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49. Tiffany's office

48. In the halls

47. Former stoner

46. Feeling Guilty in Physics

45. Former Julie

44. The Tuesday Option

43. Checking on the changed

42. Jon Isn't Paying Attention

41. Lunch with Samantha

40. Angela Washington

39. Jon Holds Up the Line

38. Karyn's day so far

37. Talk with Tiffany Morse

36. At Least Someone Likes Their J

35. Class with Carly

34. Susan and Linda

33. The Freshmen

32. He doesn't tell Samantha

31. Mrs. Getherd's New Life

30. What Happened to the Original

Family Swap: In Tiffany's Office

on 2020-09-28 20:21:27
Episode last modified by Nobody14 on 2020-09-28 21:21:26

1474 hits, 123 views, 2 upvotes.

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"Sounds like a good deal to me Jon. It's better than staring at a wall for the next hour." Aisha was the first to give her opinion.

"And if you already agreed to help Principal Morse it's like everyone wins." Samantha continued, but noticed Jon looked paler than normal. Was something going on?

"We could help out too. With all of us it wouldn't take much time." Carly suggested.

"Well girls, it wouldn't be much of a punishment if you helped him out. I can't play favorites too much." Tiffany shook her head as she shot down the suggestion.

"I guess that's true. It would probably cause you a lot of headaches if everyone tried to take advantage of your kindness." Angela sighed, everyone but Samantha joining her in resignation.

"What kind of tasks do you need help with anyway?" Samantha tried stalling to give Jon more time.

"I need him to make some copies, do some filing, move a few things. You know how small things pile up, but still need to get done." Tiffany wasn't giving an inch. Not a word or movement betrayed her real intentions.

"I thought your secretaries did things like that?" Samantha pressed further. Jon found this funny considering in her old life that would have been Samantha's job.

"They do, but I have to tell you that things pile up faster than you would think. With Ms. Getherd going into labor this morning there was plenty of paperwork and last second calls that needed to be made to fill her position for the rest of the week. She was supposed to start her maternity leave Monday. She's usually so good at predicting her due date, but I guess twins threw her off." Tiffany laughed lightly.

Jon had been hopeful in a way for the regular detention. Aside from avoiding Tiffany it would have given him a chance to see who had swapped into the lives of some of the delinquents he typically avoided. It seemed that wasn't going to happen though. Tiffany had gotten to him first, and now he needed to concentrate on avoiding her charms. It was getting close to the time for the swap, and he didn't know what kind of changes would happen. He didn't want to end up in an awkward situation with someone who had entered Principal Morse's life, like having slept with her or even being in the middle of lovemaking. He had no idea of what would follow into the new reality and what wouldn't. Depending on who was the principal after today he could be facing rape allegations or worse.

"Follow me Jon, and you can get started." Tiffany gave the order, turned and started walking. There was nothing he could do now to avoid being alone with her in her office.

Jon said goodbye to the girls. With how close it was to the time to swap he knew it was likely the last time he'd see them in these lives. While there was hope for the others it was the end of his day long relationship with Samantha. Melissa had been interesting, but Samantha was on a completely different level. In the course of a day he'd gotten to know her, and actually care about her. She genuinely cared about him too, and had helped him get through the tough philosophical worries he'd been mired in since learning of what his wish had done the day before. He hoped the stone was kind to her. To all of the girls he'd gotten to know that afternoon.

"You can start with that folder there. I need you to make copies of those flyers for the bake sale on Friday." The afternoon started off how anyone would think with Tiffany. She gave him some menial tasks, and thanked him before moving onto the next. If he didn't know her intentions from spying on her the night before Jon would be completely blind to what she was doing.

Instead he noticed how she always seemed to be leaning forward at her desk, objectively doing paperwork, but always making sure he had a view of her cleavage. He even noticed that she had unbuttoned more of her top while he had been out for a moment, allowing him to see more of her lacy bra. She'd switched from the one she'd been wearing that morning, this one seeming too small with her jugs overflowing, and giving a hint of areolae. Whenever she would get files for him to work on Tiffany made a show of bending over, her skirt riding up to cling tightly to her large ass, and highlight her long legs.

"How did you and Samantha begin dating? I heard you two were childhood friends." Tiffany had said.

Yeah, you know how it goes. We've been together forever." Jon replied, but Tiffany picked up on the undertones in his voice. Jon knew that wasn't true, and the way he said it gave her an opening.

"You don't sound so sure. It's better to think about these things in the early stages. You don't want to end up regretting going down the aisle out of obligation. I know how that goes." She had whispered that last part to herself, but Jon heard it. Perhaps Tiffany didn't mesh well with Mr. Morse because not enough of their history was rearranged, or because of her original slutty tendencies. It gave him another perspective on her.

"You have a point, but I'm happy with Samantha. If we have problems we can deal with them as they come up." Jon knew he had to be careful. He looked at the clock and saw it ticking down to 3:47. He just had to avoid doing something stupid. Unfortunately Tiffany's teasing had made his dick stir, and the cougar was getting ready to pounce.

"You certainly surround yourself with plenty of girls for someone committed to a relationship. The way Carly and Angela dote on you would make one think they were your girlfriend at times instead of Samantha. Could you imagine yourself with someone else?"

The line of questioning returned Jon to the moment he made his wish. He'd given up whatever the future may have had with Karyn for a weeks worth of new girlfriends, and changing eye candy each day. A day or two of thinking through his actions and the consequences had not completely changed him. He'd imagined a future with a pregnant Angela in her new life as his wife, considered how he felt about being with a fat girl after Carly's confession, even wondered how life would be with Karyn staying as a plump middle aged woman. He couldn't deny feeling aroused at the girls he had looked into, and part of him wondered if seeing them changed was part of the turn on.

"I'm not perfect. My eye wanders, but I try my best." Jon said after a few moments.

"Perhaps you haven't found the right type yet. Samantha is gifted in many way, but what attracts you to her? Is it her large breasts?" Tiffany made a show of presenting her own bosom as she turned to face Jon fully. He watched as they jiggled before coming to a rest. "Or perhaps you're more of a butt man? And you have to consider how a girl will age. I can tell you stories of friends and acquaintances who looked amazing in high school and ended up with "mom bod." Some even managed to blossom from awkward to stunning."

"Uhh..." Jon's mouth hung open as Tiffany approached. She was oozing sexuality, and his pants were getting tight. He looked to the clock, hoping for an escape. There wasn't much time now. He just needed to keep resisting.

"How would you say I fared Jon? I don't mind telling you I was considered beautiful and popular in school. Do you think I aged well?" She slid her hands down her sides, letting Jon see her curves. "Perhaps if we'd been the same age I could have swiped you away from Samantha. Though from the looks of things you may prefer me this way. Does your little man have a thing for older ladies?"

Jon was struggling as Tiffany continued to tease and entice.




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