Here are photos from my story Aw Yes, Au Pair which will be posted below (Patreon)

Once again back with another true story for you guys. So, like many of you when I was in the dating scene, I tried to work wedgies into it. I was on the Tinder, the Plenty of Fish, the OkCupid, and maybe even a few others. OkCupid was where I met more than one fun time person.

I believe it was on OkCupid I met the Au Pair. I will be calling her AP because I could never pronounce her name and spelling it is also difficult. AP and me started chatting on Facebook messanger and she wanted my help with English along with general flirtiness.

So, everyone can use their imagination AP was from Thailand. She was averaged height, not large breasts but had a good bit of a bubble butt. She had long black hair and wore glasses. She dressed what most of us would consider dorky.

It went on for a while, we played a little Truth or Dare over messanger. Didn’t get deep into it, the dares were of course a wedgie dare but also wear a pair of underwear on your head. The ones on her head, which she just put flat on her head were bright pink briefs with a big pair of lips and read kisses across the front.

For the self wedgie picture, she got a lovely low angle and removed her pants. She wore a large pair of gray briefs and instead of grabbing from the top or the leg holes, she pinched the middle of the fabric and pulled it up a little. It wasn’t the world’s greatest wedgie, but it was her first as I confirmed after she did it. I did also have to ask if those were shorts or underpants, to which she replied underpant.

She asked me to pick her up from Target a few days later. I agreed, which was unusual for me because I was a shy boy and more confident behind a keyboard. I agreed and picked her up, she was extremely cute in person. I took her back to the house she was staying.

It was a large house, which made sense since they could afford a live in AP. No one was home luckily because I don’t think she was allowed to have boys over. We brought in the things she got from Target and sat on the couch for a few minutes.

I forget how we got there, cause I was going to take things slow, but she basically said “oh you want to fool around? Okay, upstairs”. We were getting handsy as we went and while I didn’t go for any pulling yet, I was looking to see what might be found.

Her shirt lifted as we got handsy going up the stairs and I don’t think she had any idea what sagging was, but she was doing it. These jeans were hanging pretty far down and her panties sat high up. These were briefs, the briefest of briefs. Arguably granny style but high waisted. They were pale blue and just asking to be pulled on.

We get upstairs to her room. It had an attached bathroom but besides that was pretty small of a room. That is when the first of many, many wedgies happened. We were play messing around and I went for it.

I didn’t try to lift her into the air or anything, but I gave a good solid yank. She giggled which was the go ahead that this was going to be a fun day. She undressed from her dorky jeans and striped shirt to be standing in just her pale blue briefs and a red, almost Burgandy, bra with gray highlights. I forgot if I got undressed, I may have just been in my t-shirt and sweatpants.

We fooled around standing up, kissing and me lifting her up. I didn’t try to lift her by her undies at first but as we continued, I did. I don’t know what got into my head, but I desperately wanted to hang her by her undies. Now by this point both cheeks were out and the panties, while big weren’t that stretchy.

I joked about doing it to the door knob or the best post, but the knob neither was the right height. I tried with the bed post but the panties slid right off. We were doing some more back and forth when the phone rang. She quickly untangled cause she had to answer. I plopped myself on the bed and got one of three memory helpers, pictures. (No, I will not be posting as that would be crossing a line and yes, she knew I took them).

The first one is cute as hell. Her just standing in her undies looking very disinterested in the phone call. It was the home owners, just calling about something unrelated to the man now in their house. She got off the phone and we moved onto to having sex, which if you are here reading this the most least interesting part of the ordeal.

What we did get was a wardrobe change. This is where things get a bit fuzzy as I was in a very happy place. She let me pick from her bag of undies (the family was moving soon so she had things sort of packed away). They were a pink and white pair with cartoons and I wish I could remember more. They were briefs though. All she had was briefs.

This led to more kissing and yanking. We tumbled to the bed. She did give me one or two along the way. I was wearing my cotton blue plaid boxers, nothing to special just very stretchy. While holding her up by her panties I tried to get her to say “I love wedgies” but she playfully didn’t bite on that one. We tussled, kissed, etc. Led to sex again, again not that interesting.

We hit the final wardrobe changes. Sadly, she went with just a pair of plain black briefs. It was also time to start calling it a day. There was a debate for food but for some reason my dumb ass had somewhere to be. I wish I said yes, maybe would have been more wedgies, maybe not who knows.

We both get dressed back into what we were wearing and head down stairs. Now, she was wearing jeans that were clearly too big. That is what led to the sagging issue. AP went to the fridge to see about a snack and of course I couldn’t resist. I raced up behind her and yanked them down because they were that big.

She laughed a bit as her bubble butt in the black undies was on display. It gave me an idea as we fooled a bit around. I got her on the couch and grabbed onto the pants. They were coming with me. I managed to just pull them right off her, leaving her seated in just her shirt and black undies. (something more fiction here needs, just forcibly taking someone’s pants).

She falls off the couch and cutely draws her knees to her chest. We were playing around she was giggling as she sat in just her undies. This is where I got picture number two as she sits looking embarrassed.

Seemed like she enjoyed pantsing more than wedgies as she went for that after I stole her pants. I pulled my pants up but still had her pants, which I didn’t plan on giving back. My goal was to try and get her to walk me to my car with no pants. She kept trying to get them back, but we made it was far as the garage door and I knew my plan wasn’t going to work.

I gave her the pants back and she put them on. We drew in for a hug and here is where picture number three and the reason you all read this stuff. Wedgie city.

We embrace and kiss. I reach one hand back with my camera out facing her back, with my other hand I grab the top of her black briefs and give her the hardest wedgie of the encounter. The waistband gets tugged up above the bra strap, the whole butt of the panties are out, left leg hole starting to show out of pants, right completely out of pants. She tries to reach back to grab her undies, but doesn’t work and somehow, I get a great shot of the wedgie.

It ends and she needs a moment to fix her underwear.

I left and we talked on and off, but that quickly ended. I couldn’t figure out if she started dating this guy (who looked to be old enough to be her father and a reject from 90 Day Fiancé) or if they were dating already and she just wanted someone else for a day. I guess it doesn’t matter in the long run, but it was a fun encounter.