True Story: Height is perfect for this (Patreon)

Here is a fun one I forgot about. Back in my tindering days I matched with a woman we will refer to L. We had actually gone to high school together but never actually interreacted, at least not that I could remember which was surprising since we didn’t go to a large high school.

I had started talking to her friend a few years earlier on social media thanks to a shared interest, which did lead into wedgie talk. This girl, K admitted to getting a friendly one but couldn’t remember from whom and L couldn’t confirm either sadly. I bring this up because K did give herself a wedgie (sadly she only showed her reaction to the wedgie which wasn’t that great of a picture and no undies but still nice).

To describe L besides tall, she had brown hair and in high school was a bit heavier (like who am I to judge) but slimmed down to be a healthy taller woman. She was probably six foot one, which I found very arousing and also, we knew a lot of the same people, so it felt dirtier sharing my kink. L was into talking about sexual stuff, so we discussed my kink on video chat and while there she did give herself a wedgie for me. She was wearing yellow panties and did the leg holes grab and pull up. She had also sent me some pictures of her in just her panties the yellow and a black pair which will be seen again later, she had amazing legs (if on Patreon you see what I mean).

She did try to rack her brain but no wedgie stories about her giving or getting any ever came. We continued to talk and one snowy day she decided to come over to my place. There was a lot of back and forth which was weird cause we were both in our mid-twenties by this point. She did come over and we tried watching a movie, some bad Netflix original I forget what it was even called but we just talked through half of it before giving up.

When on the couch she cuddled up and trying to be polite I asked if I could give her a wedgie. She was debating it but said I could just hold onto her panties. It was a black pair, almost like a velvet bikini style with a lace waistband. I asked again and she said yes. We stood up and she turned around. Again, being a gentleman, I gave her a light one, a small one, just a little tug. Alright maybe not little, little but not a hardcore a wedgie. A fun like wedgie, ha ha. Well, she proceeds to shout “that’s so weird” at the feeling.

We proceeded upstairs to my room and lay on my small at the time bed. We talk and flirt. Talk and flirt some more. She mentions how she and her boyfriend have broken up fairly recently (I believe they got married not that long ago now after getting back together) and slowly she undresses to her bra which was a little big of black but had like tropical floral designs. I just remember greens and pinks. She also removes her pants and we lay there for a while. We talk and flirt not even about my kink or any of hers, just enjoying the moment.

She ends up having to leave and gets dressed. It is here I wish I had more time with her as she was fun to talk to and clearly okay with the kinks. She is preparing to go and I go in for a hug, burying my head in her shoulder. She hugs back and of course I have to give her one for the road. It was a slightly bigger one. She kind of brushed it off and left. We talked a bit more, but she had forgiven her boyfriend for whatever transgression, and I was just the rebound at the time. It was a wonderful time though.