Wife’s friends: a sex filled holiday (with plenty of voyeurism). [MF]

We recently decided to take a last minute holiday with some friends of my wife: a couple (Ali and John) and a single friend (Jess).

The villa we stayed in was single storey and had all the bedrooms down one corridor. My wife and I stayed in the middle room. I’ve written before about overheard sex and how hot I found it and I have to admit it was an ulterior motive in pushing for a middle room. I was not disappointed!

The villa was a bit of a compromise in terms of how nice it was but an unexpected benefit was paper thin walls. My wife and I both heard Ali and Joh going at it a couple of times in the first day. Once, when we arrived and were unpacking, it was a bit of a smile and joke. That night they went to bed a little earlier than the rest of us and were deep into it by the time we went to our own room, Sally’s intermittent groans evidently making both me and my wife turned on. When I kissed my wife, she kissed back hard and dropped to her knees shortly after to suck my dick while I stood and listened to her friend getting fucked. When we moved to the bed I found she was dripping wet and just wanted me inside her. We fucked and my wife was a little louder than usual. It was unsaid but we both knew what was going on and what was getting the other person off. The other couple finished a little before we did and I know they’ll have then heard us finish together for the first time during the holiday.

Unexpected sex with my mature landlady [MF]

It was an unusual arrangement. In my mid-20s I rented a room in a big house from Patty (late 40-s, well-to-do and a pretty ‘back in the day’ type). She had three kids, ranging from 6 through 15. Fortunately, they had a second house a few towns over that they spent most of their time at so I often had the place to myself.

I came home one night after a night out with work colleagues. I was at the confident drunk stage when I stumbled in. Patty was home alone (no idea where her younger ones were) and said she was waiting up for her eldest to get in from being out with his friends. He was a horrible lad and hung around with some dodgy characters. The police had been to the door a few times. I knew he was unlikely to be back until the early hours.

I caught her checking me out in the kitchen. Small talk: how was your night? Did you meet anybody nice? etc. We sat at the table and had a drink. We talked a little about my lack of girlfriend at the time and it was a little flirty. I didn’t think she was serious though.

Exhibitionist girlfriend fucked hard on holiday in our ‘private’ pool. [MF]

I’ve always been something of an exhibitionist. Many of the girls I’ve slept with over the years have liked the idea of it but when it came to it lost their nerve or didn’t find it as sexy an experience as they thought. Luckily, in my early 20s, my second serious girlfriend Claire was not only open to it but built her confidence up quite quickly to the point that it became something of a lifestyle for her after we broke up. This is the story of our first holiday together.

Back then, like me, Claire was a teacher. We worked in different schools but had met through a work event that involved drinks afterwards. We only kissed that night but it was the start of something of a whirlwind of an initial romance. After a couple of weeks of very regular sex and with the end of the summer term approaching, we thought we would treat ourselves to a beach holiday. We settled on Greece, a relatively private hotel by the sea and opted to pay a little extra to have a ‘swim up’ room. It’s fair to say we were looking forward to 10 days of eating, drinking, sunbathing and fucking, in whatever order we fancied on any given day.

MILF Neighbour’s Shower Exhibition Fetish [MF]

My sex life these days is quite vanilla but a recent story and subsequent Reddit chat led me to go down memory lane and check out some photos of a kinky neighbour I fooled around with a few years ago.

Marie was an early-30s brunette who lived in the flat above. She had a kid and shared custody with the dad. It was a real 50:50 deal, which left her plenty of weekend time to go out and do her own thing. Her body was fantastic: a little loose in places but really curvy without being fat. Totally my type.

We ended up hooking up after conversations over the garden fence turned flirty and she eventually invited me up for drinks one night. I know you shouldn’t mess around on your own doorstep but I had plans to move in the near-ish future and was bored/horny so figured why not. The first night sex was pretty good but not much beyond what you’d often get up to on the first night with a new partner.

Former work experience girl worked as an escort [MF]

Back when I was visiting escorts, I ended up visiting lots of parts of my city I would never otherwise go to. Driving down one such street today, having diverted by roadworks, I was reminded of a girl I met in one of the flats working under the name ‘Pam’.

‘Pam’ was stunning – as far as escorts go she was a genuine diamond in the rough. Genuinely 18 (ages are often bumped down a few years…), athletic figure, pretty face and the most beautiful straight black hair going down just below her shoulders.

Thing was, when she opened the door the night I booked her, I recognised her. I didn’t let on as she didn’t **seem** to recognise me. She’d completed some work experience where I worked a couple of years earlier. It was a pretty big place, lots of people, lots of work experience kids and trainees, but I remembered her because I’d witnessed her slipping over and helped her up. There was no sexual element to it, or attraction at that point. Just a slightly older kid falling over. Anyway….

Propositioned random college girl in the underpass. [MF]

A few years ago I was walking back into the town centre to get a bus to work after dropping my car off for a service. It’s not yet 8.30am and I was strolling along minding my own business. I cut down some stairs and take the underpass, traffic thundering above me. On way way up, right at the top, there is a sharp turn.

I bumped right into her.

Young. Definitely late teens. Body is a little more than curvy. Great pair of tits. It’s a warm day. She’s wearing a fairly short black and white patterned dress with yoga shorts clearly showing underneath. Long smooth legs with a thick pair of boots on.

I’m about to say sorry.

“Why don’t you take a picture? It’ll last longer.”

I realise I’m staring at her cleavage. She’s not wearing a bra. I didn’t miss a beat.

“How much?”

The question seemed to knock her off balance. I could see the expression on her face betray every flickering emotion. Shock. Disgust. Anger. Curiosity?

“What do you mean?”

“I’m serious. How much for a picture of your tits?”

One in the stinker for thirsty escort Inka [MF]

Just been revisiting my old diaries and was reminded of an encounter I had with a girl called Inka a few years ago. It was unusual because of her offering me something that wasn’t on her regular services list and something that many girls who offer pay for play charge extra for.

***

I used to go through periods of going to the cinema alone when I had time off during the week. I loved how quiet it was. Weirdly though, it always made me feel horny. Sitting in a dark room provided plenty of time for my brain to get around to that way of thinking eventually, especially if the film was bad!

My standard routine when this happened was to pull up my phone and check my usual website to see who was working nearby. Nearby was the key thing for me. Ideally, I’d get a meeting set up so I could get there within 5 minutes of the film finishing.

And so it was with Inka that day. Her profile was accurate: Polish, mid-30s, cute enough face and nice tits (though they were covered in the photos). She was a touring girl only in town for one more day. She would do nicely.

Walked in on my freshly fucked sister-in-law. [MF]

A short one:

A couple of years ago, my wife’s sister and her husband came to stay with us. I knew from overheard snippets of conversation that they were trying to have another baby so it wasn’t a surprise to hear the bed creaking in the room next door to us on the first night. Sadly, I didn’t hear any moaning but I assumed they were just trying to be discreet as they wanted to bang while they had the chance.

The next morning I was downstairs looking after my young nephew when my brother-in-law joined me. I asked if his wife would like a cup and he said he’d already volunteered to take it to her while she lay in bed and had a lie in.

At this point, their toddler starts playing up and my brother-in-law whisks him into the downstairs bathroom to sort whatever the problem was. Good Samaritan that I am, I decided to take the tea up to his wife myself while it was still hot. The door was slightly ajar and I honestly didn’t think much of going in without knocking.

Handjob from Hattie: Wanked off in public by a near-stranger…

I’ve always had a bit of an exhibitionistic streak but sometimes the thrill comes from trying not to be caught. This is about the time I was wanked off by a girl on a long distance bus I’d only met a few hours previously.

***

One summer, I was due to take the train to a city a couple of hours away in order to catch a flight the next day. There was an accident on the line. After a long afternoon waiting, it was finally announced in the late afternoon there would be no more trains, leaving many passengers to scrabble to make alternative travel arrangements. This is how I came to ride on the Mega Bus, a cheap inter-city service, for the first and only time in my life. I knew it would get me there but I also knew it would be a much longer journey than if by train. For those who don’t know, it’s an inter-city bus route with frequent stops. Not ideal, but it would do.

Fortunately I met Hattie while we were waiting for the same bus after being unable to take our trains. A bit of complaining led to small talk and, out of sheer boredom, I decided to keep the conversation going longer than I usually would.

Raunchy sex with my ex-girlfriend’s new flatmate. [MF]

A now vague number of years ago, I broke up with my then long-term girlfriend and had an awkward situation whereby we continued to live in the same flat while I tried to find someone to take over my share of the tenancy.

By a curious turn of fate, a then rapidly expanding social media site had put me back in contact with a girl I’d completed my undergraduate degree with a couple of years earlier.

Victoria (Vic), was a runner with a runner’s body: almost entirely flat. While her physical appearance was nothing to write home about, she did seem incredibly friendly in our initial exchanges and, weirdly, somewhat overfamiliar with what I’d been up to in the preceding years. However, when she happened to mention she was looking to move into a place in the city centre, I spotted an opportunity. It’s fair to say I got more than I bargained for.