Caught in Ex-GF's Underwear Pt. 01

Hello everyone...welcome to my crazy kinky life lol. This origin story takes place right before my 21st birthday.

This all started when I finished my junior year at college. School had ended and I was taking summer classes so my workload senior year would be easier and I could enjoy my last semester. My two roommates had gone back home to work for the summer. My current girlfriend at the time also planned a trip home to Florida to visit her family and would be gone for the next two weeks. My summer classes were fairly easily; I looked forward to having my apartment to myself and having a good time the next few weeks.

It was a Friday night and I had finished most of my work for the weekend. I had a few beers and took a hit or two out of my bong. I wandered to my room to watch some TV soon finding myself horny and wanting to masturbate. I pulled out my phone and searched "girls in sexy lingerie" hoping to find some good pictures/videos to look at. For a long time, I had a thing for girls wearing sexy lingerie. I would always check out girls panty lines in yoga pants or tight pants wondering what kind of underwear they were wearing. I honestly don't know how it started but seeing and picturing girls in lingerie always turned me on. Girls underwear is so skimpy and soft and when a girl with a nice ass is wearing lingerie...I just lose control. I continued to scroll through my phone while I started to dry humped my bed. As I pumped my semi-hard dick into my mattress, my phone slide off my pillow and dropped behind my bed. I hopped off my bed and pulled it away from the wall so I could grab my phone. I reached down to grab my phone but I found something else instead...something that sent me down this path to unleashing my inner dark fantasies.

To the left of my phone, I found a pair of my girlfriend's underwear (light blue thong) that she must have taken off and forgotten about during the school year. I didn't think anything of it at first...I just picked it up and laughed to myself as I threw it in a pile of my dirty clothes. I grabbed my phone and continued scrolling through images. My mind then started to think about my girlfriend and how much I missed having her around. I thought about how if she were not in Florida, we would probably be hanging out having sex. I started thinking about her bubbly ass and how I wanted to touch it so badly. My girlfriend usually wore thongs and she had a ton of sexy lingerie which had turned me on about her from the beginning. I don't know exactly what came over me next but I decided to get off my bed and grab the thong from the pile. I took off my briefs and slowly slid the underwear up my legs and into position. I had never worn or thought about putting on a pair of girls underwear but thinking about my girlfriend put me in some kind of trance and I felt turned on wearing them for some reason.

I turned and looked at my ass in the mirror imagining that I am looking at my girlfriend's ass while I started to stroke my dick. The feeling of the thong wedged in my ass and the soft cotton material against my balls gave me this sensation I had never felt before. I knew I had a fetish for girls wearing lingerie but I had never pictured myself wearing them and pleasuring myself in them. My dick was fully hard at this point and I started to really jerk myself off loving every moment of what was happening. Suddenly my bedroom door opens...

"Hey Matt can I use your printer? I need to print of this study guide for tomorrow...OMG!" He shouted.

It was my neighbor and friend Greg (he was a 21-year-old senior) that lived next door. We have lived next to each other for about a year and a half and have become friends/thrown joint-parties together. We weren't the best of friends because we did not have a lot in common but we would hang out fairly frequently. Greg was openly gay but not in your face about it so when he saw me wearing a light blue thong, he couldn't help to break out in laughter.

"What are you wearing?!" he yelled.

I struggled to pick up something off the ground to attempt to cover myself. My face turned bright red; I was completely embarrassed and humiliated. How could I have forgotten to lock the doors? Why he is coming over this late? Why am I pleasuring myself wearing my girlfriend's thong? Why do I have to own a printer?

"Hey can't you knock?" I replied. I finally was able to wrap a towel around and try to play it off as best as I could. "I just got out of the shower..um..ah..I am not wearing anything but um sure you can use my printer." I nervously said. There was an awkward pause for a few seconds.

"Okay then" Greg said as he smiled and walked over to my printer.

He plugged his laptop in and pulled up the file he needed as I stood there in my towel shaking trying to comprehend what may have just happened. Greg sat down in my desk chair and turned to me looking me straight in the eye.

"I saw what you are wearing." He said.

My heart dropped as I started to panic realizing the words that just came out of his mouth.

"Um I d-d-don't know what you mean." I replied.

He smiled and leaned back in the chair and said, "I think you know exactly what I am talking about. Look, I don't think its weird at all...I actually find it hilariously entertaining!"

I couldn't believe what had just happened.

"Greg I really don't know w-w-what you are talking about." I looked at the ground in complete embarrassment not knowing what to do or say.

Greg chuckled and looked at me with an evil grin and said, "okay here is the deal Matt you have two options. #1. you show me what you are wearing under that towel and this all stays between me and you or #2. You continue to lie to me and I tell both our roommates what I saw you wearing."

My mind started to race as I began to realize the current situation I got myself into. I could tell he was enjoying the panic on my face as I debated what I should do next. He had caught me...what else could I do in this situation? I couldn't let my friends find out I was wearing girls underwear and jerking off...they would think I was a weird freak.

"Sooo...have you decided yet? #1 is it then huh?" He said.

Greg jumped up off the chair and stood up next to me. At that moment, I had so many different emotions rushing over me. How did I get myself in this situation? I finally looked up from the ground with my face as red as a tomato.

"..yes okay fine." I answered.

Greg grinned from ear to ear as he walked closer to me.

"That's what I thought you would say Matt but come on...this will be fun! Okay so turn around and take the towel off." He said.

I knew I had no choice if I wanted to keep this all a secret. I turned around with my back facing him and slowly released the towel from my grip letting it drop to the floor. I felt the material of the towel slowly fall down my body passing my ass revealing my thong to him.

"Lmao I knew you were wearing a thong! Oh my god look at your hot little ass swallowing up those panties!" He shouted.

Greg clapped his hands and lost control of his laughter at the sight of me wearing them. I had played soccer and ran track all throughout high school so I did have a nice butt...decently big and round for a guy. I didn't know what to say back to him...I just stood there in embarrassment knowing that's all I could do.

"Are these Stephanie's? hahaha why are you wearing her underwear?" he asked.

"I-I-I ummmm..." I tried to come up with some kind of logical answer. I had no idea how to respond to him which made him laugh even harder.

"Look at you so embarrassed. This is too good! I have to be honest with you Matt, you can pull off a thong baby!" He shouted. As he finished his sentence, I felt his hands start rubbing my ass. I completely froze up. I stood there as he slowly rubbed my ass cheeks and started to feel the material of the thong. "Mhhh you look so good in these. You should wear thongs more often!" he joked as he squeezed my ass with one of his hands.

I have to admit...when he caught me wearing them, I was still decently semi-hard. I don't know what came over me; maybe it was the thought of someone else seeing me wearing them or maybe I was just caught up in the moment but when he started rubbing on my ass, I started to loss my erection and feel less horny. Even if Greg noticed, I don't think it would have mattered to him...he was having too much fun toying with me.

"Okay so bend over a little bit and stick your ass out...I want to get a good look at your girly ass!" He said.

At that point, I almost instantly did what he asked in hopes that this embarrassment would be over soon. Greg slapped my ass lightly a couple times before he went back to playing with the thong. Out of no where, I felt my thong shoot up my ass which made me arch my back even more.

Greg yelled out, "Thong wedgie!"

He pulled the thong pretty high and held it there as he couldn't stop laughing. As I felt the thong being pulled up my ass and heard his laughter channel through my ears, blood rushed to my dick. He continued to wedgie me as he was cracking jokes. I had never thought of a "wedgie" as a sexual act but I believe the combo of being caught wearing my girlfriend's thong and embarrassed for wearing it ignited something inside of me. The wedgie probably lasted a few more seconds and I managed to hide my boner from him. He released his grip allowing the thong to snap back into place.

"Wow Matt now that was fun! I still can't believe you are wearing this but a deal is a deal, I promise this will stay between us. See you soon." He said as he winked at me.

He grabbed his papers from the printer, walked out of my room and out my front door. I stood there still trying to figure out what just happened. How could I let myself be caught doing something so weird? Can I even trust him not to tell anyone? A wave of nervousness but also intense pleasure rushed through my body. I hopped on my bed still wearing the thong and jerked off furiously as all these thoughts popped into my head which made me cum within minutes. I laid back on my bed starring up at the ceiling and took a deep breath...WTF JUST HAPPENED?!

PART 2 COMING SOON!

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