I joined one of those hook-up websites just looking for a bit of fun; this was something I was quite new to at the time. I created my profile with a few pictures. I’m brown, fairly tall, and athletic. I put my age and description, saying I was just looking for a bit of fun with women, as you do.
I spoke to many women in and around my area but never managed to actually hook up with anyone, the usual experience like most men have, I guess. I had many weird conversations. Men and women were trying to convince me to join in for an MMF, guys asking me if they could “suck me off” even after I mentioned I was straight. There was a lady who was old enough to be my granny, from the other side of the country, who started sending me lewd messages, pictures and occasionally videos.
I was very stressed from work and needed a break. I was speaking to a friend who had moved to another city. I made plans to go and visit him and stay there for a few nights. He agreed with his housemates to let me stay in a spare room during my time there; I’d be paying a smaller price compared to something like a hotel, so it seemed like a good deal. The new lodger wasn’t going to move in until next month and the room looked good enough so I thought, why not?
My time on the hookup website was getting boring. I used my VPN to change my location to my friend’s city. It was pretty much similar. I did match with this one woman, Winnie, who had many revealing pictures of herself on her private album. Her profile had the following: forty-one years old, Caucasian, 5’1″, ample, looking for a local guy between eighteen and fifty. I sent a message with compliments and she instantly replied. After a few naughty messages, she asked if we could move our conversation to another well-known app so I gave her my ID.
I was a bit hesitant at first as everything was going too fast and this was surely too good to be true. I thought maybe it was one of those hackers or spam accounts looking for personal details. I didn’t have any personal details on the app so thought why not add her? I added her, said hi and said how sexy her display picture looked. It was a picture of her in black lingerie. She didn’t waste much time and sent me a clear face picture. She had short brunette hair that reached her shoulders, hazel eyes, a nice pretty face with lip gloss on. I told her how hot she looked and paid plenty of compliments. It was working because the next thing I knew, she sent a full topless picture of herself. She had a good-looking body with very big boobs pointing downwards but quite firm also. She had a medium-sized body, not too fat or too skinny. She seemed just like my type.
Things were moving very fast considering it was barely twenty-four hours since we matched but I wasn’t complaining. Winnie kept telling how badly she wanted to meet but couldn’t because of her two kids. Throughout the day she would double, triple message me telling me naughty things and how she couldn’t wait to meet me. Remember I was faking my location so she still thought I was local to her.
The messages started getting saucier; during the day she was sending me nudes. She took it even further by sending me videos. There was a video of her masturbating with a green vibrator; she was teasing her clit and the inside of her flaps. Her pussy was very wet and completely shaven. I could see the inside trembling from the pleasure she was giving herself. She was staring at the camera and moaning.
When I told her how hot it was, she sent me another with her using a dildo. I could even start making requests such as asking for a topless picture while she was at work and she would do as commanded by me. I told her I could not handle any of her teasing anymore and needed to meet her.
Winnie wanted to meet the next day but I stalled and said I was busy with work and managed to delay it until I was in her city. When I finally got to my friend’s place, I didn’t waste much time before messaging her. I was in a small room and my friend’s housemates didn’t seem keen on me bringing other people in. Throughout my days there, we went back and forth trying to find a place and time to meet.
During my final day there, my friend and all his housemates were leaving for work; they made a lot of noise and woke me up at seven in the morning even though I wanted to sleep in. I saw Winnie sent me another picture as she was doing most mornings at the time, to which I replied that I wanted her right here and now. We got talking and it turned out she was going to be on the school run and was free after. Once everyone was at work, I would have an empty house. So I decided to invite her in.
I had to wait for around two hours, which felt like forever until she texted to say she was outside. I didn’t waste much time and let her in. Winnie had a big long coat on, which I said she should take off. She was wearing one of those long-sleeved turtle-necked jumpers and some leggings, just your usual casual wear. We were both excited and giddy after finally getting to meet each other after hundreds of texts and many pictures and videos. She asked for a glass of water and once she drank it asked me to lead her to the bedroom. While we were standing in the kitchen I gave her a massive kiss on the lips and asked her to follow me.
Once we got into my small room we started making out like there was no tomorrow. We started undressing each other and I could see she made an effort to wear some black sexy lingerie. It was the same lingerie she was wearing in one of the pictures she sent me which I was overly complimentary of.
We had many messages when she would tell me she would “suck me off dry” and I would tell her I’d “eat her clean pussy”. I guess all the trash-talking was now over. I asked her to keep her lingerie on as she looked so hot in them; I could see her DD boobs pushed up as the lacy bra was see-through.
It didn’t take long for her to get undressed; she got down and pulled down clothes, grabbed my penis and shoved it in her mouth. I had to stop her after a while as I didn’t want to cum just yet. I got her on the bed and took off her panties, which were already wet; just like in her pictures and videos, her pussy was cleanly shaven. As I saw how she played with herself on the videos, I used a similar technique with my fingers. I began rubbing my fingers on the top and aggressively started licking her.
She said she wanted me in her. I grabbed a condom from the box that I brought before my journey and was glad it came in use. She lay on her back, and I started thrusting inside; after all that build-up, we were both going right at it. Winnie moaned quite loudly and I could no longer thrust anymore. I just stayed lying on top of her and we were both breathing very heavily.
Winnie stayed throughout the morning and I made us some sandwiches. Once we were refueled I asked her to take off the shirt she was borrowing and we started going at it again. She said she belonged to me for the day and was at my command, so I asked her to give me another blowjob. I of course had to get a tit fuck after being teased with them from so many pictures. Watching her tits bouncing up and down while on top was some sight.
We rested for a while but it was still early afternoon. I said it was her turn to be the boss. She made me go down on her, which seemed like forever, and started barking out orders on where to lick more. It was exciting and hot being bossed around by her. Her last request was doggie as that was her favourite position. I’ve never heard anyone moan as loudly during sex as she did while I was thrusting in and out of her. It was like a wild animal. We both came and got breathless again. We didn’t have any more energy to talk so just lay next to each other silently.
The school was about to close for the day and Winnie had to leave to collect her kids. I told her how amazing the fuck was; it was only then she mentioned how she couldn’t wait to tell her husband all these details. She never really mentioned him until now. Winnie went to her handbag and put her ring back on. She looked at the time and kissed me, then rushed out as she was going to be late for the school run.
I was thinking to myself how much of a shame it was I didn’t live closer to someone like Winnie. That was such an awesome experience.