mature sex:stories

BJ was my first boyfriend and I had met him at a party with common friends. It was strange how I, a virgin at 26 met another virgin who was 24.  He was nice and while friends at first, we moved into the dating territory soon enough. The first kiss was weird and sloppy, wet almost. I wasn’t sure if I had wanted to kiss him and he wanted to very much. Soon our relationship progressed and we experienced first sex soon.

I am 45 years old and my name is John. My wife is a socialite. She has so many friends that she is invited to various weddings and parties all the time. I am a person who likes to stay indoors after a long day of work. Although, this one time she forced me to attend a wedding with her. I had come home early from work and so, I agreed. Didn’t know this would turn into an affair with wife’s friend.

I was feeling horny today but that doesn’t mean I should think of fucking my stepmom. Cassie my usual was out of town and in this sweltering heat, my chances of finding a new girl to bang were almost zero. Anyway, I was still hoping that some girl would walk in through the door as I waited in the ice cream parlour. It was hot outside. Then the door opened and in came my stepmother.

Janice, my girlfriend was arriving today and I had made some preparations. I missed her a lot while she was away on a work trip for 10 months. I was also missing the sex, quite obviously and often found myself thinking of our neighbor. I also had a craze for threesome anal and soon it was going to happen. Brad was a lean and fit gym instructor, whom I often ogled at discreetly. And today, he was standing at my door, asking to wait as the handyman repaired his leaking roof.

This happened four years back when I joined a new office. I was 26 years old at that time with fresh mind and body but inclined toward lesbian sex. My boss cum manager there was Betty. She was a 52-year-old lady with a little chubby body and a figure of 38D-38-36. She was a very strict lady, and I have often seen her shouting at other colleagues. But she was a little soft in the approach towards me. During my initial days at the office, I had only a few interactions with her, but after a couple of months, we started to talk more and she often dropped me at my house. She led a happy family life with her husband who works in the Government sector and two sons working in MNC’s.

Hello friends, my name is Ricky and this is the story of how I became a paid cross dresser two years back. It was during the Christmas holidays when I was in need of some money. I called my friend Kris and asked for his help. Though he agreed, he asked a favour in return. When I met him, he told me that his job was in danger and that the only way to save is by pleasing my boss. He told that his boss was a bisexual who had a thing for cross dresser. I used to dress like a girl at times but never showed it to anyone. Kris came to know about it when he once caught me in a floral maxi dress, masturbating myself. That small incident changed my life and I became centre of attraction for rich gay men.

I remember being stuck inside my apartment during those rainy nights. Boredom and frustration lead me to chat with strangers online and suddenly my rainy nights weren’t so depressing anymore. I saw Katya that night and just loved the way she responded to me. Even though we were physically apart she definitely lit my fire.

Hi, I am Shamil, I am 26 years old and Leather boots, especially the new ones attract me a lot. I don’t remember since when I acquired this fetish sexual attraction to the leather boots but one incidence, from 3 years ago is still fresh in my mind. I was on a trip to Goa with my gang. We walked into the hotel and were waiting in the lobby. I was sitting closer to the gate. A few minutes later the smell of fresh leather teases my nostrils. I turn around and see a woman wearing a short skirt, a shirt and knee-length high heel leather boots.

Chad was an asshole! He had been cheating on me for months and I had turned a blind eye to all the warnings that my friends and even his friends gave me. I believed that he really loved me, as much as I loved him. But the one thing, I learnt was that men are never to be trusted. They will use you and then throw you away. Will not show you the respect you deserve. In my string of failed relationships, each one of them had used me for their own benefit. And in the end, it was a “sorry” that I got. For all that pain, for all that I did for them – sorry – one word as a return gift. But I had had enough and I was going to get back through revenge sex.

Shana was sitting on the bed with a sultry look in her eyes. I was going to fuck her, fuck a shemale. “ I am going to suck your cock and fuck your ass,” I tell her. “Yeah, I will do the same to you. Now come here. I want to suck your lollipop,” she says and licks her lips. The tone itself makes me go wild. I go closer and let my naked and hard dick hang in from of her. She takes it in her hands and rubs it between her palms.

Hi, guys, this is Andrew. I have always been attracted to mature and older women. I used to stay with my family in Miami. But recently I had to shift to Orlando for my post-graduation. To start with I am a 23-year-old guy. I am an average looking guy but quite friendly with people. I started with my course, and I used to stay in a rented flat. I had a classmate named Ugaan who used to live just near my home. So we both used to spend time together playing or roaming. Once he invited me to his place for dinner. I also agreed and went there. He used to live with his Mom Roslin, though she was 45 years old, she was a pretty and attractive lady. One day I went to his place. As she gave me a glass of water, she bent to put it on the table. I saw her cleavage which got me hard. I knew it was wrong, but this made me think about her in another way, and destiny had something else defined for us that led me to have sex with my friends mother.

Andy knew me like no one else. My likes dislikes he knew everything. No wonder I was smitten with him. We were dating and going strong now for 6 months. Our sex life was explosive and we couldn’t get enough of one another. However, he hadn’t touched me anally. He hadn’t gone there and fucked my ass. So I decided to surprise him. I wanted him to claim me in every way. I was planning for a session so he can claim my anal hole and fill me up.

My boyfriend was meeting me tonight for Valentine’s Day. I knew there would be flowers for me and anal for him. He loved it. Loved the way my tight ass took him, the way I moaned in pain and pleasure. So I waited for him that night, in my sheer blue bra and wanted to get licked in the ass. Then he entered the room.

Joanne has made me cum just by using her mouth and I couldn’t imagine what I would get once I fucked her. Jofre was very happy with my performance and was waiting eagerly for the proper shooting to start. He had shared the script and it was completely in detail. Every time I had to touch her, the place I had to touch her – pinching, biting and caressing, everything was in the details. While reading the script I began to imagine it and instantly my dick got hard. Actually, anyone can get an orgasm from script reading itself as it is described so nicely.

I am a bachelor and working all day along with living along takes a toll. I lived alone in a PG and there is a maid that cooks and cleans for me. Slowly I got addicted to watching porn. I usually used to watch it alone and masturbate. But slowly I started becoming more addicted to it and started watching whenever I could. The story is mine where I had sex with my PG maid, so read on more.

The newest trend in the dating industry is not a new app but a whole new experience of dating someone. It is called a girlfriend experience. As the name suggests, you can now hire a beautiful girl for a day to walk around the city hand in hand or just cosy up in bed all afternoon. These girls are highly trained escorts. Unlike the traditional understanding of an escort, these girls go beyond just sleeping with you to deliver utmost pleasure in their time. You are literally like friends with benefits, who do not shy away from lending an ear when you are in need. Toronto being one of the most craziest cities of Canada has also the need of some softcore romantic life instead of just sex and there comes the need of girlfriend experience escort in Toronto.

I met Lisa in college and then we also had some steamy webcam sex. But that’s not the end. It was because she wanted to relax sexually and didn’t want the hassle of dating a guy. I wanted her. Oh, I so wanted her. But she kept denying me. And now we are stuck together on a plane. Right next to each other, in economy. Why, you ask? Because we are on a freaking college trip or an educational trip if you prefer. That was it. I had some sexy moments up in the air itself.

Ed clicked on the ad that kept showing up in his browser. It was an invitation for free online sex. It led him to a portal that had a list of pretty girls.  It seemed they all wanted to chat with him..a sex chat. He scrolls through the list just for the heck of it and then his eyes fall on someone called Amber. He clicks on it and she makes an appearance on screen. That was the beginning of finding pleasure through webcam sex.

Laura was married, happily married to Matt for a long time. But today she was nervous, she had no idea how to tell this to Matt. Her phone pinged. The message was from her husband asking if she is excited about tonight. She was, but she was nervous and little scared as well. She finished cooking the dinner and went to take a long hot shower to calm her mind. She slid into the bathtub and started soaping herself. For some reason, she was feeling particularly hot tonight. Matt has been away for two weeks on a business trip. She thought about him as she touched her hardened buds and swollen breasts. She moved her hands down her abdomen and then further down until she was holding her throbbing erection. Yes, you read it right, her husband had a wife with a cock.

I am Sagar, a 24-year aged man, or woman you might say. I started loving the clothes of the woman since my teenage and I like turning into a woman. I always use to wear women’s nightwear while sleeping and even during the day I used to wear a bra and panty under my men’s wear. It used to give me immense pleasure. One day, I went to watch a late night movie. Beside me, a handsome man was sitting. After half an hour or so, I felt his hands caressing my thighs. I was a little confused but I was enjoying his touch. So, I let it be. His caress deepened and my erection was getting stronger with each stroke. Slowly his hands touched my hard cock and I sucked in my breath.

Jace and I had been dating for some time and had even indulged in sex. However, when it came to anal sex I was a virgin. As Jason likes to call it “this ass is mine”. Truly it probably is, as he is the only one who has been there.

My marriage was a peaceful one, devoid of stressors and shouting matches. But sexually, I wasn’t too satisfied. I was looking for something, wanting something more and this actually showed in my acts. Once, I was fucking my wife and although her pussy was squeezing me in the right ways, I wasn’t feeling excited enough. So much so that in the middle, my cock suddenly went limp. It was then that I thought that maybe I needed a second partner in my life to make more excited.

The days were monotonous since they were confined to work and a dying relationship. I have been in a relationship with this amazing guy for almost two years. Initially, the bond was thriving, so were our genitals. But with time, he grew more occupied with work and consequently, the time he devoted to me in bed reduced and I had to rely on the vibrator in the drawer. Touching myself, thinking about the men in the magazines and porn had a drastic effect on my sexual fetishes. I admit that I was tired from the lack of action and I cheated for sex.

Miranda was a cam girl working for one of the best webcam sites. She was pretty and hot both. I had met her through online sex portal. She had just lost her job and thus, was using the site to make some bucks until she found a new job. We used to meet each other on the portal often. Although, one night we decided to meet in person. Sex Date With a Stranger can be interesting and fun both.

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it.