This is when he began rubbing my ass cheeks. He said turn around and let me see that hole. I did and he began rubbing my cheeks and sliding his finger along my crack. He stopped right on top of my hole and pushed slightly. He could tell I was tense and told me to relax. I tried my best. He then hit me with a term I never heard before. As he rubbed my hole, he said "damn, that's some tight boipussy." I never heard that expression before, but I knew right away I liked it. He moved and grabbed my cheeks with his hands giving them a hard squeeze. I could feel him pull my cheeks apart and that's when I felt his tongue lick my pussy. "OH FUCK!!!!" came from my mouth. I never experienced a surge of pleasure like I just felt as he licked my pussy. He continued to lick harder and deeper and I couldn't help myself. I was pushing my hips into his face. I was reaching back and trying to grab his head to pull him deeper into my pussy. He knew I was fucking ready to get fucked, but he made me wait. I needed to get his cock hard again. He spins around over top of me. Gets into a 69 position. He lifts my legs and folds me slightly so he could continue to tongue my pussy while pumping his cock in my mouth. This man was eating my asspussy and it was driving me up the fucking wall. I couldn't shove his cock in my mouth deep enough. He was hard and I wanted his cock burried in my throat balls deep, but sadly I couldn't get him deep enough. He let go of my legs, fucked my mouth a bit more, then said, "you ready for me to slide this cock in your ass?" Oh he knew I was beyond ready to lose my virginity...my pussy virginity. He grabbed some lube from his headboard and popped the top. He took his cock out of my mouth and squirted and huge glob of lube on his cock. stroking it to make sure it was all covered. I layed there playing with his balls as he lubed his cock. He moved down between my legs and lifted my legs. He then dropped a huge blob of lube on my ass and began to slowly rub it all around my hole. I gyrated my hips as he lubed my pussy. He slid closer to me, lifted my legs in the air, and pulled me like a rag doll towards him. I felt the head of his cock touch my pussy and clinched. He told me to relax and said he would go slow. He would take the head of his cock and push it against my hole, then back off, and do it agin. He did this for several minutes each time pushing just a slight bit more than before. His slow tender approach relaxed me and his comments about my pretty boipussy made me relax even more. A few more pushes, his calming voice, I finally felt him pierce into me just a tad. FUCK THAT BURNED!!!!!!! He could tell I was in pain and backed off. Gave me a second to recover and resumed his entry. I am not going to lie, this shit was burning my ass bad. He then said, "don't leave here without getting fucked. you'll regret it forever." Fuck, I knew he was right because I regret to this day I never got fucked by my friend. He played with my hole a bit more and began his push routine. It burned again, but I just grabbed the bed sheet. He didn't back all the way out this time. He just let it sit for a minute. He gave another little push and I could feel my hole slip around the head of his cock. This dude had his cock in my ass!!!