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Catholic School? Every boy should experience what it’s like to be a young girl. Spending time in frilly clothes and having to go back to middle school sounds just about right.
Those Damn Webcams: Things were a lot easier to hide before Skype.
The Contest: Gosh! I just don’t know who to root for. Such frustration. *shudder* Delightful!
Greedy Mothers: They’re always cockblocking the the good stuff.
The Ol’ Crossdresser in the Broken Down Car Scenario: Cops love it, and so do I!
Being Blackmailed: Never call your blackmailer’s bluff unless you’re prepared for the consequences. Luckily, in this case everything turned out okay.
Scorned Women: Hell hath no fury… well, you know.
The Better Question: Why wouldn’t she be smiling?
Carpet Burns: Yeah, I’d brace myself against the dresser. Those things can hurt.
Your Wife is Just as Kinky as You Are: Remember, she’s the one that married you even though you look so effeminate. That means feminizing you was somewhere in the back of her mind, even if she won’t admit it. So go ahead and let her know that
Getting A-head in the World: See, all that studying in college worked out for you in the end… and in your mouth too.
Revealing Yourself: There can be no better way to step out of the closet than to dress up in your wife’s lingerie and lick cold cum off your fingers right in front of her. That was your plan all along wasn’t it?
Jealous Mothers: They never look as good in stockings and heels as their sons do.
Leaving the Curtain Open: I’m beginning to think Charity left his curtain open on purpose.
Demoted? Is it a demotion to move from married status to oversexed-transexual-cousin? I think it would actually be a raise in relationship rank.
Yoga and Latex: Remember even though you are a master of yoga now, latex clings.
Dare to Dare: Are you sissy enough to take all those dares?
Nosy Wives: Always check your browser for incriminating cookies and your documents folder for strange folders. Wives are always nosy.
Never Bet Against Your Girlfriend: You’ll always lose… except maybe in this case. She obviously won!
Delusions: Go right ahead and make any excuse while you can. As soon as that cock touches your tongue you’ll experience something you never thought possible. The undeniable need for cum to shoot on the back of your throat. From there it’s
What Are The Odds: Pretty good, of you knew your friend’s sister was a teacher at the all-girls private school ahead of time. You’ve been setting this up since you found out she was there and now you’re just where you want to be, under
Surprise Birthday Gang Bangs: Every t-girl’s sweet sixteenth should be just as enjoyable.
The Trap: You should have known she put those clothes in there just for you, sweetie. Welcome to your new room. And don’t worry about all your nasty man clothes; she’s already thrown them out. Enjoy your new life of servitude, you lucky sissy.
The Perfect Material: I don’t know why she couldn’t figure it out at the beginning. It’s seems perfectly logical that she’d only be turned on by a mirror of her own life.
Mutually Assured Destruction: Detente has never worked out so well. At least they can be each others wing-woman. Win/Win!
Summer Time Friendships: Sometimes they last forever.
The Beginning: this is how it almost always starts; sloppiness on the sissy’s part. Or maybe it was purposefully sloppy. Hmm.
Hidden Desires: Don’t hide them from your girlfriend; hers may be kinkier than yours.
Accidental Self-Outing: I know I’d by more insurance policies off of a latex sissy.
Thoughts?: I say bring'em on!
What You Really Want: She knows what you really want, and it isn’t being released from her dominance.
Good for the Gander: It’s only fair.
Conveniently Placed Fetishwear: If your dream outfit suddenly appears in your wife’s wardrobe then it’s probably a set up. Proceed accordingly.
Sunday Dinner: Your father is never going to be the same afterward.
Subterfuge: There’s nobody at home waiting for her. This was all her idea. The key is in the trash, and she couldn’t be happier than being dominated by this well-hung stud.
Strong Women: they know exactly what they want.
Method Acting: I don’t think she’ll have to try too hard to figure this part out. Accept the cock, sweetie. You’ll feel better after.
Out of the Closet: Finally!
Blackmail: Brad and his wife finally got Gary right where they want him.
Tears: the sure sign that your femme-boi is loving his job.
Humiliation: all closeted sissies crave it. Make sure to let everyone in your neighborhood aware of his new situation!
Social Security: doesn’t pay to tip your hooker.
Spicy Sex Life: I think Brad’s about to see some in action.
Bridesmaid Dresses: There should be a law or something.
Just say no to frumpiness!
Maybe if she went and put on that giant strap-on she just bought for no apparent reason, her message might get across.
Act Like I Want It? Is this a trick question?
Backstory? It’s the truth!
A Deal is a Deal
Some guys get all the luck.
Kevin, you insanely lucky bastard!
Maybe Kevin would enjoy it more if he help her get ready, dressing his wife up for the soul purpose of getting fucked by anyone that’s not him.
Things like this usually turn out for the best… riiiight. You’ll never be referred to as anything remotely masculine again, little cock slut.
Well, someone just hit the jackpot! By the way, two hours of straight fucking? I guess I know how that smile got on her face.
Isn’t it fun to tease your girlfriend’s father?
It’s date night!
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.
When women really understand, it’s a beautiful thing.
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.
Motivation: more than enough.
