Shot Two Loads In One Night, but Only One Was Inside [M]y G[F]

Let me start off by saying this I love my gf. We’re both in our mid 20’s; we met in high school and dated through college. Conveniently our colleges were only 25 minutes away from each other which meant we spent almost every single weekend together *enter the dilemma*.

I know this sounds selfish but as of late I’ve been super anxious and worried that I haven’t had a chance to explore sex with different people. I feel this pent up nervous energy. Sometimes I can’t get hard with my gf because I feel guilty that my mind wanders to these types of thoughts.

My gf had this roommate her freshman year we’ll call her Beth. They were attached at the hip and stayed good friends and even decided to rent an apartment together to save some money. I would almost consider her like a sister because she’s always around and always comes out with us as if she’s immune to the awkward feeling you get when 3rd wheeling.

[F]riends sister rocks [M]y world in Reverse Cowgirl

I’ll just cut to the chase, I used to be really heavy growing up as a kid. Getting made fun of, no girls liking me, all the classic hellish symptoms of growing up an overweight child. About a year ago I looked in the mirror and saw a 25 y/o overweight virgin, in between jobs, and in a really low place. The only silver lining to being let go from my job had been my increased time to focus on lifting and eating right. Since a year ago I’ve been able to lose 75lbs, bulk up with muscle, and see signs of a 6 pack but more importantly just maintaining healthy habits. But there was one more issue to tackle, my virginity.

A buddy of mine had asked me and some other friends of ours from college to come up to his parents lake house in Michigan for the weekend. Now keep in mind I had not been to any public events since my weight loss. I’m still very shy and protective of my body and still feel like I had not progressed to where I wanted to be.

[F]airytale BJ in Abandoned [M]ansion

It’s years later and I still revisit this memory when I’m searching through my spank bank for good material to slam my ham to. It was the beginning of my senior year in high school. A magical time where you get the freedoms of being an adult with none of the responsibilities. At this point in my sexual career I was a novice. Sure my ex gf had done her fair share of ball fondling and blowing me and we had sex a couple times, but I was not prepared for the series of events that would take place over the next month with a new girl who had transferred to my high school from the neighboring town.

Her name was Giselle, she was Italian and had a caramel complexion, a plump ass, B sized perky titties with curly brunette hair and big luscious lips. Like cavemen discovering fire for the first time we hopped around on all fours jaws dropped to the ground when the bottom half of her ass cheeks fell out from under her petite booty shorts. Me and my friends did a tribal rain dance to thank the gods the day she sat at our lunch table. She didn’t know anybody in our school except one of my friends Devon who used to live in her town they went to middle school together.