About 20 years ago I ran away from home for a couple days. I hitchhiked and was quickly picked up by a semi driver (I stood just over 5' and was 100 pounds soaking wet so I'm didn't put off much of a threat vibe I imagine). He was in his 40s, tall, average build, not bad looking from what I can remember, and married. It was late afternoon when he picked me up and after a couple hours of driving and talking he pulled off into a rest area because he said needed some sleep. His truck was one of the ones with the bed in the back he told me I could come lay down with him. He closed off a curtain that blocked from the front and I took the inside. I was shocked when he started taking off his pants and he told me he sleeps in his underwear and I should, too. I don't know why but it kind of excited me so I pulled off my pants but kept my t-shirt on. He was only in his tighty-whities and I noticed the sizable bulge in them but at the time I was a virgin and didn't know what to do anyway. He asked if he could lay near me. I said "Sure." I laid with my back to him and he laid close to me, kind of spooning me, but tracing his fingers on my thigh. I could feel his bulge hardening against my butt. He told me that I looked exactly like one of his kid's friends and he often fantasized about her but knew he could never do anything with her. I asked him if that meant he wanted to do stuff with me. He pulled my hips towards him and I could feel his very hard length against me. He told me if I wanted to. I've never done anything with anyone before, thinking he would change his mind, but instead he just chuckled and said, "Sorry, but this is probably going to hurt." He pulled off my shirt and complimented my tits, asking what size they were. I told him they were 28b. He pulled off my panties and as nervous as I already was, at that moment it really became real to me and my heart was beating insanely fast. He asked me if I was ready and I spread my legs, bending them at the knees, and nodded yes. He pulled off his briefs and my eyes became saucers. He was only maybe 6" long, if memory serves, but he was very, very thick. I didn't know how it would fit. He started to rub my pussy with his middle finger and it felt really good, and then he took my hand and placed it on his member. He could barely get his finger into me, saying I was too tight and I wasn't sure how this massive penis was going to enter me. After a minute he went down on me and his tongue felt really really good. Soon I was really wet. He came back up and hovered over me and I could feel the tip against my pussy. I told him I didn't think it was going to fit and he told me it was going to. I was expecting him to grab a condom, but he didn't, and he started pushing into me. I felt like I was being ripped in two. After he got the tip in he told me I had to be the tightest pussy he's ever fucked. He kept pushing and after several excruciating minutes he was all the way in. Then he started going at it. All the way out, all the way in, slowly at first, then faster and faster. Several times he said I was too fucking tight, and after about 5 minutes total he shoved into me hard a few times and moaned loudly and I felt his penis get bigger and then release into me. He came a lot and after he was done cumming he collapsed on me. After a minute he handed me a towel and told me to clean up. When that was done he told me he didn't have a delivery the next day, that he was just heading home, so he wanted to spend the rest of the night having his way with me. I don't know how many times we had sex, but I know we were both incredibly sore afterwards. That night I lost my virginity, gave my first blowjob, handjob, pretty much everything except anal. The next day I went home and never, until now, told anyone about it. I don't know how I didn't end up pregnant. I never saw him again.
# 13381 - by
Anonymous / January 29, 2013