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I used to love fucking older guys. Now I kind of miss it.
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When I was in my early 20s, I used to love fucking guys significantly older than me - 30s, 40s, sometimes 50 on my wilder nights. I never felt like guys my age could satisfy me, idk why. When I was 22, I used to meet up with one guy who was 48. He was an attorney, and he used to fuck me in his office after hours at his law firm. It was some of the hottest sex I’ve ever had, letting him rail me in the ass with his long, thick cock over his expensive wooden desk. I used to squirt on his dick from the anal orgasms he’d give me. Whenever my pussy started to shoot squirt out, he was a goner, always grunting, panting, slamming into my ass, then cumming right as I began to ride out the aftershocks of my orgasm. His moans in my ear as we came together like that in a huge mess all over his desk always made me see stars. Knowing he had a wife at home who knew nothing about this made it all the hotter, though looking back on it I feel guilty. In the moment though, I was so into him, and that massive cock of his felt absolutely transcendent inside of me, so much so that I didn’t care about the consequences back then. All I cared about, all I thought about in class my whole senior year of college, was his dick inside me. I miss meeting up with him and letting him destroy me anally like that. He always fucked me as hard and as long as I craved (something the younger guys at my university couldn’t). Sometimes he’d even eat me out and lick his cum out of me like a true gentlemen afterward. It always felt so damn good, his tongue on me after abusing my hole like that. I loved the soreness I’d feel in my ass afterward, the way his presence still lingered inside me even after I left his office. The walk back to my car with his cum still dripping into my panties always made me feel like such a dirty girl. I miss that feeling.

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7 months ago