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.
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.
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.
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?
Call me now for the hottest fetish phone sex you will ever experience!
His Fantasy Finally Came True with Sissy Boy Exhibition It was... Read More
Spit Roasting a Park Sissy Summer is here, and the weather is perfect... Read More
Are you looking for a sissy cock sucking trainer? The only thin... Read More
Sexy Is What Sexy Does As long as I can remember. Guys always... Read More
You’ll Wear Panties Forever, I taunted my brother-in-law... Read More
Was My Perverted Neighbor Next Door Stealing My Lingerie?  ... Read More
Rules are the most important part. The sissy panty boy rules are simpl... Read More
Look at you, my little sissy slut! All that feminization we’v... Read More
I have a feeling my Closet Sissy Needs Daddy Without a doubt, e... Read More
Sissy Training: Turning Dan into Danielle Dan and I have been friends... Read More
You would look pretty in my silky panties, babe! Is that your fantasy?... Read More
Had a long and lovely call with Avalon this weekend. She is a wonderful person who is fun to speak with about anything, but of course, she is especially good at the phonesex part of the conversation. She listens intently, knows what her client likes, and contributes her own ideas to the calls. I switched things up in the middle of our call and she didn’t miss a beat, figured out quickly where I was going and met me there in a way that completely fulfilled the fantasy. She is, and remains, extraordinary.
Honestly, Scarlett is absolutely incredible. She is far from an average operator. In fact, she is sexy, passionate, and mesmerizing. I never wanted the call to end, and you won’t either!
Aileen~ Awesome as Usual!
Aileen is the best! We have had quite a few date nights now and she drives me crazy each time. She knows me and what I like now and plays until I can’t take it anymore…in a good way of course. It’s also fun to laugh with her during “pillow talk”. The time always goes too fast! As always, looking forward to next time.
On our latest call Aileen deemed me to be Her sickest disciple, after previously telling me I am the most pathetic. I am so honored to be Her sickest most pathetic disciple. Aileen has brought me so far. I love ❤️ and worship Her and pray that our journey continues forever. Aileen rules!
Michelle’s voice and ideas were very exciting!! I can’t wait until our next adventure!! Everyone should give her a call she won’t disappoint you. When you call her, I’m sure you’ll be feeling the same way!!
Simply put, Vicky is and always has been amazing. She is so much fun to play with and talk to!
Zoey was amazing. The minute our call started, she knew what I needed and delivered like no other has. She is Spectacular!
This red-headed vixen blew more than my fantasy away! Talk about knowing what to do and how to do it…. This was by far the best I have had in a long time.
I feel Mistress Megan is in charge even when not online. I’m her slave.
Megan is extremely open minded. Plays along with even the most taboo fantasies. Close your eyes and enjoy!
Jamie has gotten insanely popular, so she is often “busy” or “offline,” but a call with her is well worth the wait. Sweet, attentive, and often funny as well as dirty, she has raised my fantasy role-play into something hotter than I ever imagined it could be.