Straight Male / 26
When I was 19 I moved to Florida to go to a technical school. Got a dorm that I ended up Shari g with a 3rd cousin who is a girl. She was 18 at the time. They let a guy and girl stay in the same room because we were family. Wasn't my decision but whatever.
She was definitely more like a guy, nothing girly about her. She is way shorter then me though. We were fresh out of high school and I was still a virgin so awkward times. After like two months I just got more comfortable and decided to get a bit risky. I'd come out of the bathroom in the morning in just a shirt and briefs. White Or colored briefs depending on what I wore that day. A virgin and fresh out of high school do briefs were all I wore and knew of. She didn't seem bothered by that habit. I'd sit on my bed in just the shirt and briefs till I put my pants on before we left for class. At night before bed I'd shower then wear just my briefs to bed like I did at home.
A month after doing that she finally saw me get out of bed with my morning wood in my briefs. I just totally forgot I had it one morning when I got up! I could tell she noticed! Around that time she started doing the same as me, shirt and underwear in the morning and at night before bed. She wore bikini briefs and men's boxer briefs some days. I thought that was kinda odd but her decision.
Got to talking one night and she was still a virgin too. She asked how I masturbated in a shared room and I embarrassingly said every few days I do it in the bathroom when your sleeping or when I shower. Or in my bed when your showering. She admitted she did it in her bed often and in the shower.
Another few weeks passed by and when we were at Walmart on a Saturday morning as usually I decided to get risky and told her I need to get some personal items before we checked out. Went to the pharmacy area and found the condoms. I picked up the first pack of Trojans I saw and a small bottle of lube. She looked puzzled and embarrassed asking what those are for. I told her just for my use.
Skipping forward, four nights later somehow we ended up having sex. I was laying in bed in my white briefs watching a movie on my laptop when she came up beside me in bed to watch some of it with me. She was wearing a shirt and bikini panties that night. Few minutes later she had her hand creeping towards my now erect cock and said she wants to try jerking one and possibly blowing one. She was rubbing my bulge through my briefs till I pulled them off and kicked them on the floor. So my hairy hard cock was in front of her. She said it looks huge lol. She slowly jerked it then licked it a little. I got over my fear and told her to take her shirt off and her boobs were now exposed. Then I grabbed her panties and pulled them off. Her vagina was more hairy then my cock! But I didn't care, I started to lick it then finger it. I could tell she was enjoying it.
She to,d me how about we get this sex stuff out of the way. So I went to my dresser and grabbed a condom. First time I ever put a condom on! In missionary style I slowly pushed my cock in. Her small framed body had a small vagina so my cock was huge to her. She moaned and said it hurts. I pulled out and she got on top. Finally after 10 minutes she was sitting on my cock and when she got off it there was blood on the condom and my pubes. She looked like I would freak out but I told her it's fine. She wiped the blood off with a paper towel then we got back in missionary where 3 minutes into fucking I cummed. I was filled with joy! My first orgasm from sex!
We laid there after sex promising we wouldn't tell anyone and she got up to shower after she pulled the cum filled condom off of me. I laid in bed till she got out of the shower then I showered. I put my briefs back on that were on the floor and she was in her shirt and panties. The next morning I woke up and she was already dressed and ready for class. I asked her how she felt and she told me fine just a little sore. She looked at me and said your obviously the same. I had morning wood.
So for the next 13 months we had sex regularly. Up to 6 times a week sometimes. Nothing romantic, just sex so each of us could get an orgasm. Probably some of the most vanilla sex ever. We even did anal sex a few times, she wasn't a big fan of that.
Talk about awkward family reunions. Last year she told me she has yet to find a guy with a dick as nice as mine. Mine had the perfect girth and length for her. I asked if she is still hairy down there and she told me she started shaving after we had sex. I was kinda jealous I didn't get to see her shaved!
She was definitely more like a guy, nothing girly about her. She is way shorter then me though. We were fresh out of high school and I was still a virgin so awkward times. After like two months I just got more comfortable and decided to get a bit risky. I'd come out of the bathroom in the morning in just a shirt and briefs. White Or colored briefs depending on what I wore that day. A virgin and fresh out of high school do briefs were all I wore and knew of. She didn't seem bothered by that habit. I'd sit on my bed in just the shirt and briefs till I put my pants on before we left for class. At night before bed I'd shower then wear just my briefs to bed like I did at home.
A month after doing that she finally saw me get out of bed with my morning wood in my briefs. I just totally forgot I had it one morning when I got up! I could tell she noticed! Around that time she started doing the same as me, shirt and underwear in the morning and at night before bed. She wore bikini briefs and men's boxer briefs some days. I thought that was kinda odd but her decision.
Got to talking one night and she was still a virgin too. She asked how I masturbated in a shared room and I embarrassingly said every few days I do it in the bathroom when your sleeping or when I shower. Or in my bed when your showering. She admitted she did it in her bed often and in the shower.
Another few weeks passed by and when we were at Walmart on a Saturday morning as usually I decided to get risky and told her I need to get some personal items before we checked out. Went to the pharmacy area and found the condoms. I picked up the first pack of Trojans I saw and a small bottle of lube. She looked puzzled and embarrassed asking what those are for. I told her just for my use.
Skipping forward, four nights later somehow we ended up having sex. I was laying in bed in my white briefs watching a movie on my laptop when she came up beside me in bed to watch some of it with me. She was wearing a shirt and bikini panties that night. Few minutes later she had her hand creeping towards my now erect cock and said she wants to try jerking one and possibly blowing one. She was rubbing my bulge through my briefs till I pulled them off and kicked them on the floor. So my hairy hard cock was in front of her. She said it looks huge lol. She slowly jerked it then licked it a little. I got over my fear and told her to take her shirt off and her boobs were now exposed. Then I grabbed her panties and pulled them off. Her vagina was more hairy then my cock! But I didn't care, I started to lick it then finger it. I could tell she was enjoying it.
She to,d me how about we get this sex stuff out of the way. So I went to my dresser and grabbed a condom. First time I ever put a condom on! In missionary style I slowly pushed my cock in. Her small framed body had a small vagina so my cock was huge to her. She moaned and said it hurts. I pulled out and she got on top. Finally after 10 minutes she was sitting on my cock and when she got off it there was blood on the condom and my pubes. She looked like I would freak out but I told her it's fine. She wiped the blood off with a paper towel then we got back in missionary where 3 minutes into fucking I cummed. I was filled with joy! My first orgasm from sex!
We laid there after sex promising we wouldn't tell anyone and she got up to shower after she pulled the cum filled condom off of me. I laid in bed till she got out of the shower then I showered. I put my briefs back on that were on the floor and she was in her shirt and panties. The next morning I woke up and she was already dressed and ready for class. I asked her how she felt and she told me fine just a little sore. She looked at me and said your obviously the same. I had morning wood.
So for the next 13 months we had sex regularly. Up to 6 times a week sometimes. Nothing romantic, just sex so each of us could get an orgasm. Probably some of the most vanilla sex ever. We even did anal sex a few times, she wasn't a big fan of that.
Talk about awkward family reunions. Last year she told me she has yet to find a guy with a dick as nice as mine. Mine had the perfect girth and length for her. I asked if she is still hairy down there and she told me she started shaving after we had sex. I was kinda jealous I didn't get to see her shaved!
