My Girlfriend and Her Summer Fling

I sat in my room, my hand shaking. Barely able to hold my phone as I awaited for the content Kelly was about to send. I was really excited about my girlfriend sending me a video of her with another man, and I couldn't fight it. It seemed she had taken my pornstar confession pretty literally.

On my laptop was a picture Kelly had uploaded just hours ago. She looked amazing, her hair down, a little black dress on, held up only by two thin straps meaning her tits we're on show. One picture that was garnering my attention was her leaning forward, a perfect view of her beautiful large breasts.

Those large milky tits ready to just pop out her little dress! Another picture revealed how short it was, puffing out to end just at the mid thigh section, cinched in at the waist. Tights (pantyhose for you Americans) on beneath. Her height and heels made her a tall goddess, there was a picture of her and Charlie, the man now fucking her, Kelly was dwarfing him, but all I could feel was jealousy that his face was close to her heaving chest.

The pictures, the anticipation, it caused me to sit there teasing my my cock, not daring to let myself cum until I've seen the video. It was 1am when she messaged me asking for permission to bounce on Charlie's cock again, and it wasn't until 2 until I heard that first ping. In that time I reflected on how far I had come in the last week in surpassing my fetish, and how I was now throwing it all out the window, and I didn't care.

In the last week I had sought out advice from trusted people. The first being a good friend from school, Jamie. We had a few beers as we shared uni stories. Of course I didn't tell him the truth of my relationship, but I managed to fish for some advice all the same. I fabricated a tale of someone at uni who had a mfm three way with his girl, and that the boyfriend told everyone how hot it was to see your girl in that way. He laughed, and I still remember his words.

"What a freak! Who gets off to that?" He told me. Was that what I was? A freak? A few days after I sought out my step dad. He was a tough guy but honest, I found him working on his car and spoke to him about women. Again, fabricating a tale about how it was my roommate who had been cheated on, but he took her back and was okay with it. Again, his words hit me.

"What? No real man let's his girl cheat. A real man would dump the whore and and break the guys nose. Tell your roommate to man up and stop being a pathetic bitch!" He snarled. Was that me? A bitch? Not even a real man?

I wish I could say that reflecting on the advice swayed me but no, my cock was as hard as ever and as I saw my phone ping.

Kelly sent a file

My sweaty hands clamoured to open it without hesitation. This was 2012 so videos taken on phones weren't as HD as they are now, but I could see it clearly enough. Charlie was holding the phone. As I watched his spare hand on the back of Kelly's head. Moaning as she sucked his unprotected cock.

Every time she brought her head up her eyes started at the camera.

At me.

I could hear the wetness of her lips as they slowly slid up and down his cock. Her whimpers as she seemed to enjoy the taste. His grunts every time his member disappeared into the wet warm walls of her mouth. I could see the lust in those eyes when she looked at me, her plump lips left a pink trail of lip stick on his throbbing shaft. The video was short, only a minute or so, but it was enough to have me on the edge.

Another messaged arrived

'I'm sending two more over sweetie!' Kelly said. I couldn't believe it, there was more? I was on the edge as it was!!

With my cock throbbing, too scared to even touch it, I opened the next file.

The phone torch was used to light the view as Charlie held the phone. He was fucking her. I watched the video start on Kelly's face, her mouth parted as she moaned, her exposed tits jiggling as the camera panned down. Showing her perfect little pussy spread with each thrust of his cock. Her legs spread as he thankfully was now protected. She was so wet, the light reflected of her sopping lips and his glistening cock, he was fast as he fucked her. Wet slick thrusts as he easily made work of my girlfriends pussy. It ended after panning back to her face, her eyes rolling back and mouth agape, barely able to mutter a word with how much pleasure she was in.

I wanted to cum right there, a stream of pre cum was running down my shaft now. But first I needed to see it all. Finally I opened the last video. It started with my naked girl friend gently placing the phone on what I can only assume to be a night stand, facing the bed. No flash this time making this the darkest video. But I could see her climb in the bad. Charlie laid flat as Kelly lowered her self onto him. I watched her gently nestle herself in his lap, whispering how good it feels, how big he was.

What followed was 2 minutes of my girl riding his cock. From the side I could see her bounce, her tits slapping against her chest with sweaty thuds. Her moans louder now as they clearly no longer cared about any noise. I loved watching her start slow as she sped up, from gentle little bounces to fast ferocious slaps of flesh.

She was lost in lust like with Ken before, the way the soft flesh of her thighs rippled as she brought herself down. I felt like I was there, wished I was there. Her hands bracing her self on his chest as she rode him with passion, I could tell she was going to cum, cum louder than what I'm used too. It caused my load to erupt from me 30 seconds into the video against my will.

With my cock limp, belly covered in cum, I watched the rest. Eyes glued to Kelly's tall pale body ride another man, her hips grinding as she threw her head back in pleasure. The words of my friend and step dad remained in my head.

Weird.

Bitch.

Pathetic.

They repeated as Kelly built up more speed, arching her back in as the moans of an orgasm echoed throughout the room. I felt so defeated as I watched Kelly climb off Charlie's cock and pick up the phone to end the video.

A new low it seemed, I just lay in the bed a naked cummy mess reflecting on it all. I couldn't even blame her this time, she gave me exactly what I asked for. I couldn't fight it, or blame anyone else now. It was me doing this to myself. I was close to deleting those videos then and there but I couldn't. I just couldn't. I even watched them again, so horny for the content I found myself jerking my limp cock. The deeper I sunk the more horny it was for me.

Seeing her riding him in the dark, the way he caressed her thighs, the way her ass bounced off his balls, it was enough to make me cum again even though I was flaccid. It was going to be okay I thought. She had messaged me one last message.

I love you baby! Thank you, I really needed that. X

See? She was still my girlfriend. Even if I was a weird pathetic bitch.

I was only days later I was back at university, beginning my second year. My confidence at an all time low. I was now sharing a house with a few class mates, me and Kelly did talk about sharing a place, but figured despite how much we loved one another, we were still too young to be living together. The last few months had changed us. We used to be a good match, a shy sweet girl and her meek but kind boyfriend, but now the dynamics had shifted.

Our first date exemplified this. I found myself timid, feeling anxious about even being seen with a babe like her. All I could think about was who was checking her out, would they laugh to see me with a girl like her? Why wouldn't they? She met me at the small cafe with her hair in a pony tail. Her sharp blue eyes decorated with a cat eye liner, her seductive gaze got me stirring. The way her little dress looked swaying in the wind, those heavy round tits looked supple with a hint of cleavage shown. She was wearing a bra but that didn't stop them bouncing when she ran up to embrace me.

She wasn't the shy girl any more with her new bubbly, outgoing personality. As she spoke about her home trouble, her father being a pain in the ass, all I could do was sheepishly steal looks at her body, wondering what Charlie was doing to it over the summer, wondering if anyone else was being able to explore that slim yet shapely frame of hers. That whole date was the first time I begun to wonder, why was she with me!?

We found ourselves back at her uni house after. She was rooming with Anni and two other girls. Luckily they had gone out, leaving us alone. We wasted no time as she was bent over her bed, her g-string around her ankles as her round little ass lay before me. I let out those weeks of frustration on her, gripping her hips as I pounded away at her with all the strength I could muster.

"Oh fuck! Harder baby!" She pleaded. She never was one for dirty talk before, but I went as hard as I could. Grunting as I tried my best to satisfy her, unable to shake the moans I recalled hearing in the videos she had sent me, and painfully realising she wasn't moaning like that with me right now.

"Come on Tommy harder! Pull my hair!" what the fuck!? She was never like this. She was more demanding. Yet here I was putting my all into it, any harder and I run the risk of cumming too soon or passing out. The former became true sooner than I liked. I fell back, condom on my cock now full of cum long before I had got an orgasm out of her. She didn't seem happy at all as she let out a sigh and pulled up her g-string. She slipped off my condom and tied it with ease.

I remembered when we first got together, telling me she got the pill and didn't want to worry about condoms, being her first, I knew she had never used any, until Charlie. Now she was putting them on and taking them off with ease. It was exciting seeing her handle a latex sheath full of cum, did she ever drink Charlie's? Why did she want to start wearing them now? We're there other guys? Even her causally walking out in a short dress and something as slutty as a g-string seemed out of character. She dumped it into the bin before leaving to use the toilet.

"So do you need to go back to yours? I said I was going to meet the girls." Her tone was distant, cold.

"Ummm yeah I'll leave soon." I replied. Why was she so adamant about condoms? She knows I'm clean and she should be if Charlie was wearing them. Was she sleeping around? Jealousy building within. I looked at the bin. Were there more in there? I found myself going through it, digging under some rubbish just to see if-

"What're you doing?" Her voice cut me off as I stood up shocked.

I was such a young stupid fuck, I asked her if she was sleeping around. What's with the condoms? Why was she dressing different? We argued, she got mad I accused her of cheating. She got even madder I called her out for not having an orgasm.

"Oh, It's my fault you didn't make me cum?" Was her reply.

A cold sharp pain cut through me when she said it. Years of toxic behaviours in me lead me to feel weaker and more pathetic than I already did. Ken, Charlie. They made her cum. But I couldn't.

I left, I didn't know what to say. I felt so emasculated. We didn't speak for the rest of the day, but I woke up to an apology. She apologised for saying it, but never denied its truth. It was enough for me to agree to see her the following night, I expected an emotional argument but when she greeted me it was clear that was not on her mind.

I opened the door to her and had to pick up my jaw. Her long dark hair flowed down, framing a face full of make up. I had never seen her with a face so smooth and lips so red. Her eyes decorated a sensual purple eye shadow. Her body covered in a long trench coat, only her high heels, making her over 6 feet tall, could be seen peeking out the bottom.

"I had to get a cab over, let me in quick!" She hurried me as she went to my room. She was whispering, seemed even a little sheepish in her movements despite how wonderfully she was dressed. She was really putting herself out there but.. why? After I accused her of cheating?!

Once in my room the coat fell to the floor, the reason for such a coat being worn in September made a lot of sense now. Beneath she was wearing nothing but her slutty black corset. The thin sheer lace clung to her slim curvature, her tits spilling out the lace patterned bra cups, the thin fabric vanishing between her ass cheeks. She turned to me. Strutting over, her heels tapping on the wooden floor.

"I'm sorry for what I said. I wanted to make it up to you." She whispered as she kissed me. Her hands finding the waistband of my shorts as she pulled them to my ankles. As we made out, my throbbing cock was in her hands, delicately teasing it with her fingers, her lips moving down to my neck, chest and soon enough, stomach. Kelly was on her knees as my cock was now nestled between her inviting cleavage. Swallowed by her perfect tits.

This was the sluttiest she had ever looked or behaved. She could have passed for a porn star in that very moment and my cock loved it.

"Kelly, what're you doing?!" I groaned as her tits spilled out around my cock.

"Being a good slut for my boyfriend." She replied as her lips met the head of my cock. I couldn't hold it, those words were too much to hear along with her scarlet lips taking me in, as I looked down I saw her meet my gaze, it reminded me of the video of her sucking Charlie's cock, and within seconds I released a shot of hot steamy cum on her tongue. After the first spurt she pulled back, gripping my shaft and opening her mouth. Giving me the perfect view as two more bolts of cum unleashed, one splashing her cheek and the other landing on her tongue. Moaning as she gleefully swallowed every drop. Even the thick bead that was sliding down her face.

I was shocked, and we were only getting started. Kelly brought me to the bed and spread those long legs for me, gently resting them on my shoulders as she pulled aside the gusset of her outfit. I started tasting her, she was soaked. I lapped up her juices as I followed her orders, licking her and using my fingers as she demanded. Before I just did what I thought was best, but now she was telling me what she liked, in graphic detail. Low and behold, I managed to make her cum pretty hard. Hard enough that she almost choked me with her thighs. Her body wriggling around as she cupped her mouth to stifle her passionate scream.

I laid beside her, lost in the moment. She begun to cup my still soft cock.

"Do you want to fuck me like a slut now baby?" She whispered. I could, maybe if I my cock was hard enough. I stammered. Kelly smirked as she grabbed my laptop.

"I can help you get hard." She said, a naughty glint in her eyes.

I felt nerves as she loaded up my laptop and placed it up on my nightstand, curious to what she had planned. My eyes popped open as she opened up my emails, clicking on the link she had sent me not to long ago. My stomach dropped when it dawned on me what she was doing. But as she hit play, all my nerves became a rush of blood to my cock.

Soon we were watching the videos of her and Charlie. My cock raging again as the videos played on a loop. I'd have Kelly on her back as I was drilling her with my latex clad cock, while our eyes were locked onto the the screen watching her ride her old class mates dick.

The sounds of her wetness, the eyes watching her own slutty behaviour. She was in heat as I pounded her as hard as I could.

"Don't I look like such a slut Tommy?"

"Fuck yeah, you love cock don't you? You like watching yourself ride cock!"

Our words excited each other more and more. Soon Kelly mounted me as we watched the video of her and Charlie. She fucked me in the same position she fucked him, bouncing on my cock trying to mirror how she did it before. Those tits jiggling, nipples hard and drenched in sweat. She was loving it, as was I. She continued to verbally tease me.

"Did you cum to those videos baby? Did me acting like a slut make you cum?" She said, it sent me over the edge. I erupted in the condom as she encouraged me.

"Yes baby cum! Cum to your slut girlfriend!" She grunted. I wanted her to cum too. Still in the heat of the moment, I agreed to let her watch the video as I ate her pussy, but once she was on her belly with my face between her cheeks, just able to see her watching the screen, is when the shame set in. I helped her though, a little humiliating to make her cum as she watched another man's cock fuck her. Despite that, up until that time it was the best sex we ever had.

After, we knew we needed to clear the air. We cleaned up and she was wearing some of my clothes. She was back to her plain self now, and it seemed to make our conversation easier. She told me she wanted condoms because she didn't know if I was going to end up meeting another girl over summer, and she didn't know what Charlie had been up to. She was just being safe. Kelly also told me she wasn't mad I didn't make her cum, she was mad I wasn't listening to her on our date. About how her father had been a real hardass, judging her and making her feel cheap. He called her a whore for wearing a low cut top to her mothers birthday dinner and that's why she was always out over the summer, much to her fathers dismay. She also admitted she doesn't enjoy being slutty because of the prudish way she was raised, it's only when she's horny. That moment it hit me.

She was just like me? I loved her being slutty when I'm horny, but after cumming, a pit of shame welled up within me. The way Kelly was cupping her face, seeming to regret some of her actions with Ken, Charlie and even admitting to being embarrassed by what she did that day.

She was the same as me.

"Well, let's agree that the stuff that happened before doesn't matter okay? It was some fun we got carried away with when we were too horny." I told her.

I was blind to it at that moment, I thought realising the truth, realising we both had unhealthy compulsions that enabled each other was enough to get control. I thought what we did that day was enough to satisfy those curious urges. I thought putting it behind us would help. But I was wrong.