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CYOTF (Human)

Getting Gabe Ready

added 3 months ago TG Male to female

“A sexy devil!” Molly said excitedly, breaking down into another fit of giggling at Gabe’s horrified look. “But—mooom!” He protested. He wasn’t sure what he’d been expecting, but it certainly wasn’t that! Jessica’s expression didn’t change. “You brought this on yourself, dear.” She said. “One night seeing how us girls live won’t hurt. You might even learn a lesson or two in the process.” She added. Gabe, seeing she wasn’t going to change her mind, sullenly nodded.

“Great! Now, Molly, why don’t you go and help your brother get ready. We want “Gabby” looking as good as possible tonight, don’t we girls.” Jessica said. Molly led Gabe back up the stairs. He took a shower and Molly then helped him shave his legs. Gabe’s hair was already fairly long, and with the extensions his sister added it reached all the way down to his mid-back, which she then carefully styled. I knew I should have gotten a haircut, he thought as ruefully to himself. Next, Molly fastened a push-up bra to his chest. Gabe flushed in embarrassment as she proceeded to stuff the bra. “Can’t have people thinking my little sister Gabriella is flat.” Molly teased, earning her a glare from Gabe. She was enjoying this. Gabe needed to be taken down a peg or two after all his pranks, and after this she doubted he’d be pulling one for a very long time

The costume itself was a skimpy red dress with an attached tail, a headband with horns on it, red pantyhose and a pair of red high heels. “I can’t walk in those!” Gabe protested. Molly just smiled. “Practice makes perfect.” She said with a grin, zipping up the dress. She then did Gabe’s makeup, nodding in satisfaction at the results. “C’mon, sis, let’s go see if Tara got changed into her own costume yet.” She said, heading for the stairs. Gabe slowly wobbled forwards on the heels, following her.

Heading down the stairs wasn’t easy; Gabe nearly tripped and fell several times in the process. Thank god for the railing, he thought as he finally made it to the main level. Jessica sitting in the living room, looked at him, a slight smile crossing her face. “I can’t say I’m thrilled my daughter is wearing such a skimpy costume, but I suppose all the girls your age are doing it.” She said with a wink. “Mom!” Gabe complained again.

Tara walked into the room, wearing a white dress with a golden halo headband and angel wings. “Gabby!” She said, a mischievous smile crossing her lips. “I’m so glad you are coming, trick or treating is so fun!” Gave mumbled an agreement, his mind whirling at the reality that soon people would actually see him in this costume.

Molly handed him a red purse and a large plastic bag for Tara’s candy. “Have fun!” She said with another grin, as Tara led Gabe towards the door. She then raised her phone, taking multiple pictures of Gabe as he glanced back over his shoulder towards them. “But not too much fun!” She called out again as the door slammed shut behind them.


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