Confessions tagged with 'mature'.

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#5609

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My wife and I are approaching our sixties although we’re told we don’t look anywhere near, and neither of us are in that bad shape. I work out quite regularly and she performs burlesque. We have been married for approaching forty years. I was a Virgin before I met her, and she had had sex just the once before she met me. Neither of us have ever been unfaithful in all our time together.

This year we went on holiday to a Greek island.

We like to go to nudist beaches for an overall tan and almost our first visit we had a beach walker (they parade the shoreline with semi erections to try and pick up partners), thinking he was hidden from us behind a boulder masturbate himself to orgasm while watching my wife practice her routines.

Half an hour later on the same beach, just around the other side of a large boulder where we were sun bathing, I saw from the sea a different beach walker was having sex with a woman while her partner sat at the side of them masturbating. People further down the beach were looking their way so it wasn’t a very private spectacle.

We left the beach and returned to the hotel where we had very hot sex ourselves.

My confession is that I would have loved for it to have been my wife who was being fucked. Now I find it hard to get this out of my head. While we have sex I love to watch her face, to see the pleasure build and overwhelm her, the effect her arousal has on her body. I find watching her masturbate an incredibly arousing experience. But the idea of someone else having sex with her simply blows my mind.

My wife though isn’t interested, although the fantasy does turn her on, she thinks some things should be left as a fantasy.

While I know she is right, the idea of someone seducing her after a burlesque show so that she has sex with them while I watch is my greatest fantasy which I have no hope of ever achieving.

#5479

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I’ve always been a good girl. Church going, polite and giving of my time to others. I am considered to be very attractive with curves where they count. I have always had a great amount of attention from younger men but my desire has always been with much older. It’s the main reason why I was still a virgin. I work part time as a parts person at a auto parts and repair shop. I’m just one of two women on the staff. Years back while at school, the panties I was wearing, had a spot that was causing an irritation, so I removed them. I was surprised to find that going commando aroused me. I felt, dirty and sexy. I go commando all the time now be it pants, skirt, whatever. I love the feeling it brings me. Sometimes in dresses, I would flash my bush turned on by the attention it brings. It is very arousing. My work environment is mostly men ranging in age from 23 to 65. On one occasion while wearing a dress, one of the mechanics, Stan who is 60, asked for my help to find a part up in the parts loft.

As I was climbing up the very steep stairs, I realized that Stan was right behind me getting a great view of my bare butt. I was instantly aroused. I couldn’t believe the warm wave of horny-ness that blew through me. Finally having an older man look at me that way and getting an obvious erection doing so. I was very excited. I always went up to the loft alone but now Stan was daily finding excuses to escort me up those stairs. I would fantasize about him throughout the day anxious to get to work and being sure to wear skirts and dresses that would give Stan the best views without being obvious to others.

This one weekend I was to do a parts audit scheduled after 6PM when we were closed to the public. I asked Stan if he would volunteer to help, which he gladly did. I came into work dressed to be noticed. A really short free flowing mini skirt, just barely covering my butt cheeks, showing off my legs; and a very tight sheer beige top that you could easily see my bra through. I could tell that the other men were now wishing they had volunteered. Once everyone left but Stan, I slipped into the washroom and removed my bra. My brown nipples clearly on display. When I came out Stan’s jaw dropped. “Should we get started Stan?” “Absolutely my dear!” Up in the loft we have a rolling 13 step, step ladder. My plan was to have Stan hold it steady while I continually went up to call out part numbers from the shelves. I would look back at Stan who, like myself, seemed very aroused. After the first hour I stepped up my exposure, doing my very best to have him see everything & by that, I mean my now newly shaved pussy. At one point I reach way out opening my legs wide. I heard him gasp. “Stan, are you okay?”

He said, “Sweetheart.. you’re killing me.”

I played stupid, turned around and moved down the ladder to where my skirt was at his face level. “Why .. what’s wrong Stan?”

He said, “Nothings wrong girl .. I just .. so want to eat your pussy.”

I responded with, “Oh my God Stan!”

He said, “Come on girl you know what you’re doing! And I’m loving it but I know your family. You’re making me want to do things that wouldn’t be proper.”

His words and wants made me wet with desire. I lifted my skirt exposing my pussy inches from his mouth, “Do you want me?”

He grabbed my bare ass with his strong hands, pulling me to his face, kissing, smelling and licking my vagina. My knees buckled with his tongue’s attention. He then picked me up and laid me down on some boxes, got on his knees, spreading my legs and slowly eating me. He sucked on my clitoris, his fingers played with my pussy. I said, “Stan be careful, I’m a virgin … I might bleed everywhere.”

With that he took off his pants exposing me to my first erection. I took off my shirt as he pulled off my skirt. I placed my hands on his cock and balls. He positioned himself over me and said suck on it girl. I said, I don’t know if I should. He brought it to my face and I didn’t hesitate to put it in my mouth. His right hand on my tits, left hand bracing my head, he moved his erection slowly in and out of my mouth. I could feel his penis pulsating as he pulled my head towards him filling my mouth and throat to the base of his penis. I was chocking as he held me there until he came down my throat. God that was so scary and yet exhilarating. Feeling his throbbing cock in my mouth. He went back to eating my pussy and sucking my clit. It took about 20 minutes but I finally came all over his face.

He held me, kissed me deeply with the smell of me on his face. I said, Stan … I’ve made your face smell bad. He said, “Girl I’m not washing my face anytime soon.” We continued to kiss deeply.

Stan lives alone and since then once, twice a week, I go over to his place to have sex. He’s had a vasectomy decades ago so he took my virginity with no threat of getting pregnant.

We know it won’t last but love what we have for now until we don’t.

#5432

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My mom's friend was a tease for me! Always tried getting me to date her daughters, but I was always more interested in her, she was always over, and I always had that attraction to her!

One day I walked out of the shower and didn't lock the door! She opens the door as I slide the curtain open! And I thought I was shocked by the revealing blouse she was wearing!

A week later she gets dropped off by her sister or daughter and my mom happens to be out shopping, so I call my mom and she says she be on her way back! That means about an hour!

She waits outside and I invited her inside and all I could think about was what she wore the week before

So I offered her a soda, when she went to get a cup I turned around and we bumped and stayed closer longer than we should have, an I couldn't wait for a month to turn 18! So I went for it! It got heated really fast and we ended up in my bedroom

It was my best fantasy to have ever come true! And to this day my mom still has no idea! And we kept it going until I was 19

#5246

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I just turned 18 I'm m Iv always been attracted to older women mainly cuz of my mom but I haven't had a close relationship to her since I was a kid but she had lots of boyfriends and I would hear her alot and I liked it one time I walk in on her riding one of her boyfriends and I always thought about it and I've seen her nude a couple time when I was a kid she has nice d maybe c tits a lil ass she's tall n beautiful and I've never really been with anyone and im really into older women I want to be groomed by milf gilf have a good time I just don't know how to put my self in those situations I want a mommy

#4200

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My parents decided to bring along my grandmother to live with us as she was alone and my mom also needed a company at home. I was delighted as I often used to feel lonely at my age (23). Although in her mid-70s, my granny was slim with small boobs hiding most of the sagging but had a nice butt – and she looked more of her in 50s!

Within a week I became too close with my granny and shared everything with her – her early years and first love, marriage and even sex. I also watched that she was deep sleeper and starts snoring soon after going to bed at night. We asked her to keep the door unlocked and a dim-light on so that in emergency we could come to her help. Many times I had to run to my room to stroke masturbate watching her tits with large protruding nips and swaying ass cheeks. Every now and then she would jokingly flirt with me, not knowing my dirty thoughts about her!

Often I opened the door at night to check on her but saw her lying in deep sleep. It was a stormy night and I entered the room and saw her asleep clad in a thin cotton short sleeping dress without bra that had fallen open at the top to expose her boobs. I had now a golden opportunity to have good look of her boobs. I carefully unbuttoned her shirt to expose a nipple. Granny continued snoring. I gently lifted the other part of the dress and moved it aside to expose the other nip. Working carefully, I found them exquisitely attractive with big round dark areolas around those 1” long nips - ready to be sucked on. I felt her erect nipples. I was breathing hard, and my cock got so hard and throbbing. I had no choice but to take it out of my boxer and began to stroke in earnest. Suddenly grandma stirred in her sleep. One of her legs shifted aside and her thighs got exposed up to her waist. WOW! She was not wearing panties. My eyes got glued to her brown bush covering almost all of her pussy, only to show some length of the large lips peeping through.

I stopped pumping my cock faster and I stepped forward and sprayed my cum over her bush. Soon I got scared about if she found it out! ! Cleaning my cum from there might wake her up and catch me. I decided that the best thing would be to let the cum dry on there. I very carefully covered her dress and after a few minutes I tried to wake her up but no response. I then got closer to her and shook her but she just started snoring. I did become bolder and lied down next to her assuming that if she woke up, I would tell her about the storm and my purpose there to comfort her.

I rediscovered her body now - a petite with small breasts, somewhat saggy with stretch marks on, and a few blue veins. But her nipples were larger than normal ones. I touched them as they got erect. I gently kissed them and had started sucking lightly on one of them. She seemed to be still in deep sleep. My hands roamed all over her body. I reached down and rubbed her pussy and I could feel her getting very wet. I took my head down to reach for her pussy area. Her pussy lips were quite fat, moist and swollen exposing the pink hole inside; her hard clit peeked out from underneath her hood and her pussy smelled really good, nice and musky.

I got bolder seeing her exposed pussy and positioned myself between her legs. I pushed my cockhead against her slit and slowly pushed it in. It was much softer than a young cunt and too moist. Her pussy was smooth as silk, and warm. It felt so good to be fucking this mature and ripe pussy of her. I pushed my throbbing cock into her slowly giving steady but deep and firm strokes. Her pussy was remarkably pliable, swallowing my dick as it slid in and out of her. I could feel her getting wetter and wetter by the moment as I pushed my cock in as far as it would go. Suddenly she stirred herself extending her arms around my waist but still in sleep!! She was in half-sleep and half-awaken!!

She was now able to take a solid, hard fucking from a cock, and I was able to provide it for her. I could feel her juices flowing out signaling her oncoming orgasm… I could feel her cunt having series of spasms for some time. Usually I could last for a good while when the fucking was as gentle as this but her pussy was too soft, sending me into a dizzying state of ecstasy. I was lost in every inch of her warm cunt. Finally I shot a giant load deep in her cunt almost hitting the cervix…,

She just laid there afterwards still in a sleeping state but with a slight smile on her face. I laid there for a few minutes too tired to move. I was exhausted and fell asleep beside her. In the morning I woke up with a cuddling body from my back. I carefully moved out of her warm cuddle to go to bath room. I can really say that it was the best and the most memorable sex I ever had.

Next morning when we were alone, she confronted me openly about what had happened night before. I was scared but she made me comfortable with assured secrecy. This followed many other exciting and erotic moments with her since then.

#2999

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Since my divorce I've had more opportunity to indulge in my life-long crossdressing fetish. I have even made a new friend, he is married but we have managed to see each other every week or so for the last few months. He popped my cherry on our second "date" and I fell in love with his big hard cock. This past weekend he introduced me to his brother-in-law and I ended up in my first threesome.

Under the guise of a weekend casino trip I met them at the Belagio in Atlantic City. I had already dressed by the time they arrived and Bill and Alan were very pleased by my appearance, this made me very happy. Bill suggested I give Alan a nice slow blow job while he jumped in the shower. I was licking Alan's cum off my fingers when Alan emerged from the bathroom and presented his lovely cock for service. I love it when he face fucks me and cums down my throat, It is uncomfortable and he can be quite rough but the act is so erotic. But the most amazing moment of the weekend was when Alan was bareback deep in my ass blowing his load while Bill painted my face with thick ropes of his cum. At that moment I felt utterly feminine and submissive for cock.

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