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My older woman part 1
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By (user no longer on site) OP
over a year ago
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As a teenager I'd always been quiet and thought of myself as below average in looks and the lot. But I would get courage when chatting online and become flirty. And thanks to a local chat room and some flirting I made friends with an older woman 49 to my 19.
We had exchanged picture nothing x rated. And we flirted hard and ever tried our hands at cyber sex. She was naughty and knew how to write.
One day off from college I jokingly told her to give me her address and I'll be over to take her to bed. And shockingly to me she did. Post code house number and how to get to the bedroom. She just said bring condoms.
I rushed to the shop so fast and drove over. Door unlocked I shut it and walked up her stairs to find her covered by her sheets,
She was blushing and hiding her face. I walked over and lifted the sheet to find her naked. Stunning curves, small tattoos and nipple bars in.
I'm pretty sure I just mumbled fuck and knelt between her legs, I'd d*unkenly given someone oral before this but never sober and I just went to town. Probably over excited and not having more knowledge than porn to guide me, but I did ok she came twice and almost yanked out some hair.
She told me to lie back and started pulling down my joggers and greedily took my cock in her mouth. She was out of this world. Nothing crazy no gagging but she just knew how to use her tongue in all the right places.
I didn't last long and she swallowed my cum with a grin. We lay down and she kept stroking my cock and being 19 it maybe took minutes to have me hard. Rolling on a Jonny she straddled me and slowly rode my cock. She was chubby and looked so good slowly grinding for me.
I grabbed at her tits but probably just mauled them I was fairly inexperienced. 30 minutes of her riding me had me on the edge again I told her and she climbed off peeled away the rubber and sucked me again swallowing the second load.
We lay down for ages chatting and joking. Saying we were both so nervous, and this was the beginning to discovering my dominant side and her ticking off many items on her fuck-it list.
Let me know if you'd like to hear other stories about the next few years. Things get very kinky shortly after out first few meetings.
Dom/sub, very rough, cheating, bondage, SM, and more. |
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By (user no longer on site) OP
over a year ago
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Quick back story
She was divorced from a nearly sexless marriage and only thing she had done in the last year was suck his cock. He was selfish only fucked doggy and would cum and be finished not caring about her.
At this point we had been meeting after my shifts several times a week. We shared some fantasies and I decided I wanted her to write a list. Her fuck-it list we called it.
If started off tame. Fuck in every room of the house.
We had her list pinned to the back of her bedroom door. One night I walked in and ticked off that one and told her I'd be stopping. Told her to strip off and go kneel over the back of the arm chair.
As she did I ticked off blindfold and took a scarf I'd brought with me for this. Coming behind her I tied it over her eyes and she just gasped. This was my first step into sensory deprivation and it was such a thrill.
I didn't touch her for a minute, just walked around her letting her know I was there. She would shudder and started moving her hips in a slow grinding movement. my cock was so hard seeing her trying to get any sensation to her pussy. She reached a hand down. "Don't do that, don't touch yourself at all"
She whimpered a little and said ok. I stroked her cheek, ran one finger down her spine, nails over her arse cheek lightly, and when I did slowly slide two fingers into her pussy she was so wet I couldn't believe it. Just from some teasing. She moaned more from two fingers than I had heard her before, I slowly worked my hand in to the knuckles then out to the very tips. She pushed hard against my hand ever time I pushed deep and started muttering "please please please" I couldn't control myself at the begging I took my cock out and buried it to the hilt bareback, the first time I hadn't used a condom with any one.
A handful of thrusts and her pussy gripped my cock hard, She had never cum like this, I told her I was close and didn't wear anything. And she pushed me over the edge "I don't care just cum in me, fucking cum in me" and I did she barely finished speaking and I filled her pussy for the first time.
I kept thrusting for all I was worth but soon it was too much for my over sensitive cock. I just lay in the middle of her living room cock twitching madly and out of breath. She lay her head on my chest and teased my nipples and just thanked me. |
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By (user no longer on site) OP
over a year ago
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We made our way to the sofa her head in my lap, it didn't take long till she took my cock into her mouth, She softly sucked my soft cock and I felt myself stiffen in her hot wet mouth.
"Get up, next room" we got into her dining room and I knew what I wanted right away. I moved a chair from her nice wooden table and patted it. She sat on the edge and I spread her legs.
Rubbing her clit I stood between her legs kissing her. Then let my thumb enter her cum filled hole.
I brought it up to her mouth and slightly pushed her down as she sucked the cum clean, lying on the table I pulled her hips so her pussy was in the perfect position to slide into her.
The table was perfect to really pound into her. Holding her thighs I could fuck her fast and hard She moaned and arched her back then begged for me to fuck her harder.
After our fantasy chats I'd started watching rougher porn as she had said it turned her on. I dug my fingers into her thighs and gave it all I had. Slapping against her chubby thighs my balls coated in our mixed cum made wet noises against her arse and I growled "you like it hard slut, beg for it"
She pleaded while cumming "please fuck me, please just use my pussy, fuck your whore", I came so hard I felt dizzy hearing her say it just awoke something in me.
Again we made our way to the front room collapsed on the sofa and chatted. She told me how much she liked the feeling of me cumming inside her and I didn't need to worry about it she was clean and couldn't get pregnant again.
We had struck 2 rooms off the list but still had kitchen, bathroom and her ex husbands old office to finish the task. |
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By (user no longer on site) OP
over a year ago
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I was haha but it had its ups and downs.
After this we became more fwb rather than just fucking. I found out about her family. Like her daughter I went to college with.
Her younger daughter who was friends with my little sister.
The younger one some how found out and told her class that little sisters brother is fucking my old fat mom.
It got back to my parents and I had the piss taken daily. But the sex was way too good to care haha |
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By (user no longer on site) OP
over a year ago
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At this point we took a break ordered food and relaxed for an hour. We chatted and shared, I told her how much it got me going when she begged and called herself a whore.
She told me she lost control when I took charge and couldn't help but submit and give everything up to me.
She made her way to the kitchen and gave a shout about dessert and I walked in. So cheesy and straight out of a bad porno she had stripped and sat open legged on a chair, nipples and some of her pussy covered with some whipped cream from the can.
No rough play or even sex I licked and sucked her nipples and then licked cream from her clit. I could taste some of my own cum but I didn't care pretty sure every guy has tried it once.
I ate her sticky sweet pussy and slid my fingers into her wet and creamy pussy teasing her g spot and she came for me again, I swapped seats and sprayed a little cream on the now sensitive and slightly sore helmet of my cock.
She slowly sucked and teased stroking my balls as she did then once she had cleaned me up she asked me to hold her hair and for the first time she slid her lips to the base of my cock and gagged a little, again I felt something inside stir, the idea of her gagging on my cock overtook my mind and I pushed lightly on her head "again, see if you can hold it"
She took a deep breath and really worked up to it and took me to the back of her throat again. This time she held for about 3 seconds, gagging she came up and left a long thick strand of spit from her mouth to my cock so I rubbed it against her cheek |
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By (user no longer on site) OP
over a year ago
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She kept at it swapping between sensual teasing on the head and just taking my cock to her throat. It took a while but I finally came. At this point it was an intense orgasm, my cock was so sensitive I told her I needed sleep and we could carry on tomorrow.
I woke up to her mouth locked around the head of my cock. She flicked her tongue fast and hard over the very tip of my cock, She realises I'd woken and gave my cock a cheeky bite slowly bringing her teeth up the shaft and over the head.
"His room now" she prance off and I followed morning wood in full swing, his old office was fairly empty now a few boxes and the wingback chair he couldn't take with him.
Again I made her kneel on it facing the back, I got to my knees and started flicking her clit faster and faster, She had told me the night before she could gush sometimes if she really went at her clit.
She knew what I was attempting and tried climbing down "don't fucking move, be still if you fidget I'll slap your arse"
She spread her knees apart and said yes sir, testing me she started wiggling her arse and made it hard for me to rub her clit so I gave her a swift smack and she yelped.
I started roughly fingering her soaking pussy two three then four fingers, She moaned it hurt but told me not to stop when I tried. I kept swapping from clit to stretching her, and finally as I thought it was a lost cause she tensed up and shook hard, hot wetness flooded over my hand, slick and almost oily, She didn't speak for a minute just caught her breath and then gasped and giggled at the wet patch on the seat.
I got her on all fours and made her prop herself up with a suitcase he's left too and took her doggy, it didn't take me long I'd been hard since she woke me and needed to fill her pussy with my cum again.
We finally christened the shower in the same awkward way anyone who's ever tried fucking in the shower did, with little success.
We agreed the attempt counted and we had ticked off all rooms in her house. |
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By (user no longer on site) OP
over a year ago
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A month or two passes and we explore more of the list. We watch hard-core porn together and tell each other the bits we want to try. Mostly rough sex and oral.
I discovered deepthroating and sloppy blowjobs are my top turn on at this point. And we train her throat to take a good fucking.
I'd have her naked lying head over the edge of her bed, and after a few weeks she went from gagging on one thrust to taking a fast paced face fucking. She would drool down her face and slap my ass when she needed air.
We started experimenting with SM and she found that she got off on pain, nothing too extreme at this point but spanking her arse or tits got her wet and horny,
Soon we explored a true Dom and Sub relationship. I collared her and she called me her master.
She worked as a high up in a construction firm and was always on the road or at sites, I started setting her tasks to preform.
She would flash me while on site, pull over in a lay by and fuck herself with her fingers telling me she wanted it to be me inside her. And one of my favourite memories to this day I made her ask one of the workers to borrow a screwdriver for a little thing she needed to sort in the office.
I had her fuck her self to completion with the handle and film it. She lasted a few minutes and soon came. Her second video I told her to lick the handle clean then go return it to the builder.
That night she was out of control, we had such rough sex and she kept telling me how hot it was just handing it him back as he's clueless. |
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By (user no longer on site) OP
over a year ago
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After some more time exploring our kinks I really settled into my role as a Dom with a new found sadistic streak. I loved spanking her chubby arse and hearing her yelp.
We purchased a few toys too, a paddle which left her arse red and beautifully bruised the next few days, arm and ankle restraints that she said made her feel vulnerable and so turned on.
She gave me a key to her home as she wanted to explore a darker fantasy, being woken up to a rough fuck. We had the safe words in place and I just told her I'd come round one night soon.
Around half a week later I finished a late shift and decided I'd wait a few more hours then go let myself in, showered and shaved I left for her house around 2am.
Letting myself in I stripped on the landing outside her bedroom, She slept naked and the slight light from a street lamp highlighted her curves.
I'll admit I at this point was super nervous, this wasn't my fantasy the power play had caught the attention of my inner Dom but probably should have started smaller.
But I took a minute got myself hard and lubed my shaft before quickly getting in position.
She had slept on her side one leg raised towards her body, pushing the leg up gave me the perfect position the slam my cock into her, She woke with a jerk and I grabbed her arms "Don't make a sound slut" she relaxed as soon as she heard my voice but was breathing heavily.
I quickly built up a rhythm, her wrists pinned against her pillow our faces were close, I kissed her roughly biting her lip and moving to her neck. She moaned loudly as I bit hard enough to sting and kept pounding at her wet pussy, I felt her tense and the familiar grip of her pussy as she came hard a warming spread down my thighs let me know she had squirted against me too.
She started begging "Fuck me hard, used my hole, fill me up" a slapped her arse hard as I could as she bounced herself against my cock. One hand on her arse cheek I spread her and sliding my thumb first into her pussy along side my cock to use her wetness as lube I worked it into her tight arse. We'd barely explored anal as she had been put off in the past but she gasped loudly at the feeling.
Within seconds she was tensing up again and as her pussy gripped at my cock I couldn't hold back any longer and came with her. Slowly working my cock still fucking her as I shot my load inside her.
I collapsed next to her and pulled her into a post fuck cuddle head on my chest and hand stroking my softening cock. We chatted and she told me how good it had been. Lived up to her fantasy and then some. I told her we would work on an next and she nodded and kept teasing me. |
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By (user no longer on site) OP
over a year ago
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My shifts were all over the place so I dropped in when ever I could one morning about 8am id finished and she was just out of the shower and getting ready for work.
I'd been in a teasing mood and even though I knew she was rushing around I kept pinning her for kisses, biting her nipples and stroking her clit.
She joking slapped at me calling me a bastard while laughing and growling in lust.
Following her into her bedroom she sat on the edge and I pushed her back. She told me she can't she would be late, "tough you can call your gaffer and tell him you have a flat tyre"
She protested a little but then started stroking my cock over my joggers. She bit her lip and said ok and reached for her phone.
"Flip on your front and call him don't text" I straddled her thighs spread her perfect arse and used the lube from the bedside to get her arse ready. I pushed the head of my cock into her tight arse and told her to ring.
She complained for a second calling me an arsehole and moaning when I slid my cock to the base in her arse. I slowly fucked her picking up pace but not hard. She put on her posh phone voice and had a conversation with her boss. She held the phone away from her a few times and moaned into the bedsheets.
He kept her on the phone for over 10 minutes and I enjoyed every second. She got breathless and had to keep biting the sheets not to make any sounds. As she was wrapping up the call I started to thrust harder, She moaned loudly just as she was hanging up I hoped he had heard it but she never said he brought it up with her.
I finished in her arse and made her get dressed and set off for work. Took a shower and went home to sleep. |
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By (user no longer on site) OP
over a year ago
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At this point we have been having fun for over a year and my FWB has found herself a man but still enjoys our fun regularly.
Christmas and New year pass so I hadn't seen her for the most part between having her kids I know stop over and her new man.
Early January she invites me round and drops the bomb she's now engaged. I'm a bit down thinking it's come to an end but she lets me know by crawling around the side of the sofa on hands and knees and pulling at my waist band that's it's far from done.
I enjoy her slowly devouring my cock licking my balls and putting pressure on my arse. I feel myself get close and have an idea.
Grabbing her hand I work the ring free and pull her from my cock. "Open up you cheating slut" she hesitates but does as she's told and I place the ring on her tongue, "I'll tell you when I'm close and you'll stroke me to finish over the ring in your mouth" she just nods and smirks.
Bobbing up and down she goes at my shaft with vigour and I have to quickly stand and tell her I'm close.
I shoot ropes of thick spunk over her face and tongue the ring glistening right there "swallow and clean your ring whore". She does as she is told bobs her tongue with clean ring and I slide it back on her hand. "That's a good girl" |
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By (user no longer on site) OP
over a year ago
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And finally why we stopped playing.
I'd started chatting to a young woman on fab. 21 curvy and something about her eyes were familiar but I didn't catch on.
We swapped pics and flirted then I realised who it was. My older woman youngest daughter.
I was still seeing her although not as often. She was single but we drifted after she used the L word and I only wanted the fun.
I told her I'd spoken and flirted with her daughter, and I wasn't aware at first who she was. I'd shared all our stories of kinky sex.
She went ballistic didn't speak for a week but then calmed down. We had sex one day as normal spanking rough and plenty of name calling.
Her daughter text not long after asking how she had been. Clearly they shared alot of info.
She then sent me a video of her using a dildo in the video she begged me to come fuck her.
Being the idiot that I was I lead with my cock, made my way over to her. She fell to her knees as soon as the door was shut and sucked my cock hard. Grabbing my hand she led me to the bedroom and just yanked her panties to one side and told me to use her.
We had a couple of hours of filthy sex. Every position, throat fucking, anal the lot. She begged to to fuck her as hard as I fuck her mom.
Doubt I can go into detail with the forums rules in place but she told me filthy fantasies and said some things that are way out the norm but at the time were hot.
Of course it got back to my older woman and we fell out. Havnt seen either since, but I think about the fun we had and the fantasies we discussed but would never follow through on. I'm glad I met her and discovered the kinky fucker I am with her. |
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good start 
