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M27 - Why I started targeting single mothers and divorcees
Author Summary
AnalGroomer is a male age 27
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Those who follow my work may have noticed that recently, I've become much more open about my willingness to pursue older women. For those interested, I thought I'd provide an account of the woman that ignited that desire. If you're the subject of my story, here reading this, reach out. I always want more ways of keeping track of you.

I was at the gas station, filling my car, only one other person at the pumps with me. As soon as she got out of her car, my eyes snapped onto her figure. Maybe 5'5", mid 40's, and an ass that threatened to burst out of her mom jeans. An ass that fat would have looked cartoonish on even the sluttiest bimbo rapebaiters, but on her it fit perfectly, accentuating her soft curves. She must have sensed my eyes on her backside, the way prey can tell when they're being watched, and turned to see me staring hungrily at her pear shaped body. She must have expected me to look away when she caught me drinking in the sight of her, when I didn't she blushed and turned away. She subtly cocked her hips, showing off just how fucking round and perfect her butt was as it strained the seams of her pants. I had to have her.

As I made my way over, I took note of the empty car seat in the back, and the untanned strip on her finger where a ring used to be. She told me her name was Shannon, her kid was at school, she had finalized her divorce a month ago. She demurely told me she missed cooking for another, she was planning a nice Italian meal for dinner, wouldn't I like to come by? We exchanged information, and I went home, looking forward to visiting her later that night.

Throughout the day, she sent pictures of her wardrobe seeking my approval for what she'd wear that night. At first, they were laid out on the bed, but after some persuasion she was happy to model them for me. She was perceptive enough to know what I was interested in, and in every pose made sure I could see how her milf ass looked in every form fitting miniskirt and dress. She was oblivious to the fact that she was doing a perfect job convincing me to anally rape her.

When she answered the door, she was wearing a loose fitting blouse, and a sleek black skirt that ended far above her knee and clung to her ass in a way I envied. The kid was staying with a friend until morning, we had the house to ourselves. As she led the way inside, purposefully exaggerating the sway of her hips and jiggle of her ass, I watched her butt shift under the skintight skirt. It was obvious that she was either wearing a g-string or nothing at all underneath, and I lost all control. I grabbed her hips and pinned her between my hips and the counter, and she excitedly looked back, biting her lip and pressing that plump 46 year old ass against my hardening cock. She coyly mentioned that dinner would get cold, and I decided I had pretended to be romantic far too long.

I twisted her arm behind her back, slamming her face and tits against the counter. Keeping her pinned down with one hand, I rolled her skirt up with the other, almost drooling as her fat milf ass came into view. I saw a dish of half melted butter on the counter, and as I scooped up a generous glob I saw her, nervous, but excited and eager. She hadn't worn panties, she'd planned on getting fucked by me tonight. Then she felt me smear butter on her puckered asshole and.force two fingers inside, and the lust turned to terror.

She had invited a stranger into her house, knowing nothing except that I had a growing obsession with her big fat ass. She cried out in pain, she wasn't going to get the tender loving she had been missing since becoming a single mother. She was going to get her shithole raped like a trashy whore. She begged me to let her go, her free arm knocking over and ruining the meal she had laid out, frantically trying to get her fingers around anything that would save her asshole. When I pulled my fingers out, wiped them with her hair, pulled my cock and and pressed it against her hole, she began hyperventilating in a panic. She was 20 years older than me, she was in disbelief that she was going to be raped like she'd feared in her younger days. I pulled one soft, squishy cheek to the side, and watched her hastily lubed asshole swallow my cock. Her struggles became animalistic, her nails sliding across the counter as she clawed to try and get away. Her screams filled the empty house as her anal rape began.

The first round didn't last long. I'd been stroking my dick to her fat ass all day, and now that she was mine all that stored cum needed to be shot into her hole. I think that's when the screaming turned into sobs of defeat, when she knew I'd gotten what I'd wanted, I'd assraped her. She sobbed through the second and third anal rapes as well, barely struggling as my hips beat against her thick butt. The fourth time I started fucking her ass, what I had been waiting for finally happened.

I heard the slightest hint of a moan emerge under her low crying. She began meeting my thrusts, ass jiggling as she bucked against me. I put both hands on her wide hips, and she reached back to spread her ass for me, inviting me to be even rougher than before. I couldn't ignore such a clear request, and from then on I raped asshole like I hated her.

After hours, and countless anal creampies, the night had to end. But as she timidly sucked my cock clean, I could tell I would see her again. Sure enough, when I got home I had two messages from her. One was of her gaping, cum filled asshole. The other was a request that I let her know 10 minutes before the next time, so she'd have a chance to properly lube her asshole. Since that night, I can't stop checking out every milf I see. Who knows which one will be the next to be broken into an anal bitch?

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1 week ago