Long time reader, first time poster in this sub. I’m going to tell the start of a brief but probably hottest relationship I’ve ever had in my life so far. English is not my native language so apologies for some (grammatical) errors. Also, I’m going to put a disclaimer for the hot stuff!
This story takes place 2 years ago. First some details about me: I was 24 at the time, graduating from university and going through some changes in life. I lost a lot of weight and became more fit and confident about myself. I’m an average looking guy (around 1m90, broadly build) but I know how to make woman laugh. My biggest asset in this life. And boy, it paid off.
Some details about Annie (obviously fake name). I met her at an internship at a hospital. She was 33 at the time, but I would’ve never guessed it because she didn’t look her age at all. For long, I thought she was my age so I was quite surprised when I heard that she was 9 years older than me. She was a slim, elegant woman, dark hair, average length who I found very attractive from the start. The way she dressed , how she talked,… I’m a sucker for intelligence, that’s for sure. She also had a nice ass and small but beautiful tits and the fact that she was older also made my blood flow to specific places. Fuck, I’m just into older woman.
Anyway, Annie was studying to become a nurse and we had common interests. I made her laugh quite a few times but I always thought, because of her beauty, the long distance (she lived like 60 miles away) and the age gap, that she was waaay out of my league and it would never happen.
At the end of the internship I was saying goodbye to the whole ward. I was dreading the moment when I saw her, because I thought that it’d be the last time we would see each other. Happily for me, she asked for my number. I was amazed and happily gave it to her.
Honestly, after a while, we lost touch with each other. We occasionally texted but she met a guy, I also met someone and we drifted off. Oh well, that’s life I guess, not trying to think about it that much. Year and a half later, my relationship ended and like an intervention from the big man himself, Annie texted me a week post breakup out of nowhere. After some conversation, I learned that she also ended her relationship like a month ago. At times like such, I question if God really exists. We agreed to meet up like a few days later, and my mind started to wonder what could happen.
We met up for the first time and we were at a bar. Annie was dressed up in a black dress and looked really cute. My 24 year old brain couldn’t comprehend how I’ve managed to get such a sexy, adult woman in a conversation with myself. The first 2 hours, we mainly talked about the stuff that happened to us and the relationships we had. You know, catching up in a friendly manner. I tried to think respectfully towards her, but the truth was that I wanted to fuck her brains out . Still, we met up as friends and the chance of that happening was astronomically small in my view. Apart from my caveman thoughts, the conversation was a blast and we really hit it off.
I don’t know how, but the conversation drifted towards the topic of sex. She asked what I liked during sex, and I was not ready for that question. Before I could answer, she told me that she really liked to get fucked by a man, roughly and not having any control anymore. In contrast, she also told me that she liked to be in control sometimes and just do her thing, thinking only about her own needs. My dick still gets hard when I think about that moment. I was perplexed, and my caveman thoughts were as present as ever. Trying to maintain my cool, I talked about my kinks, but honestly I just lied and said what I thought she would liked to hear. At the end of the night, we talked some more at her doorstep but she said she went to sleep and trying to not be the typical guy who wants to fuck on the first meet-up, I decided to wait and to set up a next date. When I came home, I masturbated furiously at the thought of me fucking her senseless.
Few days later, Annie and I went on a second date, which was again very nice and the vibe was very good. I made her laugh a few times and she was touching my arm a lot. I’m bad at catching hints of woman, but I’m not a complete moron and I knew that this was the night. After a few hours, we got into her appartment but still nothing happened, although the tension was definitely there. We were at her kitchen talking and I was a little bit drunk and feeling confident. I decided to lay down on her couch and make myself comfortable, leaving little space for her. She asked if she could join, and I told her with a playfull tone that I was very relaxed and not feeling of make some space, but that there was a creative solution to all of this. She understood the hint and layed down, fully clothed, on me and we started to kiss. My god, this woman was fucking hot. She began whispering that she was waiting for this since the last date, and that she wanted to do very, very dirty stuff with me over time while pushing her tongue in my mouth. I felt her up, kissed her furiously and was rock-hard. She felt my dick through my pants and started grinding me. She unbuttoned my jeans and lowered it, while I did the same with her. I tried to pull her underwear down, but she stopped me, saying that she liked to build up things over time and not move to fast. Respecting her wishes, she started to hump my dick while moaning loudly, while I felt her panties getting soaked which was fucking hot. I freed her tits and started kissing and sucking on her nipples. Her moaning intensified while she grabbed my arms and took control of them, maintaining them in a fixed position. This was one of those instances where she had full control and I saw her having a blast, which was really riveting .We made eye contact and I couldn’t believe this 9 year older monument of a woman was grinding my dick, getting close to cumming. I freed myself, grabbed her ass and pushed her soaked pussy against my rock hard dick while sucking on her tits. This send her over the edge and she came hard.
After that, she still layed on me, catching her breath. She kissed me and said that was good fun. I was still rock hard, but she said that she would repay me next time. She didn’t lie, because the next 6 months were god-tier. But that’s for another time.
Hope you’ve enjoyed the story!
Source: reddit.com/r/gonewildstories/comments/pmxt3l/start_of_my_24m_steamy_affair_with_a_33_year_old
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