Author: southernlad23

[MF] A stormy night leads to an incredible takeaway

As a mid to late 20 year old guy, I eat my fair share of takeaways especially when I can’t be bothered to cook for that evening. Recently, we’ve been having some pretty bad weather, my fridge was empty which meant I wasn’t going to the shop.

Straight onto the a well know takeaway app, food ordered and within 20 mins, I get the notification Lucy is on her way. I hear the rain and wind pelting my window, I hope Lucy is in my car I think to myself. Another 15 mins pass and then there’s a knock on my door. I rush with excitement for my food and I’m greeted with a small but curvy mid 30’s woman who is soaking wet from head to toe. Water dripping down her face. What a dick I am I think to myself making some one deliver to me in this weather or perhaps they shoulda drove.

Lucy handed over my food not really saying much, the rain getting harder on her back as she began to turn around. I felt a wave of sadness and instinctively shouted Read more »

[MF] Family friend massage

So this happened a few weeks ago now and I’m still thinking about it. I’m in my mid twenties and been a tall lad, I suffer from lower back problems. Like most people, I enjoy moaning about this problem to anyone that will listen. Recently at a family event, I was moaning to my aunt who suggested I message “Jenny” – Jenny originally from Thailand but lived in the U.K. for the last 30 years or so knows the family well and despite never been professionally trained in massage and working in finance for a local firm , Jenny enjoys giving free massages to family and friends.

I got Jenny’s number from my aunt and she was happy for me to come round in a few days time and assured me she would sort my back problems. To be honest, with Jenny a family friend and in her early 40’s with 2 kids but divorced, It never crossed my mind that anything more than a massage would happen.

A couple of days later, I arrived at her house, she invited me and assured me the kids were out for the evening so we wouldn’t be disturbed. Jenny has one of them pop up massage tables which was in the middle of her living room ready for me to get on. Read more »

[M]24 chatted online to [F]52 – one hour later, my cock was in her mouth!

One Sunny but boring afternoon, I was browsing some chat apps when I got speaking by text to Julie [54]. We exchanged the usual awkward “hello” “how are you” found out we lived within an hour of each other etc. About 5 mins into the conversation, I asked Julie what she was looking for on the app. Her answer was simple:

“I have not had a cock in my mouth in years and I really want a younger one! It’s just a shame you can’t come here because my son would kill me”

My reaction was one of interest, I had not even seen a picture of this woman but the thought of a mature woman sucking my dick really turned me on. I quickly googled a local town in the middle of our locations and found a cheap hotel.

I replied to Julie:

“I can make that happen if you like… send me a picture of you and I will book us in …… hotel in……”

A picture came straight back, just want I wanted. A maturing lady, huge cleavage and a curvy figure. Only ten mins or so after we started talking, I booked the hotel and jumped in my car. Read more »

[MF] An unexpected twist that I still think about today

When you sit down and think about everything that has happened in your life, you get them moments where you think “what could of been” and this story really is about one of these situations.

I had known Sara for many years, we had gone through school and college together. She was a attractive, medium height, good body, gorgeous eyes and huge boobs. I had spent many of a night thinking about her, it was weird, i had never wanted a relationship with her, i just needed to see more or do something with her once to satisfy me. The big issue with Sara was she was in a relationship with a close friend group, a relationship that went on for near enough 7 years with its mini break up’s in between. It was far from a healthy relationship but they always seemed to get back together one way or another.

Between the age of 18 and 22, I would say there was 4 key moments that stand out to me between myself and Sara aside from the little bit of flirting here and there. So I will describe them below.

**Key Moment 1 – The Kiss** Read more »

[MF] Seeing an old co-worker after a year

If you have read any of my previous posts, you will be familiar with Karen (now 40) and my self (now 24) but this happened a year on…

I had not seen Karen for near enough a year, we would occasionally reach out to each to each other for a quick chat and to see how life was going. We both had a lot of things going on and with lockdown; I had not been able to visit the office I used to work to see her. I thought I would send her a snapchat and ask her if she wanted to meet for a catch up; i know she would have to hide it from the her husband but hopefully she could find time. We arranged to meet in a wooded area close to her house where we could go for a walk and catch up.

The day arrived and I eagerly got their early and waited for Karen to arrive. Her car pulled up and out she stepped; looking as fit as I remember her. Sexy figure with her tight ass in her jeans, perky tits with the faintest sight of her amazing nips poking through her bra and tshirt. Not to mention her sexy lips. We proceeded to give each other a hug where we pressed up tight against each other; i could feel a movement from my cock but quickly calmed my self down. Read more »

Sexual tension with [M]y friends gf became to much after years part 2

If you read part one, you would all about Emily, the little episodes of flirting and touching that we had over the years. However things changed one evening in our late teens.

It was a hot summer night and I was having a few beers with my mates in the local park; Emily worked close by always used the park as a cut through on the way home so it was no surprise when she came over to say hi to us all while passing through. Interestingly, I had not seen her in almost half a year, my friend and her were on one of their famous long periods of dumping one another. Anyway, we all chatted for a while before it was late and time to go home, the two other guys lived in the opposite direction and headed off.

This left me and Emily discussing life and how warm the weather currently was; not very exciting until she suggest we climb the local swimming pool fence and go for a swim. It was now 2 am, the area empty so we hopped over the fence and found that the pool was covered but jacuzzi wasn’t. I took my shirt off and stripped down to my boxers and jumped in! Emily took her dress off revealing matching red underwear. Read more »

Sexual tension with [M]y friends GF became to much after years (Part one)

Sexual tension – the feeling between two people that have the desire for sex with one another but it is not possible at that current point or ever.

Now this was the case with me my friends GF Emily for several years. My friend had been dating Emily all through school into college and university, their relationship was on and off; each would cheat, break up and then get back to together. To simply put it, it was toxic, it would never last and that happened to be the case but that is not relevant for this story.

Emily was slim but had all the curves in the right places, huge tits, big ass, and looks that i still can’t get my head around today. Wide eyes and a sexy smile which made her pretty but not in the conventional way that! Something about her really turned me on yet she was with one of my best mates but I always thought this sexual tension was their; flirting and long chats between us were a common thing but nothing further than that until the first incident! Read more »

I [M] 23 had a work fling with [F] 39 part 4

Time had really began to pass since the massage with Karen; a opportunity in my life meant I left the organisation to pursue new things leaving Karen and sexy body behind. We kept in touch though; after all she wasn’t just a fuck but also a good friend. Some days I would wake up to a snap of her spreading her legs and tits out in the mirror just teasing me further. I would often find my self having to finish my self off looking at it.

Anyway, I was back in town and texted Karen if she wanted a catch up; I would come to the office and see how things were If she was working alone one evening. As look would have it, she was alone that night. In all honesty, my mind wasn’t thinking about sex, it was to make sure my friend was okay and it’s always nicer in person.

I walked into the office and there she was, still slender with her tight work trousers showing of her arse and a little jumper which you could see the shape of her perky tits through. I gave her a hug and felt a twitch in my dick. We talked and caught up but in the back of my mind, I couldn’t stop thinking of what was under them clothes. The same body that I’ve fucked and she shows me regularly through snaps to tease me. Read more »

I [M] 23 had a work fling with [F] 39 Part 3

So we leave it where Part 2 finished off, go back and have a read for a bit more understanding of what was/is going on with me and Karen.

After the office sex, the next few days were less eventful, still lots of flirting and touching; the occasional kiss when no body around but no sex. I began to think that this was it, I had my fun and so did she and this was confirmed when she told me that she can’t continue with this “affair”, she was getting feelings and all she wanted was a younger man to want her and then carry on with her family life.

So this was it…. and so it was for another 6-8 months; friends, harmless flirting and banter but no sexual contact at all until one late afternoon where we were both alone in the office. We had a project over due, the rest of the team were on sick; pesky flu had taken out the office yet fortunately not me or Karen. Read more »

I [M] 23 had a work fling with [F] 39 part 2

This next part of the fling carries on directly on from part one so head that way if you wanna read what has already happened.

After fingering Karen in the office, the day proceeded to return to normal and we carried on with our afternoon jobs; just with the occasional glance.. I began to think is this now going to be become awkward or is she regretting it. She does have kids and is married after all…the time hit 4pm and I was done for the day; Karen on the other hand was planning to stay late and work on her project. I left the office with not even a bye from her… damm she really regrets it I thought as I left.

I arrived home and did the usual routine before I noticed a notification on my phone from Karen

“ you know the office is free tonight and you just know we are going to fuck, I just need to get it out of my system”

I instantly felt by dick turn hard as I mentally prepared my self for the evening . A few hours passed and my phone went again Read more »