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Best friend
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We are now 60, but this happened years ago. My best friend in high school was hung like the horses he trained. We would have sleep overs and I was constantly pushing my ass against him at night. When we graduated high school, we went off to the same college and were roommates. We were good dancers, and both had our fair share of lady friends. One night we came home empty handed, and a little tipsy. For some reason, I wound up in his bed. During the night, I had my ass firmly planted against him, and I felt him harden against my ass. My cock started swelling too. I reached around and fumbled with his underwear, finally wrapping my hand around his cock, it was very big. Rolling over, I slid under the covers and took him in my mouth, sucking his beautiful cock for about twenty minutes. I could taste his precum, but he never came. Then he returned the favor, taking me in his mouth. I didn't last ten minutes and came hard into his mouth. He got up and went to the bathroom and spit my cum out. We fell asleep. The next day, we went to class and the next few days were back to normal, except my ass was craving his beautiful cock. A week or so later, same thing happened, only this time, we were both naked in bed, and I was rubbing my ass against him. He got very hard, and I grabbed him and ran his head against my ass, pushing against him. He spread my cheeks and his head was against my virgin asshole, it felt fabulous, but try as I might, I couldn't take him inside. Frustrated, but determined, I went to the bathroom and found the baby oil. I lubed my asshole, and got back in bed, running my oily hand up and down his beautiful cock. I backed my ass back up against him sideways again, placing his wet head against my asshole, and pushed against him again. His hands grabbed my hips, pulling me to him and I felt his head push a little inside me, spreading my hole, then the whole head was inside me, felt so good. Together, we slowly worked him inside of me, gently, an inch at a time. Almost ten minutes later, I had Scott all the way inside of me, my ass was so stuffed. And then he started pumping, omg, it felt incredible! He was fucking me! My ass was stretched around his horse sized cock and I was moaning! He was pumping my asshole and I was loving it, so much, I started to cum, buckets leaking out of my cock. He continued for almost 30 minutes and he said he was cumming and I felt him bury that fabulous cock all the way inside of me, hot cum started shooting into me, filling me, and I loved it. After he finished cumming, he stayed inside of me, and then slowly gave me a few more strokes, and between the oil and his sweet cum, I was in heaven. When he pulled his cock from my now gaping hole, I felt his cum leaking from me, and we drifted off to sleep with his cum still leaking. Needless to say, I slept like a baby.

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11 months ago