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Timid Type

Age when it happend: 21
Where it happened: dorm
Sex: Female
Rating: 10
Category: Straight

He was sleeping over at my dorm. It was the first boyfriend I ever had. We’d been dating for almost a year now. He was one of those really charming, funny guys you know, that gorgeous guy who makes friends easily with everybody in the room. I was the timid type when it came to sex, I was still a virgin and was too scared to trust a guy enough to sleep with them. He slept in the bedroom next to me. I couldn’t sleep.I opened the door of the guest room and saw him on the bed, he wasn’t asleep either.I was wearing one of his button up shirts that covered my panties. He was wearing boxers. I laid next to him on the bed and started kissing him. He asked me if I was sure I wanted to do this. I told him yes. He took off his boxers.

He was naked, I looked at him and gave off a bashful smile. He smiled and lifted my shirt off of me and removed my panties. I was so nervous and embarrassed I couldn’t look at him. He started to kiss and lick my back and his hand traced my back till it reached my butt, and then he started to rub my pussy from behind. He was very gentle and I was very wet. He kissed my ears, my cheeks, and kept softly rubbing my pussy. He turned me over and smirked as he saw I was covering my breasts with my hands. No one had ever seen me naked before, I felt so embarrassed. He moved my hands from my breasts and placed them over my head. He started to kiss them, then kiss me, I felt like we were sharing the same breath, his kisses were deep and long. He looked at me, I blushed and laughed out of fear, looking away. He said Look at me, and I did, then he said, You have no idea how beautiful you are. I shrugged it off to kiss him, He stopped me and said, I love you. I love you baby, I said.

I suddenly wasn’t timid anymore, I wanted him in me; I wanted him. He started rubbing my pussy with his hands and kissing me and he kissed my body all over till his mouth reached my pussy and he began to eat me out. I felt my body trembling. I was twenty one and I’d never experienced anything other than a kiss. He moved his mouth around my clit and I started breathing heavily. I came so fast, so intensely, my body shivered. He grabbed my pussy with his hand and kept it there for a while as if to soothe the throbbing. I pulled him on me, I moved my hands down his back, to his butt and then to his penis. I told him I want him in me.

He rubbed the tip of his penis on my pussy, which I could tell got him really excited. He slowly put his penis in my vagina. It felt tight, it didn’t hurt, but it wasn’t smooth sailing. He asked me if he was hurting me, if he should stop, I told him no. He moved rhythmically on top of me. He was so deep in me. He started thrusting a little faster as he was about to cum. We were breathing heavily, then he came in me. I could feel his body quiver as he rested on top of my body. I told him to stay in me for a while. He laid on top of me. Then he moved to the side.

It didn’t take long for him to get hard again and we had sex twice again that night and fell asleep in each others arms.

It’s been three years since then, we’re engaged now and have an intensely passionate and adventurous sex life. I’ve come a long way since that first time.

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