First time sex - Anal

When I was 18 I was dating a guy, Tim, who was very open sexually. He had always expressed an interest in trying anal sex. I on the other hand was very hesitant because Tim had a very large cock, about 10 inches long and very thick.

Well one day we were lying in my bed. Both of us were pretty silent and admiring each others bodies through our clothes. Out of no where Tim asked, “Are you ready?” It wasn’t difficult for me to figure out what he was talking about. I’m sure he could tell by the look on my face I was very unsure. “I promise I’ll be gentle” he said. I was still very cautious but finally forced out a ‘yes’.

Tim began to caress my whole body through my clothes. He kissed me as softly as ever as we started to undress each other. I moved down towards Tim’s dick which was already hard and pulsing. I softly licked off the pre-cum from the head of his dick and took the rest into my mouth. His body began to jerk wildly as I sucked his huge cock and took it all the way into my mouth. When He was about to cum, I pulled his dick out of my mouth, it was my turn. Tim gave me a seductive grin and moved his hand towards my pussy which was already drenched. He stuck a finger in and I let out a slight moan as he took it out and stuck it in his mouth. He started to rub my clit. Tim would always tease me, rubbing all over and then finally hitting the one spot that made me go wild. My body began shaking and I almost couldn’t take it. “Cum for me baby”, Tim said. My body was shaking violently and he had to hold my legs open. I started to scream Tim’s name as I reached a cunt splitting orgasm.

“Lay on your side”, Tim said, almost forcefully. I did as I was told and he began to rub my ass with his fingers which were covered in my juices. He stuck his dick in my pussy and got it nice and wet. One of his hands was rubbing my shoulder as his other was guiding his huge cock toward my virgin ass. “Shhh, just relax” he kept repeating. I’m sure it was very obvious how nervous I was. He forced the head of his dick into my ass and I let out a moan. I felt almost no pain as he forced the rest of his huge member inside of me. I told Tim to pull my hair as his stroke got faster and rhythmic. “You like getting your ass fucked, don’t you? You dirty girl.” Tim said. “Mmm yeah baby fuck me harder. Fuck me like I’ve been a bad girl.”

Tim’s huge cock stretching my ass felt like nothing I’ve ever experienced. I told Tim, “I wanna see you fuck my ass”. He flipped me over and threw my legs on his shoulders. He didn’t hesitate at all and shoved his cock back into me. “Play with your clit, baby” he said to me. “Yeah, you like watching me play with my pussy? Mmm fuck my ass harder baby. I want you to cum in my tight ass.” Tim’s strokes became so fast. I was on the verge of cumming. His huge cock felt so good inside me. “Cum, baby, cum” Tim said to me. I started to rub my clit so fast to match the pace of Tim. “Ohh fuck baby, I’m gunna cum”, I said,”mmm yeah keep fucking my tight asshole.” I screamed and moaned and Tim began to cum along with me. “Yeah, cum in my ass. I want you to fill up my ass with your cum.” I told him. Tim moaned and grunted.

We laid there for a minute, breathing heavily. Tim pulled his cock out of my ass. His cum began to trickle out. He scooped it up with his fingers and brought his hand toward my mouth. I sucked all the cum off, he tasted so good. “I knew you were a dirty girl”, Tim said. “Well what other ideas do you have?”…

More later!