “Oh yeah, I’m cumming” he finally said as he gave my ass a few final thrusts. When he was done he grabbed at the skin on my shoulder blades and said, for the 656 time, “You’re such a good boy.”

“Now I want you to make my wife cum.”

I was afraid he wanted me to fuck her, but he didn’t. I continued licking her pussy and tonguing at her clit until I felt her whole flower harden and heat up for a few seconds. She moaned and rolled back as my tongue brought her, momentarily, to pussy heaven.

We all got dressed and walked over to the front door. Marcell asked me questions about my schooling and my extra-curricular activities. When I told him that I volunteered at a homeless shelter on the weekends he seemed surprised and said “Wow, you really are a good boy.”

June 25, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , | 7 Comments

Forget crack. I’m an upscale whore now.

The owner of an “upscale” escort service contacted me yesterday and asked if I wanted to work for him. The guy, Mike, e-mailed me his phone number and asked for me to call him. I did, and he told me that he had read my reviews and that he wanted to manage me. Then he explained, in great detail, the luxurious lifestyles that his “girls” live – trips to Egypt and Puerto Rico, yachts to New Zealand etc… He confidently said that he wanted me to become “one of his girls.” I asked if there were any other males that worked for him and he said “not on the East Coast. But I got lots of dudes back in Los Angeles and Las Vegas.”

Our conversation was the worldly equivalent of a job interview. I did my best to stay composed and confident. I sent him a few photos of myself. He looked and them and then said he required proof of age, as he thought I may be under 18.

Mike seemed pretty arrogant and hardly allowed me to get a word in edge wise.

Mike: “…and sometimes I fly my girls down to South America if there is a client that wants to see them. And…”

Me: “Yeah I once…(he blatantly interrupts me)

Mike:”…whatever my girls want, I give them. And whatever my clients want, I give them. As long as..”

Me: “Do you check your…(he talks over me)

Mike:…they are good guys, I help them out. I always check to make sure they are good guys. Cause not..”

Me: :”I’m the Lindberg baby.”

Mike: “Cause not all rich guys are worth our time. They have to be good guys. I always look out for my girls…”

Despite his rude nature, the conversation left me feeling euphoric and excited. I can only imagine the amounts of money I am going to be making! I have to split the profits 50/50, but the rates will be triple what I charge now.

Earlier that same day I worked with a guy at my apartment. He called me and offered me $50 for a ten minute date. I told him I’d do it for triple that amount. Eventually he gave in and accepted the rate and drove over to my apartment. I wasn’t dressed or shaved, as he had called me on such short notice, but I still looked decent enough. He was a middle aged Latino guy who, despite having a big gut, was surprisingly attractive. My roommate was gone so I brought him into my room. He looked at me and said “I’m really nervous” and I said “Of course you are. Let me take care of that.”

I took my shirt off and then ran my hands up and down his fat stomach. He bent down and pulled off my shorts and boxers, letting me step twice so that he could take them off of my legs and fling them across the room. I could see his hard on pressing against his blue basketball shorts. He pulled his pants down and a swarm of screaming ghosts and bats flapped out oh his nether regions. When the chaos cleared I saw his cock – it was big and thick.

Long story short, I gave him a blow job on my bed while he caressed my hair with one hand and pinched my nipple with the other. My roommate came home soon after we started, so I turned my TV up real loud to drown out our noises. Near the end he asked if he could suck my dick. I let him. He tongued it for a few seconds and then sat back and pulled his hands across my dick like he was climbing a rope. Watching this perverted yet strangely attractive guy stare at me wide-eyed and jerk me off stirred a deep, warm stew of arousal deep in my belly.

I sucked his dick and licked his balls a little bit more and then he told me to jack him off. I did, and within seconds he said he was going to cum. He closed his eyes and opened his mouth wide as the climax swept over him. I looked down at his dick and watched it throb and clench before he shot out a huge, marble white load.

Writing about it gets me hard. It was really hot.

My roommate was still clanking pots and pans in the kitchen when we had finished, right in front of the only door out of our apartment. I told my paid guest to wait until my roommate went into his bedroom – but five minutes passed and the clinking kitchen sounds continued.I realized that there was no avoiding my roommate so I told my visitor to play along with me.

Me: “Well it was great seeing you Joe. Me, you and Steak should all get together tonight and go to Score tonight.

Him: “Ummmm, yeah. I had fun the last time we went there. Its a great spot.”

He and I strolled out of my room and walked right past my roommate to the front door.

“I’ll call you later on tonight” he said, half acting and half implying that he wanted to meet again.

“Sure” I sad. “You got my number.”

June 21, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , , | 8 Comments

I have fallen in love with a bisexual boy

Grant came over and slept over at my place Saturday night. I had such an amazing time! I connect with him on a completely different level than I do with Steak (who has made very little effort to contact me since I left Miami.)

I was nervous before he arrived. I was afraid that we would have nothing to talk about. I paced back and fourth in my kitchen, rolled my mouth around a comfortless banana and tried to divert my focus away from the tight balls in my stomach. I worried about the appearance of my ass – which I had shaved two days before. A conflagaration of razor burns had spread across my ass cheeks. It looked as though I had sat on a wasps nest.

Grant was every bit as attractive as I remembered him, if not more so. He has an amazingly sculpted face and body yet he carries himself with such reservation. He is someone who is gorgeous but doesn’t realize it.

We had the guest house to ourselves. I made us both a drink and we sat together on a big ugly couch to watch “Gone in 60 Seconds.” At first we sat on seperate sides. Then I pulled my Cyrus (trademarked) move and lay across the couch so my head was in his lap.

Then I pulled another Cyrus move (patent pending) and told him to face away from me so I could massage him. I rubbed the bisexual knots out of his back and swirled my hands over his sexually confused shoulder blades.

Then I worked my hands down the leg of his shorts. He did the same to me. Then he took the initiative and pulled my dick out of my pants. The lighting was perfect – my dick looked hard and ready to rock. “That looks really tasty” he said, “but I don’t wanna get distracted from the movie.”

We watched the movie unattentively as we jacked eachother off.  Then we exchanged blow jobs. “Lets pause the movie for now” I finally said as I stripped naked and walked into the bedroom.

We tried fucking face to face – but the dreaded ‘knife up my ass’ sensation commenced at penetration, so I turned around and let him fuck me doggy style. “You’re so tight” he beamed, to which I responded with a simple “Oh yeah, fuck me. yeah…..yeah.” He wrapped his arms around my sweaty stomach and leaned over so our torsos were in full contact. Soon I felt the heat of an impending orgasm deep in my gut. “Oh I’m gonna cum….oh fuck me harder…oh oh uhnnnnnnnn oh fuck!” His dick momentarily brought my ass to heaven and I squirted jizz out all over the uncovered mattress.

He wasn’t able to cum this time, even after I gave him a long blow job. I told him I’d be ready to fuck again in no time. Then we finished the movie and went outside so I could smoke a cigarette. I drew my orange cigarette tip through the sky and pointed out the constellations ( most of which I made up – like the “Octopus” constellation). Afterwards we went inside, started a new movie and recommenced with the foreplay until we were back in the bedroom. “This time I wanna fuck face to face” I declared.

We did. He fucked me and bit on my lower lip as I became lost in an ocean of “oh yeahs.” Finally I got to watch him grit his teeth, quench his eyes and cum inside me (yes with a condom). After he came he continued fucking me so that I could cum. Such a gentleman! It took me awhile but finally I dribbled out all of the seed I had left in me.

We held eachother and rolled around in our own cum before getting up and showering off.

I gave him my bed that night and I slept on the floor in my room. I wish I had slept with him – but I have a hard time falling asleep with other people.

The next morning we awoke and had a quick breakfast. I assumed he was going to leave immediately; since he had a two hour drive ahead of fim, but instead he suggested we go play tennis. Yes, the suggestion was that random – for we had never discussed tennis before, nor did he know that my parents were members of all the hotel tennis clubs. I was so flattered by his suggestion. It meant that he didn’t want to leave me. I wanted to diffuse into the air and seep into his skin so I could touch him on a molecular level.

We played an amazing game of tennis. In the end we tied. There was one particular ball (that was branded ‘XXX’) that we kept blaming for all of our bad shots. As we were leaving I grabbed the XXX ball and was about to put it in my bag. He stopped me and said “Can I have that ball. I’ve become attached to it.”

God I love this kid. Too bad I’m leaving Tuesday and won’t see him again unless we plan a rendez-vous this Christmas, which I just might do.

 

June 9, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , | 3 Comments

I fucked without a condom….

I let him fuck me without a condom and now I’m terrified.

I met him on manhunt. His pictures were, in a word, undescriptive. Each one appeared to be of a different person. All I could gather was that he was young, tan and blond. His profile description was short but emphasized his love of the outdoors and yoga. I think thats what attracted me to him – yoga is something I often associate with inner peace and a matured sense of sexuality.

I drove an hour down to Kona to meet Erik. He said he had the keys to a nice, oceanside condo.

My initial impression of him was positive. He was a little weird and a little socially awkward – two personality traits that I sometimes find attractive. He also smelled like he hadn’t showered – another quirk that I actually found attractive. He smelled like a lustful, sweaty, cum filled man. I felt like I was choking on his delicious pheremones.

He offered me a beer and then followed me into the living room. He told me that he had been taking two hour yoga classes five days a week for the last year. I asked him to demonstrate a few positions for me – which he did with perfect grace. Usually I think people look like fools when ever they practice yoga – but Erik was perfectly coordinated.

Eventually the topic of sex came up. We discussed our past relationships. He told me he used to bottom but never enjoyed it, so now he was strictly a top. He said he knew how to make guys cum multiple times. Then he looked at me with a quivering smile and said “I bet I could make you cum five times.”

When he finished his sentence I waved for him to come sit next to me. He did and I, liike I often do to initiate physical contact, lay across the couch so that my head was in his lap. Then I sat up and told him to turn around. He seemed confused, but then understood when my hands started to rub his shoulders. I don’t mean to brag but I give the best fucking massages! I could feel his stiff muscles relax and soften in my grip. When I was done he turned around and started rubbing the inside of my thigh(probably my most unusual erogenous zone).

I took my shirt off and he followed. His body was incredibly attractive – he had a nice dark tan, silky smooth skin and a light dusting of blond body hairs. He had a bit of a beer belly, but even that I found attractive. He rubbed at my dick and we started kissing. He was an amazingly good kisser – slow and soft.

Then I pushed him back and asked him to take off his jeans. He stripped down to his white boxer briefs, which only highlighted his beautifully tanned skin. I licked his lips and then drew a line down his chest and stomach with my tongue to the waist of his underwear. Then I pulled the fabric back and took his whole dick down my throat. He dick wasn’t that long, and it had a really big mushroom head, but it was thick and appetizing.

When I was done he kneeled onto the floor and started licking my balls. For some reason my penis collapsed and softened right when his head got close. I couldn’t get it to harden for an excruciatingly long amount of time after that. I jacked myself off as he sucked on my balls and I still couldn’t get any wood.

Finally he moved his tongue down and started licking the bottom of my ass. The second his tongue ran across my asshole I felt blood surge into my penis like high voltage electricity. Blue lightning bolts danced across the shaft of my cock. Now I was charged, horny and ready to fuck.

I asked Erik if he had any lube. He said no. I said “Fuck, well I brought lotion.” He pumped some lotion into his hand and then rubbed it all over his hard dick. He came back and kneeled in front of me.

My words came out like vomit. “Ive never had sex bareback before. I’m scared. Are you clean?” The question sounded lame and pointless even to my own ears. “Yeah of course” he said, as if the answer had been painfully obvious.

In case you lost track, I was sitting on the couch and he was standing on his knees in front of me. He grabbed a hold of the underside of my knees and moved my legs back so that he could fuck me. He stuck his dick in and immediately I felt pain – like knife had been thrust up my ass. I pushed his chest back and told him to pull out. My asshole, agitated but hungry, spasmed in pain like a caged animal for a few seconds before calming down. The second attempt proved successful. His dick slid all the way into my ass until I could feel his pubes against my skin. The feeling of a naked cock in my ass was amazing. I could feel every curve and groove on the head of his dick. He started fucking me and instantaneously I felt the urge to cum. I let go of my cock and reveled in the feeling of his condomless cock sliding in and out of my ass.

He moved his head in to kiss me. I bit and sucked on his lip, feeling the dull vibrations of his moans. After a few seconds I had to move my head back and gasp for air. I rolled my eyes down and saw streams of precum oozing out the head of my dick. The sex felt amazing.

Only three or four minutes passed before Erik pulled his dick out. I looked down and was surprised to see cum pumping down the back of his dick in quick bursts. “Im sorry” he said, “it felt too good.” I was surprised because he had made a big point out of the fact that he could “last forever” before.

I looked at him with contempt and said “stick it back in!” He pushed it back in and I watched his entire body shudder with pain and pleasure as he moved his sensitive post-cumming dick back and fourth inside me. I could feel his hot jizz in my ass. I pulled my dick a few times and then burst all over my chest. Erik leaned down and nibbled on the head of my dick as the last few pumps of cum came gushing out.

I must say that was the best orgasm I have ever had.

Afterward we showered together. I tried to mimic the hot, sexy shower I had had with Grant, but Erik seemed more intent on actually cleaning up.

After we toweled ourselves dry Erik asked me if I wanted another beer. I told him it was late and I had a long drive so I had best go home now. He looked sad and said, in the most adorable puppy eyed manner, “Well, I guess you got what you came for” – implying that I had no interest in talking with him. “Yes I did” I countered.

Right before I left I noticed that he owned the same beanie that I was wearing. Then I saw that he had the same computer and computer case that I owned back in Miami. That, ontop of the fact that he and I had nearly identical taste in music, made me briefly entertain the thought that perhaps he was “the one.” The thought diffused into the quiet air like smoke. I cleared the silence by saying “We’re like brothers – our babies are going to be all deformed.” He let out a quick, awkward chuckle and I suddenly felt like a complete fool for having said that.

I grabbed onto his shoulders and kissed him before I walked out the door.

That was two nights ago. Since then I have had an incredible fear of HIV. I can’t believe I asked him to stick his cum dribbling cock back into my beautiful, warm ass.

He called me an hour ago and asked if I wanted to hang out tonight. I said yes. I don’t think I will be using a condom tonight – not after having experienced the pleasures of before. I am not going to make barebacking a habit – I’m just going to do it these two times and then wait till Im in a commited relationship. And this time Ill make him pull out…..YES I know HIV is carried in precum, but its a bit better.

To the gay guy readers – Have you ever had bareback sex? If so, how unusual is it for a condom concious person to fuck bareback a few times every once and a while? Am I gonna DIE!

June 7, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , , , | 5 Comments

The Best Gay Sex Ever!

 

Grant called me around 6pm and said that he was five to ten minutes away from my house. Shit, I thought, he didn’t call me to give me any advance warning! We had e-mailed back and fourth a few times but that was all. I had no idea he actually intended to do what he said he was going to do. I looked at my messy hair, my dirty toenails, my unbrushed teeth, my tattered clothing and my ass and thought “Gotta get clean fast!!”

I multi-tasked like never before. I scrubbed my ass, bonch, balls and pubic hair with my toothbrush. – then I brushed my teeth with the same brush until they were as white as milk. 

No, that was a joke. But I was able to clean all of the aformentioned parts in less than ten minutes using various devices.

Grant called when he was parked above my house. I told my parents a complete lie about who he was and hopped into his car. Grant was good looking – he had dark curly hair, well-structured cheekbones, smooth skin and well defined red lips. I could tell that he was a little bit nerdy – and I liked it. I forced him to drive me down to the rugged coastline so I could get a quick sunset hike. We drove and talked and hiked and talked and then drove back to my house and talked. Our conversation never got too boring. He was clearly out of his element and obviously a little nervous.

Back at my house he met my mom – which made me laugh. He wasn’t expecting to have to do so much in  order to get laid.

After small-talking with my mom we ended up in my bedroom. I stripped down to my boxers and jumped into my bed. He didn’t get into bed with me but instead remained standing – obviosuly unsure what to do. I realized I had gone too far – so I put my clothes back on and offered him a drink. I think he expected water, but I poured us both a glass of wine.

To make him feel more comfortable I related the story of my first online hookup - ”The Loss of my Virginity.” He laughed at my punchlines and soon the tension in his face softened.

Again I stripped down to my boxers. Now he was lying in bed with me. He looked at me after taking a big sip of wine and said “You have a really hot body.”

He took his shirt off then and revealed a shockingly nice body. He had defined pecs and traces of a six pack – just the way I like em, not too buff or too skinny.

He reached down and started rubbing my dick. I felt turned on but my dick wasn’t getting hard. “Its my medication” I told him, feeling foolish for not having a throbbing erection. “Its okay” he said sheepishly.

I could tell he wanted to suck my dick, so I jacked myself off until my dick was somehwat hard. Then he sucked it - and did a suprisingly good job considering he had only done it once before. He ran his prickly skin and lips up and down my dick, stopping every so often to tongue the top and take the whole of it down his throat. I propped my head onto a pillow and moaned as I watched him suck me off. Normally I close my eyes or look up at the ceiling – but this time I was transfixed on him. I loved watching my precum and his spit make long strands connecting his tongue and my cock before they snapped.

My breaths quickened and deepened. I looked over towards his boxers and saw that his dick was rock hard. While he sucked me off, I moved over and started nibbling on his dick through the thin fabric. Then I licked a few tight circles around his belly button before I moved my tongue down his hairless stomach to the base of his cock. It was the perfect size and width. I grabbed onto the meat of his ass and took his entire cock down my throat. He stopped sucking me off and let out a long “mmmmmmmm.” He was so taken aback by the feeling of me deep throating his cock that he could do nothing but breathe heavily and hold onto my dick. His legs started to squirm and the muscles in his stomach started to ripple – clear signs of an approaching orgasm. I pulled his dick out of my mouth and moved up to kiss him. Our spit and our juices flowed between our mouths.

He told me that he had never had anal sex before, and that he had only had sex four or five times before with an old girlfriend. He was basically a virgin!

Even so, passion overrides lack of experience.  First we started off with me on my back. He put the condom on and then pushed it inside me. There was a little bit of pain, but mostly it felt good just having his hard dick, hot with red blood, up my ass. He started moving back and forth immediately. He looked so animalistic – his hips pushing into mine – his face clenched. We were no longer Cyrus and Grant – we were just two animals that could hardly bare the pleasure radiating out from our groins - like heat from a fire. He fucked me and I said as quitely as I could (we had to keep quiet because my parents were in the kitchen) “yeah, that feels so good. Yeah, fuck me…” He would only respond between hard breaths with a “uhnnn yeah.”

Lots of people have ugly sex faces, but not Grant. His hair was a little askew, his lips looked even redder under the dim lights, his breaths were quick and laboured. He looked so sexy I almost sperm myself just visualizing it.

He looked into my eyes and then sucked on my tongue as he fucked me harder.

I could tell the position we were in was uncomfortable for him after awhile, so I told him to fuck me doggy style.

I got onto all fours and braced myself. He put one palm on the top of my ass as he pushed his hard-on into me. This time he was able to move more freely. He fucked me and it felt so good that I had to constantly remind myself to keep quiet. I moaned and swore - ”mmmm fuck. oh fuck yeah. fuck. uhhn fuck. kike.” The uncertainty that defined his actions before was lost in a warm sea of pleasure – and now he wasn’t holding back his words. “Oh yeah, you’re so tight” he whispered. He moved his hands wherever he pleased. He slid both of them down my ass and around to my balls. Then he reached one arm around my thigh and pushed my hand away from my dick so that he could tug at it. I looked back and watched the fluid dripping out of my cock as he yanked at it.

We were both drenched in sweat. I always sweat during sex - but this time it was like we were both melting. I could feel and taste the salty rivers of sweat rolling down my face. A few times he grabbed onto my shoulders and moved his entire body down so that his chin was on the back of my shoulder. With my back and his stomach in contact he would thrust as deeply into my ass as he could – then he would slow down and pant as the hot sweat oozed out between us.

At last, with his teeth biting the back of my neck, I felt an orgasm coming on. “Oh yeah, Grant, fuck me harder.” Right as I felt the orgasm beggining I squirted out a shot of cum – unusual since cum always shoots out at the tail end of an orgasm. I thought “was that it?” but was quickly re-assured when I felt the heat of the actual orgasm coming on. Right then, as the heat and pleasure and tension built up deep in my gut, Grants pulled his dick out. He done it a few times before – he liked to watch as his dick as he pulled out and then pushed it back in. “What are you doing!” I charged. “I’m cumming! Put it back in!” He grabbed ahold of my ass cheeks and shoved his cock in as hard as he could. He was just in time to catch the last few seconds of the orgasm. The feeling of his dick sliding back and fourth in my ass was unbearablely delicious. Like a stone house in an earthquake, I almost collapsed into a dusty, gray cloud - but somehow I was able to muster the strength to keep myself on my knees.

Cum gushed out of me like never before. One squirt. Then two. Then three, four..maybe even five.

When my vision cleared I reached my hands around to grab Grants sweaty ass. “Now I want you to cum.” He fucked me hard for a few seconds and then bit on his lips and closed his eyes to hold back the sounds of his orgasm. When he was finshed unloading inside of me he let his body become dead weight ontop of me. I pancaked down onto my stomach and lay there for a few seconds – his dripping body ontop of me, his dick still inside of me. Then I rolled him off of me and moved my body next to him so that our wet stomachs were touching. Then we sucked on eachothers tongues – still panting from the sex.

When we recovered and some of the sweat had become cold we got into my shower. In the shower I admired his nice, round ass. I held onto it and ran a bar of soap through his ass crack. He turned around and kneeled so that he could rub soap all over my thighs and dick.

After we had cleaned up I walked him out to his car. I moved in to kiss him, but he turned away. “Are your parents looking at us?” he asked. “No, and even if they were they don’t care.” He let me kiss him a little bit, and then he got into his car and left.

We are planning on meeting up again this weekend. My ass is really excited. My cock thinks I have a crush on him. I am trying to convince my prostate that I am not feeling attached to Grant after only one single romp, but he just responds by pulsating back and fourth.

We fucked

June 5, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , , , , | 8 Comments

Do only I have really messed up sexual fantasies? I’ve added a few more

Surely everyone has equally awesome fantasies.

Exhibit A – I have had, for a long time, this fantasy involving drug addicted homeless guys who would do Anything for their next high. Of course I don’t picture old, sweatshirt wearing, over-fed, long haired, leaping gnomes. I picture young (17 to 24), black haired, black eyed, tan skinned boys who grew up in the suburbs but chose drugs as a way to combat their suicidal depression. I once went to school with a boy who fit this description. He looked a lot like Jim Morrison – but hotter. I was madly in lust with him – but he never gave me the time of day. Now I hear he’s a meth head who lives on the streets. I can’t wait for the day when I get to see him and say “Hey Mike you wanna make $20!”

But I’m a bottom so its hard to imagine abusing a crack head by making him fuck me. Shit, that would be treating him! It would be much hotter if he was forced to bottom for his off-white powders and syringes. I guess I’d prefer to watch good old Mikey get fucked up the ass by a big, scary looking guy with a giant, condomless cock. Nothing makes me cum quicker than picturing some sleazy guy moaning and then cumming inside poor little Mikeys tight, quivering ass.

Moral of this story? Don’t EVER ignore Cyrus.

Exhibit B – I often yank my cock to the thought of some drunk, semi-concious college guy getting gangbanged by a group of horny, semen-filled sea men. The part of this fantasy that particularly makes me hard is the image of some guy fucking the poor drunken frat boy as hard as he can and then cumming deep up in his ass – and then watching him pull out and move over so the next guy can unload inside of him. I think it would be hot to have the cum of ten different guys dripping out of your ass.

Exhibit C – This fantasy isn’t particularly fucked up but it’s a little unsettling. Whenever I’m with a guy who I like I sometimes jack off to the thought of them fucking someone else. For example, lately I’ve been pleasuring myself while imagining Steak fucking some hot young boy that isn’t me. I picture Steak gritting his teeth and just fucking away like hes never felt such pleasure in his life. Then sometimes I imagine a third guy eating Steaks meaty ass from behind as it thrusts back and forth.

I feel this tight knot of anger and frustration deep in my gut every time I picture the infidelity – but it also turns me on.

Of course it wouldn’t be in Steaks best interest to actually do what I fantasize about and go fuck other people. If he did they’d probably find his skeleton inside his apartment – the skeletal fingers still scratching at the door knob – trying to escape from me.

Exhibit D – I think rape is hot. Sometimes I would love nothing more than to have a big, scary black guy break open my window at night, hold a knife up to my throat and fuck me until the stars turn blue. I also wouldn’t mind if he cut me a little bit – so that my blood would ooze down my  neck and onto his choking hands.

Exhibit D – Incest. Of course I would never ever ever do it with my own family, but I like to watch. Lots of porno’s try and fail to mimic incestuous situations. There was, however, one time when I did see a porn involving a father and his son. The family resemblance was uncanny. The boy, who must have been a few years shy of 18, sucked off his dad and then bent over so daddy could unload inside of him.

I saved that video onto one of my old computers that I don’t use anymore. Its not unusual for me to set up the entire computer on days when I’m feeling really horny just to see that one 3 minute clip.

June 1, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , , , , , , | 8 Comments