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Showing posts with the label sissy

Kinktober 2021: Day 26. Locktober

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  Oh honey you've been so sweet trying so hard to prove your love for me.  Wearing those pretty dresses I picked out for you.  Letting me tie you up and punish you when you're naughty.  Even agreeing to stay in chastity for the whole of October.  I admire your dedication, I really do. But let's face facts your brother here is twice the man you'll ever be.  I think we'll be much happier if he just moves in and becomes my full time bull. But don't worry I'm not throwing you out. I'm going to keep femininising and conditioning you so you can stay on as our live in sissy maid.  I'm sure that by the end of the month you'll be eager to serve us both.

Almost perfect

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Oh my God! Jack is that really you? Yup in the flesh, so to speak. haha. But… but you look so different… How? Duh, magic obviously, and you said I was a sucker for buying that spellbook. I know I know and I still wouldn’t believe it if I wasn’t looking at it. I mean look at you this morning you were a three hundred pound linebacker and now your a cute little piece of ass…. Thanks I’m pretty pleased with how I came out, these sweet titties and this tight little butt. Oh hell yes, I’d fuck you that’s for sure. I was hoping you’d say that because this new body has got me horny as hell. What do you say…* pop * What the hell! Is, that a dick? * Ahem * Well yeah, I guess I didn’t quite get every last detail down but to be fair it was my first attempt. Why don’t I take an other try at it and we can have some fun. Um, actually I’m good to go… Really, you, you don’t mind the little bit extra? What can I say, I’ve always had a fantasy about playing with my own sissy f...

Good Sissy

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Right where I want him

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Brad used to tease me for not being a jock like him calling me a skinny runt and a weak little sissy. Sometimes I would bite back and sometimes I’d just ignore him, neither option would shut him up until he saw me in my sister’s old cheerleader outfit. Then he was too busy ploughing my hot little ass to say much of anything.

Be you

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What are you waiting for sissy? Just shave your legs, pick out that pair of killer heels. Become the gurl you've always known you can be. Don't let anything get between you and your dream.

Magic moments

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That moment when his load fills you and you know there is no going back.  You'll never be a man again, just his happy cum filled sissy.

Morning after

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Hey buddy how's it going? Not bad, had a bit of a heavy night woke up with the worst sore throat. How about you? Fan-fucking- tastic ! Check out the hot piece of ass  i  picked up last night. [Pic] Woah ,you  jammy git she is a babe. Who is she? She looks familiar somehow. Does she *innocent whistle* Maybe this will jog your memory [bj pic] I’m sure I know her, she looks a bit like my sister but... but what? Buddy You still there? Holy fuck! that’s me! How is this possible? And why is your dick in my mouth!!!!?! Ha! I knew you’d get there  in the end  you certainly did last night [facial] You son of a bitch I’m coming over there to kick your ass! Woah calm down don’t you want to know how I did it? Here that a look at this it will make everything much clearer [hypo gif] I can’t believe how eas...

Working on his walk

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Ow! God damn it this is impossible. Haven't I done enough?  You've already blackmailed me into wearing this slutty little fetish outfit that gives me a girly figure and forcing me to wear this wig and makeup that makes me look like some kind of sexy doll. You can't seriously expect me to parade around in these ballet heels? I can hardly stand in them never mind walkIng! Now now  hun don't pout, I'm sure you'll soon get the hang of it. That is unless you want the whole team to see those pictures of you trying on your sister's clothes? I don't think that would do much for your reputation a lady's man or help you keep your position as the star quarterback. No! Please I'll,  I'll try harder.  I, I (shit I can't believe she is making me say this) I want to be a good sissy. Good  boi , I knew you'd see it my way.  Now try again and this time  give  that cute butt a bit more of a wiggle, I've seen truckers with sexier walks! *...

Sissy Test

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That's a good sissy take it all the way down that's it, well done, I knew would make a good cock sucker from the moment I first met you I could just tell. Do remember that day outside the biker bar, calling me a faggot and threatening to beat me up? That's when I knew that I had to have you. hard to believe it's been a year already and all it has taken is a course of hormones,  extensive surgery and so rather intensive brainwashing to make you into the perfect sissy fuck-toy. Now why don't you show me what your cute little boi pussy can take? And if you really impress me I might finally let you try the real thing.