More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 36 by zechs195 zechs195

What's next?

A walk back to the car

They walked hand in hand, Jennifer wondered if things were really as good as they appeared but tried to remain hopeful. As she took the next step and the next she waited to feel a stitch tear or her to pee her pants again but so far things were going well and her feet felt so much better in the sandals. Jamie held both bags as they walked back towards her car. By the time they got there the sex shop would be closed and hopefully no police would be there.

Each step pushed the plug in and out under Jennifer’s shorts and she was thoroughly enjoying herself. She wondered if Jamie actually was wanting to fool around when they got home or if she’d need to get home given her parents’ texts and calls.

“How are you going to deal with your parents?”

Jamie had been trying to ignore that thought but knew it would be an issue.

“I’m probably screwed but they’re usually pretty soft so we’ll see.”

Jennifer felt like saying sorry but knew that they agreed to no more sorries. Short of explaining the curse there was no way her parents wouldn’t take this the completely wrong way. Her thoughts were interrupted by Jamie.

“How’s the plug feel under your pants?”

Jennifer felt a little weird talking about it now that she was clothed. She felt less **** and therefor more in control. Still she was holding Jamie’s hand and there was something going on between them even if it hadn’t been discussed or defined.

“You really don’t think I’m weird, right?”

“No, I admire you. You take charge. I mean I’ve wanted to masturbate all night but I’m self conscious. I mean I trust you it’s just hard to expose myself like that. Whereas you just do what you want and engage in self pleasure when you feel like it. To me that’s just really... brave.”

Jennifer didn’t see herself like that at all. Knowing that was how Jamie saw her was eye opening when she considered herself this timid little thing who was afraid of everything.

“The plug feels even better under clothes, it’s so snug and pressed in deeper. I didn’t think I can like it more than I did but I do. Can I tell you something?”

“Of course.”

“I went through the bag.”

“Oh... when I bought all that I wasn’t sure what you’d need and I just...” Jamie blurted our as she blushed.

“That’s not what I was going to talk about. I love everything in the bag. Well one of the plugs looked reeaallly big but everything else looked really appealing. In fact I was trying to switch to the next size up before those nice people found me. When I heard them come up I was trying to pull out this one and put in that one but unfortunately I was intruded upon.”

“So unfortunate...” said Jamie with a seductive smirk “... I can help you out when we get some place private if you’d like.”

“The other thing...” said Jennifer timidly “... the you know, the thing... the thing for me... and you.”

“The strap-on?” Asked Jamie trying to help Jennifer express herself.

“Yeah... that. I...” as Jennifer tried to answer she felt the bottom of her shorts start to split.

“Oh fuck me!” She yelled as she felt a tear forming right under her perineum.

“You want me to fuck you with the strap-on?” Asked Jamie excitedly not realizing what was going on.

“No, I mean I don’t know... it’s happening... I guess the buttplug wasn’t enough...” said Jennifer frowning.

Before Jamie could respond Jennifer stopped and turned facing her ass towards Jamie and bent over showing the tear forming between her ass and pussy. With any other person she would’ve felt ashamed doing this but she trusted Jamie above anyone and despite the curse’s power she wanted Jamie’s help if anything could possibly be done.

“I bought a few different outfits so we can just keep going and you can put on new clothes as the outfits tear.”

Jennifer stood up and nodded knowing she’d be naked again eventually but with the different clothes available it didn’t seem as hopeless. They reclapsed their hands as Jennifer felt the tear spreading. Soon the bottom of her pussy and part of her plug could be seen through the tear but they had to have been about half way back to Jamie’s car. The tear spread to the waistband and soon her shorts were around her ankles causing Jennifer to whimper.

Jamie turned to her and held the bottomless girl against herself as she stepped out of her shorts. Jennifer couldn’t help but let a few tears fall.

“Jamie...” Jennifer mewled.

“Yes?” She asked with all the empathy she had.

“Would you... would you make... would you have sex with me?” Jennifer asked embarrassed.

Jamie held her very tight but knew how big of a deal this was for Jennifer since she was still a virgin.

“Do you want to have sex because you want to get dressed? Or because you actually want it?”

Jennifer felt so **** but she knew the truth.

“I really... I really want you.... right now.” Said Jennifer as she felt stitching in her shirt began to tear.

“Okay, I would be honored and... I know it seems really important we do it right now but I want to do this right. Let’s wait until we get back to the car at least.”

Jennifer’s shirt was now just hanging from one shoulder as the side tore exposing her left breast.

“But... but I’ll be naked again.” Said Jennifer trying not to sound whiny.

“We’ll get you dressed right before the parking lot and I’m sure we’ll make it to the car. That’ll leave an extra outfit for when I drop you off just in case there’s any trouble. You’re just too sweet for to take your virginity on a pile of leaves.”

Jennifer tried to trust the plan but had other questions.

“Is it still my virginity if.. you do it back there?” Jennifer asking while blushing

“If you want it to to count you can count it and if you don’t that’s fine too.”

Jennifer smiled. “I want it to count.”

Jennifer was really starting to have feelings for Jamie. She didn’t think she was gay but she didn’t exactly feel straight either since a woman was the object of her affection.

Soon her shirt fell to the side but it didn’t seem to matter that much. She was naked again but the worst part about being naked before was her bare feet and now she had sandals at least. She was still a little embarrassed but Jamie had seen it all before. Jamie turned to face her while still walking. Jennifer blushed again as she was looked over up and down but didn’t try to hide.

“You are so beautiful.” Said Jamie still holding her hand.

Jennifer leaned in to kiss Jamie and Jamie hesitated. Jennifer started to get a look of panic and Jamie tried to put her at ease.

“We’re so close. Let’s not take any chances and then I’ll show you how much I want you.”

She reached down and pull on Jennifer’s plug a little to let her know she was still into her and Jennifer’s knees almost buckled as she didn’t expect it. She smiled again and knew Jamie at least wanted her body but Jennifer was scared to admit she wanted more than that.

The forest was starting to thin and she knew the car must be near. Jamie opened the bag of clothes as they prepared for their run to the car.

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)