As much as I've griped and complained about marks wedgies, I have also swooned.

I'm angrily horny and angrily enjoying our banter.

That's why when he invited me out for the first time- just to get dinner - I was honestly pretty excited and I agreed immediately.

He looked at me with those cute, devious eyes and I couldn't resist.

Tonight was the night. I didn't know where we were going and I just figured I'd let him pick. Maybe I'll learn something about him, like his favourite food other then cereal.

Naturally I'd been fretting around, trying to dress in something that I deemed acceptable.

In the end I went pretty standard. I wore tight black leggings that accentuated my ass nicely and it was a bit chilly so I decided to wear a sort of longer knit sweater overtop. Maybe we would get all cuddly who knows.

I finish getting ready over the next few minutes and finally exit my room. I'm actually feeling a little nervous.

I found mark on the couch waiting. I hope he hadn't waited too long.

"Hey.." I kinda called out to him. I sounded more unsure then I'd have liked to.

Mark's head swivelled to look at me and I felt his eyes running over my body. He smiled warmly at me. "You look adorable Sydney."

"Thank you!" I blush a little and honestly I'm not sure what to do. He's a lot more cleanly dressed then his usual and it makes my stomach do a little flip. He's hot.

He stands and starts towards me. He looks excited and genuinely happy.

"I have quite the plan for you tonight." He was right in front of me now. I hadn't realized quite how tall he was. He must have been almost a head taller then me.

"What might that me?" I ask trying to play along and get some hints. I probably wasn't doing too good of a job. I was lost looking up into my eyes. I was contracting on just breathing right.

"Well for starters you want those panties pulled don't you?" He says it smugly and I nod but a red glow still spreads over my cheeks.

His hands land on my hips. He runs them over my sides a few times. He moves on to my ass. His hands grope and pull up the dress I was wearing exposing my legging covered ass.

He lands a slap down on one of my cheeks and I jump forward a little bumping into him. My hands land on his chest and I look up into his eyes.

They're soft but the air of mischief he has simply never seems to go away.

He grabs and rubs my ass a lot more gently them before.

I feel his hands run up the small of my back. They reach my waistband and his hand once again slips under.

I feel him searching around for my waistband until his fingers finally snag it.

He grips my panties more firmly in his one hand and holds my waist with the other.

I can feel the fabric start to tense and stretch against me slowly. My waistband is pulled into view.

My underwear are starting to dig in now. Rubbing against my pussy and separating my ass.

I hope I get to keep my underwear this time. I can't fathom how soaked these are about to be.

He's still pulling. Just a little but consistently. It feels amazing.

He keeps the tension steady for quite a few seconds but my underwear is honestly pretty stretchy so it's probably half way up my back when I feel him start to move his other hand.

He gently moves my dress up even further and grabs hold of the clasp on my bra. He unhooks it and smiles at me. He starts tugging on my arm signalling me to turn.

I let myself face away from him. I feel him give a few more tugs to my panties, each sent waves of pleasure through me, and then his hands weave themselves through my leg holes.

He grabs each side of my bra and pulls them back through my panties leg holes, and with a little wrestling, manages to clip the bra back together, fastening a permanent wedgie in the process.

I kinda regretted not peeing first because he's definitely not letting me out of this for a while.

"Now you can enjoy our whole date with your panties digging into you! Doesn't that sound awesome?" Mark started to tease me.

"Yes?" I feel unsure. It's hard to admit you enjoy something so humiliating. "Yes, it does." I confirm it too myself and to Mark. Hopefully he wouldn't have quite so much sway over me if I owned it.

"Great! I'm glad you've decided" he chuckled and then pulled my leggings back up to where they should be.

"It's a shame you wouldn't be walking around showing this off." He tugged a little on the exposed part of my panties before pulling my dress back down over me as well.

"I bet you'd like that wouldn't you? Walking around all exposed, showing everyone that you're just letting this wedgie happen to you. What a loser." I could tell he was just dirty talking, not actually serious, but ether way he was right. The thought of the embarrassment, of being seen like that was intoxicating.

He smacks my ass lightly and I jump a little. Then I turn to face him. "What was that for?" I humph.

"Cause you're mine and I can." He looks smug.

"Yours? Hardly. You still have to impress me with this date!"

We leave the apartment and start walking down the street. We chat idly about lots of things that we hadn't bothered to learn about each other back when we were just roommates-as a-posed to whatever is happening now.

We have a lot in common. Turns out our taste in movies and music is pretty complementary and we had a very lively debate about the future of Star Wars.

I definitely wasn't on the top of my conversational game though. Every step I felt the fabric chafe against me. I felt the pressure that spanned from deep in my ass cheeks to directly over my clit.

The consistent pressure was working wonders and I must have been soaked already.

One side of my panties had slipped between my lips and was now placing direct pressure onto my clit.

Walking became difficult and the sharp overstimulating movements almost made me jump.

If Mark noticed he didn't say anything.

We ended up in a Vietnamese restaurant a few blocks away.

I ordered a soup and it was amazing. Mark continued with his playful banter and honestly it was one of the most fun dates I'd ever been on. I could tell how kind and personable he was. I wondered why we'd never properly gotten to know each other.

All the while I tried so hard to contain my horny. I tried to act naturally and genuinely focus on the conversations we had.

All good things must come to an end. My bowl of soup, the walk home, and even our date.

We entered the apartment and Mark closed the door.

"Mark?" I look up to him and he smiles to me. "I really enjoyed this... the date, I mean. Well the wedgie is also amazing, but, I just wanted to say thank you, I had so much fun tonight."

His expressions softened and he took a few steps toward me. He picked up my hand and held it in his.

"I really enjoyed tonight too. Who would have imagined we were so comparable." He chuckled and he leaned in. "Oh and seeing you squirm all night, all uncomfortable, and only I know why you're acting like that- priceless." Oh fuck. I thought I was doing a good job of hiding that I guess I was wrong.

Normally all the people I interacted with would be racing though my head. The waitress who took my order, the people I crossed in the street. Did they see me squirm? Could they tell what was happening?

I was saved the embarrassment because the way Mark leaned in to tell me. Just close enough to crowd me and almost whisper it into my ear. It was so hot. My brain melted in that moment. If I wasn't soaked before I was now.

"You know, syd, the date was so good I think I want something to hold onto. So I can remember it forever." He was smiling evilly and his hands we're already travelling to my back.

They bunches up my dress and slid under. I felt him grip the middle of my underwear, what would have been supporting my crotch had they not been pulled so far up my ass.

He pulled and pulled. I felt the material dig into me again and again. My soft leggings moved against my bare ass cheeks.

I was fully clothed and I felt exposed.

His rhythm was consistent and he put pressure on my clit every time. I feet my legs tense with every tug and the pressure felt more intense. I needed this.

"Please, faster!" I pleaded. He had a look of deep satisfaction at my begging.

His cool demeanour was slipping tho, I could see he was getting hot and bothered so to say. I looked down and confirmed there was a stiff tent in his pants.

He noticed my glance and when I looked up again he was slightly pink.

Ether to distract me, or simply for his own enjoyment he complied. He increased the speed he pulled.

Short bursts of tension befell my most sensitive areas are it wasn't too long before and orgasm

Had built.

I lean into the pressure, shame completely gone. Just needing more then anything to cum in that moment.

And I did, my body tensed and I felt a wave of intense pleasure roll through me, radiating from my clit.

I reviled in the pleasure for several seconds before it fizzled out and I was left with intense overstimulation.

"Mark oh my god..." I honestly didn't know what I could say. I just organismed at his hands. It felt like he had so much power over me.

Power that he immediately abused as he continued he's rough pressed on my sensitive and overstimulated pussy.

I started to let out small yelps and I hopped and bucked around trying to escape, only making it worse for myself.

Mark must have taken some kind of sick pity on me because after a few seconds he finally adjusted a much more stable grip on my underwear and yanked up, swift and forcefully.

I lifted off the ground and felt my panties snap.

The waistband was still intact so after I landed back on my feet felt him pulling the fabric out from around my crotch and out from the bra it was stuck in.

He quickly pulled them down my legs and I stepped out of them, surrendering them to his collection.

"Thanks for that Syd, that was beautiful. I can't believe I made you cum like that, you're such a slut and I'm so here for it. " I rubbed my sore crotch feeling the intense over sensitivity. I was already starting to get wet again.

"These are going on the wall. Now." And with that he turned and walked to his room.

I'd have to go see his collection sometimes but based on his reaction just then I already imagine what dirty things he does with them.

————-

Authors note.

I'm very high on cold medicine due to a flu. I'm crossing my fingers the grammar is ok but if you see anything weird let me know.

As always tell me what you want to see poor Sidney go through next!