The Girlhood Experience

Apologies for my recent absence, but being that it's spring, there's tons to do and lots of things to keep me busy! I'm afraid my captioning output will be lower than normal for awhile, but I'll still do my best to put my ideas to paper!

Transcript: “You want me to do what with that!?”

Kelly giggled as she watched her step-brother Brian, now fully made over into Brianna, gape at the size of the dildo she had selected. It was just too cute how nervous he looked. In fact, he looked pretty cute as a girl period. The hair extensions she’d put in looked completely natural, even when wet, and she had done a marvelous job with ‘Brianna’s’ makeup, if she did say so herself. Coupled with the unbelievably genuine looking breast forms that ‘Brianna’ was wearing, ‘Brianna’ looked completely passable as Kelly’s little sister. “Just start by playing with it. Give it a little lick and then, well, you know what girls do with these…”

“Yeah, but, but—“

“Oh hush! You were the one who admitted to me that you wanted to experience life as a girl after I caught you going through my things weren’t you or perhaps you’d like to see the pictures again? Maybe that would refresh your memory?”

‘Brianna’ looked at Kelly with an unamused expression as ‘she’ began, “You’re really enjoying this aren’t you?”

“Nonsense! I’m only trying to give you the experience you’ve always wanted!” Kelly tried to keep a straight face as she spoke, but she couldn’t. She was enjoying this immensely.

“Now just take your pretty little manicured hands and start stroking it. Use both hands, firmly, but sensuously. Just think of it as all just part of the girlhood experience, besides, it’ll be good practice for your date tonight.”

“What do you mean my date tonight, I—!?”

“Put those gorgeous lips of yours to good use now and shush! Now let it go all the way in, all the way to the back of your throat, there we go!” Kelly watched with pride as ‘Brianna’ performed masterfully under her instruction, even though ‘she’ was having some trouble with not gagging. But that was to be expected, it was a rather gargantuanly sized member and this was ‘her’ first time, as far as she knew anyway, after all.

“Did I not tell you? It must’ve slipped my mind. Fred asked me out to dinner yesterday and I told him I’d go only if I could bring my ‘little sister’ along and make it a double date, so he found Matt to go with you.”

The disbelief was blatantly obvious on ‘Brianna’s’ face, “You’re kidding right? I mean, letting you dress me up at home is one thing, but going out, and with a guy!?”

“Relax Brianna, if you do everything I’ve taught you, I’m absolutely certain that no one, not even for a second, will doubt that you’re my little sister. Besides, don’t you think it’s time to let the world meet my beautiful little sister?”

‘Brianna’ blushed, “You really think I look beautiful?”

“Absolutely. One-hundred percent.”

‘Brianna’ thought for a moment, “Alright then, I’ll do it, but I am not sucking his dick tonight, no matter how many times you make me practice!”

Kelly laughed, “Of course not! A real lady never gives a blowjob on the first date. That comes on the third!”