Strict sissification is not for the weak. It’s always fun to see how far an “alpha male” can fall from his pedestal. This story is all about a friend of mine called Brian. This prior-fuckboy really ticked all the boxes. He has a great job and previously fucked whoever he wanted, including many stories of his sexy topless neighbor. He’d always been a man’s man — obsessed with toys, and the toys just got bigger: trucks and guns and all the fun stuff. That was until he found himself slipping down a rabbit hole of fetishes and kinky roleplay. It all came to light after a house party. I’d invited over a few of my friends for a drinking and game night, completely unaware of how the night would unfold.
By the end of the night, Brian’s true mannerisms started coming out. Every time the girls would joke and talk about a recent hookup and his big dick, he became very invested in the story! After a bit, the party moved to my room. And thus began the dress-up games. Before long, I noticed every time my friends would take an interest in trying on some high heels or doing their makeup, Brian also injected himself into the situation. I started calling him a little sissy bitch just for jokes, but he actually LOVED it. So we spoke a little bit about it once some of my friends had left for the night. And thus began the strict sissification of a prior alpha male, whom I had now renamed Britney.
Britney was so excited to try on all the sexy heels in my closet. Her favorite was a pair of hot pink stiletto heels with glittering ankle straps. She waltzed around in front of the mirror, wearing nothing but heels and a little pink thong. I told her to have some decency! A full strict sissification session has some rules she needs to follow. Her titties needed to be in a matching pushup bra, that way they would poke out even more. She wanted to give into true girliness, so she needed to follow the rules. “One day, you’ll get implants so you have big double-Ds filling that bra in. You’ll LOVE being a bimbo slut!”
I had her practice walking in those heels all night, just so she’d be truly comfortable in them. By the end of it, I’d even taught her how to twerk and shake her ass to all the latest songs. She practiced in the mirror until she could make it clap — her ass cheeks clapping as she twerked. It was like music to my ears. Strict sissification brought out the sluttiest side of her. Not only was she ready and willing to get implants and lip fillers, she wanted to undergo total feminization. Within a few months, there wasn’t a single trace of “Brian” left. She even had her nipples pierced so that they would be constantly perky, and glittering with little crystal studs. She was blossoming into a perfect bimbo!
With all the dressing up and her new wardrobe and body, she started to give in to her cravings. All Britney cared about now was DICK. She needed cock. She craved a big cock to fuck, and a big cock to suck on. There wasn’t a single thought behind those eyes. Every time she fluttered her long, dark, false lashes, all she could think about was cock. Her lip-filler plump lips were perfect for blowjobs, and it was all she daydreamed about. So as a treat for all her progress, I took her for a night out on the town. Step 2 of the strict sissification process: learning how to suck and fuck cock like a well-trained whore!
Are you ready for the next step of your sissification? Call me!
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Penny is such an eager young girl. So willing, so curious, so creative, so horny, so honest!! She is so experienced for being So young!
Penny is Absolute Perfection!!!
Frankie is so good at what she does and really listens to my fantasies. I love a three some with her and her friends and how Frankie knows what I like. She knows how to get me off. She is a very sexy lady and can’t wait to talk to her real soon and have another great time together!
Tonight was another exciting call with Jade. Everything is so effortlessly amazing with her. We can talk about everything and anything and when our special fun time comes it’s always exciting, exhilarating, and special. It always leaves me wanting more, and I love it. Thank you, Jade ❤️
After having to miss Her for a while how wonderful to hear those precious words again, “this is Aileen”. How wonderful to go to the depths of depravity once again for my Holy God Aileen. I love ❤️ and worship Aileen. Aileen, the same yesterday, today, and forever.
Charlotte was so much fun, and I love playing with her. I like how funny and engaging she is! I would give her 100 stars!
Soo real, soo good. Jamie, Jamie, Jamie!
Penny is so expressive, responsive and tender.
Loved our time! Conversation flowed organically. No judgement. She is genuine, curious, and adventurous! Can’t wait to call her back!
Tonight was another amazing night with Jade. Every time we talk it gets better and better, and I wouldn’t have it any other way.
Have been talking with Diana now for a while and every time we do talk its extremely erotic and hotter than the last call.
I am rapidly becoming Penny’s little blue balled fuck toy. Penny immediately picked up on my interest in tease and denial and gave me a world class session. So, so, So close, but no relief for John!