Teasing and an even more tempting offer

That night she gave Tom another treat, teasing him before dragging him into the bedroom for a handjob. Seeing how turned on Tom got as she teased him made her feel much less guilty. She decided to not tell him that she wanted to end the arrangement with Bill just yet, so she could keep the fantasy going.

“I definitely prefer jerking you off than Bill,” Emily said matter of factly as she worked his cock.

Tom looked down at her in surprise. “Well, I guess that’s good, seeing as I’m your boyfriend,” he replied with uncertainty.

“Yeah, he’s so much harder to jerk off because he’s sooo much bigger than you. I have to use both hands with him and move my arms so far up and down, while with you I can basically just use two fingers,” she continued candidly. She demonstrated by removing the rest of her fingers from his cock and just stroking him with her index finger and thumb. Tom let out a groan of arousal, almost believing Emily’s exaggerations of how small his penis was.

“Plus, giving Bill a handjob gets me way too horny! Which is really bad if I want to make sure I stay in control and remain a virgin until we get married. While with you I barely get turned on at all, especially when you cum super quick,” Emily said, maintaining a straight face. “Actually, now that I think about it, when I do finally get Bill to cum it’s so much more rewarding, especially because he cums so much more than you. Hmm, maybe I do prefer him, even if I have to listen to him say all those awful things about me the whole time.”

Tom grunted and his hips bucked as he suddenly came despite Emily still only servicing him with two fingers. Emily finally broke character and giggled happily. “Wow babe, you liked that, huh?” Tom could only nod his head in reply. Emily jumped up and grabbed an old towel to clean up. She then snuggled into Tom’s body and they both fell into a relaxed sleep, Emily nestled in Tom’s arms.

Bill continued to message Emily a few more times throughout the week, including another two dick pics. By Thursday, Emily was a little tempted to go back on her decision and ask Tom if he was ready for the next session. She instantly felt guilty again, remembering how little control she’d had over herself last time, and her resolve only grew stronger.

When he texted her again on Friday she almost didn’t bother to read it. Boredom and curiosity got the better of her as she sat by herself for lunch however, so she opened the message.

Bill: I was going to ask you in person, but seeing as you’re playing hard to get, I guess I’ll have to ask you via text. I’m hosting a poker game here on Saturday and thought you might enjoy the chance to show off your slutty body in a skimpy outfit to a few of my friends and serve us drinks for the night

Emily almost moaned out loud as she read the text. The thought of putting herself on display to a bunch of Bill’s most likely equally gross friends sounded unbelievably exciting. But what if it got out of hand? With multiple horny old pervs there she could only imagine how quickly she could lose control of the situation. She imagined them aggressively ripping the clothes off her body, and then forcing themselves on her one by one, as she was **** to orgasm over and over again as they shot their cum deep inside her. She’d be left naked and battered, covered in the cum of multiple men. Emily felt a noticeable wetness between her legs and was suddenly overcome with guilt. She went to go and delete the message straight away to get it out of her mind when another text came in.

Bill: Also, if that moron of a boyfriend wants to watch I can set up a camera so he can stream the whole thing

Emily swore under her breath. That might actually make this work. There was no way Bill would let anything get out of hand if he knew Tom was watching. Maybe this could be the one last thing she did before she called it quits. Although, if she made an exception for this then she might just keep making exceptions. Maybe it was just better to quit cold turkey. She couldn’t make up her mind, so instead left the message on her phone for the time being.