AFS Note: This is a true sex story, a real confession made by real people as it is told to us, confirmed by us and finally written by us. Some names and locations have been changed by request of the person telling the story to protect the identities of those involved.
Confession by: Alex Turlington
Transcribed by: Holden Rivers
I think a big part of me always liked older women and – for the most part – I have never acted on it mainly because all the older women I really had secret crushes on were my mother’s friends or school teachers. Sure, I like girls my age but there’s something to be said about maturity and the effect a woman with experience and some miles on her will do to guys like me.

Picture courtesy of NaughtyAmerica.com
As I said, I never acted on it until the opportunity came up a year ago and I took said opportunity because the older woman in question was one I had often thought about. You see, she’s the mother of my closest buds from High school and now that we go to the same college, I see a lot more of her since I took the guest bedroom in their house.
Her name is Angelika, a woman in her mid-forties but still looks really good since she keeps in shape by heading to the gym every morning and eating a vegetarian diet. Angelika’s features are Italian and looks a tad on the Hispanic side but with vivid blue eyes. Her body is tight and she often wears tops that accentuated her big breasts. I’m very sure she has caught me staring at her cleavage more than a few times but not looking would be an insult. It’s like not looking at a sunset when it’s right in front of your eyes.
One evening, though, I get home from an evening class and Angelika tells me that her son, Brian, won’t be coming home tonight. Brian has decided to go on a last-minute camping trip with a few friends but because of the last-minute planning I couldn’t go. I had work the next day and these guys won’t be back until Saturday.
Anyway, I ate a late supper and crashed in my room to do some light reading in bed when Angelika knocked on my door once and then opened it. It was May and a bit warm so all I wear is my underwear and that night was no exception. I was wearing nothing but white Fruit of the Loom briefs and there was this beautiful woman in my room and – to top it all off – she was wearing nothing but a bath towel. Her hair was still wet from a shower and I could smell her shampoo immediately. She always smelled good.

Picture courtesy of NaughtyAmerica.com
I made a quick lunge for some article of clothing to cover myself but there was nothing. Even the textbook I planned on reading was on my desk. She closed the door behind her and quickly sat on the bed where I was petrified to even move. There was a soft smile on her face that told me that she might have had a glass of wine or two. She often bathed with a glass of red wine to drink.
“It’s Ok,” Angelika said as she watched me cup my hand over my genitals. “You don’t have to hide it.”
Yeah, I could smell the wine in her breathe but she wasn’t shit-faced. I can see that she was probably just a little buzzed and that she knew what she was doing. She inched a little closer to me and if she tried something I was prepared to be the proper gentleman and turn her down. I mean, she’s the mother of my best bud and she’s lightly buzzed.
Yet I did nothing when she placed her hand on my leg and started rubbing it. I stopped cupping my crotch because it was damn obvious that I had a boner the size of a femur. She whispered things in my ear, mainly how she felt a little lonely sometimes and that the guys she’s been dating could never measure up to her husband who passed away six years ago.

Picture courtesy of NaughtyAmerica.com
I couldn’t take it anymore and I kissed her on the lips. I could taste some of the wine as I forced my tongue down her throat. I felt her warm hands rubbing my chest and I reciprocated by moving my hand up her towel and feeling her soft, smooth skin. Angelika removed her towel and my hands were all over her tits, squeezing them a little and feeling her hard nipples on the palm of my hands.
She was the one that removed my tightie whiteys and she grabbed a hold of my erection as if she were a racecar driver shifting gears. Inching my penis closer to her face, I could feel her tongue on the tip and then her entire mouth swallow it whole. I felt the warmth of her mouth on it, her breath escaping through her nostrils against my skin. Suddenly, I felt her lengthy nails lightly scratch at my testicles and the smile on her face said she loved doing that.
Angelika started kissing my belly and worked her way up my chest until her lips found mine again. She brushed her tits against my face as I lay flat on the bed and then felt her delicious weight on top of me as she moved to a cowgirl position. With her left hand, she took a hold of my hard cock and poked around until it penetrated her pussy. She wasn’t exactly loose down there but not tight either and it still felt so good. The older woman I thought about at night was bouncing on me in slow, delicate strides.

Picture courtesy of NaughtyAmerica.com
I heard her moan as if it had come from somewhere else. It seemed to echo in my room and I loved the sound of it and loved that she got louder with each bounce. A lot of things popped into my mind while my cock was being polished by such beautiful pussy. I thought what if Brian came home and saw us or what if the neighbors could hear her loud moans.
Moving to a missionary position, I could see that Angelika was leaning to kiss me only she simply grinned and said the nastiest things. She told me to keep fucking her and not to dare stop for anything. She told me she wanted to taste my cum. It was all the things I would never expect her to say and there she was saying them as if she were a nasty whore. I fucking loved it!

Picture courtesy of NaughtyAmerica.com
She wanted doggy and, at this point, she was already wearing me out. I somehow mustered the stamina to drill her harder and harder and she was screaming my name loudly. I grabbed at her tits roughly and she let out this squeal of delight as though she wanted it rough in the first place. I kept ramming her hard when I pushed her down and spewed my hot cum all over her face.
Angelika slept in my bed that night and we fucked again in the morning but it didn’t stop there. We kept having sex when Brian was never around. I don’t think he ever knew what was going on between his mother and me but – as of the time of this confession – Angelika is pregnant with my baby. If Brian didn’t know he will know now and how he react is not something I’m looking forward to but I love his mother and want to do right by her and our upcoming baby.

Picture courtesy of NaughtyAmerica.com
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