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True Dedication: A good sissy must always overcome all her aversions to please her mistress.
Hold on… you got all her shoes? You win!
The adage doesn’t specify what kind of pink clothes real men wear, now does it? So wear it! You’re guaranteed not to be a “real man” for much longer.
It’s always better than anyone thinks. I honestly don’t know why more guys don’t want to try it out.
Now is the perfect time to try out that Male-Male-Sissy threesome that’s been running through your head ever since you met your well-hung and very masculine (yet free spirited) roommates.
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!
Dreams really do come true, so I guess a really large gangbang comes next.
Some people have no compassion. Her eager little sissy is just sitting there waiting her turn!
Don’t you love it when you have to work for any orgasms that you have? There’s a sense of accomplishment in there somewhere. A job well done.
A pussy does not a girly-girl make.
Always reward your new sissy if she’s done something exceptional, but make sure it’s always in line with further feminization.
It was good while it lasted, but you’ve found better. Don’t be ashamed of telling your boss to find some other sissy to suck his cock. After all, other sissies will be waiting in line to take your place!
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.
Girl-cock provides an excellent transition on your way to sucking and fucking manly cock.
Aggressive advertisement: sometimes you just have to take the bull by the… balls to get your potential boyfriend’s attention.
Trust me, you won’t regret it.
Surprise gender reassignment surgery can be a good thing.
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!
Can’t imagine a better wish fulfillment.
Just go ahead and ask her to fuck you with the strap-on. You’ll cum much harder that way anyway.
The first time is always the most nerve-wracking. Don’t worry though; by the end of the day you’ll have made the right decision.
Proper discipline and sissy training is a must.
Keep your sexy submissive husband on edge all day long and he’ll do anything for relief when he gets home… anything.
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!
You must always look your best and sexiest at all times, little sissy. It vastly improves your chances at playing with more cock!
Yes, Timmy, there are angels.
Impending Monster Cock: it’s okay to be nervous, sissy. Now go do your duty!
A sissy in need: How can you just stand there and let her suffer? Fuck that ass!
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.
Institute Crossdressing Fridays! Your employees will definitely thank you.
I agree, nothing can go wrong. Things are definitely going very right.
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
Good neighbors are hard to… no that’s not right. Hard neighbors are good to find!
Definitely nothing wrong with that.
She always gets to wear the good lingerie first. *pout*
Who could resist being a sexy girl for this perfect little tease?
Halloween: the gateway to self-feminization.
Tag teams! They’re best for those long lasting studs out there.
It’s like you wanted to get caught or something.
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.
Trapped at sea with a boat load of horny men? Sign me up!
Rationalizations: They usually help make things much better.
Don’t make me call Bimbo Protective Services on you.
A necessity for any prospective MTF.
Knowing what your future holds can be very freeing. Free yourself!
More women than you realize are seeing through your thinly veiled guise of masculinity. Be more feminine and you might just get a girl like this one day.
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.
Some guys just need to see the logic behind being pegged properly… with a real cock. Communication is the key!
Don’t you miss the good old days when you could fuck your girlfriend properly… with your own cock? Nah, I didn’t think so.
Whining? Really? Some sissies just don’t appreciate their position. You’re the sex toy. Whenever, wherever, however, whoever. End of story.
Always set your sissy’s mind at easy with some humor, or maybe a scented candle. It’s not every day that he will wind up totally wrecked in the end. These times are something special that he’ll remember for the rest of his life.
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.
Don’t fret. Most of the activities that you enjoyed when your girlfriend was your boyfriend are still possible. You just have to give it a feminine twist.
Reminding her of the rules: it’s always best to constantly remind your boi-toi about the rules in your relationship. You don’t want them slipping into bad old habits. Chastity cages are excellent tools to help.
I love making all my boys lock themselves up voluntarily. It’s especially satisfying to watch their faces as I bring them down to the local bank and seal the key away in a safety deposit box. There may be a silent tear or two shed on the way home, but
Reblog for all your vanilla women out there. They need to think about the advantages and not just react stereotypically, mad that their bois got into their favorite lingerie. Their lives would be so much easier in the end.
I Hunger for her Games!
Our little femboi here has only one thing on his mind. Regular girls have far too much on theirs. I think the choice is clear.
