Fabulous session with surprise first anal! [m/f] | 2016

(Let me start this right off saying that I'm one of those girls who said she would never do anal. Trying was always painful, and I figured if I wasn't going to do it by 30, I probably would never be comfortable with it. Now, my SO and I have been together for a little short of a year, and has expressed the want to do it several times. During foreplay he would play with my asshole and I actually liked it, so I agreed I'd buy a kit and asked him to help me work into it. Turns out we didn't need it. My head is still swimming, this was much longer but omitted some for the sake of shortness! I just want to remember it...)

All day I was getting turned on by my gorgeous boyfriend. We were at a wedding and having a decent time, but I couldn't wait to get him home and rip his clothes off. I was sitting there schmoozing with his family and trying to keep my hands off of him, just waiting until it was time to go home.

We rented a movie and got a cheap bottle of wine and settled in for the evening, I love being the little spoon. I was ecstatic when he started touching my sides and breasts gently, I had been waiting for this all day.

I wanted the foreplay to last, and the movie made a great excuse/distraction. I felt him getting hard and slipped his cock between my buttcheeks to facilitate this. He began to grab and massage my tits, which I love.. I let slip a moan and backed my ass against him, encouraging his thrusts.

The combination of his strong hands on my breasts and the pressure of his cock on my asshole was fantastic. I was extremely wet by this point, but the thrusting was awkward as he didn't have a great range of motion. I told him to grab the coconut oil, and made my ass into a slip-n-slide.

"Put some on my cock, too," he requested, and I happily obliged. He was rock solid and standing at attention, and it was all I could do to keep myself from swallowing him right then.. but I held off and guided him back between my asscheeks.

Oh my god, what a difference. I grasped the base of his shaft and his wonderful balls and guided him where I wanted him. Up, down, all around, and then for curiosity's sake, pressed him against my virgin asshole. His breathing was rapid and I could tell he was excited, but I felt confident because I had good control over him with my hand. He gave a series of gentle, shallow thrusts, which felt nothing but amazing, and I wanted him inside of me immediately. I pushed against him with his thrusts, and to my surprise, he popped right in! No pain, only pleasure. He gave a wonderful moan and shuddered a bit, which absolutely drove me wild.

Thrusting was even better. For a while he kept to the first inch or two of his cock, gliding in and out like silk, but it wasn't long before I wanted all of him and let go of him, pulling him into my by his ass. That amazing ass, clenched to high heaven, it was all I could do to keep from sinking my nails in.

He was clenched and grunting and I knew he would cum if we didn't slow down. I asked him if we could revisit this at another time, that I loved it but I needed him to fuck me. I was absolutely soaked at this time, on the brink of orgasm, and needed his cock in my pussy immediately!

A couple goodbye thrusts and he pulled out. We hurried to the shower, where I stroked his intensely hard cock and kissed him passionately. His hardon grazed my pussy and I needed him immediately, did not even bother to towel off. The movie was lost on me at this point.

He slowly entered me and my pussy was already spasming in response. I went for my clit as his wonderful dick made slow passes over my gspot, bringing me closer each time. I love when he does this, he matches the speed of my fingers to his thrusts, until I come over the brink and turn into a gushing, thrusting mess of a human being. After he had blessed me with three orgasms, he commanded me to turn over.

I thought I was spent. I was definitely in the afterglow, coming down from the high and waiting for him to cum. That was, until he delivered a well-aimed spank to my ass and sent me back into buildup mode. His hurried thrusts and grunts of pleasure coupled with the sting of his hand brought me to the brink once again, and I pressed back against him and somehow manage to come with him one more time.

I don't think I've slept so well in years.