Embarking on uncharted sexual territory can be a mixture of excitement and apprehension. As a London escort, I had never ventured into anal sex before. However, with the gentle encouragement of a regular client, I finally decided to give it a try. Join me as I recount the intimate details of this unforgettable experience, filled with anticipation, new sensations, and an intense climax.
I’ve never had anal sex. I have used butt plugs before, but never went as far as the actual penetration, not even with a dildo. My regular client suggested we should try it, but I was hesitant at first. On one hand, I wanted to see if it’s as good as some people say, on the other, losing one’s virginity to a client seemed wrong. He didn’t push, saying that in the end the decision is all mine, and that’s what finally got me to give in. Had he insisted, I’d never agree. He assured me that he will take good care of me and in case he does anything I don’t like, we can stop and he will still pay me. Per his request, we’re going to incorporate GFE role play into that encounter as well.
We met in the hotel restaurant, had a little drink and headed upstairs. Usually, I felt relaxed in his presence, since I really liked him, but this time, I was stressed and couldn’t concentrate.
When we finally got to the room, he kissed me and made me sit in his lap.
“What’s wrong, baby girl?” he asked, caressing my cheek.
“I wanted to do something special for you today, but now I have a bit of cold feet,” I said quietly and blushed.
Despite the role playing, I really meant what I said.
“What did you want to do?” he asked curiously, and quickly added, “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 pleasant heat inside me after his words. I didn’t want him to see me right now, his simple statement really touched me.
“Tell me, baby,” he whined and kissed the top of my head.
“Anal,” I said so quietly, it was almost inaudible.
“If you want to, we can do it, love,” he laughed.
“But, you know,” I said and readjusted myself to whisper in his ear, “I’m a virgin.”
“I know,” he laughed again, “But you can trust me.”
I nodded slowly and he made me lie down on the bed. He lay on top of me and kissed me passionately. Our tongues danced, exploring and exciting one another. I could still taste the bitterness of red wine on his tongue, but despite that I wanted more. He let go first, and literally ripped his shirt off, revealing his hairy chest, that I adored so much. Then, he slowly undressed me, and lay in between my legs.
My pussy was dripping wet even before his tongue came in contact with it. He started vigorously licking and kissing my whole crotch area, but it didn’t take him long before he travelled lower. It was the first time anyone ever rimmed me, and despite initial resentment towards it, I loved it. As a London escort, I usually enjoy my time with my clients, but this was definitely more than joy.
To my disappointment, he stopped after a few minutes and grabbed lube instead. Be started fingering my butt, which didn’t feel nearly as good, but I kept on monaning. I hoped that anal sex feel better than prepping for it.
As my moans grew louder, mostly due to my impatience, he decided it was time and pushed his member inside, finally entering my virgin arse. He gasped, feeling the tight walls hugging his cock. The stretching feeling was still there, but now it also started to feel good. I yelped and closed my eyes.
“Does it hurt?” he asked, sounding worried.
“Yes, but…” I licked my lips nervously and my cheeks turned red from embarrassment, “Don’t stop.”
He laughed hearing that and kissed me again, letting my tongue dance around his. His right hand was still holding me in place, but his left was now massaging my breasts. He patiently waited until the tight walls adjusted to his cock and started slowly moving. With every thrust, I was tightening even more, like my arsehole was trying to strangle him or push him out. He took a deep breath and calmed down, restraining himself, then he started fucking me, accompanied by my loud moans. He pulled out for a second, massaged my swollen butthole with the tip of his cock, before entering me again with one fast push. I yelped from sudden pain, but he patiently waited for me to relax. After that, he sped up, breeding my no longer virgin arse, as fast and deep as he could. His left hand clenched around my boob, squeezing it so harshly, it would for sure bruise.
Despite my best efforts, I finished first, screaming out his name at the top of my lungs. My whole body was shaking, as I was experiencing my first ever anal orgasm. My tight asshole got even smaller with every spasm, almost painfully strangling my client’s cock. He bit his lip, trying not to cum, but it didn’t look like my orgasm would end anytime soon. I was still moaning, and I started thrusting my hips against his. He couldn’t hold on any longer and came, buried deep inside me. I could still feel his warm seed spilling out, even despite the condom. Another shiver of pleasure washed over my body, leaving me exhausted. This was by far my most intense orgasm, and definitely the best as a London escort.
As a London escort, I’ve shared the intimate tale of my first anal experience, filled with trust, exploration, and intense pleasure. If you’re yearning for unforgettable encounters, it’s time to explore your desires.
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