The Present, Part 42
Part 42
At first, it was Amy doing the flirting.
Sadie and Julia settled into a table at a nearby coffee place, closest to the busy corridor, while Amy targeted the first guy she thought was appropriate for him. According to her, she was basing it on his cock preferences. Whatever that meant. While the dark haired boy she gestured towards was objectively attractive, it wasn’t like Chris was actually into the gender in general.
She was rather shameless in her approach. Taking her cousin’s hand and walking right up to the guy, she smiled and introduced herself. “And this is my cousin, Chrissy. She can be a little shy, but I promise she knows how to show you a good time. Do you think she’s pretty?”
“Very pretty,” he smiled, with a small chuckle.
Chris blushed, which looked as if it was in response to the prompted compliment. In truth, it was because this guy clearly thought he was a girl. That, and the situation in general, as well as everything from a few minutes ago.
“What do you say, Chrissy?” Amy asked. She gave his hand a squeeze.
Flushing more deeply, he glanced away and quietly said, “Thank you.”
Amy gave a playful sigh, turning her attention back to the guy. “Do you want her number? She kind of has a thing for dick pics. If you’re into that. And she’s a lot more sexy over text.”
What was Amy doing?! Despite how overt she and her friends had been about making him sound obsessed with cocks, that didn’t mean he wanted an actual picture sent from some random guy.
Similarly, he seemed a bit taken aback by the crude suggestion. But only so much. “Good to know,” he said, “So, what’s your number, Chrissy?”
God, he was checking out the fake cleavage. Chris wasn’t even a girl, yet he noticed the brief yet distinct downward glance. Was it that obvious whenever he looked at a girl like that?
Tempted as he was to give out a fake number, Amy would know if he did that. So, after quietly clearing his throat, he reluctantly shared his info with the guy.
After reading it back, he said, “I’ll text you. Maybe with a fun picture.”
“Lucky girl,” Amy smirked, “Well, we don’t want to keep you.”
Just like that, the guy was wandering off and Amy was dragging Chris over to the table where her friends were waiting expectantly. “Well?” Julia asked, “How’d she do?”
“He wanted her number, so I guess she did alright,” she said, “Not that she actually did anything. Chrissy just looks all cute and fuckable. He may or may not send her a totally solicited dick pic later.”
Julia snorted. “Hope he holds up to her fantasies. Just so you know, Chrissy, porn isn’t that realistic. Not every boy is going to be as big as you want him to be. Some boys are so small they fit perfectly into panties.”
All three girls giggled at the obvious references. Then Amy turned to Chris and gave him the real challenge now that he had been eased into things. “Time to go talk to some boys without my help,” she said, “You need at least three cocks added to your collection by the end of dinner tonight. If you don’t meet your quota, we’ll have to come up with a fun punishment for you.”
That was so much more than Chris had anticipated. Talking to guys while pretending to be a girl was already going to be a lot, and he had somewhat braced himself to ask for phone numbers. Except this was the opposite, and then some. Like he had just done, with quite the nudge from Amy, he was going to have to give his number away to a bunch of random guys. And suggest to them that he immediately wanted more than just texts.
There was also no guarantee that each one was going to take a picture like that, which meant he was going to have to approach more than just three guys.
Before he could ask a clarifying question, Amy continued, “And no, the first boy doesn’t count. We want to see how much of a sissy slut you can be all on your own!”
With a few more ‘words of encouragement’ from the trio, Chris was sent off to talk with a bunch of random guys. He wasn’t even the type to chat up a girl he didn’t know in a public place. At least the double standard worked in his favor, as he knew that he wouldn’t complain if a girl took the first step herself. Except he wasn’t actually a girl.
One by one, he started finding guys who seemed to be around his age. He kept waiting for his voice to give him away, or for them to see through the feminine disguise, yet they believed all of it just like everyone else over the last hour or so.
Without fail, each and every one of them stole a number of glances towards Chris’s cleavage. It was bound to happen, with how big the breast forms were. While it wasn’t the same as a girl experiencing the not-so-subtle moments of being checked out, he was still internally grimacing every time.
And then he had to get to the part about inappropriate pics. Even after going through it with a couple guys, it never got easier. “If you want . . . I’d love a picture of . . . you know . . . ?” Every time, he was blushing and averting his gaze.
As much as he wanted to limit the amount of times he had to awkwardly flirt with guys he didn’t know, he knew that Amy and her friends would come up with something a lot worse if he didn’t get the required amount of dick pics. So he gave his number to nine guys total, playing the odds that at least one in three would send one. Hopefully just one in three.
Just as he was making his way back to their table, he got his first text.