I am a M48, divorced, and have had a few adventures of my own. In the fall of 2014, I invited a woman with whom I’d attended elementary school out for a beer. I had just had a shitty breakup, so wanted friendship with her more than anything – she was definitely sexy, cute, smart, and funny, and tbh I didn’t want to risk damaging our friendship by making it about sex. We shared stories about online dating, and she had said numerous times that she’s really just looking to scratch an itch, but doesn’t want to end up having to chew off her arm to get out later on. After about a month and a half or so of coffees, movies, beers, etc. I offered to let take me for a no strings attached test drive. A week later, we parked beside a beach, made out for a long time, and she gave me an amazing hand job. I’d been trying to get into her pants all night, respectfully, but she wouldn’t budge – however, about a week later, we were fucking, and continued to do so frequently. Eventually, in summer 2015, she moved in, and we were having sex at least once a day, every day, without fail for about a year, when we cranked it up to twice a day for a good eight or nine months through 2016. We are still living together, and with work stresses, my kids stresses, aging parents stresses, etc we have tapered off to several times per week on most weeks, but we are both still very happy, in love, and incredibly turned on by each other.
She has shared some of her past stories with me. Here’s a quickish run down:
She lost her virginity at an early age, and (that I know of) had sex with three different guys, possibly more, during that year – one of them was her Friday night guy, and another was her Saturday night guy for a while.
She was later dating another guy in her 18-19 age timeframe (someone I also know and have never been able to stand lol), and apparently he had a very thick dick, like a coke can. She went out with him for a few years, but also saw other guys here and there. One time, she was fucking coke can dick guy on her parents’ outdoor deck lounger while carrying on a conversation with her mother, who was in the house.
One of the other guys she saw around this time was actually dating someone who is now a very well-known Canadian female vocalist who really likes the SPCA – they’re about the same age, and the singer grew up in our city, and was like any other teen or young adult before she made it big. This was the 80s, and The Singer’s boyfriend at the time had long blonde curly permed hair and regularly wore spandex. He was one of several my SO dated to piss off her father. Anyway, he left The Singer for my SO, who dated him non-exclusively for a while.
She also used to hang out with punks, and as a group they used to rent cheap hotel rooms to party in – she has fucked a number of guys in front of the entire room of people. She also mutually masturbated a female friend within that group – she does not consider herself bi, she was just horny. During this time, she also often had sex in a downtown historic graveyard, which is located at the intersection of two fairly prominent streets.
Later on, after she got married, her marriage was falling apart but she felt a need to stay in it for the sake of her step kids. After about ten years of marriage, she started taking vacations with her girlfriends to Cuba (legal to do so here in Canada). On her very first vacation there, she fucked a percussionist in a hotel band. There were many guys in Cuba… she fucked guys on the beach, in the water, got eaten out and gave hand jobs on the beach loungers near the bar, fucked guys in restrooms at clubs. She told me once about how she had a “hat trick” – if you’re a hockey fan, that’s three goals in one game. The hat trick consisted of a guy she met at the loungers shortly after she arrived on one trip, who ate her out and she fucked him. The next guy that day was a bartender who she had been flirting with, and she gave him a blowjob behind the bar and then they fucked in the bathroom, and the third guy was just some stranger who was grinding on her at the club and she took him to the bathroom and fucked him. On more than on occasion, she has given guys handjobs under the table at restaurants, and one time a guy she went home with was married, unbeknownst t o her, and she woke up in the morning with his wife planning to make her breakfast.
My favourite though is the dude with the huge dick. One dude, whom she had seen on multiple occasions, had a dick as long as her forearm, and too big around for her fingers to touch, which are long slender fingers. My fingertips barely touch around the base of my cock, but hers do easily. She described him as “fun”. There was one time and another of her conquests were arguing over her at a bar, and big dick dude pulled it out and smacked it down on the table. The argument was over.
She is very careful about protection, and tells me that she always wore protection, but also that she was often drunk and partying during these stories, sometimes blackout drunk (Cuban rum and hot sun will do that), plus a number of times were in the water, and in my experience, it’s difficult to use a condom under water. However, I am 100% confident that she is 100% honest with me, and she is clean and safe STD-wise, as am I, so I don’t worry about that, I just get kind of excited about the idea of her being creampied by some of these guys, cum running down her leg while she walks down the beach in her bikini. I’ve also developed a kink around seeing her being fucked by a really thick cock, and this fuels almost all of my masturbatory fantasies. We are both interested in group sex, but after both of us quitting smoking a few times over the past three years or so, we have both gained some pounds, and she wants to lose that before we do anything with anyone else.
Anyway, I feel very lucky to have a partner who really loves cock, is open minded to anything, and orgasms multiple times really easily. Sometimes, if I call her “my little slut”, she comes immediately, squirting all over the bed. She’s very tight, and very wet, very warm, and very, very skilled – and she loves me, and our relationship is perfect, so I feel like I’ve won the lottery.
Source: reddit.com/r/gonewildstories/comments/8ut1pq/my_so_who_has_loved_dick_her_entire_life_fm_ff
You ARe quite lucky! Cherish her and share you masturbation fantasy with her. She will get quite hot thinking about it and more when she does it. I am lucky as well with a beautiful fiancee who is bisexual and shares her gorgeous cousin with me regularly. Enjoy my friend. Enjoy!
I am a little confused, so you are with her?
This is more of a r/hotpast story.
Sarah?
Congrats on living the dream!
Also happy Canada Day!
Haha, I love how Canadian this story is. Explaining a “hat trick” so academically killed me. Way to represent the Great White North!
“coke can dick guy”
lmao i’m dead
You guys sound like you have such a healthy and fun relationship!!! I’d love to have this in the future and for it to not fade out!