sissy time
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You can’t just go around dressed like that making my strap-on all hard and not expect to have to put out. Time for your first strap-on lesson slut!
This isn’t me in the picture, but I have done this with two of my ex-boyfriends (who I won’t name) and also one other guy who was dating my roommate at the time.
Halloween time
Wendy knows when she has you by the balls. Even before you do. lookn4funswfl: 1000 times yes! sullyher: Ugh. Not sure how to respond here. What do you want me to say?
ahumliatedhusband-com: It’s what you want isn’t it? For her to ‘make’ you suck it, well silly boy this only happens is pornos, if you want it you’re going to have to ask for it The first time Wendy shoved a dildo in my mouth was completely
thesissymaster: Think Pink! This is the post that led me to look up boys waring pink and finding that article in the New York Times. I told you that they weren’t very connected. But then by now you should know how I think some things through.
Poppa slave Bobby came over to my friend’s house to pleasure us and do chores (see awfully painted green toes of mine), but he spent most of his time talking and trying to father us. Blah blah blah blah. Montreal, June 2015.
One time this summer…. I let this loser drive me around with his tiny hard dick out. He was terrified someone would see. But what is there even to see? LoL! How humiliating. Philadelphia. August 2015. P.S. Thank you to my 300th follower, @tjdigger
nadinemar: All the time
traptasticfantasies: So…hi. My name is Rachel. For a long time I debated on whether or not to worry about getting naked on the Internet. I worried about future career prospects being damaged, trolls coming after me, people losing respect for me,
lararal: Break time.
sweetnathalietv: #10 of things I miss deeply (even though I didn’t like all of it at the time) The fear She really would turn me into an “exploitable whore†(Her words)
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
klaydood:Having to go outside for a smoke every time can end up being awkward.
itsnikkinicole: I’ve just added a new clip to my clip store! My first smoking clip was so popular I thought I’d make another one! In this clip I sensually smoke a cigarette, talking about how much I enjoy it. Then I smoke two at the same time while
klaydood: I thought it better to have a smoke indoors after what happened last time …. but I did get their phone numbers !
daddysfembabysitter:http://daddysfembabysitter.tumblr.comREMINDS ME OF MY FIRST TIME
porn-gifs: 🅠http://daddysfembabysitter.tumblr.comBATH TIME WITH DADDY
bustytitfucking: #62 / 100 - TOP 100 Titfucking Gifs of All Time http://bustytitfucking.tumblr.com/tagged/top100 A year of hormones, feminizing my body, slimming my waist, growing my ass and growing my hair out has almost made me the perfect girl.
deinmaedchen: ich will das wieder. I always thought my dads boss was such a nice man. I’ve only met him a few times while him and his wife came over to visit or my dad would have him over for football. My parents have been in Thailand for the last
I always thought my dads boss was such a nice man. I’ve only met him a few times while him and his wife came over to visit or my dad would have him over for football. My parents have been in Thailand for the last week and won’t be home for another
I had a crush on this older guy at school but he was always very mean to me. Him and his friends would call me a fag, a pussy and beat me up like al the time. But after 12 months of hormones, growing my hair, slimming my waist, getting implants and squatt
I always thought my dads boss was like the nicest guy, he was a bit younger but had a huge company, was really fit and had a beautiful wife.  I’ve only met him a few times while him and his wife came over to visit or my dad would have him over for
Party time!!
Phoenix!! Anyone in or near Phoenix should check this place out. I’ve been a few times and always so much fun. Tons of cd’s plus fun drag shows. I’ve also met some porn stars like Jessica Fox and Mariam Micol to name a few. Some shows
Geez, alright . You can fuck my pussy ONE TIME. And my husband never hears a word of this, got it?
Jizelle is a sexy canadian shemale Jizelle and I go way way back to the time when I never knew what Grooby Productions, shooting porn, or Los Angeles looked like. I also had never been with a trans-girl before her! Jizelle and I became friends over the
Relax, close your eyes, and think back to the very, very few instances where you almost had sex with a female. Think about all of those feelings and thoughts running through your head at that time: anxiety about the itty size of your little penis, fear
sissycassie613: riley-raunch: Time for a smoke break! This girl is smoking
Ahhhh! This is what you wanted; time to clean me out baby! Ultrammf
Supper time baby! Ultrammf
she is a sexy tranny bimbo having her time…how do I know it, look at the last gif, that head nodding with that sexy hard dick in her mouth. her mouth sucking it vigorously without leaving any air gap…oh…lucky girl…..
Quiz time!! Same character??? Yes or no??!!??!!??
Her timing is perfect. Leaving his cock to spew its sticky mess all by its lonesome.
sissyboys enjoying their time under the dryer
sissywardrobe: workaholicatrest: Oh you minidressPuzzle, too small and just right All at the same time? #60 (via TumbleOn ) You’re having to choices, hubby: - a daily set on rollers overnight? - or just a perm every 3 months? Which one do you
The Rules: Always follow them Janelle. Now, instead of just a few minutes of deepthroating a giant cock, you’ll be at it all night… or was that your intention the whole time. Hmm.
Everything: Might as well get it over with, Kitty. Who knows? By this time next year maybe you won’t want to change back.
Mess Up Just Once! I’d have to mess up a few times just to make sure she doesn’t take pity me or anything.
A hard clitty gives it away every time.
The First Time: Don’t you love the gentle lovers like this?
Think next time beforre you say to your wife, “But honey, real men don’t wear pink!”
Make sure to hold that pose for a very long time. You’ll be in it a lot.
An excellent way for your husband or boyfriend to atone for his infidelities. Of course by the time he repays the debt, he might be like being a submissive little pet for men. Wouldn’t that be simply divine!
Are you ready for the new laws that are going into effect this year? Girls, it’s time to think ahead and get a under-performing boyfriend under your thumb.
evilgeneralkala: Sissies time!!
Woohoo!!! Party time!
This has happened a few times.
perfectpornteens: My poor wife, I’m not even in all the way and I’m already cuming. It’s happened the last 3 times we had “sex”. It’s been over a month since she’s cumed.
ab-lifestyle:“…its sissy time sweetie”
neocoronaau: So I can’t say my problems have cleared up completely but I am starting to get back in the rhythm of things. Now last time I promised something weird, but on reflection I felt like I should probably do something a little more mainstream
Be a girl all the time!
Your resident sissification expert and full-time Princess is online hanging out, vaping(420) and preparing you girls for a naughty New Years. Line up for your spot!
Hey gurl! New maid outfit for your Freakden!Long time no see! Looks like you’re as slutty & sissified as ever! :)
Morning wood. Time to rub one out!!!Put your panties on before rubbing that tiny clitoris!
My ex girlfriend gave this to me the day we broke up, I’ve already used it more times than we had sex
Once a fantasy, now full time sissification is on the horizon!
First time dressing up and love humiliating messages from men and women. Slaveshadow
slave2womyn: Two or three times a week my beautiful Female Boss makes me stay after work, sometimes she keeps me under her desk until midnight. After nights like that I go home tired with my knees aching and my tongue sore from worshipping her. She
For you I will admit it sucking the biggest bag of dicks at the same time Goddess Kiki