I didn’t realize it at the time but my cuckold kink would start out in my early college years. In September of my sophomore year I met a beautiful freshman girl named Sarah. She wasn’t a 10 to most guys but she was a 10 to me and I felt she was definitely in my league. I’ve always had a thing for petite girls with smaller breasts and Sarah checked all the boxes for my ideal girl. She had such an innocent and sweet demeanor I almost had a hard time picturing her being sexual… but I did nonetheless! Sarah had no idea but she was also the fuel of most of my masturbation sessions and I blew so many loads to her Facebook and Instagram.
Whenever our mutual group of friends hung out together Sarah and I would spend time together and there was definitely some chemistry between us as we flirted. We were both pretty inexperienced with relationships and sort of shy so neither of us took the steps towards going out as a couple. Our friends would occasionally tease us that “we should get a room” based on the closeness of our friendship and we’d both kind of blush and shrug it off. I desperately wanted to get a room with her but she kept throwing hints that I was “such a good friend” and I’m her “best guy friend.” I didn’t want to ruin a good thing and figured maybe our friendship could take a turn towards the romance and sex that I so desperately desired.