For what it’s worth, Greg wasn’t horribly unattractive to Beth for a 40-year old man. He was tall, had a full head of dark hair with just a touch of gray and clearly worked out, evidenced by his fitness. However, Beth had never thought of having sex with an older man, at least not until she was faced with the reality of this situation. Greg was old enough to be her dad, though, and he literally knew her dad. She wondered what kind of pervert would fuck his acquaintance’s daughter. She never realized how making herself such a sex symbol transcended her own generation and was now backfiring on her in such a gross way.
Beth didn’t dress up for the event. It wasn’t the most pleasant walk, so she dressed warmly in sweatpants, boots and a heavy jacket over her sweater. She wasn’t too eager to show off for this older gentleman either but she also didn’t need to put thought into her attire. Greg had asked her in advance for her sizes and promised he would have something picked out and ready for her by the date of their tryst. He did, however, insist that she came prepared to do her makeup. As much as Beth wasn’t thrilled with trying to please this degenerate, she knew she was at his mercy so it was not wise to disappoint.
Beth arrived at Greg’s house a little before 8 o’clock on a Friday night. Greg had told her to be a little early, and she obliged because she didn’t want to test him. When she showed up, she figured the reason Greg had money to spend was that he lived below his means, as evidenced by his humble, small home with a plain lawn. Greg didn’t have a wife or kids either, of course, a setup which both saved him money and allowed him to carry out the degrading act he was planning tonight. It wasn’t at all the type of location one would expect to find Beth on a weekend, but, then again, Beth’s life in general hadn’t been quite on track with her expectations lately.
Greg welcomed Beth into the house, a sly grin unable to come off his face. Beth forced a smile but was panicking inside. She tried to tell herself that if she was going to go through with this depraved act that she may as well try to enjoy it. Maybe it would be fun, and no one would have to know about it. After all, she had never been with an older man before, and Greg wasn’t that bad looking; plus, maybe with his age came experience that she would find very pleasurable.
Greg led Beth into the bathroom and handed her a bag that contained her outfit. He told her that she could even shower first if she wanted to. A shower was a good idea, Beth thought; anything to delay something for which she would never be ready. She spent the next half hour soaking herself in hot water, thankful that Greg gave her privacy as she cleaned herself. When she was finished, she took a look in bag to see that Greg had picked out a schoolgirl outfit, furthering in Beth’s mind the image of Greg’s being an old pervert. Beth couldn’t help but sob for just a second as she pulled out the red and blue plaid miniskirt, followed by a white, sleeveless, button-down top, a lacy white bra with a matching thong and ridiculous six-inch silver stripper shoes that caused Beth to wonder how she’d even be able to stand. How had her life brought her to this point, Beth questioned.