Every good sissy slut needs some anal training! What better way to do it than to get a sexy redhead to help teach you how? I always love teaching a new sissy slut how to stretch their little hole. The most important thing is to ALWAYS use lube! Your little sissy pussy can’t lube itself, so get it nice and wet before you slide anything inside. Undoubtedly, you always want to start small and work your way up. Slowly stretching your little sissy hole will help you take bigger, fatter cocks! So, don’t skip out on anal training and become your best slutty sissy self!
So you want to become the best little sissy slut you can and do some anal training? I can certainly help you with that, but you have to promise to be a good sissy and listen to my every command! First, I want you to pick out a couple of toys of various sizes and grab a bottle of lube. Then, I’ll lube up your tight little sissy hole and tease it with my delicate finger. Such an eager little sissy, I can see your little clit twitching as I tease you! I slightly increase the pressure of my finger against your asshole as I watch you squirm. “Beg me to stretch your little sissy hole!” I command you as I tease the opening of your tight little rosebud. The anal training is already so intense, your little sissy clit is dripping precum before I’ve even penetrated you!
You desperately beg me to stretch your hole and give you the anal training you need. Such a good little sissy slut who listens gets exactly what they want. My finger presses harder and slides right into your tight sissy hole, spreading you open! I grin as I hear you moan and watch your little clit throb. “You take it sooo good, baby! What a good little sissy slut you are~” I purr as I press my finger knuckle-deep into your asshole and rub it around inside. Our sissy anal training has only just begun, and you’re already becoming a perfect slut!
We’ll continue with your anal training for as long as my sexy little sissy can handle. Slowly, I’d stretch out your tight little hole further and further. Starting with sliding in a second finger. Before you know it, your slutty sissy hole is already gripping three of my fingers! Next, I think you’re ready for the very first toy. I have you pass me the smallest toy you picked out first as I slowly slide my fingers out of your hungry hole. “Now we will really see how much your little sissy hole can take!” I grin up at you before I start pressing the tip of the small dildo against your slightly loosened asshole. You beg me for it again and start to press your hips downward, all too eager to continue our anal training!
The anal training is a success, I have turned you into the perfect sissy slut! All you want is to stretch your little hole as far as you can now, and you beg me to keep going. I give you exactly what you want and slam that dildo into your greedy little hole! I’ve turned you into such a little sissy slut, I can’t wait to try sharing cock with you. I imagine how hard and drippy your little sissy clit would be with a real throbbing cock in that asshole as I start to fuck you! Soon, I’ll have your sissy hole stretched out with the biggest toy you brought, and you’re begging me to let you cum. So, you naughty sissy, want to try some anal training with me?
If you’re a good little sissy slut, you might even enjoy becoming a cock sucking loser or learning about what it takes to become a panty boy! Either way, I’d love to have some fun with a sexy sissy slut. So come and let this naughty redhead teach you everything you need to know to transform yourself into the perfect sissy slut!
Anal Training 101 Every good sissy slut needs some anal trainin... 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
How to Have Anal Sex: A Beginner’s Guide So, you have been wonde... Read More
The rowdy threesome turned into his first time being pegged! A... Read More
Welcome To A Look In My Mind This blog is going to be something... Read More
The Pegging Fantasy Begins When Hunter saw me standing there at... Read More
Was My Perverted Neighbor Next Door Stealing My Lingerie? ... Read More
A Guide to Pegging Over the last few weeks, I’ve been enj... Read More
Teasing Lipstick Lover The first thing I did before work was pu... Read More
A horny, young man discovers his submissive side when his Femdom Stepm... Read More
Rules are the most important part. The sissy panty boy rules are simpl... 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.
