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The pits of financial independence

Craigs List Raped Me!

“Curtis” and I sat outside on the balcony of my parents apartment. I smoked a cigarette and rested my legs on the metal railing as we small talked about roommates and ex-boyfriends. Every single thing I told him was a lie. I must have some sociopathic tendancies because I lie to strangers without even realizing it. I feel no shame or guilt lying right to someones face.

When I could taste that the cigaratte was finished I smooched it to death and then grabbed Curtis by the hand. I led him into my parents bedroom.

Walking into the darkened room I was struck by a creepy nostalgia. Sometimes certain smells or tastes bring me back vivid childhood memories. Five feet infront of me was my nerdy eight year old self building forts out of pillows on the same bed I was about to be fucked on.

I took off my socks and shoes and so did Curtis. We climbed into the bed and lay on our backs - talking as we stared at the twisting ceiling fan. Then he moved his face into mine and started kissing me. His moustache felt like sand paper against my face. He wasn’t a good kisser – but he wasn’t as bad as some guys I’ve hooked up with. Then he offered to give me a massage. He rubbed my lower back and then started kissing my shoulder blades. I could tell by the way that he was touching me - gently but forcefully – that he was into dominating little boys like myself. He grabbed me and pushed me onto my side. I let myself become dead weight – I liked that he was in control. He stuck his tongue in my ear and licked back and fourth like a dog sipping water. Usually I am ticklish in my ears – but this time it actually felt good.

We both stripped down to our boxers. He moved down and started biting the inside of my thigh. Then he lifted up my boxers and ran his tongue across my balls. He moved slowly and purposefully. My dick awoke, yawned from its weeks of rest, and then came out to see what was going on. Curtis saw I was getting hard and started blowing me.

Then he sucked my ass. God I LOVE getting rimmed! He was sticking his fingers up my ass and licking it at the same time. My dick was pulsating back and fourth from all of the red hot blood bulging inside of it. I wanted him to fuck me and I wanted him to fuck me hard.

I pulled down his boxers and noticed two things within a microsecond – one was that his cock was really big and thick, and second was that he had a black ring around his balls. I’m sure more sexually experienced people could tell me what it was – maybe a cock ring or a ball ring? Anyways, I grabbed his dick and shoved it down my throat. I have a strong gag reflex but I recently acquired the ability to deep throat. I was able to take almost the enire thing down my throat. I heard him moan everytime I felt the head of his dick hit the back of my throat.

Then he made this weird sound – like a deep voiced bear shivering in the cold. It sounded contrived and awkward. I was hoping it was just a one time occurence – but it wasn’t. He made this sound over and over and over again. I think he believes it sounds masculine and affectionate – but I just thought it made him look like a douche bag.

After a few mintes I spat his dick out and then turned around and sat on top of his stomach. He twisted his dick around and around my ass. He looked at me and said “you like it when I play with your ass, don’t you?” It took all that I had inside of me to keep from laughing.

Then, without warning, he stuck it up my ass. He wasn’t wearing a condom. He only got about an inch up before I lifted myself up and said “Stop it. Not bareback.” He apoligized and told me he didn’t bring any condoms. Shit, I thought. He brought lube but no condoms, which means he has bareback sex. Looking in his eyes I could suddenly see the ghonorrea germs swimming back and fourth, and on his lips I could hear the HIV kicking their legs up in song and dance. Dirty dirty dirty.

I grabbed a condom and threw it at him. He put it on and then picked me up by my arm pits and threw me onto my back. It was a little violent – but he apoligized and said he didn’t mean to grab me that hard. Then he grabbed my wrists and held them tightly over my head.

For the first time in my brief sexual career I was being dominated – truly dominated. I told him to go really slowly as his dick was the biggest I had ever encountered and because my ass had tightened over the last week. He nodded and poked it around before he was able to get inside me. I grit my teeth at the hot, white pain that shot through my body upon penetration. He stopped for awhile and let me adjust. Then he started to fuck me. Pain was the predominant feeling at first – but then it switched to pain with a hint of oozy pleasure.

Eventually I was able to free my hands from his grasp. I wrapped them around his neck and dug my nails into his skin. He made that weird bear noise in response.

I looked into his eyes as he stared at me like I was a piece of New York Strip - and then I looked at my hands and started to feel weird. Like the nostalgic feeling I had had before, I suddenly saw that my hands were tiny and twelve years younger. I was my childhood self again – small, shy and awkward looking.

Sometimes I wonder what effect it would have if I were to show guys that payed to fuck me pictures of me as a child. Would they realize that they were, in a sense, fucking that little person smiling up at them from the picture? Would they realize that those same hands that scratch down their backs used to play with lego’s and playdoh a decade ago.

I doubt they would give a shit. If anything, it would turn them on more.

The sex felt great but I couldn’t shake off the feeling that I was raping my inner-child.

I thought about Steak and imagined what he was doing without me. I pictured him fucking other guys and felt a powerful knot of arousal and anger deep in the pit of my stomach. I imagined Steak moaning with pleasure as he fucked some young, attractive boy. I jacked myself off to the thought until my mind felt nothing but a sharp, stabbing pleasure and I shot out a huge load of bright, white seed.

May 27, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , , | 8 Comments

Cruising the Internet for Sex

I’m back from a whole week of no technology/internet/sex.

In the last few minutes I was able to satisfy my craving for the internet and other electronic media. I have yet to satisfy my craving for sex – so I decided to save my lazy ass some time and look no further then the computer screen already infront of me.

 

Now I’m not the type of person that goes around cruising the internet for sex – but I have to admit that the internet and fucking go together like peanut butter and jelly. All I have to do is post an ad and voila! Within seconds dozens of people are writing me - many of them good looking guys – begging for access to my sacred ass.

So here it begins – I’m horny as hell and I just posted an ad:

I’m a college boy looking for a hot top to fuck my brains out. I’m 20 years old, have a swimmers build and a nice ass. Most importantly, however, I’m sane and std free. I’m not the kind of guy that cruises the net for ass – but I’m so horny I think I’m gonna explode! I am looking for a guy younger than 45 (exceptions can be made if your really good looking) who is nice, level-headed and, of course, hot. I like to suck dick, get rimmed and get fucked. Write me when you can – I’m like a shooting star, I burn bright and then I’m gone in a flash.

 

A few guys have already written me. I’ve recieved some cock pics that are making me drool. I love nice, clean, big cocks.

 I always use the word “dick”, but tonight I’m looking for a cock.

I’ll write about my experience tomorow. Stay tuned!

 

May 27, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , | 5 Comments

I’m a Rocky Mountain Prostitute

I was feeling tired and uneasy at the airport curbside in Denver. Somewhere in the stream of cars that honked past me was a red Dodge Ram with a man named Chance behind the wheel.

Chance had contacted me weeks before. He said that he liked young “punkey” boy like myself. After a few semi-awkward conversations on the phone he bought me a round trip ticket to visit him in Colorado. I was going to be making $2,500 in two days – more money than my father makes in a week.

I had requested that he e-mail photographs of himself to me – but he never ended up doing it. Thats the main reason that I felt so anxious. I have pretty low standards when it comes to sex but I can’t just fuck anyone. I knew it was too late to change my mind – since he had already paid for my plane tickets – so no matter what he looked like I still had to fuck him. I started wishing that I had gotten Viagra from my doctor. Guys hate it when their paid company doesn’t get hard.

Finally I saw his car. Through the windshield I could see that Chance wasn’t that bad looking. In fact, he we was actually sorta good looking. His brown hair was thick and combed back, his chest fit well into his white undershirt and his pants boasted freshly ironed creases.

“Hey Cyrus!” he gleamed as he bent over and have me a hug.

We drove through the city of Denver and then past the suburbs and up into the mountains. He owned a lakeside cabin thousands of feet above the mile high city. Looking at the dirty piles of snow along the road made me wish I had packed warmer clothing.

During the last five minutes of our drive we passed nothing but forest. No man-made structures whatsoever. I felt a creepy sense of isolation. I was alone in a dark forest with a man who paid for sex. What a creep!

When we arrived at the cabin I asked him if I could use the bathroom. I took a long, hot shower and then changed into my punk rocker outfit. I think its an escorts job to cater to each client – so I always ask my guys what they like and what they don’t like. Then, with life as my stage, I play the role they desire. Usually guys tell me they wanna fuck a stupid straight/bi-curious football player. Thats an easy one. I just wear my Warriors hat, slow down my speech, say very little and move my mouth like I’m chewing gum when I’m not talking.

Playing the part of a punk rocker comes much more naturally to me. I put on my skull and crossbones beanie, tight black jeans and breathable muscle shirt and admired myself in the mirror. Sometimes I just want to fuck myself through the cold, hard glass. But I didn’t let myself get distracted. I gurgled some mouthwash, pulled down my beanie and then pushed the door open.

Chance was sitting on his bed. I guess he had been waiting outside the door the entire time I had been in the bathroom.

“God I’m glad I called you” he said. He got up and started slowly circling around me, running his hands over my stomach and across my ass. He lowered himself down to his knees and started brushing his mouth over the back of my jeans. He bit and tugged at my back pocket with his teeth as he reached his hand around to undo my belt. I watched the front of my pants bulge as my dick got hard. Unlike most escorts, I actually enjoy most of my paid encounters.

He pulled my pants and my boxers down to my ankles. He started sucking and biting the meat of my ass. A few times his teeth caused me pain – but I was too overwhelmed with arousal to care. He licked up and down my ass crack and then pulled my cheeks apart. There was a short pause and then he dug in. Usually guys just lick your ass up and down when they rim you. Thats okay and all – but its not nearly as good as someone who sucks and bites. He was eating me from behind like a dog ripping apart a piece of steak. It felt so good that I didn’t even realize I had been repeating “fuck yea” over and over again like a broken record.

My dick was drooling out precum onto the hardwood floor. I had never felt so turned on in my entire life. I watched the clear drops collect on the floor and wondered what stain remover would best remove them. Sometimes in the heat of the moment I think about really trivial and unrelated things. The last time Steak fucked me I remember thinking about how much I like breakfast foods.

Chance stuck a few fingers up my ass and pushed them in and out so hard that I nearly lost my balance. Then he ran his hands up the side of my arms as he stood up. In my ear he whispered “I’m gonna pound you right here.” I had never fucked standing up before. I shuffled my feet a little bit so that I could lean against the wall. He teased me with his dick for more than minute – sliding it up and down but never penetrating. I wanted to yell “Stick it in!”

Then he did. I felt a good deal of pain. Its strange but I had yet to see his dick since he had been behind me the entire time. I told him to slow down and he did. For a few seconds his behavior completely changed and he nibbled at my ear and whispered that he was sorry if he hurt me but that he just couldn’t resist. He was being gentle, slow and passionate. Then he ceased being tender and started pounding away at my ass. It felt so good. I didn’t jack myself off like I normally do because I knew that I would cum instantaneously.

I was breathing hard and raining sweat. He leaned over so that my back and his stomach were in contact. He massaged the top of my thighs as he fucked me – harder and harder – until I could hear an approaching orgasm in his moans. I grabbed onto my dick and jacked myself off for only a few seconds before I was cumming too. We both came at the same time. My body felt like jelly. I might have melted and seeped through the cracks in the floor if he hadn’t been holding onto me – one arm up against the wall and one arm wrapped around my dripping stomach.

It was right then that I thought “I wonder why croc sandals are so comfortable?”

May 15, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , | 10 Comments

Take Viagra – I Wanna Fuck!

Steak and I saw “Speed Racer” last night. It was our last night together before my three week trip back home so I was hoping that the evening would go magically.

Barreling down the freeway on my way to pick him up I thought about the beauty of gay relationships. I melted away into a dream and pictured Steak smiling down at me as he fucked me (like I always do). Here above me, I thought, is a man. We both have penis’s, we can’t make babies and most of the world thinks we’re freaks who are confused or just plain sick. Even so, the way Steak looks at me – with his big, sleepy eyes and as he pounds away inside me – shows how much we wants me. He’s a good-looking guy who is supposed to be dating women – but instead he chooses to have sex with me, another man.

Its hard to explain what I was thinking.

The movie was awful. The only redeeming quality was the brilliantly colorful animation – other than that the plot was thin and the script was wore cliche and contrived than “Full house”.

We both guzzled down soda and ate handfuls of popcorn. The two items, normally associated with each other, did not react well in our stomachs. I started feeling my stomach expand as it fought to digest the barbed wire kernels. “No, I want to have sex!” I thought. Unlike most gay bottoms, I never deny myself food before sex. Usually its not a problem but this time I was fearing it would be. With this in mind, I told Steak that I wanted to go straight back to his place after the movie and skip dinner. He was resistant but eventually complied.

Back at his place he told me to wait downstairs while he ran upstairs to take a shower. I thought that he was finally going to let me eat his ass (something I have wanted to do since I first met him) but the sound of the toilet flushing over the running shower made me think otherwise.

When he was finished he walked to the top of the metal staircase and waved for me to come join him. In bed we stripped naked and started kissing and running our hands up and down eachother. Since this was the last time we were going to have sex before my trip home I assumed we were going to take it slowly and carpe diem. Instead, he said “I just wanna jump right into it” before I even had the chance to work my way down to his penis. I said “not yet.” Thirty seconds passed and then I said “Okay I’m ready.”

The sex was going great. I was dirty talking and telling him to fuck me harder. As always, he bit his lower lip and hung his head down so he could watch the in-and-out action below. I grabbed his face and told him to look at me instead. Then I could feel his hard-on getting softer. NOT AGAIN! He kept trying to fuck me but after awhile it was useless. He pulled out and I sucked his dick. It tasted like the latex condom. His dick was semi-hard, but I couldn’t get it hard enough. He told me to relax and just let it happen. We started talking about boring shit and I reached down and started giving him a hand job. The hand job seemed to please him more than the oral/anal sex. He was moaning and squirming back and fourth. I asked him if I was good at giving blow jobs and he said “You give amazing blow jobs, and hand jobs. You’re just all around good in bed.”

The flattery quickly dissolved when I realized that his dick was not going to get hard again and that the sex I had so wanted to have was not going to terminate in dual orgasms. I asked him if he could finger me. He told me to wait an hour so we could try have sex again. I said I wanted to cum now – and that I could cum later too if he wanted to fuck. He acted annoyed and said that he felt like I was rushing things. Maybe there is some truth to that but its not my fault he couldn’t get hard. At least I hope its not.

He got on top of me as though he was going to fuck me and then stuck his fingers up my ass. He looked into my eyes as I licked his lips and face. Hes not the best at fingering, but he was able to hit my prostate. Every time his finger pushed against it I could feel a spark of pleasure and pain underneath my bely button. When I felt the orgasm coming on I practically yelled “KISS ME!” – and he did as the waves of hot, arousing pleasure shot out of my ass and dick.

Afterwards I ran my hands up and down his ass crack. For once I decided I was going to go for the gold and push my finger through his tight little ass cheeks. I knew I had to do it swiftly or else he would stop me and suffocate my fingers inside his clenched ass. I made sure he was relaxed and then I jabbed my finger in. All I felt was some hair and a little bit of raw skin. He laughed at my sudden attack and said that I must be autistic. I asked why and he said “because you always do things to entertain yourself. It doesn’t matter if I or somebody else thinks its funny. You just do it to make yourself laugh.” I lightly agreed.

The rest of the night felt a little awkward. We spoke and had a few laughs, but most of the conversation felt aimless and boring.

God how I fucking hate boring conversation – especially when its with someone that I want to have fun with. Steak also had diarrhea and had to shit every 20 minutes. Normally I would be disgusted if a guy told me he had to/just did shit – but thats not the case with Steak. I think its because he doesn’t care – he never tries to hide it. I, on the other hand, don’t shit. Never have and never will.

The next morning was more of the same. I assumed we were going to breakfast together so I left my backpack on the couch. He noticed and said “You’re leaving you stuff here?” “Noooooo…..” I said as I walked back and packed my things. “Oh its fine if you do” he said, sensing my irritation. Always we come back to his place for a few minutes after breakfast so we can kiss goodbye – whats the deal?!

In the elevator he tried to kiss me. I didn’t reciprocate. Then in the lobby of his building he gave me a hug and said he would call me later that day. It was then that I remembered that it was Monday and he had work – so there wasn’t going to be any breakfast and this was going to be our goodbye. There was a security guard right next to us so we couldn’t kiss. I gave him another tight hug and then we parted ways.

He called me a minute later and told me that there was wind damage in the parking garage – apparently from a windstorm that struck while we were sleeping. He knows I love sever weather. It was a cute gesture. Then the phone conversation quickly ran out of steam and I told him to call me later.

May 13, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , , | 5 Comments

Playing With His Ass, Balls and Bonch

Me, Steak and two of his friends went out to dinner last night. I didn’t know that we were going to be eating with company until after I had arrived at his place. My last experience with his friends had been dreadful, so I immediately became anxious. I want to be the cool, well socialized boyfriend -and I can be, but only under the right circumstances. It difficult when you’re so much younger than everybody else.

Despite my sense of panic I ended up having a fabulous dinner. We all laughed and had interesting conversations. I felt deeply satisfied – except for the fact that me and Steak didn’t seem to be connecting. We both were sitting on the same side of the table and we both spoke to his friends, but not a lot to each other.

After dinner we drove back to his place. We smoked a cigarette and cuddled on his couch downstairs. I felt more comfortable than I normally do with him. I didn’t feel the need to constantly be funny or fill every awkward silence with my fruitless questions.

He then suggested we go upstairs to his bed. I ran ahead of him, stripped naked and dove into the covers. He stood beside the bed and watched me for a few seconds. Then he began to undress. He really has a beautiful body – nice curves, smooth vanilla skin and very little body hair.

In bed we both intertwined our legs and looked into each others eyes. I find Steaks face beautiful. His long hair is wavy like fire – and it always looks sexy, even when its messy ( that rhymed!). I ran my palm up and down his jaw. I reached my other hand down to his ass. His ass is my favorite part of his body. Its smooth and round. I let my fingertips glide across his tight underwear and watched as the goosebumps rose across his stomach. I wanted to wedge my hand between his ass cheeks and slide my fingers from his ass to his balls – but he flinched at my first attempt. He claims to be very ticklish. I kept trying until eventually he gave up and let me do it. I love that spot between the ass and the balls – not sure what its called – I think I’ve heard it be referred to as a bonch.

Then he asked me how I would like to be fucked. I picked at my chin and said that I wanted to do it face to face.

The sex was okay. For the first time there was no pain when he first penetrated – but I kept loosing my hard on as the sex progressed. Even so I loved watching his face contort as he stared down at his dick fucking me. Then he said he wanted me to sit on top of him. I said no. Then he said he was loosing his hard-on. He pulled out and let me suck his dick for a few minutes. Then we recommenced doing it doggy style. He went in so deep that I could feel his pubes against my ass. He then asked me to dip my back – and I did but became self-conscious about how I had looked before. Had my back been arched up like a frightened cat? The thought quickly became lost in the sweaty sex.

Steak “Oh I’m already gonna come.”

Me “Don’t!”

Steak “I….uhhhhh UHNNNNNNnnnnnnn”

He came but continued fucking me. I jacked myself off as fast as I could until I finally came.

I have this intense hatred of sex when it involves me not having an orgasm. This time it was a very, very close call.

Afterwards we cuddled and laughed. I mean really laughed for the first time in our relationship. I felt completely comfortable and started realizing that I really do like Steak – not just as a piece of meat but also as a friend.

Before we drifted off to sleepy land I gave him a long massage. I rubbed every part of him and then left the best for last – his ass. He flinched and kicked when I pounced on it, so I gave up.

We cuddled a bit more and I reveled in the feeling of his hands as they brushed up and down my back. His touch grew softer, and eventually stopped all together when he fell asleep. I tried my best to get some shut-eye but failed. I can never sleep in beds with other people. I grabbed some sheets and got a few hours of sleep downstairs. I awoke at sunrise and rejoined Steak in his bed. This time I was able to fall asleep.

I am really starting to like him. Love is blossoming.

May 10, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , | 6 Comments

Drugs, Violence, Sex and Dreams

I had just decided to end my life. I wasn’t suicidal – I wanted to live – but I had just consciously made a decision that I knew would destroy my entire life. The homeless girl I had met an hour before was sitting next to me in my car holding a lighter beneath a spoon. I watched the sappy brown globs melt into the drops of bottled water. The mix boiled and fizzled and the flame stopped. She brought the points out from her pocket and I made sure to examine them. They looked clean, but what did I know. A large part of me didn’t care. I didn’t feel normal. But what was normal?

I couldn’t understand why I could never keep my pockets full. One minute I had bills and change stuffed in there – and the next there was nothing but waterlogged pieces of paper and sand grains from Hapuna beach. That always happened.

The homeless girl searched up and down my arms. I saw many nice blue streams but she kept insisting that they would roll to the side. Finally she settled on one halfway up my bicep. I barely noticed it – but she said it was perfect. She told me to sit still and not move. I felt nervous energy shooting through me, putting an unbearable amount of pressure on my solar plexus. If I died they would probably find me slumped over my steering wheel, my face white and my legs blue and red. All my money would be gone and I’d be all alone in a church parking lot outside of a city that I didn’t live in.

I felt the prick. It didn’t hurt but I was so scared that I probably wouldn’t have flinched if a knife had been thrusted into my leg. Was it really going to feel like a thousand orgasms and more? I watched her unload the brown soup and I waited. My head was already spinning when I started to feel it. “Uhhhnnnnnn…..” It was initially the same sensation as an orgasm in my stomach, and then I felt it quickly loop up my chest, down my arms and then shoot into my brain. “Uhhhhnnnnnnnnnn oohh fuck…..” I didn’t feel scared anymore, or tired or upset that the $18,000 my parents had just spent on my drug rehabilitation had just diffused, like my blood, into that needle.

I fell back in my seat and felt myself melt into the fabric. With my eyes half open I only barely noticed her shoot herself up in her thigh. All the veins in her arm had long since collapsed.

Time was blurred. I don’t know how much time passed before two of her friends showed up. They were skinny, tall and strung out. They spoke with my homeless enabler for a few minutes and then came over to my window. They didn’t say anything. One of them looked at me and smiled as he ran his tongue across his bottom lip. He said “I want you to come with me. Don’t worry, we just wanna see you.”

I was confused and buzzed but didn’t feel any apprehension as I stumbled out of my car and left with the two men, one of them guiding me towards the church. There was a crawl space underneath the white structure with only one entrance. We ducked into the narrow space and then settled on an old sleeping bag that lay strewn across the dirty ground.

“I want to fuck you” the stringy hair guy said to me – running his hands up and down my torso. I didn’t say anything, but I didn’t resist. I tried to focus on him, but my eyes kept rolling up to my forehead. He pulled my pants off and then started grabbing my ass through my underwear. His friend kneeled behind me, running his hands through my hair. I heard the stringy haired guy’s belt buckle snap off. He pulled his pants off and pulled out a big, thick dick.

“I’ve never done this before I don’t know…” I said semi-consciously.

“Oh but that doesn’t matter” he said as he pulled my underwear down over knees and then off of my feet.

He ran his dick up and down my ass. I closed my eyes and started dreaming of a giant field of Chamomile flowers. My cold, dark surroundings faded away and I was running in the warm sunlight. The flowers, like beaming stars, gently struck my ankles as I ran faster and faster, my hair rippling back in the humid air.

His dick was in my ass and he was already fucking me before I realized it. I thought that it probably hurt and that he was probably doing damage to my insides, but I couldn’t tell. “Oh, your doing so good” he whispered, sweating and biting his lip as he stared in my sleepy eyes. “Yeah, you’re doing so good” he said again and again in between shivers. His friends dick was touching me head. I could feel him moving it back and fourth through my hair.

The guy fucking me pushed my legs farther back and started fucking me at a different angle. Now I could feel the long, fast strokes deep in my guts. I, for the first time, realized that I was breathing hard. My body was going through all the motions of sex – I just wasn’t aware of it.

He started fucking me harder and harder. The guy behind me was jacking off right above my face – his knuckles hitting my nose every few tugs. I could tell the guy between my legs was going to finish. He thrusted so deeply into me that my whole body moved back. Then he pulled it out and was about to burst onto me when I heard the roar of a distant lawnmower. I was surrounded by blue sky and the Chamomile flowers again. In the distance I could see my father waving his arms at me and smiling like we hadn’t seen each other in ages. I called out his name but no sound came from my mouth. I didn’t feel sad, I was going to run up and hug him soon, but first I wanted to pick a few of the flowers that rolled in the winds like a sea around me, preparing to inundate me.

May 8, 2008 Posted by collegehookerboy | gay, sex | , , , , , , , | 6 Comments

My First Erotic Massage

Yesterday I was in a terrible mood. I felt lonely and depressed. Talking to my friends didn’t make me feel any better. It was a strange empty feeling that couldn’t be quenched solely by socializing. I think I felt bad about being a slut. I decided to delete my escort/slut e-mail account – but never got around to it.

The night before I had been given an erotic massage – for free! An older guy I know offered me a free hot stone massage and I couldn’t resist – knowing full well how I would be returning the favor.

The hot stones felt great. At first the massage was benign.

The first sign of things to come came when he ran is hands down my back and spread them so that they pulled apart my ass cheeks. Then he moved to my feet and slowly worked his hands up to the base of my ass. Then he kneaded that spot below my balls – and it felt fucking great! Then he went right to it and massaged my asshole. Sounds strange, but I learned that its very possible to massage a ‘hole’. I was in such high spirits from his asshole massage that I hardly noticed the very first lick. It felt like a warm, wet finger on my asshole. It all happened so fast. I didn’t want to be mean and tell him to stop. Plus it felt unbelievably good. I got a huge hard on. Then, of course, he asked me to turn onto my back.

With my hard on pointing up towards my face I lay back and tried to avoid the feeling of vulnerability. He massaged all around my body and eventually worked his way in until he had nothing left to massage but my cock and balls. He rolled the skin in my balls around and then started licking them. Everything he did felt amazing – and since I know people who have received erotic massages (Steak included) I let the rest ensue with little worry. He started sucking me off. As he did it he ever so slowly slipped two of is fingers up my ass. He moved his fingers so slowly that it was hard to notice – until he hit my prostate.

He continued and I twitched and moaned on the table. I could tell that I needed my own hand to cum – so I grabbed my dick from his prickly mouth and jacked off to completion. It was the first time that I have ever cum with another person through an activity that wasn’t me being fucked. The orgasm was great. Afterwards he grabbed a towel and put it ontop of my dick. He pressed down on it and said “doesn’t that feel good?”

I left quickly afterwards. I told him that if he ever wanted to give another free massage I was more than willing to provide myself. He told me that I could return whenever I wanted – I just had to give him 30 minutes of warning.

May 6, 2008 Posted by collegehookerboy | gay, sex | , , , | No Comments Yet

The semen stain on my bed

A few days ago I had sex with someone that wasn’t Steak. Again.

His name was Luke. I had met him awhile before and we had exchanged numbers. I could tell he was into me, so that evening I gave him a call. He’s arrived at my place more than an hour late. Over the phone we had made clear our intentions. We were going to have sex – and nothing more. No chatting, no beating around the bush.

In my bedroom we started tracing our fingers up and down each others chests.  Luke is a good looking boy – mostly white with a hint of Cuban. He claimed his dick was 8 inches long. I pulled it out and sucked it for a bit. I’d say maybe 7 inches.

I said I wanted him inside me. He told me to turn around. “You wanna do it doggy style?”

I sat on my knees as he positioned himself behind me. I grabbed a piece of paper off of my dresser and put it in front of me. I didn’t want to stain my bedsheets.

He dragged the head of his dick up and down my ass before finally sticking it in. I told him to go slow at first because I was new to sex. He didn’t follow my advice. He fucked me hard and deep. At times it was painful.

I felt myself getting close to an orgasm after only a minute or two. Then, before the orgasm had the chance to surface, he said that he was done and pulled out.

I was pissed. An unexpected anger boiled up from my subconscious. I felt used. He asked me if I had a bathroom to dispose the condom in. I said ‘you can’t use it’ and pulled the condom off of his dick with a loud snap.

I grabbed him a napkin and watched him clean himself off. He tried to make small-talk with me. I didn’t respond to his questions and acted annoyed. Finally I said “Well, catch ya on the flipside.”

Luke “What does that mean?”

Cyrus “It means that this was the only time we are going to do this. If its going to be that quick then you’re a waste of my time.”

Luke “Oh. Okay…”

He headed out to the door. My phone rang and I answered it as though nothing had happened.

Later I felt guilty for being so mean. I had been at the verge of an orgasm – so was it so ridiculous that he had had one that quickly? I texted him and apologized. He never texted me back.

The following morning I noticed a semen stain on my bed. It was early in the morning and a slice of orange sun divided my bed in half. Looking at the dark spot, I imagined how much power it contained. An entire city of people existed before me – each little tadpole containing a distinct personality that will never be realized. Perhaps a US president or a person that would have found the cure for cancer had been swimming fruitlessly across my sheets.

Steak is such a silly rabbit. He needs to define our relationship as a monogamous one NOW.

May 3, 2008 Posted by collegehookerboy | gay, sex | , , , , , | 2 Comments