Confusing

You hurry into the bathroom and strip your clothing. You open the bag and start to pull out the clothing. First is a white tank top with a built in sports bra. You put it over your head and start to step into the gray leggings. Looking down you decide to leave the coral bikini panties behind and head back out to the counter.

After a couple more orders the lunch rush dies down and Lily approaches you. “Alex, are you wearing a diaper?” Looking down you notice your boxers have bunched up under the tight material causing a less than flattering image.

“I’m not wearing a diaper! It’s just my underwear.” Lily chuckles before saying “oh it’s your visible panty line. Now I know I had panties in that bag to avoid this issue. Don’t be afraid of underwear. Remember it’s not being masculine or feminine, it’s about personal care and image.”

You sigh and head back to the bathroom and put on the panties. After you slide the leggings back up your legs you feel a shiver travel down your spine as the silky material caresses your cock and balls. What’s weird is you also feel a similar sensation in your nipples. Ignoring it you touch up your lipgloss and head back to the cafe.

“See Alex, you look so much better without those silly boxers bunched up. Plus I’m sure my panties feel so much better!”

You can’t help but blush as you put your head down and get back to work, not wanting to acknowledge the fact that Lily was right once again. After your shift, you and Lily were counting your tips and enjoying soy lattes when you noticed something “wow, I made so much more in tips today. If I keep this pace up I’ll have no problem paying back at Ms. DeMorgan and should be able to rent an apartment when I go to college.”

While sorting your stack a $5 bill catches your eye. It seems that someone has written something on it, “Hey Lily, look there is a phone number on this bill and the name Craig. Wonder what that’s about?”

Lily just rolls her eyes and says “I hate when guys do that. Like have the balls to ask us out in person. How are you supposed to remember if they are cute.”

“Yea that is odd” you respond before continuing “how upset do you think he will be when he learns that I’m not gay.”

“Oh sweetie, I don’t think he thought you were gay. I think he looked you up and down and assumed you were a woman.”

“WHAT?! Why would he assume I’m a woman?! It’s because of these stupid clothes and this stupid makeover. This ends now....I’m getting changed.”

Before you can leave, Lily grabs your arm and says “wait a second Alex, first think about how much money you made in tips today. That wasn’t because you became the best barista overnight. It’s because you dressed nicely for once and had a cute approachable face. Secondly, there is nothing wrong with being a woman. I’ve done it my entire life. Now, if you want, you can go get changed and go back to making no tips, failing the internship and not having to worry about going to college, or we can go shopping and we can pick you out some more cute clothing. If we go this route you will rake in the tips, pass your internship and can pay for housing on or off campus.”

Shuffling your feet you look at Lily and say...