Let me introduce myself. My name is Rich, I stand at 5’5, I’m slightly overweight, and I’m what a lot of people would call a ‘nerd’. I’ve at all times been really clever in college, I enjoy playing video games and D&D, and I frequently watched anime. I’ve also at all times had trouble with women. Anytime I tried to make my move, all they would say is “I see you as a friend”. I would at all times get friend-zoned by the few of women that I actually talked to. But there’s one woman that I desperately wanted to get with, as she was the whole package.

Jenna is my type of woman. She has long, blonde hair, gorgeous blue eyes, she exercises frequently, and she’s at all times been nice to me. She’s pretty short at 5’1, but she makes up for her lack of height, with the shape and the size of her features. Her tits look like they must be C-Cups, but her ass, is definitely my favorite asset she has. It is very big for her size, and the shape would put someone like Sommer Ray’s ass to shame. It is perfect. It doesn’t surprise me though, as anytime she brought up her exercise routine, it mostly consisted of a lower-body workout. We became friends when we met senior-year in high college. I helped tutor her through graduation, and it turns out, she also enjoys some of the same ‘nerdy’ stuff that I do, and we became friends. Everytime I’d get a chance to ask her on a date, I would crack under the pressure, move on, and hope to try again the next time. I find out that a guy like me has next to no shot with a woman like that, but I got to make my move sometime sooner rather than later. My time and number of chances are running out however.

Since graduating high college, we haven’t been able to hang out as often as we used to due to the fact that we are attending different universities. It’s only a 2-hour drive, but with all of the extra assignments and responsibilities we both had, it was hard. We still occasionally meet up in-person to hang out, or play video games once or twice a week, and chat using our mics. We were still friends, but I wanted to be more than that. When deciding where to go to university after graduating high college, Jenna decided to attend the college that had a reputation for their athletics, and their partying while I attended the college known for their academics. The distance made me nervous that all the frat boys and jocks would make their move on Jenna before I did, and treat her just like another one of their sluts that they would just use as a fuck-toy. Now, Jenna wasn’t a saint by any means, but the Jenna that I knew wouldn’t let anyone treat her like that. However, in hindsight, I was dead wrong.

One night, Jenna and I were supposed to play video games with each other, but for some reason, she didn’t come online like she said she would. As we normally do, we were gonna play in the evening once she finished her workout in the gym. I figured that she was doing a longer workout today, but I texted her just to ask if she still had time to game that night.

Jenna: “Oh sorry! I got distracted at the gym, and my workout lasted longer than expected. I won’t have time to play video games with you tonight.”

Me: “That’s cool, some other time then. You got distracted at the gym?”

Jenna: “Yea. I met this guy at the gym. He was showing me a few new exercises to try out, and we chatted for a bit. He’s one of the players on the basketball team, and we went to high school with him. Do you remember Tyler? I didn’t really talk to him back then, but he’s a really nice guy, and we exchanged numbers.”

My heart sank in my chest reading that text from Jenna. I didn’t only know the Tyler she was talking about, I absolutely hated him. He was your normal jock in high college. He was the most famous guy in college, and he was the star basketball player that was offered several athletic scholarships. He also happened to be my biggest bully. He towered over me at 6’4 and was very muscular, so it was easy for him to beat on me and stuff me in lockers without having me actually being able to challenge him. He called me names like “Rich the Bitch”, which later turned into him just calling me “Bitch”; and he also started rumors about me having a small dick. I only ever mentioned the bullying to a teacher once, but since Tyler had a “future in basketball” they only gave him a small warning. It did nothing but make things worse for me, so I never mentioned it to anyone ever again, including Jenna. I swallowed my pride, and lied when replying back.

Me: “Yea I remember Tyler a little bit from high school. Are you guys going on a date?”

Jenna: “Yea tomorrow we are! Wish me luck!”

A couple days have passed, and I was anxious to know how their date went. So I decided to ask Jenna what she thinks of Tyler after the first date.

Jenna: It was a lot of fun, and he showed me a great time! I’m not sure if he’s boyfriend material, but we’re definitely gonna remain friends!”

There was some hope for me yet! While I was slightly disappointed that they would remain friends, the fact that they wouldn’t be dating going forward made me very happy. I could get out of the friend-zone after all! However, Jenna’s demeanour seemed to change a bit after that. For example, we used to play video games in the evening after she finished her workouts in the gym, but everytime I ask her to come online, she says she’s got some extra cardio to do. She used to do cardio maybe once a week beforehand, but now she does cardio at least five times a week. On the rare occasion that she does play video games with me, her mic is either normally muted, or turned off because “it’s not fully charged”. One time however, I guess she probably forgot to mute her mic, and I heard what seemed to be a couple different voices on the other side. It started with some laughter, followed by some strange slurping and gaging noises, then ending with some soft moaning. I never confronted Jenna about this, I just ignored it and continued to play the game like we normally did.

The end of the first semester was near, and I just finished writing my final exam in the evening. When I got back to my dorm, I was thinking of making the 2-hour trip to visit Jenna for the first time in a couple months. I figured this was the best opportunity I’ll have to ask Jenna to be my girlfriend! I texted Jenna asking if she was available to hang out and make plans before I make the trip, and she responds out of character.

Jenna: “Stop texting her Bitch.”

Jenna: “She’s busy.”

Only one person has ever called me Bitch before, but I was hopeful that this was just a stupid prank. I then get a notification on Snapchat that I got a video from Jenna. I quickly realized that it was more than just a stupid prank. I open the video, and there’s no caption included, but none was needed. All I can see is the filmer’s POV of his massive cock (what looks to be around 10″) going balls deep, raw inside Jenna’s pussy in doggy style. All I can hear is Jenna moaning and screaming in pleasure over and over.

Jenna: “OHH FUCK ME PLEASE DADDY. I’M YOUR LITTLE SLUT. I’M GONNA CUM ON YOUR MASSIVE COCK AGAIN”

I was in complete shock to what I was seeing and hearing, but I was also starting to get turned on. Based on the first video, it looked like Jenna had no idea that she was being recorded, but the videos kept coming, and it was clear, she was well aware she was getting recorded and became an active participant. The next video was of Jenna on her knees sucking and deepthroating the gigantic cock. It was clear that the filmer loved degrading her as he slapped his cock across her face and on her tongue multiple times, he was using his other hand on the back of her head to force his entire cock down her throat, and he even spit in her mouth. The videos kept coming and seemed to last forever. Jenna was worshiping his cock, and was a complete slut for him. The last thing I received from her that night was only a picture. It was just a close-up of Jenna’s face. Her hair was messed up, her make-up was smeared, and her entire face was covered with cum. She stuck her tongue out and winked at the camera. This picture did include a caption only reading “Tyler was here.”

I shamefully jerked myself off to the videos and the last photo and doze off to sleep. The next morning, I was still thinking of what happened the night before and had so many questions. Why would Jenna participate and do this to me? Why of all people does it have to be Tyler? I wondered they were only friends! And how long has this been going on? A couple days passed before Jenna texted me to address the elephant in the room.

Jenna: “Hey…so about the other night. I’m sorry, I don’t know what got over me. I just got too in-the-moment.”

Me: “Yea what’s with that? you said that you and Tyler were only staying friends.”

Jenna: “Well we’re still not dating. we’re more like friends-with-benefits, where we only see each other for sex. Ever since that first night, his cock continues to drive me crazy and turns me into a completely different person when I’m with him. I also thought it was hot for him to own me in front of you.”

Me: “what do you mean by that?”

Jenna: “Well I’ve always known you had this little crush on me, and Tyler told me a bit about he used to bully you a bit in high school. It was initially his idea for him to fuck me infront of you, and I thought it was mean at first, but once he showed me his cock, I just went with it. It started off with me sucking his cock while you and I played video games, then it eventually led to what happened the other night, and I thought it was hot.”

At that point when she revealed what had happened, I was just completely defeated. Not only did the woman of my dreams get fucked and degraded by the person I hate the most; it also turned me on at the same time. Hating this newly discovered kink that I have, I tried to move on from that night, and change the subject of the conversation to what I initially wanted to talk to her about before.

Me: “So I recently finished my final exam and have some extra time to come visit if you wanted to hang out.”

Jenna: “Oh, so you don’t hate me from what we did to you the other night? Did you like what you saw? Cause if so, we can definitely hang out if 😉 Let me check with Tyler and his schedule, and we can sort everything out!”

The End