Sometime between New Year 2024 & my birthday I hooked up with an ex from college. We "dated" almost 20yrs ago but we only ever had sex a few times and it was nearly always awkward partly because we both lacked confidence and experience. This time around things were much more enjoyable. We chatted for a few weeks and arranged to meet up asap.
Honestly, I was surprised by some of the stuff she'd said to me. Like her liking it rough and loving to gag on cock.
Bearing in mind that we'd never done oral back in the day, so to say that my interest was piqued would be a bit of an understatement.
Since our brief time together many years ago, she had discovered her love of being submissive whereas I had developed my dominant side. We agreed some ground rules and proceeded to meet.
She was a bit nervous especially about trying anal but she was keen to try as I assured her that I would be gentle and would immediately stop if prompted etc. She picked me up after work in her car which in and of itself was kind of a thrill for me. We drove to a secluded spot and jumped in the back seat.
She was wearing a dark floral dress with no knickers on. I played with her pussy whilst we kissed. Then pulled my trousers down around my ankles and she leant over my lap and started sucking me off. She had her ass in the air so I gently started playing with her bum whilst she sucked.
She likes having her head held and hair pulled, so I occasionally held her head and thrust until she gasped. The backseat was a bit cramped so I stood outside the car and she sat up, continuing to give amazing head. I held her by the hair and fucked her face until I came in her mouth and she swallowed every last drop. She then lay on the bonnet and I ate her pussy and fingered her ass until she squirted.
She dropped me back at work and then we parted ways after arranging to meet up again over Easter but indoors next time. As soon as we were alone together I told her to take off her clothes and get on her knees and she gave a another amazing blowjob. She gets off on being told what to do, so I grabbed her hair and fucked her mouth until her mascara started to run.
I kept her on her knees but bent her over with her arse in the air so I could spread her cheeks and start playing with her holes. At first I used my fingertips to tease her clit until her juices started flowing. Her pussy looked and felt so good that I couldn't resist slipping my cock in her. After a frenzied fuck I could feel that I was close to cumming so pulled out and stopped as I wanted to savour the moment.
I reached for a bottle of oil and covered her cheeks so they glistened in the soft mood lighting. I slowly started fingering her ass with my index finger until my knuckle was pressed against her hole. I positioned myself to her side so that I could feel her mouth on my cock again as I played with her ass. Once she was warmed up I took my cock out of her mouth and slowly inserted myself up her ass. Initially she kind of yelped a little and I asked if she wanted me to stop but she told me to keep going. After starting off slow things quickly escalated, her ass took a pounding and she loved it. I eventually filled her ass with cum and then gave her a good spanking until her cheeks were glowing red as my cum trickled out of her.
Her only real red line was doing ass-to-mouth which was obviously not much of a concession for me. I went to wash my cock before proceeding to a lengthy blowjob session in various positions eventually culminating with us on the sofa with me holding her head down as I shot my load deep down the back of her throat and again she swallowed every drop.
We took a bit of a break and listened to some music with her cuddled up next to me. Until she started running her fingers along my thigh. Soon after she was sucking my cock yet again. Then I lay on top of her fucking her pussy with her legs resting on my shoulders so could maximize how deep I could penetrate her.
I always advocate and practice safe sex but in this instance as we were so familiar with each other and was discussed beforehand, I sent her home to her husband with all of her holes filled with my cum. The moral of the story (if there is one) is that it's always fun to go down memory lane but romanticizing the past is not a healthy or productive way of making the most of the present. Ex's are always ex's for a reason! |
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