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maidangela: Your look was coming together nicely. After moving into your new apartment you had ordered a new wig, makeup, heels, lingerie, and jewelry. You had the whole day off. You took your time and made sure everything looked perfect. You had a priva
sissystockingsworld: The always gorgeous Tara Heels.
TGirl Michele Perez shows off her butthole and super-long Cock! Super-friendly, all-American T-girl Michele Perez shows off her butthole and super-long cock in pink lingerie, fishnets and heels. ‘It’s a feminine cock; it’s pretty,&rsq
good sissy Unsuspectable Crossdresser
what a black man see when fucks a useless sissy just like you, what you will never see Unsuspectable Crossdresser
how can resiste to pink skirt, high heels and latex… Unsuspectable Crossdresser - Submit your hot pics I need some help running the blog, if you are interested let me know :)
Yes, I know this isn’t a gif, but this was such a jawdropping “wtf?” for me that I had to share it. I’d hate to be in that man’s heels…
futanariobsession: Sissy Hospital by Tekuho See more shemale and futanari hentai at Futanari Obsession
Shut up and take it you sissy slut!
heathersissy: A bimbo in high heels and a clingy white minidress smoking. (via https://www.youtube.com/watch?v=tl2fu8NLL9E)
Annoying Brothers: Don’t you hate it when your little brother steals your panties and heels?
Third Date Rule For Sissies: Blow Jobs are perfectly acceptable form of payment for a third date.
Imagine: Being in this sissy’s position. Do it now and let me know the first thing that pops into your head, okay?
Another Sexy Sissy Flown the Coop!
Use the ones that lock your sissy’s shoes on his feet as an added bonus!
Well Done, little sissy. Well done.
This young sissy needs to be commended… or perhaps fucked until she passes out… maybe both.
Proper state of mind is important when feminizing your sissy!
I picture this as the final exam of my sissy school. If you can’t pass then you’ll have to start over and repeat the year. Basically a win/win in any event!
The trials and tribulations of a kept sissy-slut.
Looks like the Sissy Maid School is about to get a new student!
Shy Sissies:aren’t they just precious!
Who doesn’t need to give their personal sissy a nice fucking after a hard day at work?
Some guys are so inconsiderate. When you make an date to fuck a willing and eager fem-boi, don’t break it unless there is a hospital stay involved. Even then, we’ll visit you there and help in you… convalescence. Sissy Nurses is a fem-b
He’ll do absolutely anything to have just one orgasm, even if it means taking his new wife’s strapon up his sissy pussy.
Eager sissies are just plain fun to play with!
True Dedication: A good sissy must always overcome all her aversions to please her mistress.
Once you’ve tried the really big cocks, nothing smaller really satisfies you anymore. Beware, little sissy. You’ll be craving giant cocks for the rest of your life!
What’s a sissy got to do to let her girlfriend know that she wants to stay this way forever? Some people just don’t understand.
Three? That’s it? Some sissy trainers simply have no idea how the real world works. Three a day – maybe.
Always reward your new sissy if she’s done something exceptional, but make sure it’s always in line with further feminization.
Fucked so hard and good that you just don’t care about anything much less crawling to bed to sleep it off. This position is good enough. Night night, little sissy.
See, if you’re a nice sissy and always impersonate your sister, good things can happen!
Definitely needs more high heels, but you’re on the right track!
What else is a sissy maid good for? Well, lots of things; this is just one of them!
faggotryandgendersissification: If I hang around here dressed like this for long enough…I’m bound to pick up some cock! I wonder if they will realise that i’m a sissy transvestite!? Gulp! F.A.G.S.
amarriedsissy: Sissy enough? http://amarriedsissy.blogspot.com
I love to get my ass fucked by a BBC in heels and dresses!Oh damn! LOL
My virgin cock where it should be, locked away and laughed at by beautiful Princesses.Oooo and it matches your heels!
New outfit, new vibrator, new heels!Riley Ann Alqueen is back on the scene all slutted out and being a nasty gurrrl!
degradedsissy1: BUSTED. Oh, errr, youkre the, errr, umm, guy from the apartment down the hallway from mine. I almost didn’t recognise you in your makeup, wig and pantyhose, and that shiny dress and sexy high heeled patent boots. There’s been a rumour
Trying new heels!!! I just cant resist to this ones for tomorrows doctors appointment to check my boobs :0
Stockings test :) yesterday I needed yo go out and skirt was too short and was pretty cold so Kate lend me her stockings, I never wore them before and I just agree, they feel super sexy with a nice heels and make you look ultra femenine and hot in fact
Yeeiii 1800 followers!!! Thank youuu allll :) do you like my new spring outfit for tonight? It is not so hot yet but enough for using nice open heels, skirt shorts and cute blouse right? My legs look kind of tinny and need color hihihi :) but I love
Getting ready for today’s escort event! Love this tight dress n my new bra that make my boobs super sexy with my fav high heels!!! Ready!!
cedat: Just love the legs and the heels
stockingssuspendersandheels: Love the pink heels TY XZ ❤
sexyquintets: Well Heeled 5.2
nylonscene: Miss Red teases and masturbates in the office in her seamed nylon stockings, suspenders and stiletto heels.
Model caption request: Mistress Kendall spanks her sissy slave and makes him lick up his cum
itsmeganprincess:It’s really the best way for a sissy slut like you to get everything she needs and craves constantly anyway. Soon you will do it on your own without being forced.
♥ ♥ Moar sexy sissies at sissycaptionned.tumblr.com ♥ ♥
DAY 5 My gfs coming over to dominate me after five days without cumming, this is everything she told me to lay out including two sissy outfits heels and wig along with tons of toys to tease torment and torture me with. Only two more weeks and about six
sissydonna: sissyfagjoan: cissyfagettewhore: feminization: Reblog if you like pink sissy heels! Yessss this sissy queer has a similar pair Where Boys Will Be Girls
sissyfagjoan: cissyfagettewhore: feminization: Reblog if you like pink sissy heels! Yessss this sissy queer has a similar pair
Perfect sissy bondage devices. :-)
It is ok little sissy, you don’t have to be shy…
My only form of release for the next week will be from daddy dick and dildos… Paradise in Plastic!DM’s are open to any dominants who know how to put a girl in her place
