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[M]y 39F girlfriend first time as a whore
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That-Discipline922 is a male
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This happened around 9 months ago and wanted to share with you all,

For some background my girlfriend Caris like many others in Australia used a popular messaging app to buy/sell substances. She is 5’1” perky b cups with a slim waist and round bubbly ass. She has wavy long brown hair and brown eyes and was known for her ‘resting bitch face’.

We just finished shopping and were driving back to our apartment when she asked me to drop her off out the front first because someone was there to pick up some stuff off her. This was pretty standard so I turned off to drop her at the front and she pointed towards a sedan mentioning that was the guy. I stopped and she grabbed the stuff from her purse and hopped out the car, she was wearing her grey scrunched leggings which were my favourite. I continued driving towards the rear carpark entrance and saw the guy get out of his car in my rear view, he was a large bloke with a short shaved head.

She walked in the apartment door just a minute or two after did and started unpacking the bags. I was sitting on the couch and she called out to me that the guy who was just here sent her a message and I needed to come see it. She held her phone in front of me so I could read the message it was simply “you are hot, how much to fuck?” And her reply was “thank you but I don’t do that i have a boyfriend”

He replied while she was holding the phone up for me to read “$500?” I smirked and told her he sent another message, I could see her eyes widen and she let out an oh as she read it. She asked me what I thought about it, for her $500 was equal to half her work income.

I found it quite amusing because I already shared her frequently even with strangers found on the internet, the only thing different about this was she would also get $500. I told her that it was her choice and I thinks it’s hot as fuck. I could tell she was excited as she replied and asked him when/where.

He replied that he was still downstairs in his car and wanted to fuck her now but he had no condoms. We didn’t have condoms either and Caris asked what I thought, i told her it was her body so she makes the choice while mentioning she already lets guys fuck bareback sometimes.

She agreed with the logic and asked if he wanted to just do it in his car because her boyfriend (me) was home and she also had no condoms. His reply was a simple “yes” followed by “don’t change clothes”. She looked to me for some kind of response but I was busy fantasising about the situation.

She said my name to get me out of it and then laughed as I jolted to attention, she told me she was going to do it then she leaned forward gave me a gentle kiss while sliding her hand down the front of my shorts. I was already rock hard which made her pleased and then she whispered as soon as she gets back she wants me to fuck her. Her ass swayed confidently as she walked out our apartment door shouting I love you as she closed it behind her.

I walked out on to the balcony and spotted the guys sedan from earlier, about a minute later I saw Caris in her grey leggings walk across the road and get in the passenger side. After about a minute the car pulled away from the verge and drove to the end of the quiet cul de sac that our apartment front was on. I could see the back of his car but that was all since our apartment was on level 6 and the trees planted along the verge blocked my vision.

I watched the back of the car for just over 30 minutes, occasionally i could see it rock but my imagination was doing all the work. I saw the brake lights come on and the car slowly drove back to the front of the building, I watched Caris get out the passenger side and walk around the back of the car towards the door before she turned back and went to the drivers side door. He obviously wanted to say one last goodbye, Caris stood in front of the drivers side door turned her head from side to side then the man’s hand reached out the window and down the front of her leggings for just a second before she turned around and walked in to the building.

I met her at the door, she was getting ready to tell me about it but my imagination had already done enough work. I grabbed her hand and led her straight to our bedroom, I walked her in front of the bed, placed my hand in between her shoulder blades then pushed her down on to the bed. Pushing harder to make her ass tilt up until it was at the same height as my cock.

With my other hand I pulled her leggings and thong down not all the way just far enough to give me the access I needed. I then slid my shorts down and pressed my hand harder into her back as I lined my cock up with her glistening pussy. I spat on my cock and gave it a quick rub before pushing it straight into her, she was still so wet which turned me on even more. I then slammed into her for just over a minute before pulling out and blowing a huge load all over her ass.

She flipped over and grinned at me before getting up and giving me a deep passionate kiss and telling me she loved me.

P.s she loves sluttyconfessions and is thinking about sharing some stories from her perspective!

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2 days ago