Pegging a Kinky Sissy – He’s Begging Me for It

I spotted him from across the mall.

He was a sexy sissy in drag, and I had to meet him. Not right away, though. Nope, I was eager to observe him and his confidence as a drag sissy in a crowd of ordinary people at the mall. This man was gorgeous in women’s clothing. Turns out he is looking for the hot babe who gets him. Oh yes, and the best part is that he is ready for pegging a kinky sissy fun.

Now, you know that I love to be dominant and use my skills to make a weak bitch bow down to my will. The interesting thing with this diva I was watching was her strength and confidence. She isn’t looking to be dominated. She is looking for a beautiful lady who gets her and wants to enjoy some wild playtime with her.

Of course, I fit the bill. Soon, I want to meet her and stroll across to introduce myself. There is an instant connection between us. When she looks into my eyes, she sees acceptance and kindness, along with the many thoughts of the things we will be doing together. Her name is Debbie in drag and Evan when out of drag.

Let me tell you, pegging this kinky sissy is going to be awesome.

The minute Debbie and I start talking, we are comfortable together. We ended up shopping together for the rest of the day. Initially, she is a bit shy and unsure what is safe to say to me. By the end of our shopping fun, I sit her down and explain she has met her perfect playmate. Also, Debbie, as Evan loves fucking women. He is bisexual.

We schedule a coffee date for the next day and say our goodbyes. I immediately head to the sex shop for some new toys. I zero in on anal stimulators, but plugs and sexy strap-ons. When Debbie and I have our playtime, I want it to be an amazing session. She hasn’t told me yet what she is craving, but I can tell.

Pegging a kinky sissy will give her so much pleasure. Along with getting my kitty dripping wet. Additionally, if she is into women and sharing her nice cock with a slutty girl. So, I am guessing I will get some dick after I fuck her. Hot damn, this is going to be outstanding fun. This is a bit of a new experience for me, too.

Most of my sissies are craving real big dicks and don’t offer much with their small cocks.

Which is fine by me when I am with them. I love dominating a wimpy sissy bitch. Furthermore, I love giving them what they desire. Showing them how to get dolled up and then bringing in the big dick men to give them the fucking they are wanting.

Luckily, there are multiple types of sissies, and I have now met a completely different type of sissy. Debbie/Evan and I will meet at his lovely home the next time we get together. And, during our texting and calls, we have ventured into sexual chats.

I am right that she/he believes pegging this kinky sissy will bring them so much pleasure.

And, he is eager to reciprocate by giving this taboo sex queen some dick. Since we haven’t had our next meeting, you will have to wait to hear the dirty details of all we do together. Now, if you are too eager to wait for another blog, we can chat on a call, and you can get the details that way. Does this turn you on, or are you craving something different? Perhaps, you would enjoy my night before Winter Strom Hook Up?

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