Where it happened: My apartment
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I was engaged to the man who is now my husband. We were not going to have sex until we were married. I’d fellated men before but never had intercourse. One of my fiance’s fraternity brothers was a guy named Jack. My fiance and I both didn’t like Jack. He was full of himself and always making plays for women. I’d rebuffed him several times.
I was taking my last class before graduation and Jack was in it. We were paired to do a project together and I really didn’t like the idea. Jack asked if we could meet at my apartment, since he was living in the frat house. I made sure a roomate or friend was there. To my surprise, whenever he came over Jack was a real gentleman and didn’t try to get into my pants. I became more comfortable with him and allowed him to come over without anyone else over.
As we wrapped up our project, Jack came over and brought some wine to celebrate the end of the project. As we sipped the wine, Jack told some very funny stories and had me laughing and mellow. Before I knew it, he’d turned the conversation to sex and was telling me of some of the women he’d had. I don’t know why I listened but I did. I’d had a lot of wine and was feeling very mellow. When Jack kissed me I didn’t resist. His light kisses soon became deep and passionate. The next thing I knew we were in my bedroom and undressing.
Jack’s penis was much larger than my fiance’s, and his balls were very large. Jack lay me down and went down on me. I couldn’t believe how good his tongue felt! I raised my legs up and back and came hard. Jack mounted me, hooking my knees under my arms. It was too late to stop him, but I didn’t want to. Jack was unbelievably gentle. His large, thick cockhead pressed against my vaginal lips and slid in. The sensastions were shocking but not painful. It felt really good! When I felt his huge balls against my asshole, I suddenly realized that Jack had deflowered me! My first man was not my fiance!
Jack made love to me for what seemed an eternity before he grunted and came deep inside me. I came twice. Jack and I continued to see each other and have sex for two months until we graduated. I married my fiance and we moved. I found out I was pregnant and had the baby “prematurely”, a month “early.” My fiance still does not know that Jack was my first lover and that Jack is the father of our oldest child. I never regretted what Jack and I did.
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