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- May 9, 2008
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So far, I had just experimented with guys in school by giving and receiving head. I knew I enjoyed the experiences, and often found myself fantasizing about getting fucked while I used my fingers or other small objects to penetrate me during jack off sessions. Being discreet about my bisexuality, I found it hard to find the right situation. That changed with an older man I met on a business trip.
Steve was in his 50's and very much the commanding type. He chatted me up with small talk about a lecture we had just attended and ended up having dinner afterward as he was also alone on the trip. I kept getting the feeling he was interested in more than the series of lectures we were attending and he finally asked if I wanted to come to his room for a drink and to watch a ball game we had been watching at the restaurant. Secretly I was hoping this would be it!
Up in his room we made some small talk and Steve excused himself to change. He came back in some shorts and t-shirt. I was sitting in a chair next to his bed where he kicked back next to me. I found myself catching glimplses of his cock outlined in his shorts and Steve must have sensed it. He gently brushed his hand on his cock as he reached for his drink next to me and I noticed it swelling. I caught his gaze as he found me staring at his shorts. Steve could see I was nervous and he asked if I was interested in something I saw. I explained my interest and also my hesitation. Steve was understanding, but somehow knew to take control.
Then Steve stood up right in front of me as if daring me to touch him. I tugged on his short and freed a beautiful thick cock about 6 inches long. I began tugging on it as it stiffened and he brought it to my lips. I was confident in my ability to please him and began suck and licking his cock and balls. Steve guided me onto his cock and balls as he saw fit and relished in my oral artwork. After pulling back a few times to save himself for more, Steve pulled me up and began removing my shirt and jeans. After undressing me, he pushed me on the bed and took me into his mouth. I was a jumbled mess of nerves, inhibitions, and desire! Steve expertly worked on me and would delve below my balls and ever so close to my asshole which was driving me crazy. He placed his finger to my hole and I flinched. Steve looked up and asked if I was ok. I told him then that I was an anal virgin and wasn't sure about being fucked. I think he could tell I wanted it and knew just how to handle me.
Steve got up and pulled some condoms and lube out of a drawer and asked if he could proceed. I gently nodded my head in the affirmative and he was on a mission. Steve forced me over onto my stomach and placed some pillows under my hips. He then began to tease me with his tongue, avoiding direct contact with my hole until I couldn't stand it and begged for him to eat me. His tongue on my pucker was like electricity shooting through me. I began to want more and he began easing a lubed finger inside of me. I was used to this sensation and readily accepted it. Soon he was working two fingers into me as he secretly lubed up his cock and the condom. With my hips gently circling in anticipation, Steve placed his cock to my hole and steadily pushed past the first ring of muscles. There was an initial bit of painn mixed with pleasure as I tensed up and began to pull away a little. This is where my new daddy took charge.
My head was in a pillow and my arms out in front grasping the pillow as Steve grabbed my wrists and held them firmly. My inhibitions were battling with my desire as I began to struggle and try to get away. I felt all of Steve's weight bearing down on me as his cock slipped deeper into my hole as he forced his way on top of me until I couldn't move. My mind was racing with all kinds of feelings and I knew this was it. I kept struggling but half-heartedly as I knew I needed an excuse to be taken. Steve began fucking me with smooth deep strokes as he laid on me and held my wrists. I was moaning into the pillow and squirming beneath him as my cock rubbed against the pillow. This was enough to put me past the point of stopping.
Steve began to forcefully fuck my ass while telling me how he was going to make me take it all. I began to push back against him and he knew I was game. He proceeded to alternate between fucking me gently and deep powerfull fucking. I was loving the combination of his cock fucking my ass, his weight holding me down, and my cock slowly building to a climax. Steve would pull out and tease my gaping hole, only to plunge back in forcefully and causing me to moan deeply into the pillow. Steve fucked me so long I was sore from the friction of his cock ravaging me but still loved every minute. He could tell I was ready to cum by my frantic humping against the pillows under my hips and he grunted in my ear to cum while he fucked my hole. My hole squeezed his cock as I grunted out a huge load onto the pillow and my stomach as he pounded my spasming hole hard. I tried to recover from the stars I was seeing as he went on with no signs of letting up.
He suddenly pulled out of my well fucked ass and forcefully rolled me over while he stripped the condom of his cock. His cock was beautifully swollen and I wanted to feel it again. Steve came up and straddled my chest as he fed me his cock. He began fucking my mouth as I struggled to keep up. He pulled back and told me to open my mouth as he kacked his cock, allowing me to tease th tip with my tongue. I beagan to beg him for his load and Steve's serious look brightened. he told me to open wide and jerked onnto my outstretched tongue. A couple of strrokes and he began shooting stream after stream of cum into my mouth and coating my tongue and face with his load. I greedily took all I could get and swallowed his prize. Steve rolled over and collapsed beside me with a smile of accomplishment on his face. We made small talk, had a beer and watched the rest of the game. Luckily, we had a week left at the conference to indulge. After my new daddy took it, I certainly wanted him to have some more!
Steve was in his 50's and very much the commanding type. He chatted me up with small talk about a lecture we had just attended and ended up having dinner afterward as he was also alone on the trip. I kept getting the feeling he was interested in more than the series of lectures we were attending and he finally asked if I wanted to come to his room for a drink and to watch a ball game we had been watching at the restaurant. Secretly I was hoping this would be it!
Up in his room we made some small talk and Steve excused himself to change. He came back in some shorts and t-shirt. I was sitting in a chair next to his bed where he kicked back next to me. I found myself catching glimplses of his cock outlined in his shorts and Steve must have sensed it. He gently brushed his hand on his cock as he reached for his drink next to me and I noticed it swelling. I caught his gaze as he found me staring at his shorts. Steve could see I was nervous and he asked if I was interested in something I saw. I explained my interest and also my hesitation. Steve was understanding, but somehow knew to take control.
Then Steve stood up right in front of me as if daring me to touch him. I tugged on his short and freed a beautiful thick cock about 6 inches long. I began tugging on it as it stiffened and he brought it to my lips. I was confident in my ability to please him and began suck and licking his cock and balls. Steve guided me onto his cock and balls as he saw fit and relished in my oral artwork. After pulling back a few times to save himself for more, Steve pulled me up and began removing my shirt and jeans. After undressing me, he pushed me on the bed and took me into his mouth. I was a jumbled mess of nerves, inhibitions, and desire! Steve expertly worked on me and would delve below my balls and ever so close to my asshole which was driving me crazy. He placed his finger to my hole and I flinched. Steve looked up and asked if I was ok. I told him then that I was an anal virgin and wasn't sure about being fucked. I think he could tell I wanted it and knew just how to handle me.
Steve got up and pulled some condoms and lube out of a drawer and asked if he could proceed. I gently nodded my head in the affirmative and he was on a mission. Steve forced me over onto my stomach and placed some pillows under my hips. He then began to tease me with his tongue, avoiding direct contact with my hole until I couldn't stand it and begged for him to eat me. His tongue on my pucker was like electricity shooting through me. I began to want more and he began easing a lubed finger inside of me. I was used to this sensation and readily accepted it. Soon he was working two fingers into me as he secretly lubed up his cock and the condom. With my hips gently circling in anticipation, Steve placed his cock to my hole and steadily pushed past the first ring of muscles. There was an initial bit of painn mixed with pleasure as I tensed up and began to pull away a little. This is where my new daddy took charge.
My head was in a pillow and my arms out in front grasping the pillow as Steve grabbed my wrists and held them firmly. My inhibitions were battling with my desire as I began to struggle and try to get away. I felt all of Steve's weight bearing down on me as his cock slipped deeper into my hole as he forced his way on top of me until I couldn't move. My mind was racing with all kinds of feelings and I knew this was it. I kept struggling but half-heartedly as I knew I needed an excuse to be taken. Steve began fucking me with smooth deep strokes as he laid on me and held my wrists. I was moaning into the pillow and squirming beneath him as my cock rubbed against the pillow. This was enough to put me past the point of stopping.
Steve began to forcefully fuck my ass while telling me how he was going to make me take it all. I began to push back against him and he knew I was game. He proceeded to alternate between fucking me gently and deep powerfull fucking. I was loving the combination of his cock fucking my ass, his weight holding me down, and my cock slowly building to a climax. Steve would pull out and tease my gaping hole, only to plunge back in forcefully and causing me to moan deeply into the pillow. Steve fucked me so long I was sore from the friction of his cock ravaging me but still loved every minute. He could tell I was ready to cum by my frantic humping against the pillows under my hips and he grunted in my ear to cum while he fucked my hole. My hole squeezed his cock as I grunted out a huge load onto the pillow and my stomach as he pounded my spasming hole hard. I tried to recover from the stars I was seeing as he went on with no signs of letting up.
He suddenly pulled out of my well fucked ass and forcefully rolled me over while he stripped the condom of his cock. His cock was beautifully swollen and I wanted to feel it again. Steve came up and straddled my chest as he fed me his cock. He began fucking my mouth as I struggled to keep up. He pulled back and told me to open my mouth as he kacked his cock, allowing me to tease th tip with my tongue. I beagan to beg him for his load and Steve's serious look brightened. he told me to open wide and jerked onnto my outstretched tongue. A couple of strrokes and he began shooting stream after stream of cum into my mouth and coating my tongue and face with his load. I greedily took all I could get and swallowed his prize. Steve rolled over and collapsed beside me with a smile of accomplishment on his face. We made small talk, had a beer and watched the rest of the game. Luckily, we had a week left at the conference to indulge. After my new daddy took it, I certainly wanted him to have some more!
twice.
