Category: gonewildstories

Anal Only, Year 3 [MF]

An update on our anal adventure, year 3!

Year 1:

[https://www.reddit.com/r/gonewildstories/comments/hwus9x/wifes_transition_to_anal_only_mf/](https://www.reddit.com/r/gonewildstories/comments/hwus9x/wifes_transition_to_anal_only_mf/)

Year 2:

[https://www.reddit.com/r/gonewildstories/comments/pq4yri/anal_only_2nd_analversary_mf/](https://www.reddit.com/r/gonewildstories/comments/pq4yri/anal_only_2nd_analversary_mf/)

Now for year 3! I’ve decided to make this a series of short stories about our transition to anal only adventures, this stuff all happened in year 3.

We already have at least a dozen buttplugs, all styles of gems glass and silicone, at this point we rarely use them for anything more than distance foreplay so we decide to shop for something new. We looked for a treat for my birthday and settled on an anal hook and add on a choker. Once in hand that night she bends over doggy and I insert the hook, she conspicuously has her hair in a pony tail tail which she usually does not. I tie the hook and link through her choker and then tie it on her ponytail. I grind my cock on her ass cheeks and gently pull on the rope from behind her. I am gentle as we are both new to this, as I pull it simultaneously pulls the hook in her ass, tightens the choker and pulls her head back. We continue like this for several minutes and build up our sexual energy to a fierce peak, I pull the rope back and remove the hook and shove my rod in her ass. The sensation of of me pulling and removing the hook while inserting myself in her puts her over the edge, she moans and convulses, I don’t pause though and rail away until we both hit climax again and she is a sloppy trembling mess. This is one of the first times I start to realize she likes her hair pulled and has been giving me signals all along. To date, we pull her hair regularly, and if she has it in a ponytail, generally game is on for me to pound that ass. Read more »

Unexpected fun with [M]y G[F] and a [F]ellow redditor online

My girlfriend and I have been in an exploring mood lately and things heated up last night.

Part of our exploration included me starting to chat with people to have some online fun. A bit over a week ago, a sexy redditor DMed me after my post and we started chatting. Pretty clean at first, just getting to know each other, testing chemistry a bit. The the questions and discussions became a little more raunchy Read more »

The first time I 19F then) accepted money for sexual favors while working as a waitress [FM]

Those of you who also have experience waitressing will know how often you get asked out and sometimes even propositioned. I probably seemed available to this as well as I always flirted and made sure I had at least some cleavage popping so I would earn some extra tips. I worked off and on as a waitress during college to earn some extra cash and well… Sometimes I mixed business with pleasure :) I did this three times, here’s the story of my first experience:

I was 19, just gotten out of a break up and was working a lot of shifts to be able to pay to go on holiday with my friends. I was waitressing that night and it was just me and the bartender working. Most of the people had already cleared out and the night really was slowing down. The bartender had two of his mates sitting at the bar so he was mostly just chatting around as well. Read more »

[M]32 I was seduced by my freshman year RA

When I was a freshman in college, I happened upon one of the luckiest experiences of my life. After classes one day, I bumped into the RA of my building. She was a senior, which seemed so much older to me at the time. She was confident and sexy. We chatted and made small talk – it was early in the year and that was her job of course (to get to know all the new students). I figured she was just being nice when she asked for my number, you know, as another way to stay connected with the freshmen in her building.

The next night, she texts me about something we had been making small talk over the day before – maybe something about music, I don’t quite remember. We continued chatting, and it all seemed fairly platonic at this point still. She then mentioned I should feel free to come by her room any time to chat about how college life was treating me. She was here to help me, etc. I asked her how often she did that with other students, and she said all the time. She offered for me to even come over right then, around 7 or 8 at night. I said sure, still clueless as to what was about to happen. I was just excited that an older student had taken interest in me. Read more »

[MF] Wife going on vacation for a week without me, I need some help thinking of “tasks” for her while she’s away

This isn’t a story yet, but I’m reaching out to the community to help me build a game. If it works out, I will definitely write about it, and hopefully have some new pictures to share, as well.

So, my wife has beared the brunt of the child-rearing stresses the last 10 years, so she and her brother are heading to an all-inclusive in December. She loves the sun, and I’m guessing will shut her brain off and chill.

This will leave me with all our kids for essentially 8 days at a time of the year where it’s tough to go outside, and school will be out for half of it.

So, I have an idea to help her reward me.

I want to create a list of things for her to do to earn points. When she returns we will tally the points – the more points she earns, the less crazy my reward will be. The points earned will vary depending on the task.

I have 10 or so tasks in mind, but hoping to add another 10-20, so I turn to the hive for ideas. Read more »

I got dumped by my bf of 5 years and I’ve been rediscovering my slutty side. Starting with going on dates without panties and having unprotected sex [FM]

Well the title pretty much says it all. I was with a guy I thought I loved and I toned down a LOT of my sexual needs with him. I used to have a roster of girls and guys I would hook up with, sometimes having sex with 3+ people a day, regularly have threesomes, give sloppy BJs in the bathroom while lecture was going on, go to frat parties and see how many guys I could fuck in a night, fuck older married men, etc but when my boyfriend wanted to be exclusive I put that all aside. At first it was OK because he would be down to have sex all the time and try new things, plus he had a really muscular body and would throw me around. But he got boring near the end and didn’t care about fitness or anything except drinking and video games. We were LDR too and he would only “make love” when we met up, not even dirty talk or moan. I had all sorts of crazy sex toys he could use but he would never bother to even have skype or phone sex. Even when I BEGGED to be his personal cam girl. Finally he dumped me and I got so mad. Looking back, he probably already had someone else for him to not want me at all. All my prime slutty years wasted! Read more »

I waited for a threesome naked in the dorm hallway [FM]

This happened a couple weeks ago, but I haven’t gotten around to writing about it until now.

I’ve been embracing more of my slut side since starting college, and that includes having my first 2-guy threesomes. I have a few guys now who I fuck casually, and one of them told me that he and his roommate was interested in having a threesome. I hadn’t met the roommate before, so I knew I had to make a good first impression. And that of course meant showing up to their room wearing naughty revealing dress. And nothing else. I walked there with my friend who wasn’t participating in the threesome, and I also had a bathrobe which I wore while walking there bc I’m not quite at the point where I can walk around campus at night naked. But as soon as I knocked on the door, I took off the bathrobe and handed it to my friend. She headed back and I was left in the hallway like that for about 15 seconds. The thrill that anyone in the hall could open their door and see me like that got me a bit turned on. But eventually the door opened and I saw their shocked faces when they saw me. I think they were speechless for a few seconds before they let me in😂 Read more »

My first visit to a massage parlor [MF]

Obligatory first time poster, long time reader jazz.

I’m in my early 30’s, divorced. and just got out of a long relationship that came to an unexpected ending. so I was feeling a little sorry for myself, and have been finding more and more excuses to go and get massages. I have been hitting the gym 4-5 days a week for the last 4 years, so naturally. Muscles tend to get a little stiff and sore, plus in my line of work, there is a lot of twisting a bending.

A couple of weeks ago, before I went off to work. I decided to treat myself to a massage. I wanted a place a little out of the way, but close enough to my hotel that afterwards it wasn’t a crazy far drive.

So I went on Kijiji and decided to see what was out there. Like any guy in his early 30’s, you always get that thought in your head wondering if you have come across a rub and tug, and this trip was no different. Read more »

[MF] Callgirl found my submissive side that i did not know i had (m28)

I have met a very sexy russian callgirl at my house, our first meeting went pretty normal(with great sex and oral and she was very sexy and passionate, which is why i wanted to meet her again), except she was the one to lead the encounter.

On our second meeting she started by teasing me and toying with my nipples, my whole body shook as she really got into it.

She then proceeded to give me oral sex, but slowly went towards my balls and then my taint, after a few minutes she asked with her beautifull accent “you want me to lick your ass?”, I was suprised but i always wanted to try that so i said “ok”.

I barely manged to say “ok” and she already started, right from the start i was suprised at how sensitive i was there, my whole body shook and i couldnt stop moaning, she told me i have a very clean ass and asked if i cleaned it for her(she said it like she was suspicious of me), i told her i just always clean it well(which is the truth, really did not plan for this to happen). Read more »

[FM] First cuckold gangbang in college.

It’s been a year since we decided to have open fun and I love watching my gf fucking other hung guys. It started about a year ago, we were 19 then. She loved having sex and often on dares with my permission, I let her blow other guys go fulfill her fantasies.

However, I knew she wanted more and wanted to give it to her. Sometimes while fucking, her desire for extra would mean using dildos too. So one day, I proposed an idea to make her dreams come true-a gangbang. She couldn’t contain her happiness and we started planning it.

Soon enough, we had set the date and invited the guys over at a fixed time to our room. Soon enough, the guys came over and we were drinking as my gf got ready. Then as my gf came out, I pulled the video recorder and couldn’t help but notice the sexy,slutty mini skirt she wore.

She had huge tits but her push up bra made it sexier. I watched as the guys surrounded her, kissed and she got busy. Soon enough, she was moaning as she was getting the fuck of her life. Read more »