From swapping to cucking [MFF]

I definitely did not see my being into cucking coming. Even less did I expect to enjoy it so much. Infrequently my SO, Olivia, and I did partner swapping with our college friends, Ava and Cal.

Cal is athletic and has a pretty thick accent, which made him depending on the person you asked hotter or scary. Olivia is a petite redhead with B-Cups. Ava is blonde, wears glasses and has what amounts to C-Cups.

We only do infrequent swaps, when Cal and Ava come to visit for some reason or another. When the both of them were in town on the occasion in question it was rather short-notice and unexpected and I was caught in a work function I couldn’t drop out of.

Until now whenever we had play time, we preferred to keep the swapping to separate rooms whenever it happened, as we agreed knowing and seeing would be different things.

We had agreed that Olivia could play with Cal and Ava, while I was caught at work. When their call came they would be in town on short notice. I didn’t really mind. At first somehow I did not however think of the possibility of them having a threesome. This changed however during the day, as the possibility came to my mind and I wanted to join or at least see for the first time in my life, how Olivia got it on with Cal and Ava.

Stephanie the security guard

Stephanie was not living her best life. She hadn’t had an easy one, true. But she thought things should at least be less hectic and stressful. She grew up in what might be considered a rougher part of the valley, and had made some bad choices in the past, but she was content with the life she was living now. Mostly, at least. Stephanie was a petite blonde with blue eyes and hair that fell to below her shoulder blades. She wasn’t as fit as she had been in her military days, but she was still slender with a nice bosom. Her only hang up was her stomach. 3 children had taken their toll, and she had what she considered to be a horribly stretched stomach which she constantly covered with a camisole, even when naked with her husband. She pulled the straps down so he could get at her breasts, but she never let him see her fully naked. The truth was, no one else would have batted at eye at her stomach, but she surely was her own worst critic.
She had a happy home life. She had three wonderful children, two boys and a girl. Her kids were happy and well behaved, and did well in school. Of course, kids fight and have a time getting along sometimes, but whose kids don’t? She had a wonderful husband who adored her and who she truly loved. They had their disagreements, but that was nothing unusual as she saw it. True, she had some issues with his choices in sexual matters, but that’s normal. Couples disagree and all. But she really didn’t appreciate his desire to, well, cover her face with his cum. She felt it degrading, so that’s where she drew the line. Outside of that and perhaps his tendency to watch too much porn, they had a happy and fulfilling sex life. Sure, she had people who she interacted with in regular life she found attractive and maybe even wondered what it would be like to be with them, but that was human too. She was usually able to put that behind her and focus on her marriage and family.
Her greatest hangup with her husband was his desire to gamble. It wasn’t often, and it wasn’t expensive, but it was bothersome. He would leave her home alone with the kids overnight so he could go do his thing. They’d argued about it, but they had decided that as long as he kept it under a certain amount, it wasn’t too big of a problem. So she stewed and hemmed and hawed about it, but she just let it go. When he’d go out of town, she’d have friends over and drink and have a good time to take her mind off of things.
Her job as a security guard was a natural fit due to her military background. She was petite, but she was tough. Tougher than most men she had served with, to be honest. She could hold her own against men and women much larger than her, and rarely had to actually use physicality in her work. Usually her most challenging situations at work revolves around her having to handle the many homeless people who populated the downtown area. Usually they were quick to get away from people who looked anything like law enforcement, but she had had to deploy non lethal methods such as pepper spray from time to time. One of her coworkers had been ambushed by someone once and been hurt pretty badly, which shook her for a time, as it did all of her colleagues, but she eventually got over it.
She checked ID’s and patrolled the parking lots of a large building that housed several businesses, and so encountered a lot of people in her daily activities. Here is where those attractive people mentioned before came in. For most, a friendly greeting and a smile was sufficient, but there were a handful of people she would talk and joke with, who she would consider friends. These included a mix of men and women of all ages and backgrounds. Some had, of course, tried to flirt with her, jokingly or not. She knew very well how to shut these down very firmly and usually without hurt feelings. There had only been a couple of times where she had to actually get management involved to stop particularly friendly people from talking to her.
There was one exception, however. Bryan was a tall blonde haired man who was in decent shape for being in his early 40’s. You could see what looked like a powerful muscular frame under his clothes. He had broad shoulders and obviously thick arms which he would jokingly flex when he walked by. Bryan was married with kids as well, so she had been able to keep things at bay, despite finding him attractive and having good rapport with him. He had found her on Facebook and they’d shared private messages that were flirty, but not too much so. To her shame, she had flirted more than her husband would be pleased with. You’re not supposed to write anything you wouldn’t want your spouse to read, right? Well, she had broken that rule a time or two with Bryan, but they had always been able to bring it back to playful banter before it got to be too much.
Things went on like this for some time, she seeing him as he came in to and left work, and occasionally as he went to his car to go about random tasks. Once or twice they’d shared a few minutes of what you’d call private conversations in relative seclusion in the parking garage, with some playful and flirty banter that would be mentioned jokingly in a Facebook message here and there. She knew when he was and wasn’t at work because he was consistent in his parking and she knew his car. Well, in time, the banter became less and less, and the flirting seemed to slow down. The Facebook messages stopped coming, and Bryan seemed more subdued. He always had a smile and a quip for her, but his face would go back to a flat unsmiling stare after he would walk away. She thought about asking him if everything was ok, but figured it wasn’t her place. Still, she did miss her friend and the banter they always enjoyed. But, life goes on.
One evening, after most of the employees had left, Stephanie was making a final round of the parking garage before clocking out for the night. It was mostly deserted, and there wasn’t a soul to be seen walking to or from a car. She always checked the higher levels, even though no one usually parked there, as it was part of her route, even though no one really wanted to park that far away from the stairs and elevators. To her surprise, she saw Bryan’s car. She was a bit taken aback, but curious why he was there. He was allowed to park in the garage, obviously, because he worked in the building, but she found it curious that he was there, so far outside of where he usually parked. She could see he was in the car, and thought maybe this would be a good chance to check on him and see how things were going with him, since he had seemed so melancholy and sad lately. More than once, she had walked up on him when he was in his car and tapped on his window and they had gone through the whole “do you know why I pulled you over” routine, which had led to many of their conversations, so she felt safe and comfortable doing so now. As she approached, she noticed he has his phone in front of him. No big deal, people watch videos in their cars all the time. Sure, he was here later than usual and not in his usual spot, but that wasn’t suspicious. However, as she got closer, the picture of what was happening became clearer. She saw on his tiny screen a video of a petite blonde woman stripping down for a man laying down on a bed. Stephanie immediately flushed and was about to walk away, but her curiosity was piqued. From what she could see, that woman looked a lot like.. her. She stood rooted to the spot, but Bryan was obviously too distracted to notice she was standing there. She watched at the petite blonde, now fully naked, got on her knees and grabbed the man’s cock and slowly stroked it and smiled. The woman then licked the head and slowly took it into her mouth and began bobbing up and down. Embarrassed, Stephanie realized that her panties were now slightly wet from the sight and thought of Bryan watching someone who looked like her giving a blowjob. She was about to turn away in embarrassment when she suddenly spied movement from his other hand. Her eyes widened as he unzipped his pants and started fumbling with the front of his boxers. “Oh, it is time to go” she thought to herself, and wanted to turn to walk very quickly away, but.. she had to see. She had to see, while she had the chance, what this handsome man she had flirted shamelessly with had going on between his legs. She felt hot. She felt ashamed. Her panties were moist, but she had to know. Bryan opened the flap of his boxers and pulled out his large, thick penis. Stephanie was no stranger to dicks. She had lost her virginity at 14, and she had had several lovers. She had seen a lot of different sizes and thicknesses, including her husband’s own long and normally thick penis, and it kept her satisfied for years. She hadn’t given another thought to any of her past lovers after she had been with her husband for the first time. He was sweet and skillful, and he seemed to fill her up just right, like their parts had been made for each other. But here and now, Bryan’s thick meaty cock looked quite simply amazing. He began stroking it, moving his hand up and down, and by now her panties were positively soaked. She suddenly found her legs unroofed from the spot and turned away and left as quickly as she could without making a lot of noise or motion, so as not to alert him that she had been there. She hurried back to the guard station, finished her last duties, pinched out, and left. Thankfully, no one else was there to see how red her face was or how awkwardly she raked due to the wetness between her legs. She caught the bus as she regularly did and tried to distract herself with games and social media on her phone as she usually did, but she wouldn’t get Bryan out of her head. He had always been attractive to her, but with that thick and meaty cock, she was beginning to have some very embarrassing thoughts about her “friend.” She unconsciously opened messenger and looked at the last messages they had exchanged a few weeks ago. She so badly wanted to just say hello and see how he was doing, but she did not trust herself. She sat staring at nothing the rest of the ride until she was somehow home without realizing how she got there. When she had her husband alone after the kids were in bed, she showed him a ferocity and lust they hadn’t had together since before their children were born. Afterward, they both lay there exhausted and sweaty, wrapped in each other’s arms. All he could say was “wow. Where did that come from?” She forces a smile on to her face and said “I’d just been thinking about you all day long” and kissed him.

The Student Teacher [MF] Part 2

[Part 1](https://www.reddit.com/r/gonewildstories/comments/b36hko/the_student_teacher_mf_repost_long/)

We laid there and talked about what had just happened. Taylor knew that I wasn’t into any type of relationship so she asked if this was a one night thing. I told her that if she wants, we can keep it going throughout the summer before she started her job (which was about a 3 hour drive away). I told her I’d like to keep it a secret and she agreed and said it’d be hotter that way anyway. We agreed to take turns picking a theme or main thing we’d want to do to each other. She again mentioned the hot stories her sister had told her.

As I explained a little bit in Part I, Taylor and her older sister, Tori, are very close. Tori and her husband, Brett, were married the summer before I met Taylor (summer of 2017). Tori had been giving play by play updates to Taylor about the newly married couple’s blossoming sex life and how they were getting much more adventurous in the bedroom.

[F]irst ti[M]e being chained and used.

[First post, featuring Heidi](https://www.reddit.com/r/gonewildstories/comments/8rjazt/mf_how_a_good_friend_turned_into_a_fuckbuddy_long/), [Second post (Heidi & Vicky)](https://www.reddit.com/r/gonewildstories/comments/aae7yv/my_time_with_to_friends_long/)

Disclaimer: The story might not be hot, but I still think of it every now and then.

So, there I was. Angry at Heidi for being such a selfish bitch, while feeling the days work creep up on me. I had stopped the car beside the road and contemplated my choices: I could drive home and go to bed or I would visit Vicky. Naturally, I decides to visit her, wrote her a short message and off I was.

I think about having children a lot more than I used to…[MF]

I found Erin on AFF. We were both in our early twenties. Before I decided to message her I perused her profile. Her pictures were cute, cute enough to  make you wonder if there’s a real person behind that account. Her blog of experiences in the lifestyle caught my eye. Topics range from ‘what’s it like to be the only unicorn in existence’ and ‘for real single men, get your shit together’.

We started chatting and eventually graduated to texting and then a voice call. I wish I still had the pictures she sent me from our initial chat. In them, she was wearing a black corset and the most adorable velvet choker. She had a little thing for soft BDSM; something I hadn’t explored in the slightest, at the time.

That night we talked on the phone got to know each other a bit. I asked her what she wanted and what she was doing on AFF. Her response aligned with my lifestyle. She pretty much reiterated my response to the same question when she asked over instant messenger: no strings. Purely sexual relationship if we click and like playing together. I don’t think I consciously caught it at the time but in hindsight I have always believed that she wasn’t completely honest with herself or me. – more on that later…

How I Actually Lost My Virginity [FM]

The day after [my encounter with Joe](https://www.reddit.com/r/eroticliterature/comments/b3t5ua/how_i_almost_lost_my_virginity_fm_repost_blowjob/) was among the most nerve wracking days of school I’d ever had. Not finals, not pop quizzes, just a simple day of practicing to march in for graduation. Simple, right? The problem was, even though Joe was there, he wouldn’t look at me. When I met up with my usual group of friends that morning, he just mumbled a hello and focused on his breakfast. When the bell rang, he was the first to shoot off to wherever he had to be. When all the graduating seniors met up for marching practice, he just took his place in line and kept quiet, instead of joining the rest of us off to the side, joking about how stupid it was to build two days into the schedule to learn how to walk properly. I really, truly thought I had messed up our friendship forever. To my eighteen year old mind, it was the end of the world.

[MF] Came inside the cutest girl I’ve ever gone out with on the first date part 3 – filled her with cum in the backseat of a rental car

You can find the first two parts here.

This happened this past weekend. I rented a car to go on a hike with some friends, and Elizabeth told me she would be off work late at 11. I offered to pick her up for some ice cream and she was all for it.

I show up and despite it being almost midnight, she still looked really cute in her hoodie and jeans without any makeup. As soon as she gets in the car, she starts kissing me enthusiastically. At this point I’ve gotten pretty good at making her flustered by pulling away, so I do just that. She gives me her normal little pout and we go get ice cream nearby, making sure I tease her with tiny make out sessions in between.

We pull into her work’s relatively empty parking lot and instantly can’t keep our hands off each other. I start massaging her thighs and inch my hand closer to her pussy. She’s more comfortable with me and aggressive this time, and surprises me by instantly undoing my belt and massaging my cock under my pants. I can’t help but moan, which just makes her stroke me faster.

How I Almost Lost My Virginity [FM] (Repost) (Blowjob)

I was a good girl all the way up through high school. Straight A’s, I never got into trouble, I always did as I was told, but, unknown to my parents, I’d gotten pretty heavily into watching porn. Watching the women sucking and fucking on the screen in my bedroom was the height of sexiness to me, and I, a virgin, knew beyond the shadow of a doubt that I 100% needed to get fucked.

Unfortunately, I hung out with a bunch of hopeless virgins like me, and I knew that the only way they managed to talk to me at all was to not view me as a sexual figure at all. Baggy clothes and no makeup only helped/hurt, I know, but I liked their company. Had I just whipped my tits out and announced my pussy open for business, I knew they would all run for the hills, so I did what I had to do to keep the friends I wanted. Graduation was only days away, though, and while I could have just walked into school with a tight top on and batted my eyes at some jock, I wanted something a little more personal.

Up Against The Wall [MF]

“So long, first apartment. I’ll miss you,” said Tyler Avery in a distant, but resigned tone.

“Technically, it’s a dorm room, Ty,” said Lindsey Bailey, his bemused girlfriend of the past two years.

“Call it whatever you want. It’ll always have a special place in my heart.”

“Despite the moldy showers and lousy heating?”

“Especially because of the moldy showers and lousy heating.”

It might have been a strange sentiment to have, holding an undersized and unremarkable apartment in such high regard. Tyler certainly didn’t blame his girlfriend for being eager to move out the day after they graduated college. However, he couldn’t help but have some personal attachment to his first ever home away from home.

“This is where I finally grew into who I wanted to be,” Tyler said to himself. “I got to reinvent myself within these walls. I became someone I could never have been anywhere else.”

My first blowjob

A hot past confession.

When I was a very young girl I had a gay friend. I met him in high school. I was young and totally virgin. But with a huge desire to suck dick. After thinking about it for a few months I asked him to let me suck his cock.

At first he flatly refused. I begged him for days. After a few days he barely accepted. We agreed on the day. We went to my house (I only lived with my mother and always worked in the afternoons).

He was very nervous. We went to my room. We laughed nervously and he turned on the TV and tried to distract me (we had limited time since my mother always arrived at 5pm and we left school at 2pm) I tried to hug him, kiss him and touch his cock. He retired nervously laughing. I got on my knees “kidding” in front of him, he was sitting. I opened my mouth and told him to put his cock in my mouth.