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upherasshole: Get on the train! You donâ€™t want to miss this ride!

Anal slut shows off her well trained asshole

the-dark-basement: Anal training a cuffed cunt…it must be Tuesday.

brutal-whore-degrader: Good girls train their assholesBad girls bite the pillow and have daddy stretch their fucking assholes out

submissivkitten: soaking-wet-all-the-time: I just have to reblog this every time I see it on my dash. One of my favorite gifs ever! Just somebody give me this please… ^^^ I totally agree! One of my faves! It’s an always reblog!

bigbadballs: girlslikedeepanaltoo: Mmm. Best feeling when the tip just slides in. My new favorite type of gif. That asshole slipping around your cock head is the sexiest thing

gagassgapeandlove: Isabella Clark in Gapeland, The anal training of Isabell (21Sextury, 2010)

jason-schylers-lil-kitty: Anal training :)

Regina Prensley and Markus Dupree in “Anal Training Of Prensley”, june 22, 2012 @ Gapeland (21 Sextury) aka “First Gape Prensley & Markus Fuck #5042”, apr. 12, 2014 @ Legal Porno (Movie: Deep Ass Fucking with Young Girls,

Henessy, Markus Tynai, Yuriy Sergeev in “Anal Training Of Henessy” (92025), jan. 6, 2011 @ Gapeland (21Sextury)

mr-mrs-insatiable: h—-o—-t: http://h—-o—-t.tumblr.com Henessy, Markus Tynai, Yuriy Sergeev in “Anal Training Of Henessy” (92025), jan. 6, 2011 @ Gapeland (21Sextury)

sexilicious-addict: I need to make time for anal training. I’m super jealous of people who have no problem doing anal.

Anal training via Playfulness and Perversion

Training my sissy ass with some beads!

fag4blkcock: whiteyondemand: Training time white bois want and need this so badly PLEASE make sure you use and abuse one my black gods.

Anastasia Markova - Anal Training Of Anastasia Markova (Gapeland) take a look to my archive at www.acidgifer.tumblr.com

Cayenne Klein - Anal Training (1)

Cayenne Klein - Anal Training (2)

Cayenne Klein - Anal Training (3)

Cayenne Klein - Anal Training (4) Visit my blog to watch four gifs of this splitted set www.acidgifer.tumblr.com and follow for more updates

Taissia Shanti - Anal Training of Taissia Shanti Fucking part next…

Taissia Shanti - Anal Training of Taissia Shanti follow and share!

Casey Donell - Anal Training of Casey Donell

Anita Sparkle - Anal Training

Alex Harper - Anal Training (Gifset)

wicked-desires: Slut Training - Day 7 with a trusted acquaintance.

julieluvcock: medicsubslave: mistressjaydedsslut: what a massive cock, I would love to try it on with Mistress guiding it ;) Holy Huge!!!! I think that’d tear me…. You would need to gag me before you started…….lol

pegginglover13: That’s a good Boi. I bet you want to cum don’t you? Let me hear you say it. Say ” I am a sissy cock slut” and I might let you cum after pound that boi pussy of yours!!

feminization: Train that faggot!

sissydonna: cumlovingsissy: nmaedger: sissyslave-germany: http://sissyslave-germany.tumblr.com/ tumblr batch upload bloadr.com (FB) The longer you’re denied the one, the more frequently and desperately you start needing the other. Omg! Sooooo

nastykinkysissycumslut: daddyssissiesfordestruction: I love milking myself.. I collect it to eat though.

sissydonna: Where Boys Will Be Girls

bestsissypics: http://bestsissypics.tumblr.com

sissyboy2468: boysmakegreatpets: Makes a nice handle… Lucky Lucky Boi

pinksissychloe: Just me burying myself on my favourite toy. Apologies about the lack of new content lately, I’ve been catching up on some much needed sleep. I should have some time on the weekend though, so with any luck I’ll there should be some

mandatoryfeminization: IT’S INTERNATIONAL LOCK-UP DAY! LOCK UP YOUR SISSIES, TRAPS, AND SUBMISSIVES IMMEDIATELY — YOU MAY STILL USE THEM AS YOU PLEASE.

“I trained this tight little ass to be able to take this abuse so that I could use you how I want you and put you away messy and satisfied. What do you have to say to me?” His words are as rough as his treatment of her ass. Her damp pussy aches,

Squirming in place, but open and accepting through the pain.Your training is coming along nicely.

I trained you to be able to take this so that I could use you as I pleased.You’re welcome.

It’s so much fun to train your cute little friend’s ass; I’m glad you brought her over. By the time we’ve done connecting these two sensations she’ll be hardwired to cum from being fucked in her naughty backdoor, and I’ll be sure to keep her

That’s right baby. We’re going to train this tight little ass until the hand isn’t necessary anymore, until you can cum just from being taken in the ass; breaking you in is going to be fun for both of us, princess.

A taste of what’s to come…

Teach her what she really is: a self-lubricating anal fucktoy. Her pussy is a reward, one she earns through your satisfaction after thoroughly demonstrating she knows her place.

I know how badly you want to feel this in your cunt, and you know that you’re not allowed. So you’re going to take my cock, feel it in your hand, and even as your hungry lower lips drool for it you’re going to set aside your wants and obey me

aliascquinn: Teach her what she really is: a self-lubricating anal fucktoy. Her pussy is a reward, one she earns through your satisfaction after thoroughly demonstrating she knows her place.

theunicornkittenkween:New 11:31 Minute Video is now Live - “Anal Training #2: DP Training”Sometimes we all want to be a little cute. So why not wear some blue mesh panties and a purple floofy wig and fuck your pussy with a dildo while playing with

Kristen Scott - Anal Training [GIF]

sissylivia: nastykinkysissycumslut: I need this! Some sissies resist at first, but with the proper techniques they can be trained to appreciate black Cock properly.

Anal training GIF

mymarinemindpart2: sexytattedcpl: Anal training gif Marine traininf his hot gf… make sure you are giving them some love.

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