I was curious about homo s** in high school, but was mainly into girls and managed to keep those urges under control until after college. I was always a bigger dude – tall, muscular, strong – but also admittedly overweight. I played football – at 6’4″ and over 300 lbs it was the only thing I felt good at. I only dated a couple of girls but it was ok. I had low self esteem due to my size, my weight, and I was also very hairy and ashamed of it.
After college I still suffered pretty bad self esteem issues but had a live in girl friend. She was kind of a c*** and always trying to get me to lose weight, clip and shave my body hair, etc. She started withholding s** from me to try and motivate me, but it backfired. I discovered it was easy to meet guys online and did. It was still hard for me to actually follow through and lot of those were not into guys my size and hairy like me.
I found this really approachable dude who was also in a relationship – small and skinny, nerdy bookish type I did’t feel intimidated by. He was really into servicing guys orally and said he liked “bears” so we agreed to meet at motel. He got naked first and I loved his body. He was short, not thin but average, smooth all over, average uncut c***. I was nervous but got naked – he just pushed me down on the bed and massaged, explored by body and then started sucking…it was amazing. I was just watching him between my legs going to town on my d*** when I got the sudden urge to rail his a****** although we hadn’t talked about f******.
I pulled out of his mouth and got behind him…found his a****** and just shoved in. I knew I wouldn’t last long so I just shoved in and started f******. I LOVED how tight his a****** was and how my d*** looked pumping his smooth a**. After just a minute or two I was at the point of no return and realizing I hadn’t even asked if I could f*** him much less f*** him raw so I pulled out and sprayed his a** and back.
It wasn’t until after that I’d realized I’d hurt him pretty bad. I was so ashamed of myself I just got dressed and left while he was in pain on the bed.
