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By (user no longer on site) OP
over a year ago
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I had been seeing a woman older than me for quite some time when this first happened, don’t get me wrong I had fucked woman my age but a woman just a bit older than me was so much more fun and she was bored and really knew how she wanted me to show her a good time.
Ok, so this lady was 20 years older than me, which may seem like quite a stretch but she paid for an experience and that’s exactly what she got. She was married but no longer with her husband. Instead of going through the divorce process they just decided to stay married and friendly with one another. She was totally honest with me from the moment we met inside an upmarket bar in the center of the city.
We talked for ages sitting on the high bar stools and straining to hear one another over the music. As the night went on we decided to head back to her hotel suite, this was as large as an apartment, it was a bright room with an amazing open plan design. It had the most magnificent oak bed with beautiful white bedsheets, we talked over a glass of red wine and then she stripped my clothes off and took me into the bedroom.
THE FIRST TIME WE HAD SEX
She straddled me completely naked and unzipped my trousers, she was in total ecstasy watching my body. I told her that he hadn’t seen a body quite like mine. I grabbed at her small pert breasts and slid my hands over her body as I pushed my cock inside of her. She was really wet and her tight pussy took my whole cock which made her groan with pleasure. She bounced up and down on my hard cock and kept her hands firmly on his her chest as I did so.
We both moaned, sweat running from our bodies, grabbing at one another. As always I put in my best work in as she continued bouncing up and down as hard as she could and guiding my hands to her breasts and making me pull her hair. Her body was building to orgasm, with each thrust lightning bolts jolted through her clit and she told me just that. she knew she was going to cum and when she told me this i grinned. She kept on bouncing until she felt an eruption from within her and all of her pussy juices made their way down my cock and she was left breathless. Her cumming drove me wild as i grabbed hold of her and thrust so fast and hard that It wasn’t long before i came and we fell asleep in each other’s arms.
THE MORNING AFTER
The woman was without clothes showing butt
I woke up the next morning in a hungover daze, the bed was empty and I was still totally naked. There were no curtains on the windows, they looked onto the huge city skyline and I could see busy people making their way into work, which is where I should have been heading.
I picked up my things from the floor and dressed quickly, knowing I had to get home and change before I set off to get to work on time.
As I was fastening the button on my jeans in waked the stunning older lady from from last night. She smiled at me and then made me a coffee, we exchanged awkward pleasantries and I dashed out of her hotel room and back to mine and then finally headed to work.
I worked the whole week and this lady kept popping into my inbox wanting to see me again. She kept saying that cumming on my cock was thrilling, the way i made her feel was beautiful and i was a total stallion in the bedroom. She kept hoping I would bump into her but she didn’t want to just book a meeting as she had been so busy at work.
That Friday she decided to book to meet me and head to the same bar she met me in. I was sat at the bar when she first walked in and she grinned from ear to ear when she saw me.
she was wearing a tight red dress and heels a bit different from her jeans and t-shirt that she wore the first time that we met.
I immediately went up to her and kissed her on both cheeks, I bought her a drink and we started talking. However, it wasn’t as innocent as that, i kept on touching her leg and we would smile at one another in a way that meant ‘I am so horny‘.
It’s no surprise that we once again ended up at my place and fucked like newlyweds. I fucked her in all sorts of positions and even licked ice cream from her pink nipples.
The next morning was a Saturday so we stayed in bed and made our way to breakfast after snoozing and basking in the morning sun that shone through my windows and that’s how our relationship started really, she booked evenings and we would spend time together and making each other cum.
She kept saying she loved the way I treated her, i love to cook and always had the most amazing wine at the ready for when that “ping” occurred.
She loved sitting in my giant bathtub, soaking in the lavender-scented water was delicious and it was even better when I would hop in with her and we would fuck in the bath.
The things we did were incredibly sexy and it wasn’t long before she wanted to start experimenting with more things, things like sex toys (i introduced her to this wand dildo, it’s amazing), roleplay, different more experimental sex positions, and just about everything else but the one thing that she had never done is anal sex.
Men had fingered her ass, slapped her ass, and even licked her ass but at this point, her ass was a total anal sex virgin.
HER FIRST TIME HAVING ANAL SEX
She made another booking for two over night stays.
One night whilst drinking a glass of wine, we had my log fire burning and we were curled up naked under a blanket whilst watching a movie. We began touching one another under the blanket and I slipped my fingers inside of her whilst she caressed my penis with her hand.
The kissing was so sensual and we were both breathing deeply and suppressing our moans.
I gently slid a finger into her ass and she said it felt amazing, she moaned in total ecstasy and I bit my lip. My cock was bulging from under the blanket and when my finger was inside her ass I could feel her becoming even more turned on.
We made our way to the carpeted floor in front of the log fire and I went down on her, the act was so sensual and our bodies were so warm. My tongue swirled around her clit and my young body was a stark contrast to her aging skin.
she was on the edge of orgasm as i played with her pussy and dipped my finger into her ass, she was in total submission and was totally bewitched by me.
I asked her to get onto all fours and she did and i gently slid his cock over her ass opening and she told me to push it inside of her. We had our favorite lube nearby which I used as i guided my throbbing cock into her tight ass.
She had told me before in conversation that her ex-husband had never wanted to have anal sex so it was something that she-was new.
As she stayed on all fours she said could feel the pressure as it built up around her ass, her pink pussy was throbbing and soaking wet but her ass wanted it as well. I kept on gently pushing myself inside of her and with the anal lube working its magic and the weeks of preparing her ass and my gentle nature I eventually glided my penis inside of her ass. It was a sensational feeling and we both groaned in pleasure. i gently thrust back and forth, pushing her head back as she did so. She wanted me to go faster and faster and began bouncing back on my throbbing cock.
It felt so much tighter but it was like she was a virgin again, she told me he couldn’t control herself that she had to cum, I told her that she couldn’t, that shehad to wait. I kept on thrusting whilst she gripped my waist and grabbed at my ass.
She was desperately trying not to cum so I didn’t let her suffer for too long, I let her cum. At that time I also came inside her ass and the warm oozing liquid filled my ass and dripped down my leg. She bent over me panting and I gently removed myself from her.
It was an amazing feeling and fueled a passion in us both, anal sex was her new favorite thing to do. It felt great for us both and there was so much fun to be had. Some of my favorites were when i would fuck her in her ass and then thrust a realistic dildo into her pussy so that it felt like she was fucking two men, this was also a fantasy that she wanted tto fulfill.
I loved every experience I had with that lady , it was unfortunate as she got back with her husband but I am sure she looks back at our time together with glee and the lady must still masturbate thinking about my throbbibg cock in her ass. |
