Trip to the City (Part 1/5)
Part 1 | Part 2 | Part 3 | Part 4 | Part 5 |
Everyone always thought it was weird that you were the one guy in a friend group made up entirely of girls—everyone except for you, that is. So what? Is it a crime for a guy to only really hang out with women? You didn't think so, and neither did they.
But when the four of you were planning a week-long vacation out to the city together, Trish, the leader of the friend group, had an idea. What if you were one of the girls for a while?
It seemed ridiculous to you, but everyone agreed that it was a wonderful idea—and you didn't want to hurt their feelings. Your main concern was that you would look like a caricature, some awful 80's movie "man-in-a-dress" type. But Trish assured you that they were willing to spend a lot of time and money to make you into a completely passable woman. With some trepidation, you agreed.
The week before your trip, Trish and the gang had you come over to their house for what you thought would be an ordinary day of video games, chatting, and booze. But when you walked in the door, you realized what they had really invited you over here for. On the coffee table was a mountain of women's clothes, cosmetics, and shoes—all brand new-looking. It must have cost a fortune, but Rachel had a cushy corporate job—she was always splurging on things for the friend group. You knew it would be rude to refuse after they had gone to so much trouble. So you let them get to work. They started with shaving your legs, arms, and beard, and then doing your makeup. Then they let you change into one of your new outfits, but not before putting on the shapewear they bought you first. The padded pantybrief gave you nice, curvy hips and the breastforms brought your chest forward and provided you with a substantial bust. Once you had the right shape, you were given a long corduroy skirt and a lacy cream-colored v-neck top. Your nails were painted a soft orange to go along with the autumn vibes. It was November, after all.
As you kept glancing over into the mirror, you noticed that you looked less and less like yourself and more and more like a woman—a bit of a tall one, at 6'1", but nothing too out of the ordinary. But you didn't know how to act like one, and that would have to be fixed—at least according to your friends. Instead of the Fortnite and gossip you had expected, you spent the day learning how to walk in heels with a purse, practicing applying your own makeup, and changing into different outfits whenever Trish wanted to see you in something new.
By the evening, you were exhausted—ready to get out of the shapewear and change back into the baggy jeans and plaid shirt you usually wore, but your friends had other ideas. "We'll need you to spend the next week like this," Rachel said, smiling.
"But we don't leave until next Friday!" you protested.
"You don't want to embarrass us when we go on our trip, do you? No? I thought so. Then you need to get used to dressing, talking, and moving like a woman. I don't want to see you in anything masculine until after we get back from the city."