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CYOTF (New)

Girl and Crossdressing Boyfriend

added A year ago O

You and see two rather attractive girls coming into the park dressed as Peach and Daisy, the two princesses from the Super Mario video games. You recognize the one dressed as Daisy as Monica Reynolds, a girl from your homeroom, but Peach, who seems rather shy and nervous, looks vaguely familiar-until you suddenly realize underneath the flowing pink gown, full length blonde wig, make up, and jewelry, is Devon Fields, Monica's boyfriend!

Devon's House, several minutes earlier:

"Are you sure about this?" Devon said, as he looked at his reflection after Monica helped him get into his costume. He looked passable to be sure; his own mother wouldn't recognize him. It wasn't the first time he cross-dressed to be sure, he loved doing it. But that was mainly when he and Monica were alone together, or out on dates and only briefly encountered people they knew. This time it would be at a party where nearly everyone they knew from school would be there.
"Oh 'Debbie,' you make such an adorable Princess Peach," Monica giggled. Nearly a year ago, her relationship with Devon had begun to get serious when he came out to her about his crossdressing. It had been a shock to her to be sure, yet he managed to reassure her that he was not gay or bisexual, nor was he really transgender-he had no desire to actually transition into a girl. Finally, one time when both his parents were out of town-which was quite frequent, since both had jobs that required a lot of travel. After that first night, Monica discovered she loved having a crossdresser for a boyfriend; it was like she had a living Barbie doll-that she could also make out with.
At first, they'd spend a few evenings, helping him get dolled up, and watch chick flicks and cuddle together. Then she helped him to work up the courage to go out dressed up to a movie; while in line they met Brooke Milton and several others from school. Monica introduced Devon as 'Debbie' his cousin from out of town, and that became the name of Devon's femme persona.
"Besides," Monica whisper sexily into Devon's ear, "it's a costume party; you won't be the only guy in drag. So what if people realize it's you; your secret will still be safe." She then kissed Devon, thrusting her tongue deep inside which he returned. That was one thing he really loved-kissing Monica when they both wore lipstick.

Back to the present....

You take out your notebook as you look at the pair, Monica acting like the bold tomboy she is and Devon being demure and ladylike. No-one else seemed to realize it was him; eveyone seemed to refer to him as 'Debbie,' and acting like he was an actual girl. A smile come to you face as you start to write.....


What do you do now?


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