Diaper sissy play is always so fun to torment my submissive boyfriend with! He LOVES wearing a diaper and dressing up like a cute sissy for me. So it’s a two-for-one whenever I get to doll him up and make him play along and be a good boy. Most of the time, though, he doesn’t want to be a boy at all. He loves when I give him the cute pink diapers with princesses and sparkles printed on them. And he absolutely loves when I put some bubblegum pink lipgloss on him. My little pet was born to be a sissy! So I even gave him a brand new name: Brittany. As soon as I say that, it’s showtime—he’s ready to be a good girl for me!
My sissy loves all the frills, bells, and whistles of diaper sissy play. So when it’s time to dress him up, I always go all out. It starts by having him strip down and take off all his ‘man’ clothes, all his adult clothes. They go right into the hamper, not to be seen again for the night. He lays back on the bed for me, and the process begins. “Aw, you’re being such a good little sissy for me, Brittany! Let’s get you a new diapy…” I coo, baby-talking my little sissy as I set him up with a diaper from his favorite set. Diaper sissy play gets him so excited that his little clitty perks up before I even get him dressed!
A little sprinkle of baby powder and ta-da! I pull those tabs and attach the fresh new diaper. My little sissy is excited right off the bat, and he can’t help but wiggle around. His clitty makes a bump in the diaper, and I can’t help but giggle, knowing how he will cream those diapers in a second! The next round of our diaper sissy play is the makeup. I apply a little bit of that sexy, bubblegum pink lip-gloss. She pops her lips like a prima-donna to show off the cute new look. And sometimes, I even get her a sexy blonde wig with pigtails to really complete to look.
After that, I have to let out my rough side! My mean side comes out to play. First, I gave my sissy a little pink pacifier to suck on, what he calls his ‘baba.’ He sucks on it for a little bit, but then he knows it’s time to upgrade to the big toys! I whip out a nice, thick, pink strap-on as I go full-Mistress mode. I pull that on and harness it, bringing it to his lips. My sissy happily obliges, dropping the baba to suck on the head of that lovely pink sex toy. The diaper sissy play continues, and he knows what’s coming next! The wetter and sloppier that he gets that strap-on, the easier it’ll be to fuck him.
After sucking on my toy to get it nice and juicy, he can’t wait any longer. So I baby-talk my little sissy and have him turn around. Brittany plays along, being such a good sissy girl for me! He turns right around, and I pull that diaper to the side. The diaper sissy play gets really fun here. My sissy gets to enjoy every bit of the bouncy, cushiony diaper as I finally slide my strap-on cock into her ass. Inch by inch, she stretches around that thick cock and moans for me. What a good sissy! She starts begging for more, bouncing her little ass back against me.
And I love giving her every inch of my toy, too. She got it so wet and juicy with her lip-gloss and saliva that I can now pound her tight ass mercilessly. And I even reach around and give Brittany her ‘baba’ back, so she gets to suck on something while getting fucked. Aren’t I such a kind Mistress? She loves the diaper sissy play so much that she always ends up creaming her diaper! And sometimes, I’ll even make her wear it for the rest of the day: a diaper filled with cum, and a sore little ass from such a hard fuck! Would you like to wear a diaper for me? Call me, let me dress you up too, honey.
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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.
