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Always reward your new sissy if she’s done something exceptional, but make sure it’s always in line with further feminization.
The best of both worlds! You get to watch your wife get satisfied at the same time your sissy pussy is getting the pounding of a lifetime.
It’s trick question time again, isn’t it?
Trust me, you won’t regret it.
Don’t think all that work went to waste; think of them as practice sessions!
Surprise gender reassignment surgery can be a good thing.
If I could take ten thick inches in some sweet face-fucking action I wouldn’t be going back either!
Tell your boyfriend to take the five foot challenge. He’ll thank you in the end.
The Feminizing Chair! Get one for your boyfriend today!
Canon in A Minor has such a different meaning in this instance.
Take care of all your maid’s needs or she’ll go looking for satisfacion somewhere else.
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.
Don’t worry; be happy!
Just one time is all it takes to get addicted to playing the female role in all your fantasies. It’s inevitable really. It’s the best part!
Never be ashamed of who you are. If that means you’re a slut… who cares?
See, if you’re a nice sissy and always impersonate your sister, good things can happen!
Wouldn’t it be your favorite time of year too?
Your days are numbered future cock-smith.
Should we tell Conchita about Mr. Wilson’s addiction to sexy women with cocks? Nah, she’ll find out soon enough.
Halloween: What are you dressing up as this year, first-timers? Start planning now so it’ll be the perfect night that you’ll never forget.
I wouldn’t worry about something to eat, honey. Soon enough your stomach will be filled with more than enough cum to sustain you for a long time.
I agree, nothing can go wrong. Things are definitely going very right.
Back alley deals: Sometimes they’re not seedy at all!
Caught by your neighbor! Well, you needed the summer job anyway.
Some jobs are definitely worth sucking around for… um, I meant sticking around for.
Sure, you say that now, but come next weekend you’re all ready to be the girl again. You’re such a slut.
I know I’d totally believe that excuse. You should use it next time you’re pilfering your wife’s lingerie and get caught in the act. I’m sure she’d be totally understanding. Of course, you might not ever see your male underwear again, but that’s
Definitely nothing wrong with that.
Isn’t it fun to tease your girlfriend’s father?
Converting assholes, one at a time.
Who could resist being a sexy girl for this perfect little tease?
Tag teams! They’re best for those long lasting studs out there.
Perseverance: Just one more cock, just one more cock.
It’s like you wanted to get caught or something.
Accept your place in the modern world.
The best laid plans have a way of getting turned around on you when you least it expect it. Look at it this way, the plans, and your ass, are both going to be laid quite well in the future.
Satisfaction: there’s nothing like coming home after having your cherry broken.
Trapped at sea with a boat load of horny men? Sign me up!
Follow Orders. It’s more fun that way!
Outted in public. It might not wind up being as bad as you think.
Oh dear: another bimbo secretary. Pretty soon there won’t be any competent assistants anywhere!
Rationalizations: They usually help make things much better.
Confess! Either she likes it and accepts you, or she doesn’t and you’re free to be who you really are!…Or she tells everyone in both instances:parents, friends, coworkers, neighbors, and you’re even more free to be who you are. Wouldn’t
Don’t make me call Bimbo Protective Services on you.
Some things are inevitable.
A necessity for any prospective MTF.
Sissies in the wild fall for this trap all the time. Make sure to walk your sissy personally every day, and make sure they’re on a leash or you too could lose her to evil women like this!
You really love the taste of cum, but you’d also love to be forced to be in chastity for another year! It’s an impossible decision!!!
I knew there was a good reason to head to Cancun.
Edging: it’s the perfect way to ensure your man enthusiastically says, “Yes!” when you ask to feminize him.
They break so much quicker if they’re the ones asking for chastity instead of it being forced on them.
Yep, his masculinity is definitely dead. Good riddance.
Oh, your new ‘wife’ will definitely go beyond the call of duty, Robert. Mr. Bently will be very pleased by the time she leaves his office.
Make sure to hide all of your crossdressing lingerie where it can be easily found by your sexually adventurous wife. Then sit back and enjoy the ride… or enjoy being ridden, whichever.
There’s nothing like being plugged directly after receiving a thorough pegging. It’s like the fun never stops.
Some guys just need to see the logic behind being pegged properly… with a real cock. Communication is the key!
Darren, Darren, Darren. If you wanted to be a lesbian then why dress up for your session. Methinks someone was suppressing his desire for cock. Well, not to worry; that’s taken care of now.
Mirrors are a wonderful training tool for your transitioning boyfriend. Practicing proper feminine mannerisms will always keep them aware of their new place in the world.
Work hard for that money, honey. And for goodness sake, have a good time!
Admit it, he’s sexy as hell like that.