Category: gonewildstories

My Boss [MF]

In real life I’m really shy and kind of quiet. I don’t do great in social situations and would much rather be in the background. Because of this I’ve never really been the center of attention or dated very much.

The thing is, that as much as I hate attention being on me, I crave it too. For as long as I can remember I’ve wanted to be ogled and whatnot. I secretly get a little excited when some pervy old man catcalls me, even though it’s terrifying. I’ve always liked the idea of being objectified for being a woman and have fantasized about letting myself become a total slut. I just don’t have the courage … it’s a very uncomfortable paradox.

Another thing about me is that I’m very small. I’m only 5’3” and I’m very petite, well in an era where “thicc” women are idolized I’m actually depressingly rail thin. Being so small and shy I am terrified of conflict. I hate saying no to someone and avoid it at all costs, often bending over backwards just to appease someone. My bf says I’m basically a doormat. 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 »

My wife, her mom & sister are all my Responsibility – Chapter 2 [GROUP]

It’s been a while since we started living together as a family. My mother-in-law & her two daughters, they really admired me for reasons normally one wouldn’t understand unless they’ve known our history.

You see, I’m finally taking care of the woman who I’ve always been fantasizing as a child, she was the perfect woman in every which way and I tried my best to get her attention.
But she was 15 years my senior and she was married at that time and now I’m married to her first daughter & I did not realize fate would play it’s part in helping me realize my childhood fantasy and more…

when her husband passed away, Laura was afraid for her youngest, Natalie was still in college and she was a daddy’s girl. Not only did his death affect them mentally, but financially they weren’t in a good place either.
Robert’s cancer treatment had left them in severe debt and Laura hadn’t told me about that at all. she was always looking out for others even if it meant sacrificing her own peace of mind. Read more »

My wife, her mom & sister are all my responsibility. [GROUP] Introduction to this series of stories.

My wife, her mom and sister are all my responsibility.

Backstory :

My wife’s dad had passed away recently and we’ve been living with her family ever since.

because I didn’t have any parents and my wife and I used to live alone. but a few months ago my wife became pregnant with our first child so I decided it’d be better to be with her family and have people to support her. so we decided to become one family under a roof.

It also took the financial pressure off her mother and sister because neither of them had work.

My mother-in-law is a stay at home wife and my sister-in-law is a college student. so having me around meant that I would be supporting these 3 lovely women and I couldn’t be happier to be able to protect and provide for them.

Characters Read more »

45 [F] regrets nothing but loves

i have a crazy story of me getting kidnapped and gang raped by strangers and one of those faces i recognized immediately anyways that’s not the point, the point is i actually loved it ☺️ who wanna hear the whole story?

Me [M] and my unexpected milf [F] friend

This story is damn long. I find that I got super detailed because I think it is hot and ultimately adds to the story. This story takes place over the course of a few months. I’m a very horny dude in my 20s… but was also a virgin at the time of this story

Noticing my hair is getting a bit long, I mentioned the thought of having my haircut by my younger sister’s friend, Lexi. We arranged to go over there early in the morning one day because Lexi had stuff going on and my younger sister wanted to have all this other fancy stuff done to her hair and eyebrows and stuff. My haircut was first and was done in about 30 minutes. My younger sister’s haircut was taking a while when Lexis mom came in. She started cleaning up a little bit and chatting with us. We were in the kitchen for the haircuts and after she was done we were all just talking there. Likely I would have left but me and my sister came in the same car and it was too far of a walk. Read more »

My personal cam sessions with a guy I met on Reddit [mf].

This is taking off from where I left off with W. He’s seen me, haven’t seen him. But I’m loving where they are going. The link the the first part will be in the comments.

So things between W and I have escalated. I find myself doing things for him daily. Whether it’s fingering myself in the bathroom as he watches through FaceTime. Or sending him some pictures to help him get off. It’s all really intense and I’m loving the rush he gives me.

I was messaging him a couple of nights ago. And he asked me to go to the bathroom. He asked me to lift my shirt and show him my sports bra. I had just finished working out and I obliged. He asked me to take my bottoms off and get on my knees.

W then asked me to play with my clit. I did. I rubbed and stroked myself. I moved my wetness around my clit. It felt so good to do what he asked. I had to be silent since my husband was taking a shower and could catch me in the middle of putting on a show for W. But that added an edge of excitement to it. Read more »

My First FWB experience [FM]

Halfway through my first semester of college my boyfriend and I took a break. I was pretty down about it for a few weeks, which ended up leading to some of the best sex I’ve ever had.

When I first came to campus, I (19f) added a guy, let’s call him Carson (m20), through a school social media page. We had talked a few times, but nothing serious and we both were in relationships.

Well, fast forward a while later he had found out I was single, and I guess decided to take a shot. He had hit on me once before, just by calling me pretty, but I dismissed it. Anyway, he responded to my daily “streaks” picture telling me I was gorgeous. Now, I know I’m hot by men’s standards, but I never have been able to believe it myself.

Being so vulnerable from my breakup, his comment made me smile so we continued to talk and flirt, our conversations crossing over several topics until slowly it turned into a question of sexual interests and past relationships. Read more »

24 [M] gets seduced by 36 [F] MILF work colleague

First time posting so please be kind!

Backstory

We work at this international technology company and work in the same division, I am 24M, south east Asian and in a management role and she is 36F European and an administrator /personal assistant for the GM. We see each other most days and I get her to do normal errands for me and in the past year she has always serviced me well with little things such as upgrading to higher end hotels or renting the fancier cars for my trips. Eventually I catch on that not everyone gets the same treatment and it started with a coffee break with just us two.

Coffee Break that started it all. Read more »

[F 20] Accidental Tinder facial [MF]

So I’m back following up on my last Tinder confession this time with an adventure that ended in an unexpected way.

Being a pandemic it’s not advised to go out and meet people but sometimes you get horny and just have the need.

I’ve been browsing on Tinder like I usually do when bored or horny (somehow these 2 go hand in hand) and matched with a guy that caught my eye due to a cool thing about his eyes. He had eyes that were a different color from each other. One blue and the other hazel/green.

We were messaging back and forth and it was pretty obvious we were both looking for the same thing. The big problem as always is that I live with my parents so I can never have guys over.

Luckily he lived by himself renting an apartment so we set a date for later in the afternoon and told him where to pick me up from.

After a few hours I was waiting for him in front of my place but nobody showed up. Went to check Tinder and realized he unmatched me. I was fuming. Ghosting is never fun and I was horny. Read more »