Todd looked around, trying to figure out where the hell he was, but being in an unfamiliar city meant that he couldn't make out any landmarks. Adjusting his cap, he walked over to a wall protected by shade and leaned on it. Being lost was bad enough, but being lost wearing tight denim booty shorts, a tank top, full face makeup and a long brown wig in a ponytail certainly didn't help.
I had been all due to his sister, Emily. She was a huge geek and so she’d often attend to conventions in full cosplay along with her friends, however, this time her cosplay partner had flaked last second which meant that her hours of labour and money she had spent on making her friend’s cosplay were going to be wasted. Desperate, Emily had turned to Todd and begged him to put on the costume, but upon seeing the long wig, booty shorts and even small breast forms, he had adamantly refused. He might have been too harsh though, as his sister then turned to blackmail in order to ensure his cooperation: either Todd swallowed his pride and dressed up as “Hilda” for the con or Emily would make sure his parents knew about how he had basically forged and cheated every single exam he had done at uni. Todd doubted his sister would ruin his life like that but not having the courage to call her bluff, he caved.
That is how he found himself on a 3 day trip, in a different city and with his girl costume laid out for him on the hotel bed. The only silver lining was that at least Emily was the one covering most of the expenses…
“No, no way!”, Todd protested when his sister held up the breast forms, covered in glue, wearing them was one thing, but being glued to them? It was too much.
“Oh don’t get your panties in a twist, we have to make sure they don't slip out, plus the glue will wear out by the end of the day. Now be a good girl, unless you want me to call mom and dad?”, Emily had a devilish smile, Todd was trapped and so the breasts were glued to his chest along with some padding on the hips. The final touch was the long wig styled into a ponytail and some makeup expertly done by his sister. When it was all done, Todd looked in the mirror and was shocked to see the reflection of a sporty looking girl, an attractive one at that. He didn’t have much time to admire himself though, as Emily, now dressed in her costume, dragged Todd out the hotel.
They were supposed to ride a train and get off at a station near the convention center, but the train car was packed beyond belief, and so amidst the sea of people Todd got separated from his sister, making matters worse the station he had gotten off at was most likely the wrong one as he was in some plaza with no convention center in sight. Getting nervous from all the stares he was starting to get, Todd looked into his purse, trying to find his phone, but it wasnt there, in fact, the only thing in his purse was a ticket for the convention, a tube of lipstick and some pokemon plushies.
He was gonna have to ask someone for directions. A group of guys who were also dressed up seemed like his best bet to get back with his sister. He didn’t even have to walk over to them as the group approached him, their eyes fixed on him. He tried his best to maintain his girly facade, unsure of how they’d react, even when one of them “accidentally” lingered his hand a little too long on his buttcheek as Todd was reeled in and taken away by the group. One of the guys asked how many balls “Hilda” could manage, and all Todd could do was laugh awkwardly…what had his sister gotten him into?
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The first part of favor for sister, and one of my favorite captions to date if I am honest!
I very happy i was able to use this hilda picture, its so cute! You can expect to see the other parts too, so it can compliment well the alterante part 3
I will be posting other old caps too as time goes on!