[MF] My (38M) night with a mature cuckoldress (62F)

Disclaimer: Please excuse my english. I’m not a native speaker.

Also sorry for the length of it. It’s my first time writing a text like the one below .I hope I’ll get better in the future. Any criticism or directions are welcomed .

A few background facts.

I’m considered a late bloomer (now 38 M). I had my first kiss when I was 25 and first time sex 30 years old with an escort . From the age of 18 until around 32 I was a totally sexually frustrated young man with a constant thirst for sex .

Anyway! The following story happened during the summer of 2016.

It was after me and my now ex gf decided to break up after 3 years of a slightly toxic relationship. It was a 3 years period filled with pure vanilla sex and emotional blackmailing. Out of this situation I was left broken and with a bucket list full of desires and fantasies.

My (25M) wife (26F) cuckolded me and sucked my friend off in front of me first the first time. [MFM]

I have been married to my wife for a little over two years at this point. We went to college together and had dated since our freshman year, so we’ve been together for quite a while. We are obviously really comfortable with each other so we like to explore and try new things from time to time. It took a while, it wasn’t until we were married, that I admitted that I have somewhat of a cuckolding/Hotwife fetish. I didn’t know what her reaction would be because that one was pretty far out there compared to other stuff we have done. She took it well and asked me lots of questions about it. She said that she said she could see why it would be hot too.

It was kinda dropped after that conversation. I didn’t really expect anything to come from it. Well a few weeks later during sex she says she wants to try something new. She gets her dildo and acts like it’s another guy. She does some dirty talk and acts like she’s cuckolding me. We both really get into it and I’m loving it. It ends up being one of our best times having sex. She talked to me after and admitted it was really hot to her. She then said “wonder how the real thing would be.” Then winked at me. I said what and she played it off and acted like she didn’t mean anything by it.

Online play with a stranger [MF] [M]

A few years back we were using an online site to chat with other couples and singles. One time my wife, A, struck up a conversation with a single guy.

I was on the other side of the couch and slid over to read the chat. He was polite and well spoken and complementary towards the pictures we had previously posted on there. He tells her he’s just 20, much younger than our mid 30’s at the time with not much experience.

Her and I were a few drinks in and feeling the need for some adult play time. I suggested sending him a few more pics that we held in private that were a little more explicit. She sent them over and he is a little awe struck. He asks politely if she wants any pictures sent back of himself? She looks at me and I give the go ahead.

Soon enough a few pics get sent over, him shirtless pic and a soft and hard dick pic. A expresses her appreciation of the pics.

There’s Something in the Water Chapter 10 [MF] [inc] [cheat]

*I’ve written this story through chapter 19. The novel is complete.* *All chapters are available on my website. You can find the link in my Reddit profile if you’re interested. If you prefer to wait, I’ll post about a chapter a month here. All characters in sexual situations are 18 or older. Thanks for reading!*

*Previous chapters:*

[Chapter 1](https://www.reddit.com/r/eroticliterature/comments/hkqfii/theres_something_in_the_water_chapter_1_mf_inc/)

[Chapter 2](https://www.reddit.com/r/eroticliterature/comments/hunp8c/theres_something_in_the_water_chapter_2_mf_inc/)

[Chapter 3](https://www.reddit.com/r/eroticliterature/comments/i3kyqr/theres_something_in_the_water_chapter_3_mf_inc/)

[Chapter 4 Part 1](https://www.reddit.com/r/eroticliterature/comments/ihrz45/theres_something_in_the_water_chapter_4_part_1_mf/)

[Chapter 4 Part 2](https://www.reddit.com/r/eroticliterature/comments/ihrzrg/theres_something_in_the_water_chapter_4_part_2_mf/)

[Chapter 5 Part 1](https://www.reddit.com/r/TheDarkStone/comments/j6x53g/theres_something_in_the_water_chapter_5_part_1/)

[Chapter 5 Part 2](https://www.reddit.com/r/eroticliterature/comments/j6x8dg/theres_something_in_the_water_chapter_5_part_2/)

[Chapter 6](https://www.reddit.com/r/eroticliterature/comments/jimel9/theres_something_in_the_water_chapter_6_mf_inc/)

[Chapter 7](https://www.reddit.com/r/eroticliterature/comments/kb5syy/theres_something_in_the_water_chapter_7_mf_inc/)

[Chapter 8](https://www.reddit.com/r/eroticliterature/comments/kxxxqy/theres_something_in_the_water_chapter_8_mf_inc/)

[Chapter 9](https://www.reddit.com/r/eroticliterature/comments/lm5b0d/theres_something_in_the_water_chapter_9_mf_inc/)

“Grab the car keys, Mom.” Roy pulled on his jacket and stood by the front door. “I need a ride.”

“It’s a school night.” Amanda put down her magazine and walked into the hall. Sure enough, Roy looked ready to head out. “Where are you going?”

“I’d rather not say.” Roy smiled at his mom.

“I’m not taking you anywhere at this hour, young man.” Amanda crossed her arms and planted her feet.

“Where’s Dad?” Roy lowered his voice to a whisper.

“He’s in his study, working.” Amanda raised her eyebrows and cocked her head at Roy.

Our Cabo Trip (First Cuckold Experience)

If this gets 100 upvotes I’ll post part 2! Long story but worth the build up. Enjoy!

My wife and I just got back from a trip to Cabo this last week. We haven’t vacationed in a while due to the world “situation” this last year so it felt good to finally get out and spend some time. This vacation was different in many ways though. If you have been following my latest updates, my wife and I have been getting a bit more adventurous in our sex life. I have introduced a cock sleeve and my wife has been totally into looking at men with big dicks etc. Here is a link to those if you want to catch up: [Introducing my wife to bigger things](https://www.reddit.com/r/cuckoldstories/comments/mi8u9t/the_cabo_trip_first_cuckold_experience_consensual/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

Another [MMF]

I wrote about my first MMF previously [here](https://www.reddit.com/r/gonewildstories/comments/kh3xc7/an_opportunistic_mmf_with_my_roommate_me_and_the/). It was a fun experience so I was always looking for the opportunity to repeat it. That opportunity came a few years later.

My last MMF happened in 2014, just before I met my wife. I was managing a music venue at the time and had made good friends in the local music scene. 2 of these friends were Jerry and Claire. Claire and I had a little bit of history with a brief 2 month flurry of passion followed by a peppering of one night stands. That all stopped when she started seeing one of the chefs, Donal, from the venue I was managing – a relationship that had very recently come to an end.

Claire was a classic Irish beauty. Tall for a girl, brunette, wavy, almost wild hair. Great body from her love of surfing and situps. She looked excellent naked! Jerry was a strong looking version of a young Bruce Springsteen. Always in leather on denim, he had that “look” but he also had a strong gym routine and was a tall, well built man. I, at the time, had lost a little definition following an injury so carrying a few extra but you wouldn’t notice it. Both Jerry and I were classic Irish in our looks, hairy faces and big smiles but no Adonis!

Shy Wife Goes To Strip Club

My wife Sharon has from time to time spoken about being curious about strip clubs. This is not something that I could ever press her on. She would clam up and act like I was a pervert. However, I have always kept this in the back of my mind. 

I have a theory that all women, no matter how modest, have an exhibitionist streak in them to some degree. They like to show off, especially if they are attractive or have a nice body. My wife falls into both of these categories. At 42 she is a cute, thin brunette with perky A cup breasts. There are always guys hovering around her and she occasionally comes home with stories of being hit on. When it’s a young guy hitting on her, I’m assured of some action that night.

One night we were going out to dinner and the kids were with their grandparents. At dinner, as I plied her with wine, I tried to get her to admit to wanting to do something a little more sexually daring. She was being coy but I could see the wheels spinning in her head. Throughout dinner I would run my hand along her bare thigh under the table. At first she would brush my hand away and look around to see if anyone was looking but eventually she let me explore a little more. To make sure she stayed comfortable, I didn’t push her too far.

Watching Sooby Orgasm – He stood behind her and watched.

She looked as if she was sleeping. Her bikini was so small, green and white with those bra cups that hold a woman’s breasts up high. You know the type that if you have large full breasts the bra pushes them up and out to the sides of the material. Sooby’s breasts were so nice, at least 36 C’s or maybe D’s! Full solid breasts with almost no sagging like many women of dark decent.

It was Sunday morning and as I came around the corner of the house, I saw my daughter’s friend Sooby sitting in the chase lounge by the pool. There had been a big party at my place last night celebrating graduation. Most everyone was still drunk, passed out or sleeping in. It was around 10AM and not a sole was around except her. I stood there watching her lay there, getting a full view of this 20 year old beautiful dark woman with the fantastic body.
The small cups showed quiet a lot of her fullness and I could imaging having my hands around them hold them like the bikini cups were doing as my lips moved over them licking and sucking the long hard nipples. 

[M]y college hook-up with the kindest [F] I’d ever met

I want to be clear that I actually posted this story a month or two ago under a different title. However, when the April monthly submission theme of ‘wholesomeness’ was announced, I thought that no other experience of mine fit better than this one. So for your consideration, and with the prior approval of the moderators, I am happy to re-share this delightful gonewildstory.

Aside from my wife, who is the nicest person I know, I thought it might be fun to recount the most kind-hearted with whom I was ever sexual.

I was in college at the time. It was my senior year. I met a girl at a fraternity party who (for the sake of anonymity) had a name that started with “M”. She was 2 years younger than me, and I could tell she was pleasantly plump. By no means obese, just a bigger girl yet with curves in the right places. She was with a girl who had a rare skin disorder in which her pigmentation became very splotchy from the merest exposure to the sun. It was impossible for M’s friend to avoid this condition even in the cold weather town our college was located. Merely going to class and back would be enough to trigger this condition.

Discretion Pays$$$!!!

A man like him knew because of who he is he couldn’t just get down the way he wanted. All these hoes claim to be loyal, but piss one of em off and your business is all over social media. He needed me for my discretion.
One time in the middle of a fuck session ;out of curiosity, I reached behind him while he was still inside me I put my finger in his ass.
I don’t recommend women just try this because all men are different. Given who he was;it shocked me he didn’t try to kill me. He screamed out like he was my bitch . I swear I think he may have fell in love with me.
Oh well; he doesn’t pay me for my love. He has a wife for dat. He pays me for my discretion.