I was curious about homo sex in high school, but was mainly into girls and managed to keep those urges under control until after college. I was always a

8 years

359 Views

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.

New Confession

I Fucked my step daughter when she was 13 years old she like fir me to eat her p**** too, and i love to eat her out, some hot little c*** she had !

Related Confessions

When I was younger, about 16, I was insatiable and as a result of having my first anonymous hookup with another kid that was 16 (off omegle of all things) I sought to have more.
In this effort I downloaded Grindr and lied about being 18, eventually finding someone who hosted an anon darkroom not even 5 minutes away and who was more than happy leaving their door unlocked and a** ready. After I was invited over and tentatively entered their place I immediately set about u*********, going to nothing in a minute and slowly started up the steps to his room. Once in his room I was approached in the dark by him – a 30-something yr old man who was equally as naked but twice my size – and he reached down and started to blow me once he settled on his knees. Within minutes once I was sufficiently erect I prodded him onto the bed and had him bend over, eventually sliding in without any additional lubrication and begun to – at the age of 16 – f*** this older mans a**. I went for about 20 minutes by my estimation and slowly over the course of the f****** went from doggy, to sideways to having him lie fully down whilst I went to town on him.
Eventually I finished in him and got up and left. Once home I gushed to him about how much fun it was and how I appreciated him taking a chance with me, with some more conversation eventually leading to my age being revealed and – to my own surprise – him revealing that he’d prefer it if we kept going in spite of it. I’d meet him continuously, probably once to 3 times a month or even multiple times in the same week until I moved away at 18. I never saw his face but I remember being inside him so vividly.