She loses

The game goes down to the last point. Unfortunately, her side messes up and they lose. As the 2 teams congratulate each other, Emily talks to her worthy opponent, finding out his name is Jeremiah

He asks what day dinner will be. Emily says she isn’t sure, so he says he is free Wednesday night. When she agrees, he reminds her of the dress of the day, which she acknowledges.

Emily realizes she likes that she lost the bet. She hasn’t had the attention of a guy for months, and misses it. She continues taking her pills, and her stress level has never been lower.

Emily’s work on Wednesday goes quick, and she is home by 8:30 PM. Jeremiah was expected at 9:00 PM, so she starts the food. They agreed on burgers, so she gets them started.

As the burgers cooked, she changes into the outfit. Standing in her room naked, she decides that she would wear the cutoffs she made. She slid on her thong, then pulled on the cutoffs. She can’t believe she is gonna wear these for dinner. She pulls out her new bikini top, then decides to go for the slut look. She grabs her old bikini top that she wore with the cutoffs. The only difference is when she ties the top and back strings, there isn’t much left over and it isn’t a full coverage fit anymore. A lot of skin is showing around the edges. She looks herself over multiple times in the mirror, from many angles. She feels confident there is no evidence of her condition.

Jeremiah shows up promptly at 9:00 PM, dressed as casual as Emily with board shorts and a tank top. Emily has no doubt he likes what he sees as he sits at the table. The burgers were cooked, so Emily brought them over. They both ate with some talking going on.

After dinner, Jeremiah has a seat on the couch and Emily turns to him, as she sits down at the other end of the couch, her legs pulled under her. She finds he is only a few years younger than her and is a theatre major. She feels his gaze on her as they continue talking. She thinks she sees an outline forming in his shorts, which excites her.

Jeremiah loves the way Emily’s bikini top barely covers her big breasts. He has no doubts this is not her beach top. As he feels his cock start to harden, he sees Emily looking. The confirmation that she noticed was her nipples poking her bikini top.

They talk about nothing for awhile, then Jeremiah asks where her husband was. Emily is surprised by the question, and replies she is single. Emily asks about his status, and he says he is single also. He tells her he is shocked a beautiful young lady doesn’t have a boyfriend.

Something that Jeremiah said catches Emily’s attention. She asks him what he means.