I've had s** with Escorts

So back in California for the longest time I wanted to lose my virginity, and having the most horrible luck with women I did the unthinkable and called an escort, I've tried to do so before but I always choked until that one time in California. She's a BBW Escort, and while awkward as it was it was nice, she used a condom when we tried to have s** but I couldn't really feel using the condom when being inside her and she wouldn't without it, which is understandable. Though I felt her mouth on my bare member and man did it feel good, I even fulfilled my fantasy of putting it between her large b******, I didn't release as much as I thought I would but as awkward as it was it was nice, I just wish I had another session with her before I left for Kentucky deep down, however that would all change when I called an escort in my new state...

About a few weeks after I moved I called around to find an escort near me and did in this petite beauty for an outcall, however the taxi picking her up was not great to her so I had to come to her (no pun intended). In return however I got to spend time with not only her but her younger sister as well for an hour. I was very nervous but it was so hot having them both give me a BBBJ, then the big sister put her condom on me and took me on top, sliding her very tight p**** down on my c***. Unlike in California I felt how hot and tight she was as she rode me while I made out with her sister and sucked her t***, I came rather quick but plentiful in the condom. Afterwards she had to run an errand so I spend the rest of the time getting sucked on by her sister, I wish I popped for her but couldn't give out anymore, in hindsight I wish I took her offer to do a*** but was VERY nervous about that. We hugged and that was that for now, however I had a taste and that egged me on in my mind and desires. I needed to fulfill my fantasy and desire as risky as it is, at that point only Big Sister was working by herself at that point and set a date for a night over a month later...

My desire? I wanted to have Bareback S**, I wanted it more then anything else and more...I wanted to c** inside her p****, that was my fantasy ever since I was young to have Raw S**, to have my c*** pulse and twitch inside a woman and release my seed deep inside...thankfully for me she offered it. Now I know what all of you are thinking on how stupid it is and how I shouldn't do that, that I shouldn't take her word that she gets regularly tested, however I could tell deep that she told me the truth, she is around her early 30s and doesn't bull. She's all heart and to be honest I really like her, I know that's stupid to crush on an escort but I just can't have s** with people I don't have an emotional attachment, I know I'm weird but let me go on.

So, we met and she recognized me, we hugged and talked, we got ready and since I was a returning customer, she trusted me as I told her I'm clean, that I don't really have s**. So Bareback and A*** we're available, a dangerous combo but still I couldn't resist her. We fooled and played around, I went down on her too, I wasn't as shy about that as I thought I would be and rather enjoy it actually, kissing her thighs, licking them with her deepest parts that my short, wide tongue could go, but I couldn't take it anymore, I told her I needed to have her. I was really nervous, however she then told me I can do whatever I want...and that her tubes were tied...I lost my inhibitions after that. It felt so good and tight, so hot, wet, I f***** her somewhat slowly but I had barely any control over myself, I lasted quite awhile for my real first time, being inside her bare p****. Eventually I told her that I was close and I asked her where to c**, inside me...oh thank you so much, I want to come inside you. I lost my mind and pound her faster and faster until I fulfilled my fantasy, I came inside her. It was incredible, she grind her hips with me on top of her, I saw my seed ooze out of her. it was wonderful. Me being a rather husky guy I'm glad there we're no problems, was really worried if I was too heavy on top of her but it turns out I can hold my weight quite well during s**.

Anyway after clean up and cuddling I felt a little bit down but I got in the mood for round two, her on top of me I slowed my pace and asked her if I can do her in her ass, that too was bareback...and yes I came in her ass too, No control, just pure pleasure and no inhibitions. It's been months but I want to see her again, maybe even have s** with her sister. But I want Big Sister, I still think about her and want to see her soon, I'm on a slope I know but until then I'm going to relieve myself till then, I can't wait to see her again my little petite crush and her soft big ass, as a person she is sweet and amazing, I'd want her if I could but hey, I'm weird like that. Later Perverts! XD

Today's Best Amazon Deals
The Best USB Travel Charger Is Anker's PowerCore Fusion, According To Our Readers
Available from Amazon
ConfessionPost may receive a commission
Get It On Amazon


  • newest
  • oldest
  • most replies
  • most popular
  • Please don't do the ass bare. If it weren't for bareback ass f******, the world probably wouldn't know about HIV. The ass is nasty in there with blood, feces, and digestive juices.

  • That's definitely how you catch something! What a dumb ass!

  • Yeah never done that again afterwards, that was a stupid mistake on my part, didn't get anything mind you I got checked just to be sure.

  • They are just 4 f******

Account Login
Is this post inapropriate?
Is this comment inapropriate?
Delete this post?