Bi-Sexual Male / 32
Business Trip
For the past 6 years, my company makes business trips during December. It just snowed here in Colorado so it reminded me. During those business trips, I would typically travel out around the town and pick up men and women. I would bring them back to the hotel and fuck. It was easy having a one night stand and not really having to worry about running into each other considering I lived in a completely different state. Most times are what you'd expect out of a one night stand but two experiences stuck out and were probably some of the best sex I've had.
About two years ago, I went to a gay bar and picked up a man named Sam. Pretty skinny guy, two years younger than I was, not super flamboyant but still clearly gay. He had tapered jeans and a loose hawaiian button up which caught my attention. Bought him a drink and started flirting. He made it clear he was interested and I made sure to tell him I was just here to fuck. Sam said he just wanted some fun. We went over to my hotel room and began making out. I unbuttoned his shirt and he went lower and unbuttoned my pants and started to suck my cock. I pushed him onto the bed and stroked him. His dick was larger than average but not huge, 6 inches probably. He was super hard and started to lube up his hole. I slowly entered his ass as he stroked his dick and started moaning once I was in. We fucked in missionary while I jacked him off for a while until I flipped him over and onto the edge of the bed. I bent him over and fucked him and he almost tapped out. I got on the bed and told him to ride my cock. He was grinding on me and started moaning even louder. I started to stroke his cock and almost immediately he came. His asshole contracted tight around my cock and I came inside his tight ass. We cleaned up and ordered a pizza from room service afterwards. He was a pretty cool guy, kept his number but we don't really talk often.
Last year, I met this girl at a cafe. Her name was Jennifer. She had long brunette hair and bright blue eyes. I bought her coffee and started working up a charm for her. She was pretty witty and saw right through me. Jennifer was also a big flirt and you could tell. She wasn't easy, she liked to play hard to get but it was clear she was down for a good night. After some chat, she agreed to come to the hotel and still was being hard. It was clear she liked initiative. I made a strong first move and things escalated from there. I was kissing down her neck and removed her bra. Her nipples were pink, her boobs weren't small or large, but a nice inbetween. I kissed along her breast and started to focus at the nipple. She moaned and huffed as I sucked at her chest. She started to stroke me through my jeans. I kissed lower and began to eat her pussy. She tasted sweet and started to shake as I focused and sucked on her clit and made small circles with my tongue. She started shouting she was cumming after I began to finger her. I came back up to her neck and she pushed me over and undid my pants. She started to suck my cock and was really skilled with her tongue. Jennifer made sure I was as hard as I could be before she began to ride me cowgirl style. She felt at her nipples as she rode up and down my cock. Her pussy was so soft and wet. I pulled her off and stood off the bed as we fucked missionary. I watched her tits bounce and she played with her clit as I fucked her. I bent her over and made her get on all fours as we started to go doggystyle. She started moaning loudly and I picked up speed. She was so tight and I was getting ready to cum. She shouted she was on the pill and to cum inside her and I did. Her pussy tightened around me as she came on my dick. We got cleaned up and just stayed in the room for a bit to calm down from what had happened. We later went back down to the cafe and bought some donuts and I also kept her number but just like Sam, we don't really talk.
We're not taking the business trip this year but I jack off to these two times depending of what mood I'm in for which. I've yet to have better sex that I did with these two.
About two years ago, I went to a gay bar and picked up a man named Sam. Pretty skinny guy, two years younger than I was, not super flamboyant but still clearly gay. He had tapered jeans and a loose hawaiian button up which caught my attention. Bought him a drink and started flirting. He made it clear he was interested and I made sure to tell him I was just here to fuck. Sam said he just wanted some fun. We went over to my hotel room and began making out. I unbuttoned his shirt and he went lower and unbuttoned my pants and started to suck my cock. I pushed him onto the bed and stroked him. His dick was larger than average but not huge, 6 inches probably. He was super hard and started to lube up his hole. I slowly entered his ass as he stroked his dick and started moaning once I was in. We fucked in missionary while I jacked him off for a while until I flipped him over and onto the edge of the bed. I bent him over and fucked him and he almost tapped out. I got on the bed and told him to ride my cock. He was grinding on me and started moaning even louder. I started to stroke his cock and almost immediately he came. His asshole contracted tight around my cock and I came inside his tight ass. We cleaned up and ordered a pizza from room service afterwards. He was a pretty cool guy, kept his number but we don't really talk often.
Last year, I met this girl at a cafe. Her name was Jennifer. She had long brunette hair and bright blue eyes. I bought her coffee and started working up a charm for her. She was pretty witty and saw right through me. Jennifer was also a big flirt and you could tell. She wasn't easy, she liked to play hard to get but it was clear she was down for a good night. After some chat, she agreed to come to the hotel and still was being hard. It was clear she liked initiative. I made a strong first move and things escalated from there. I was kissing down her neck and removed her bra. Her nipples were pink, her boobs weren't small or large, but a nice inbetween. I kissed along her breast and started to focus at the nipple. She moaned and huffed as I sucked at her chest. She started to stroke me through my jeans. I kissed lower and began to eat her pussy. She tasted sweet and started to shake as I focused and sucked on her clit and made small circles with my tongue. She started shouting she was cumming after I began to finger her. I came back up to her neck and she pushed me over and undid my pants. She started to suck my cock and was really skilled with her tongue. Jennifer made sure I was as hard as I could be before she began to ride me cowgirl style. She felt at her nipples as she rode up and down my cock. Her pussy was so soft and wet. I pulled her off and stood off the bed as we fucked missionary. I watched her tits bounce and she played with her clit as I fucked her. I bent her over and made her get on all fours as we started to go doggystyle. She started moaning loudly and I picked up speed. She was so tight and I was getting ready to cum. She shouted she was on the pill and to cum inside her and I did. Her pussy tightened around me as she came on my dick. We got cleaned up and just stayed in the room for a bit to calm down from what had happened. We later went back down to the cafe and bought some donuts and I also kept her number but just like Sam, we don't really talk.
We're not taking the business trip this year but I jack off to these two times depending of what mood I'm in for which. I've yet to have better sex that I did with these two.
