I am writing the story of the single best sexual experience I have ever had. This is the first time I have written or talked about this with anyone. I know that many people make up or exaggerate the details of the stories posted here. I am supportive of embellishment since I have read some incredible hot and sexy stores on this site. But this story is completely true in nearly every detail. I am writing my story here for the first time without embellishment in the small hope that James my recognize it and contact me.
First I will tell you a little about my background. I am an incredibly fit man and was even more so in when I was in college. I never had a shortage of woman and was attractive enough to be hit on by several men as well. Me and my macho body building buddies would joke about it. But I was secretly intrigued and hoped that one day I could experience being with a man. Once at a conference in Los Angeles a tall (6'4") blonde good looking guy made a pass at me in the hotel gym. I rejected him, but that night and many nights thereafter I masturbated about him taking me to his room and finally fulfilling my fantasy of having sex with a man.
I was always very sexually in control when I would sleep with woman but by the time I was in graduate school I had begun to fantasize more and more about a submissive role with a man. I started looking at personal ads, and even talked with one guy, but couldn't find anyone that I was really attracted to. Eventually I came across an ad on Yahoo personals. The ad was for an "athletic black guy" looking for a white or Hispanic man. He described himself as straight looking and discreet. Discreet was a key for me since I was horrified about anyone finding out about my secret. That and the rest of his description intrigued me so I composed a response
"Hello, my name is W... I am white, 5'9" 170 pounds with a muscular athletic build. I have brown hair and brown eyes. I stay in excellent shape by, lifting weights cycling, running (I ran the Chicago marathon 3 years ago), and hiking. I am a fairly conservative and discreet graduate student. I have never been with a man before and am looking to explore an alternate aspect of my sexuality."
Fucking the Sexy Mail Man
I closed by asking him to contact me, paused for a long time, and sent my response with my heart pounding in my chest. I didn't hear anything for several weeks and figured that he wasn't interested. One day out of the blue I got an email from James. He told me he had been out of the country and that his job involved traveling but he would be in my area the next night.
I still wasn't sure that I wanted to do this but responded and told him to call me. He called the next day. I was very nervous but something about his manner, and our conversation put me at ease so we arranged to meet the next night. The following night I went home after work took a shower, put on nice clothes to look my best.
On my way out of the house almost as an afterthought I grabbed three or four condoms and put them in my jacket pocket. When I arrived at the hotel I called him from the lobby with quavering voice and shaking hands and waited nervously for him to come down. I started wondering what I had gotten myself into. What if I didn't like him? What if he wasn't attractive?
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I was having second thoughts and was about to make a run for it when the elevator door opened and he stepped out. His face lit up the moment he saw me. I could tell that he was very attracted to me. He was taller than me, about six feet. He was well dressed, and wearing a baseball cap pulled down low on his head.
He had light chocolate brown skin a bright smile and was very good looking. I was actually surprised at my thoughts since I had found very few men to be attractive. We talked as we rode the elevator up to the seventh floor. As we were getting off of the elevator he said "I can't believe you are here" I could tell he was really into me.
When we got to his room I took my coat off and sat down on one of the two queen size hotel beds. He sat on the other bed and told me about himself. We talked together for awhile. He asked me about the wool shirt I was wearing and used it as and excuse to come closer.
I stood up and he put his arms around me. My heart was hammering in my chest but I hugged him back and we sat down on the bed next to one another. He lay back on the bed and I move close to him and started to rub his chest. I put my hand up under his shirt and rubbed across his ripped abs and his chest. I started to caress his nipples.
He closed his eyes and let out a slight moan. His body felt amazing. He was completely ripped and beautifully proportioned. I continued stroking and caressing down his body below the waist band of his pants. He let out another low moan and sensing my hesitation asked me "what do you want".
I bent down close to his ear hesitated for a moment then whispered into his "I want you to show me what to do". After another moment I whispered what I really wanted to say "I want you to TELL me what to do".
He looked at me, sat up, put his hands on my shoulders and pushed me slowly and steadily down onto the bed on my back. He climbed on top of me and laid across my body with his full weight. I could feel his rock hard cock on mine as our crotches ground together. I put my arms around his back and pulled him close to me. I spread my legs and pulled them up around his ass so that I was enveloping him and pulled his crotch even tighter against mine.
My eyes were closed at this point but I reached up pulled off his hat and ran my hand across his completely shaved head. It felt incredibly sexy to touch him like that, to have his strong beautiful body between my legs, and his hard cock against mine. I let out a low moan and very lightly grazed my lips across his. This was the exact moment that I gave in, that I knew for certain that I wanted this, that I wanted him, so bad.
He looked into my eyes and kissed me full on the mouth. I had never thought of kissing a man before but this felt incredible. My lips felt on fire like they never had before and I opened up as we hungrily explored one another mouths. We made out like this for some time grinding, kissing, and exploring each others bodies. I was hotter and more worked up then I had ever been and I wanted nothing more then to touch the hard cock I could feel against me. I reached down to undo his belt so that I could hold his cock in my hands.
To my surprise he stood up and took off his shirt. His body was absolutely incredible. He was a slimmer than I was but absolutely ripped. I could see every muscle in his arms and chest rippling as he reached down to take his shoes off. This seemed to be a silent cue for both of us to strip. I stood up yanked my shirt off, kicked my shoes off, and pulled my pants down in record time. I sat back down on the bed opened his belt, then his pants and pulled them off his hips.
He was wearing a pair of light purple briefs. There was a huge wet spot on his hip where he had been leaking pre-cum. I could see the outline of his big cock very clearly through his underwear and wanted more than ever to touch it. I reached out with trembling hands for the waist band of his shorts and slowly pulled them down. When his cock popped out it took my breath away. It was rock hard, big black and veiny.
He was so hard that his cock head looked almost purple. He stepped out of his briefs and stood up straight. I was sitting on the edge of the bed and his dick was right in front of my face at this point. I had never been this close to another mans dick before and I was mesmerized. I couldn't stop staring at it. He took my boxers off for me, looked at me and said "God you are hot".
He sat next to me on the bed and leaned back on his elbows so that I could see his amazing body and rock hard dick in all their glory. I scooted close to him put my left arm behind his back, garbed his cock with my right hand and started slowly stroking him.
He leaned back confidently on his elbows looking completely in charge while I slowly stroked his big black dick. I leaned in close kissed him on the neck and whispered "I have never touched another man's cock before".
He asked me if I liked it. When I said yes he asked "Do you want to suck it?"
I whispered, barely audibly, "yes".
He asked me again "Do you want to suck it?"
I said, more loudly and hungrily, "yes".
He moved to the head of the bed, propped shoulders on the headboard and spread his legs open for me. I crawled up between his muscular legs and knelt in front of his big cock and ran my hands up his thighs. I circled his cock with my fist and bent down and kissed his nut sack and sucked on his balls. I licked up and down the length of his shaft.
When I worked my way to the head of his cock there was a big drop of pre-cum in his piss slit. I ran my tong over his slit hungrily slurping up his hot cum. I engulfed his cock head with my mouth and started working up and down the head of his dick with my mouth. I remembered that it had felt good when woman would use their tong when they sucked me so I stuck my tong out onto my bottom lip and started slurping vigorously up and down his cock head. He said "You drive me crazy. You do that so good".
His praise made me feel good. It made me feel like I wanted to give him a fantastic blow job. His cock felt amazing in my mouth. I felt rock hard yet pliable at the same time. I worked up and down slurping vigorously while I played with his balls. I tried to go deeper but could only get about a quarter of it in my mouth, and I knew that despite his praise, and how badly I wanted to be, I wasn't a very good cock sucker. I pulled my mouth off of his cock and looked up into his eyes. I moved up, straddled his body, and started to rub his cock up and down the crack of my ass while I kissed him viciously on the mouth.
At that moment I wanted him to fuck me so bad I would have said or done anything to make it happen. I asked him if he had any lubricant. He nearly jumped up out of bed to go to the bathroom for lube. While he was in the bathroom I got the condoms out of my coat pocket so that I was ready when he returned. He came back from the bathroom and dimmed the lights. He came toward me saw the condoms in my hand and asked "are you sure?"
I said "yes, I want it, I want you!" Then I threw the condom in the trash and smiled at him. He got the picture. I felt like a total slut.
He lay down on the bed on his back. I lubed him up good and straddled him. I tried to get his cock into me but couldn't. It hurt too much and I couldn't push any harder.
Realizing that I wouldn't be able to take him like that he pushed me off of him onto my back, squirted lube into his hand and spread my legs up and out. He put a dollop of lube on my ass and started working one then two fingers in and out of my virgin asshole.
He fingered me for awhile and got me good and worked up. I was moaning and breathing heavy and playing with my cock while he fingered me. He said "that is so hot... to hot guys together like this".
He put my ankles on his shoulders and moved into position to fuck me. "Guide me" he ordered. I reached down grabbed his cock in my fist and guided it to the willing entrance to my virgin hole. When I had him lined up I said simple "there".
At first I felt a lot of pressure as he pushed into me and I wasn't sure I would be able to take him. Then his head popped through my sphincter and he was pushing steadily into me. His cock got bigger and bigger toward the base and it was really starting to hurt.
I wondered what I had gotten myself into. Just when I didn't think that I could take anymore he bottomed out with his hips flush against my ass. As he was pushing into me he was leaning forward so that when he was finally all the way in his face was right in front of mine and my ankles where nearly on either side of my head.
I opened my eyes and looked into his. His expression was one of total and complete lust. He paused for several moments to allow my ass to get used to his girth then started slowly and easily pumping in and out of my pussy. After the initial pain subsided his slow fuck started to feed really good.
I was on my back with my ankles next to my ears, the full weight of his body on mine and his big beautiful black cock buried to the hilt in my willing fuck hole. I suddenly realized that I was completely at his mercy, that I couldn't stop him at this point even if I wanted to. I also, realized that this fact was an incredible turn on. Up until now I had been moaning and whimpering quietly first with pain then with pleasure, now I ran my hands down is broad strong back onto his beautiful black ass and pushed him deep inside of me. I moaned in a husky voice dripping with lust, "FUCK ME!"
Even though he heard me perfectly well he asked "what"?
I had always been very quiet in bed with woman but at this point I let loose with a torrent of filth.
"Fuck me" I cried like a whore getting the best fuck of her life.
"Fuck me, James." "Fuck my tight white little asshole with your big black cock."
"OH, FUCK ME LOVER"
All of this got him really excited and he started hammering in and out of my ass really hard. Because his cock was so big this was starting to hurt and my tone changed more to whimpering and gasping for breath. He sensed that I was in pain and eased up on me a bit. He sat up held each ankle in one of his hands and watched as he slowly stroked in and out of me. "Oh god that is so hot" he said.
I closed my eyes and enjoyed my pleasure while he fucked me in this position for awhile. Just when I was really starting to get into it he pulled out. I involuntarily cried "NO" and opened my eyes. Before I had time to wonder what was happening he flipped me over onto my stomach and pulled me up onto my knees. Being man handled like that was an incredible turn on for me and I let him know it by letting out a whimper like I couldn't wait to get fucked.
He kicked my legs apart (also a huge turn on) to get me into the position that he wanted and plunged his cock into my ass up to the hilt in one swift thrust. As he banged into me I let out a cry of pleasure and pain. He grabbed my hips and started pulling me on and off of his dick and rubbing my ass as he fucked me. I resumed my chorus of moans as he banged into and out of my ass like there was no tomorrow.
After keeping this up for a good five minutes he paused long enough to reach down and squirt some of the lubricant into his hand. He reached around and started stroking my cock with his lubricated hand. I was so into it at this point that I moaned out "OH GOD" and started pumping my hips and fucking forward into his hand and then back onto his cock. He wasn't even moving while I fucked myself on his hot black dick.
"Look at you" he said with a slight bit of derision in his voice.
This set me off and I started fucking forward into his hand and slamming back onto his cock, repeatedly impaling myself on his rock hard tool. It wasn't long before he yelled out "I'm coming!"
He groaned, nearly growled, as his hips snapped into me and I felt his cock pulse stream after stream of hot cum into my asshole. His coming sent me over the edge and I fucked forward two more times into his hand and let out a scream as I shot my own load onto the bed.
We were both panting for breath as he collapsed on top of me and withdrew is spent cock from my well worked ass. He lay on top of me for several minutes with his arms wrapped around me and his head on my back. When he finally rolled off of me I snuggled up next to him and put my head on his shoulder like a woman.
I felt amazing. I had just had the best fuck of my life and I wanted to lay next to the man who did me so right. It felt perfectly natural. I thought briefly about what my college friends would say if they saw me like this; but it felt too good for me to care. We lay together for quite a while talking while he ran his fingers through my soft straight hair.
After a time I ran my hand down his body and started playing with his cock. I worked on his cock for a while then begged him to fuck me again. He did fuck me again that night, only this time he made love to me gently from behind with his arms wrapped around my body and his head resting on my back.
When he was finished I was sore but well satisfied after having the best night of sex that I have ever had. I got dressed to leave and he put his arms around me and whispered "Please tell me this wasn't a one time thing". I told him that it wasn't and that he should call me when he was back in town. In the following days I felt like what we did was wrong and went back to seeing a woman I was dating. I don't know why.
James contacted me several times after that but I always came up with some excuse not to see him. I know now that what we did together that night was amazing. Still to this day I regret not seeing him again. I regret not being his lover.
I regret not having the chance to suck him off, to taste his hot cum in my mouth. I masturbate about that night all of the time. I fantasize about going on a dinner date with like a couple then going back to his hotel and fucking all night long. I fantasize about being submissive in bed.
Often times when having sex with my girlfriend on top I fantasize that it is James on top of me fucking me like he did that night. In short I really miss him, but have no idea how to contact him any longer.
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