First time I had anal sex. I have used butt pins back but never went as far as the real penetration, not actually with a dildo. My common client told me we should try this now, but I was reluctant at first. On one hand, I wanted to see if it’s as useful as some people say, on the other, losing one’s virginity to a client appeared wrong. He didn’t push, saying that in the end the judgment is all mine, and that’s what yet got me to give in. Held he pressed, I’d never agree. He confirmed that he would have good respect for me, and in case he did anything I didn’t like, we could stop and he would even pay me. Per his proposal, we’re going to include GFE role-play in that meeting as well.

We met in the hotel cafe, had a short glass, and headed upstairs. Usually, I felt relaxed in his company, since I wanted him, but this time, I was worried and couldn’t focus.

When we finally got to the hotel room, he kissed me and pushed me to sit in his lap.

“What’s immoral, baby girl?” he asked, tickling my cheek.

“I liked to do something unique for you today, but now I keep a bit of cold feet,” I said calmly and reddened.

Despite the role-playing, I said what I said.

“What did you want to do?” he questioned curiously, and quickly counted, “Just so you know, you don’t have to do anything special, it’s enough for me that you’re here.”

I hid my face in his chest, feeling a nice heat inside me after his words. I didn’t want him to see me right now, his simple report touched me.

“Tell me, baby,” he whined and kissed the top of my head.

“Anal,” I said so quietly, it was nearly indistinct.

“If you like to, we can do it, love,” he giggled.

“But, you understand,” I said and readjusted myself to gossip in his ear, “I’m a virgin.”

“I know,” he giggled again, “But you can trust me.”

I shook slowly and he made me lie down on the bed. He lay on top of me and kissed me passionately. Our tongues jigged, exploring and exciting one another. I could still taste the anger of red wine on his tongue, but despite that, I wanted more. He let go first and pulled his shirt off, showing his hairy chest, which I loved so much. Then, he slowly disrobed me and lay between my legs.

My pussy was leaking wet even before his tongue came in contact with it. He began busily licking and kissing my whole crotch site, but it didn’t take him long before he crossed lower. It was the first time anyone ever edged me, and despite initial bitterness towards it, I loved it. As a Chelsea escort, I usually enjoy my time with my clients, but this was more than a pleasure.

To my dismay, he stopped after a few minutes and grabbed lube instead. Began fingering my butt, which didn’t feel nearly as good, but I kept on whining. I hoped that anal sex feels better than preparing for it.

As my cries grew more audible, mainly due to my impatience, he chose it was time and pushed his dick inside, finally entering my virgin arse. He gasped, feeling the tight walls clutching his cock. The stretching feeling was still there, but now it also started to feel good. I growled and shut my eyes.