I recently spoke to a crossdressing cuckold sissy. I’ve known of both and I’m educated on panty boys but this was new. A crossdressing cuckold sissy that was consumed by the love of being dolled up. Do stockings feel nice on your legs? Or maybe the soft panties rubbing your teeny peepee even if you’re turned on? Does wearing a bra in public and seeing men stare at you and objectify your body sound like something you’d love doing? You are consumed with the feeling of being used and taken advantage of. Wearing those clothes and walking around I imagine you’re thinking of these men and their thoughts. What they’d do to you, how you’d be used. Yes, you.
So he only admitted to the cuckold part. But can’t admit you’re a crossdressing cuckold sissy lover? So he’s going on and on how recently his wife and him took a trip to Jamaica. Their favorite destination for one reason, the long thick BBC. He was telling me how they have a routine already and know how to scout. While normal couples were refreshing their sex life together, he sat back and watched his fragile beautiful wife get plowed by dick he’ll never amount to, on a trip he paid in full for. And I think we can all admit that’s pretty humiliating, shouldn’t it be him getting a treat? But here’s the part that’ll get you.
While he’s drooling into telling this story, he slipped up. He admitted he was a crossdressing cuck sissy by accident. See, while he was so busy obsessing with the details, he said his lipstick got smeared all over his face when he had to suck off this guy. I instantly stopped him and asked him to explain. And while he wasn’t happy about being caught, I needed to know what the real story was. So everything stayed the same expect one key factor: he was crossdressing cuckold sissy lover.
So now we have the full story, this grown man likes throwing on more than panties. Panties are super common for men to like wear but the whole get up even down to makeup? See now my new mission became making this crossdressing cuckold sissy fag to know what it really means to be a girl. I’m talking getting on your knees and opening those pretty glossed lips. Push it into your mouth slowing and let a real grown man fuck your girly fag face. When you feel like you can’t breathe just remember honey, this is your dream! And I know it’s fun so don’t try to chicken out now. I think I’m enjoying crossdressing cuckold fags even more now. Now back away and watch this man shove his lipstick stained dick into your partner. Looks nice huh?
Fast forward to her getting filled with his cum, it may seem like night over. . . no way. Go back to the bed and stick your girl penis into her to see how stretched it is. Maybe you can see now how small you truly are, even if you already admitted it to yourself. Enough of that, bend over on all 4s. Your crossdressing cuckold sissy ass is going to feel like a real girl tonight. As you feel that hard cock thrust into your precious hole, don’t forget to moan like a girl. It’s very important you do this step, it’s the final touch to a perfect night.
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
Sissy Training Fun Hello, naughty ones. I had so much fun recen... Read More
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.
Paris is incredible! She has such a sexy voice and an open mind.
My first call with Dixie was so fantastic! Unbelievable voice! So soft, so sweet, so nurturing, so Southern! Dixie is everything I ever wanted in a Southern lady. Her voice will leave you shaking and breathless as she weaves her Southern charm and teasing into your mind. Dixie is the one I have waited for my whole life! Five big stars for this sweet, classy Southern lady who touched something very deep within me. I LOVE Miss Dixie! The Southern Belle of my dreams!
Brittany is the best! She remembers and always engages. Others sometimes guide the call through a generic script and don’t really listen. Brittany ALWAYS shows up and makes you feel like you’re special and important!
Brittany knows exactly how to get me as turned on as physically possible. She is amazing.
I have been calling PSK for well over 10 years. This was my first call with Skye and she was amazing. She is beautiful and her voice is so sexy. I laid some frame work for a nurse role play and Skye took it from there. I will be back every 2 weeks for my follow up appointments and physical therapy. Thank you, Skye.
I just finished my second call with Skye, and she is such a sweetheart. She’s easy to talk to and made me feel very comfortable. I’m very much looking forward to talking with her again.
Jesse is incredible, a true professional!! I love talking with her.
Yesterday I was honored again to be in Aileen’s presence. What an amazing call. We touched on the 10 tenants of Aileenism that I have written for Her. Call Her and perhaps She will share them with you. I love ❤️ and worship Aileen. As it says in Aileen’s Holy Scripture chapter 13 verse 15: Though She slay me yet will I trust in Her.
Roxy is awesome, especially if you like to roleplay. You will not be disappointed when you call her. Her oral skills are insane. She likes to blow more than your mind.
I can’t say enough good things about Raven. From her sexy voice to her storytelling skills, she’s outstanding. She definitely pays attention and follows along in roleplay. Definitely one of the best.
