It was with my last boyfriend.
In bed one night, he asked if he could try to put his cock in my ass. I Do Love a couple of fingers up in there, so why not? A devilish grin stretched across his face (I later found out that he’d never been allowed to stick his dick in a girl’s ass before).
He took his time with warming me up: lightly circling my asshole with his finger tip. He rubbed lube up and down my crack, and all around my pretty pink knot. Then he gently pressed his index finger inside. Slow and steady. He eased it back and forth until it was all the way in, while I wriggled with delight. Another finger was inserted shortly after the first. I rubbed my clit slowly, and enjoyed the shame of the taboo sex to come. He pushed in a third finger, and I was in heaven!!
He slowly, then at my instruction, more quickly, forced his fingers in and out of my tight pink asshole. I was sloppy wet. He was incredibly hard.
He stretched and widened my ass for 5 minutes, and it felt so good.
He then turned me over on my belly, spread my legs wide apart, and positioned himself behind me. While I spread my ass cheeks for him, he pressed the tip of his cock against my waiting asshole… then he pushed his throbbing head inside me. It was tight, and it felt good and painful at the same time. He slowly moved deeper and deeper as I moaned – my hand on his thigh; guiding the pressure and depth. Once he was all the way in, he gently moved back and forth. He kept a steady pace until I told him he could move faster. Then faster. Then Faster still. I was moaning and whimpering while he violated my virgin asshole. It made me feel like a dirty slut, and I was So turned on.
Soon enough he was slamming that ass hard and fast, like a sopping wet pussy (and boy was my pussy Wet!!) My hand was viciously rubbing my clit while he pounded me, lasting about 10 minutes before he was ready to cum. He gave me the one minute warning I needed; and I ground with my clit with two finger so we could cum together.
I shuddered with ecstasy as I came hard on his dick. He could feel my asshole tighten around his 7″ cock.
He blew his load inside my asshole, while he grunted with pleasure.
When he pulled out, I felt relief and satisfaction.
The next day; I had a pleasant tingle in my bum. (I had to be on a plane at noon!!) it was a nice reminder of the pleasure and pain I had experienced the night before…
Source: reddit.com/r/gonewildstories/comments/4t82ug/the_first_time_i_had_anal_sex_with_my_ex_boyfriend
Nice! Will you be doing it again?