Chapter 5
by 
Yelawolf
Do you or keep camming as a guy only?
Decide to bite the bullet and let the man get you a dress to wear for your next stream
You were hesitant to tell the man about getting the dress. It felt weird to get feminine clothes from a fan. You didn't know what style or what color you should get. You decided to give him the measurements and the size of your body. He can pick out the color for you.
It took him a few days to send the package. When you opened it, you saw a beautiful red dress. It was a knee-level evening dress. It was perfect for the occasion.
You put the dress on it and you looked at yourself in the mirror. The dress was perfect. It hugged your body perfectly.
The next time you were streaming, you put on the dress. You were a bit nervous about showing off your body as a sissy streamer, but you knew it would be worth it. You didn't want to fully become a femboi streamer.
The man was watching the stream and he was chatting with you in a private dm. "Welcome my sweet sexy sissy. Don't you look like a high-end escort? That dress hugs your body exactly how like it." You did a better job of shaving your body, knowing to put one hundred percent into this. Maybe it'll payoff for you.
"Thanks. It's very comfortable." You said fluttering with the attire.
"I'll bet. So what are you planning on doing tonight?"
"Whatever the viewers want."
"That's the spirit. Well, I have a request. I want to see you stroke your cock in front of me."
"Okay." You said.
"Show me how you stroke that sissy cock. Show me how you please yourself. I want to see your cock cumming all over that dress. You fucking pathetic Gooner meat."
You sit in front of the camera and stroke your cock after you pull the dress up around your hips. You make sure to tease the viewer by taking off your clothes slowly. Your cock tip only showing to tease the people watching you.
You're getting more and more turned on by the second. You're enjoying showing off your body and teasing the viewers. Making them rowdy for your soft shaven features.
You were enjoying the attention and you were loving the compliments. More people begin to fill your audience. They all seem to love what they see. Going from 20 viewers up to 75 viewers very quickly.
"Come on. Stroke that cock, sissy boy. Come on, show me that cumshot." SissyLover25 encourages the others to join.
"You're so sexy. You're the best sissy out there. We should all tip the best to the sissy we see." A random person comments.
"Yeah, come on. Bitch! Show us how you fucking cum." Another said.
"Mmm fuck why is it so hot to see a fucking faggot cumming in a dress." Another said.
Your cock was throbbing, your body was on fire. You living your dream as a Gooner. Jerking off with so many prying eyes ogling your pink cock while you pump for their pleasure.
"Come on. Cum for us. Come on, do it you little whore. Cum for our money you **** bitch." Sissylover25 demands.
"Yeah, cum for us, slut. We want to see that cock explode." Another person commented.
You couldn't hold back anymore. You were on the verge of cumming. Your body was shaking. You were about to cum. Your hand rubbing your shaft faster loving all of the attention on you.
You exploded. You came all over your dress. You came a huge filthy load. You couldn't believe how much you came. Immediately you get send captions from Sissylover25. Showing you how he wants you to become.
"Look at that. Such a messy whore. This bitch came so hard, she ruined her dress."
"You're such a dirty whore. You need to clean yourself up. You're a fucking mess faggot."
The comments fill up your chat as you look at the money you made already. You see the five hundred tip from sissylover25 for dressing up tonight. But the rest of the amount shocks you. Five hundred more that bring your total to one thousand. You couldn't fathom it. You made so much. A regular work week paycheck by just nutting in your hand while dressed up like sissy girl.
You were becoming addicted to the praise and the attention from this sissylover25. "Clean that dress up and I'll buy you a chastity cage, a cute small butt plug, and a few dildos. Also, I'll give you five hundred more. Maybe even some cute costumes so you can be a different slut for us everyday." He dangled the monetary gains in front of you as you thought about this new offer.