The story of my first time anal adventure.

First time anal is supposed to be slow and easy, right? It’s such a fun, monumental kink to explore that it needs to be taken slowly. However, I was a stupid little masochist who did not really take it slow. To make it worse, I tried it with a big black dick. I still remember it to this day, even though I was only seventeen. I’d just tried sex for the first time a few months before that with my boyfriend Martell. He was black, with dreads to about his shoulders, and he was eighteen. I was just a junior in high school, but he was a senior and about to graduate. On top of it all, he was a football player and about twice my size, almost entirely made out of muscle.

I swear that he turned me into his personal slut. Sometimes when he couldn’t fuck me in person, he had me call him so that I’d be his little slut for some black phone sex. We were sitting around after school one day – nobody was home, so we were being silly, fooling around. After a little kissing, a little touching, we were just enjoying each other’s company. He was getting a little aggressive, like he always does when he wants to skip through my teasing and just fuck me already. But instead of going right for it, he started asking me questions, asking if I’d ever done anal before, or tried it, or wanted to try it.

He took my virginity.

So I wasn’t sure what he was thinking, or why he was asking so many questions. It was obvious that of course I hadn’t tried it. I hadn’t fucked anything other than his big, black cock. Up until him, I hadn’t even thought of first time anal. If I did, I assumed it would be with a white guy or a toy, something much smaller and easier to handle. Finally, I admitted that he was the only guy I had ever fucked. He turned cocky and even got a little smirk, pinning me down on the bed so he could get a little rougher. However, he was still moving his hands sensually down my back. He let his hands linger over my ass as he slid my jean shorts off slowly.

Then, he asked if I wanted to try it, though he sounded more demanding. It almost sounded like I could say no, but he was going to try getting his way anyway. I just went with it, saying I’d love to try it with him, as long as he worked his way into it. So he started off with teasing. He slid my panties off with his mouth, just barely using his hands to get them off. Then he spread my cheeks, sliding his tongue over my pussy. I could melt right then, just letting him work his tongue up against my clit and enjoy how fucking good it felt.

I love it rough, that’s always been true.

However, he liked to make me melt whenever he was gentle. He got my pussy soaking wet within the minute. He made sure to slide his cock in there first, getting it slippery and ready to slide into my virgin ass. The man liked to get me worked up. I always struggled with telling him no. After all the teasing, I was ready for first time anal, but it was still far too big for me. He spent his time teasing me there first, playing with my clit before he slid his cock head in. It was so BIG. I knew it was probably a bad idea to try it with a black guy.

However, he’d been my first and having him slide it in felt so good. It hurt, sure, but I’m a masochist. If it hurts, it’s like catnip to me. When he filled me up and started pumping it in, I loved every second of it. Letting him take my anal virginity was like giving in to him again. I was always more than he could handle, but when he fucked me, he had all the control he’d ever need. I was his little slut.

Kali Taboo Phone Sex


History