First time [M]eeting up with a MILF with whom I had some long term [F]un with!

This is from a few years ago pre-covid and all that. I’ll put the usual —–’s where the sexy time begins if you want to avoid the backstory and setup. This is my first post here and I like writing as you’ll be able to tell from the length of this post. Sorry in advance if its a long read.

As I mentioned above, this story is from a few years ago way before Covid where meeting up with a MILF you’ve never met before in a hotel was only risky in terms of being tied up to a bed and being robbed or killed, not contracting Covid as well.

I was in my mid twenties and had hardly any experience with women. Growing up was the same story as well as you can choose the cliche you’d like to go with as I pretty much was the complete package when it came to reasons while I was still practically a virgin. I was pretty shy and not very outgoing with girls. I played all varsity sports in high school and was the type that didn’t allow any distractions from them. I have religious parents who didn’t allow girls over or anything like that, and the bar scene was out since I didn’t really like to get shit-face drunk like all my friends did, etc. etc….take your pick.

A tease too far – [MF] 36/33

We had decided to do something different for March. We had a lot of great sex for February, with Valentine’s Day, my birthday, our anniversary.

For March, it was going to be different. No masturbation, no porn, and a slow escalation week to week. Week one was staying in our underwear, hands off the underwear zone. Pretend we were under strict rules not to be sexual, but of course we immediately set about skirting the rules. The first several days hands slipped along panty lines, up and down thighs, tickling that spot on her neck. The tension was definitely building.

On Thursday we decided to up the ante. Surely it would be fine if we were naked, we could absolutely keep our hands to ourselves, right? Sure, absolutely.

We stripped down and slid under the covers. Hands immediately started to wander, but we kept good for the most part. Just light teasing. We settle down for sleeping time, her little spoon and me big spoon. There is some debate over who started this. My wife insists it started with my hands starting to drift across her chest and lightly touching her nipples. I think it started with her hot little booty grinding against me. Maybe it was both?

[F] The story of how my panties traveled across the pond to a Redditor

Long post alert ?

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Hmm where do I begin?

I guess this all started when I moved from the US to the UK for work just before the pandemic at the beginning of last year. I was pretty excited about the all the potential hookups I would be having, but not long after I got here, the whole world pretty much shut down and I had to accept the fact that I wasn’t going to get any dicks for a while.

Naturally, months went by being cooped up at home made me really frustrated. My sex drive was through the roof and I couldn’t get my hands off of myself even if I tried.

After a while, it got pretty boring doing it by myself and that’s when I turned to Reddit for help. Whenever I was horny, I would post on r4r subs looking for guys to play with online.

One day, fate brought this Canadian Redditor named Jake to me. He sent me a pretty generic message (no offense, Jake), nothing too fancy but I could tell he’d read my post and made an effort. I was horny, he used proper capitalization, I was sold! I responded and we messaged back and forth for a bit and jumped into a voice call once our schedule synced.

[F] My [F 31] husband’s friends ganged me on our wedding night while my husband was passed out in the adjacent room, with my husband’s knowledge of course.

My husband and I were into this lifestyle even when we were dating. He loved sharing me with other men including his friends and got pleasure from that. I too had my own set of roster which included my friends, classmates and coworkers. Then we both decided to get married and we thought about what we could do to make it memorable. So it was my husband who suggested me that I don’t sleep with him but with others on the wedding night and I loved the idea, although he wanted his friends to take me on the first night.

After the wedding and the reception that followed, we all retrieved back to our own rooms. We had already talked to his friends about this setup, including the best man (my husband’s best friend) as well. My husband was already a bit drunk from the reception and two of his friends helped to shift him to the other room where he passed out and didn’t woke up until the morning.

[F] F 30. Our family friend (M 49) fucked me while my parents and kids were in the lawn. Then I went up to my family with his cum still inside me.

He is a family friend of ours and I lost my virginity to him back in the days. I have had sexual relationship with him on and off since then. So I was at my parents’ place with my kids and that’s when he came over. My room needed some renovation and it’s him who used to help us with such works since long time. So I took him to my room to tell him what works to be done while my parents and kids stayed back in the lawn. After I told him what works were needed to be done and after he took the notes, he started feeling me up. I was a bit hesitant as my family was downstairs yet I responded back when he started making out with me.

[F] I [F 20] am a slut for my next door neighbor [M 51].

For the last two years, my next door neighbor and I have been hooking up. I am a single college student while is married with kids and in fact his eldest daughter is elder than me. What’s more interesting is that I am good company with his wife and kids. In his own words, marital sex isn’t fulfilling as his wife isn’t that ‘willing’ in the bed, so he paying that part with me. And to be fair, the sex is good and he takes care of some of my expenses as well, so I am all good with this.

It was him who helped me move in my things when I moved in here after getting admitted to the nearby college. That night I had dinner with his family and that’s how I got to know all of them and got along with them so good. A few days into it, he was being flirtatious with me. I too am a culprit in this as I dressed very casually at home like short skirts, no bras underneath etc etc and then he would come over for something and would see me like this. I too played along when he got flirty and we first explored each other, and then kissed, then made out and then we eventually ended up in the bed.

Watch a naughty video… it consumed me until I had to act it out at work [F]

I want to tell you about the first time I made myself cum at work, it was intense. So it was a few years ago now, I was working as a temp in a highly successful well know company – I had a 6 week stint there to help out during a maternity absence.

I had been there around about a week, they all seemed nice and were really friendly. I had my own office, small and cute, but fairly open and easily seen into. I had been really getting into porn and watching hot videos whilst using toys etc to make myself cum, at home. I guess you could say I had reached the age where I wanted to explore my body thoroughly.

One night, I found a video online and there was a middle aged woman who was a marketing manager with her own office – the video started with her making a phone call, which ended with flirty banter and her telling the guy she was talking to that he was a bad man. She put the phone down and started to bite her lip – she had THE look.

My first [mfm] with a Reddit friend.

I’ve been posting nudes for a while. Love the attention, and my hubby and I have a hotwife fantasy that plays into it.
After a few years, we decided to take the leap and invite someone into our bed. I get hundreds of messages each time I posted a pic, so I wait for someone who was located near us, and took up conversation. The first few were duds. Not attractive, or creepy, or didn’t follow through. Finally I posted a pic and declared that I was tired of all the “all bark, no bite” men on Reddit, and the flood gates opened. After a week of messages I narrowed it down to three, and eventually down to one. After a week of messages, we decided to move forward.
My husband met him first to vet him. After his approval, our next step was an innocent lunch with all three. Went well. He fucked me with his eyes. And the next step was a lunch just the two of us. Lots of sexual tension, but no action- this just an audition.

He passed the audition.

[M]eeting a [F] visiting my hometown with her friends, then flying to Ohio for sex

Despite my profile message, here’s an experience that did result in my having intercourse … technically. It was early 2001; I was 23. I was living in the Chicago suburbs with my folks saving money after college. My buddies and I would regularly carpool down to the city on weekends and go to bars and clubs. One night we went to a brewery/restaurant and met three women 2-3 years younger than us. They were visiting from Ohio and staying at a Homewood Suites around the corner from the brewery.

We ended up going to their hotel and hanging out in the hospitality suite on their floor. I was really hitting it off with Sara, a doe-eyed beauty, standing about 5’6″, far and away the best looking one of the three. If it were the other way around and one of my buddies was hitting it off with Sara, I certainly wouldn’t have blamed at getting to know either of the other two, but my friends were not as flexible.

[F] I am a 37 years old lady, married with kids, in a sexless marriage who find solace in masturbation.

So I am 37 years old, a wife and I got three teenaged kids. For almost a decade, I am in a virtually sexless marriage as my husband has got no libido at all. We happen to have sex like one in three four months and that too, if he feels like. But I am not complaining. I have resorted to masturbation and my hands have been my best friends for all these years. I have never cheated on him and I will never do this scum act ever as I have always been a loyal wife and plan to carry on this streak forever.

However, I have found that masturbation gives me more pleasure that sex itself. I get earth shattering orgasms from it, in fact much better ones than the ones I have gotten during sex. I don’t own any sex toys as I am not into them. I rather use my own hands for the most of the times and some household objects at times like pens, small bottles, carrots, cucumbers and I have rode my car’s gear stick a couple of times as well (in the garage, not in public). I find these objects to be a bigger turn on than actual sex toys.