My only Craigslist encounter [FM]

I like to live life to the fullest but I am not reckless. I value my safety and try not to put myself into dangerous situations but I also don’t want to miss out on the experiences life can provide. I was balancing that thought process when browsing Craigslist personals one night a couple of years ago.

Craigslist has never been the biggest site of its type in the UK. We have Gumtree but that stopped doing personals a few years before Craigslist did so a late-night session of laughing at dreadful ads always sent me in one direction.

I was browsing one night and there was a post near me asking for someone to go for a walk. The poster claimed to be a single man in his early forties who wanted someone to spend an hour or so walking around public, well-lit areas talking, getting to know each other well enough to see if we wanted to spend the rest of the night in private.

Holiday sex [MF]

When I had not long turned 20, I was having the time of my life. I had a fun job, good friends and a thriving social life for the first time. It was with this backdrop that I agreed to go on my first ever girls holiday with some friends from the pub I worked at and a few people they knew from elsewhere. In total, there was 11 of us. I knew 6 from work and had met the other 4 but couldn’t claim to know them properly.

The group was primarily aged between 20 and 23 but Jackie (someone I didn’t really know) was 38. She was loud, crude and on the holiday to get over her divorce the previous year.

We all piled into two minibuses to take us to the airport and the silliness started straight away. The jokes continued when we got to the airport and it must have been clear to anyone within a mile of us what kind of holiday we were going on.

My most recent fuck [MF]

Last week, I was shopping for new bed linen and bumped into an old colleague. Lewis and I had worked together for almost a year when he got a new job in California. We expressed our surprise at seeing each other and I asked him how long he had been back in the UK. It turns out he was back for a month to visit family and put things in place for a full time return before going back soon to tie up some loose ends.

I had always got on with Lewis, his sense of humour was compatible with mine yet we never seemed to have a will they/won’t they situation that can make the workplace awkward and uncomfortable. He was an easy man to spend time with so when he asked me to go for a drink that evening, I was happy to say yes.

I decided on a light dress as it was a warm evening with plain white cotton bra and knickers underneath. Lewis managed to look casual in a very smart way pairing a poloshirt with some shorts. We hugged and a quick kiss on the cheek. He had already got me a drink and the conversation flowed easily.

My first threesome [MFM]

This is the story of my first ever threesome, I hope you like it! Sorry if it’s a bit long.

It was a hot, sticky day and I was hanging out with a couple of male friends trying to do as little as possible. I was 23, they were 22 and 24. We were watching TV that we couldn’t hear properly because of the fans and smoking a joint. I knew these guys well and we had a very banter-heavy relationship. We were always making fun of each other and that day was no different.

The weed and the heat were having an effect on all of us and the jokes started getting a little adult. One of the boys (Mark) asked what the biggest dick I had ever seen was. Bigger than yours, I replied. He asked how I knew and I said I had a sixth sense for that kind of thing. The other guy (Jordan) asked who was bigger out of the two of them. I had never seen either of them naked so I was guessing but I went with my gut and said Jordan was bigger but not by much. They laughed it off until I asked if I was right. They said they didn’t know and I pointed out that there was only one way to find out for sure.

[F] loses virginity to older [M]an

This is a long one, sorry! I didn’t think it would end up so long but I hope you like reading it!

I grew up very sheltered. My parents were not risk-takers by nature and they did everything they could to keep my world as beige as possible. I had an 8pm curfew even when I was 18 and boyfriends were an absolute no-go. I had no idea how boys worked and instead of teaching me how to look after myself in the social world, my parents thought it best to simply remove me from it.

When I was 19 I had had enough. I had left education at 18 and taken a nice, stable office job but left that – and home – to be a live-in barmaid nearly 200 miles away. My parents spent days trying to talk me out of it but my mind was made up and I boarded the coach for the trip into the unknown.