Vicky

"Of course you're going on a date! Why else would you get ready like that? Your dad talked to Jess. She might not want to tell us how to reach Sarah, but she agreed to go shopping with you and help you get a few things. You gotta get used to going out as a woman after all. Of course, if you'd rather be with a man, she said her brother's available..."

Oh god... you don't want Jess to see you like this. Even less so go out with a man while dressed like this. You then remember the woman you just met.

"Wait mom... can I go with someone else?" You ask, pleadingly. Your mom is surprised, and she looks at you clearly wondering. You practically have no friends after all...

You grab your phone and check. You have a message from an unknown number. Opening it, you see a picture of yourself. You are clearly shirtless in it. While it seems like you're looking at the camera, you seem off and you're actually starting at nothing. Your face is flushed, and you notice something white drooling at the corner of your mouth.

Quickly turning your phone side-way so your mom can't see, you start typing. You tell Vicky your mom is forcing you to go shopping, and you'd rather go with her if possible. As you type this, you can feel your asshole still being sensitive from what she did to it.

Vicky quickly replies that she would be more than happy to date you, and quickly asks for a time and place.

It's only after telling your mom that you realize, this is how you're going to have your first date.