I have been posting on a gonewild subreddit on and off and I messaged a woman who was very active in that sub. We had some light flirting through Reddit chat and she had warned me that she was well beyond my age. I told her I didn’t mind and she had told me that was 47 years old and she lived relatively close to me. Either way, I still didn’t mind her age but it definitely turned me on being with an older woman.
We took our chats to Snapchat where it became full-on sexting. She worked in an office and she would send me steamy pictures throughout the day. On multiple occasions, she would find an empty office and we would video chat and I would control her lovense vibrator. After a week and a half of chatting, we decided to meet before I went to work. I drove through downtown and played phone tag for awhile until I was finally able to locate her. I am not gonna lie, my heart was racing thinking that me and this total stranger were about to fuck each other’s brains out.
She wore a thin grey sundress that hugged her body and her sexy curves. Seeing her walk up equally nervous, helped me put my nerves at ease. She opened the door and before she could say hi, I gripped her thigh and I went in for a kiss. After the kiss, she grinned and said, “Wow, aren’t you the confident one”, and she leaned in for another kiss. While we made out in the car, I grabbed her hand and put it on my cock so she could feel my hard-on. I told her that we should get moving because I was double-parked on a main street.
Once we started to drive, we took time to make out at stoplights while she rubbed my cock outside my pants. She ended up taking my cock out through the zipper and gave me road head. Let me tell you, I was honestly scared because the head was so good that I felt like I was swerving the whole time. I was so paranoid that people were looking over from their cars seeing a woman bent over her seat sucking me off. After five minutes of driving around downtown, I came in her mouth and she swallowed my load. She came back up with a grin and popped a mint in her mouth. Now that I could focus, we were able to get to the hotel. The walk itself to the hotel room was fun, we were grabbing each other when we had the chance and made out even more.
Once in the room, I pushed her up against the wall and I lifted up her dress. I grinded my hips up against her which made her moan and she begged me to fuck her. I pulled down her panties and started rubbing her clit until I felt she was wet enough to finger. Before we had met, she had told me she liked to be choked and roughed up a bit during sex, which I wasn’t too familiar with at the time. So I put my hand around her throat while I fingered her. From then on, we had sex for about 5 hours in positions I have never done before. Watching her have orgasm after orgasm was definitely an ego boost, as the girls I have been with have been more subtle with their orgasms. We both were able to cum 4 times each or something like that and at one point the maid walked in on us while I was fucking her in doggy hahaha. We shared a shower together and got dressed while talking about our experience together. I complained to the front desk about the maid entering the room and they were able to cover the resort fee lol. I dropped her off to the subway station and that was the last time I saw her. Since then we have lost contact for various reasons, but this experience was pretty wild!
Source: reddit.com/r/gonewildstories/comments/kp3ljd/mf_met_with_my_27_first_cougar_47
You should do an AMA!
Good for you, sex with someone older can be so hot.
Omg what a good moment!