Author: cjinbarrie

A Pair of Bent Glasses Led To [M]y 22 First Time With a Mil[f] 35 Part 2, The Remainder of the Night

So after many messages I decided to post the remainder of my first night with Annie. If you missed the first point the Cliff Notes are college guy fixes soccer mom’s glasses, goes for drinks with her and then has incredible sex with her. Part one can be found [here.](https://old.reddit.com/r/gonewildstories/comments/vioovf/a_pair_of_bent_glasses_led_to_my_22_first_time/)

The weed and the sex had made my mouth pretty dry so I got up and got us some water from the tap in the sink and brought back two glasses. I drained mine quickly and Annie sipped hers and set her glass on the table before snuggling back into me. I was pretty high and content for the moment to lay there with her head on my chest and stroking the smooth skin of her back. Annie however had other ideas. She straddled me and started making out with me, much to my delight. She reached down and grabbed my cock and started to slide her pussy up and down along my length and my cock quickly hardened as she rubbed herself all along my shaft. “Mmmm fuck that’s good,” she said huskily and then kissed me harder, her tongue pressing hard into mine as her hips slid back and forth. I was enjoying this immensely but something in me decided that I wanted to switch things up. I used my weight to quickly flip her over and now it was my turn to work my wicked will on her. She seemed taken aback at first but that changed as I pinned her with my weight and used my right hand to start sliding up and down her very wet pussy while she lay helpless beneath me. Read more »

A Pair of Bent Glasses Led To [M]y 22 First Time With a Mil[f] 35

When I was in University I worked part time as a lab tech for an optical store that was located in a busy mall. It wasn’t glamorous but it paid okay and I actually liked the work. I got to use expensive machines and make things that actually made a difference in people’s lives which was pretty cool. I worked mostly evenings and weekends through the school year and after a while I was basically the supervisor of the Sunday shift. Anyhow at the time of the story I would have been about 22 and was a fit 6’3” with ginger blonde hair and hazel green eyes and did pretty well with the females of the species. I wasn’t exactly a fuck boy but I rarely remained lonely for long. Read more »

Fucking My Barista 35[M] 23[F]

So this took place about ten years ago and my partner and I had been poly for a while at this point. I was in my mid thirties and there was a coffee shop not far from the office I was consulting at. I would stop there every day to get a coffee and pastry of some sort before heading into the office. Now about me. 6’3″ and in shape, ginger blonde hair, neatly trimmed bear and hazel green eyes which I have been told are my best feature. There was a girl there who seemed to have taken a shine to me, early 20s, spiky blonde hair, amazing blue eyes with quite a few piercings, thin and pretty in a pixey-ish way who I will call Eva. One morning I got my coffee from her and I didn’t notice until I left that she had written her phone number on the napkin she gave me with my pastry. I was definitely interested as we were on a first name basis from joking around when I would come in so it was very welcome invitation. Read more »

[MF] Now I Know Why They Call It S(m)ashville

So this story took place about 10 years ago. First I want to say that I was married at the time and remain so today. My wife and I have an open marriage with some rules of course. One thing that was absolutely okay is that if one of us is on a trip without the other, hook ups are not only okay but encouraged. One of the best night’s of sex in my life was after my wife came back from a girls’ weekend and described her hook up to me in great detail while giving me a fantastic blowjob. Now about me. I’m 6’3″ and in fairly good shape, blonde/ginger hair, short beard and hazel eyes with a just shy of 7 inch cock though it’s very thick. I was on a trip for work in Nashville in the early spring and had the good fortune to be in town when my home town hockey team was in Nashville to play the Predators. I grabbed a ticket and went to the game and while I unfortunately didn’t have my Toronto jersey with me, I did have a ball cap with the logo on it so I wore that to the game. Read more »

That St Patrick’s Day [M]y Lesbian [F]riend And I Fucked A Bunch

So I received many messages from people who read about my friend Monica and I and our Valentine’s Day adventure who wanted to hear about our second (and last) hookup that happened a month later on St. Patrick’s day. After consulting with Monica to make sure I remembered the details, here is the first part of that night. For those who didn’t read about our Valentine’s Day tryst, check my profile to get the details of that night’s fun. Read more »

The Lesbian, The Anal Plug and A Tale [F]ro[M] St. Patrick’s Day

So I received many messages from people who read about my friend Monica and I and our Valentine’s Day adventure who wanted to hear about our second (and last) hookup that happened a month later on St. Patrick’s day. After consulting with Monica to make sure I remembered the details, here is the first part of that night. For those who didn’t read about our Valentine’s Day tryst, here is a link to the third part of that [story](https://old.reddit.com/r/gonewildstories/comments/fg18uu/the_third_and_final_part_of_that_time_we_got/) which contains links to Parts One and Two as well. Read more »

The Third and Final Part of That Ti[m]e We Got Drunk on Valentine’s Day and I [F]ucked My Lesbian Friend:

[Part One]([https://www.reddit.com/r/gonewildstories/comments/fej9ho/that_time_we_got_drunk_on_valentines_day_and_i/](https://www.reddit.com/r/gonewildstories/comments/fej9ho/that_time_we_got_drunk_on_valentines_day_and_i/)

[Part Two]([https://www.reddit.com/r/gonewildstories/comments/fffhe5/part_two_of_that_time_we_got_drunk_on_valentines/](https://www.reddit.com/r/gonewildstories/comments/fffhe5/part_two_of_that_time_we_got_drunk_on_valentines/)

Welcome to The Third and Final part of our story!

Anyhow, we proceeded back to the kitchen after disposing of the used condom and did some more damage to the Chinese food from earlier. We were both pretty ravenous and made a pretty hefty dent in the leftovers as we sat on the couch and talked about random stuff, work, mutual friends and what they were up to, recent events etc. It was all so very normal other than the fact that we were both naked and that I was keenly aware of the fact that Monica had a radish in her asshole. It was effecting her too and I could see her pussy was still soaked when she would move her legs, the glistening on the lips impossible to miss.

I was still pretty tipsy and my cock had never really gone limp since our last session as I was still incredibly turned on. Monica didn’t help matters by “accidentally” dripping some sweet and sour sauce on her breast and asking me to clean in off which I happily did with my tongue. I took the opportunity to suck and lick her pierced nipples as well which had her squirming but she pushed me back and said she wasn’t ready yet. I relented and played along as she chatted away pleasantly knowing exactly what effect she was having on me and enjoying it. Read more »

Part Two of That Ti[m]e We Got Drunk on Valentine’s Day and I [F]ucked My Lesbian Friend:

So by popular demand, this is Part Two of our night together and the mystery of the third condom is revealed!!

Link to Part One [here](https://www.reddit.com/r/gonewildstories/comments/fej9ho/that_time_we_got_drunk_on_valentines_day_and_i/)

So picking up where I left off in part one, I followed her out of the bedroom, pausing at the washroom to flush the condom and then got us more beers from the fridge before resuming our Mario Kart game. It was odd, sitting there together naked and playing the game but after a few minutes it felt more natural. We just finished a game where I had whipped her ass badly and did a couple of Tequila shots. I was definitely feeling very little pain at that point and instead of just starting a new game we started talking about sex. I asked her why she never told me she sometimes fucked guys and she just shrugged. “I don’t know. I don’t do it very often and I have to be in the mood. Guys are kind of gross to be honest.”

I laughed, not taking any offense. I know I’m not attracted to men so who am I to shit on her for the same thing? “So you’re basically into women but like to change it up now and then?” I was actually quite interested in an intellectual way, not just sexual. Read more »

That Ti[m]e We Got Drunk on Valentine’s Day and I [F]ucked My Lesbian Friend

So this story took place on Valentine’s Day when I was in my late 20s. I was single at the time and so was my friend who I will call Monica for the purpose of this story. I’d known Monica since first year of University and we were both fans of the same local band so we sort of bonded through that. Now Monica is a lesbian and was not shy about it. She wasn’t butch but had sort of a punk/alt thing going on with a Mohawk and piercings which was less common then than it is now. She is about 5’4” and had a nice body with C cup size tits and an ass you could stare at for days. Anyhow, we were both single during Valentines and since it fell on a Saturday that year, we decided to hang out, eat copious amounts of Chinese food, get drunk and play a lot of Mario Kart. Read more »