That Time I Accidentally Discovered A Glory Hole [Straight] [M/f] [Young] [Teen] [Gloryhole] [Strangers] [Schoolgirl]

It happened when I was walking back from school one day.

I was an innocent – well, mostly innocent – young, teenage girl. It was a hot, summer’s afternoon so I was just wearing a little pink tank top and these tight, denim shorts with rainbow colored thigh-highs. I usually just head straight home from school but as it was so hot, I had been drinking a lot more water than usual and suddenly found myself needing to go to the bathroom.

Out of desperation, I ended up taking a detour down a secluded alley that I’d never been near before in hope that I’d find an isolated spot to pee. I followed the dirty, bumpy path down and found that it went on longer than I expected. I was tempted to yank my shorts down there and then and hope nobody would walk past and see my exposed, hairless little slit but instead I carried on walking and finally reached the end. I appeared to have taken a stroll into the countryside as there was just grassy hills stretching as far back as the eye could see, except not too far in the distance following another wonky-looking path appeared to be a public restroom. So with my backpack slung over my shoulders and my body trembling with desperation, I quickly moved towards it, my slender legs carrying me as fast as they could go.

Mommy’s Growing Boy[F][m][expansion][inc]

I was home from college for a week long break and I had found that my mother had kept my bedroom the same as it had always been. I felt right at home again stepping into that room and immediately the familiarity and comfort sank in. I dropped off all of my bags next to my bed and took my laundry downstairs to be washed. It was so nice to be taken care of again. My mom had always enjoyed caring for me, being as I was an only child and my father had left when I was just a preteen. I had always felt a special mother and son bond between us, especially once I started to hit puberty.

[MMF] Our first HOT threesome

My girlfriend and I had often discussed getting another guy to join us. On our second date she told me that it was a fantasy of hers, and I readily told her that it was one of mine too. I had experienced some good MMF threesome times before as part of a couple and as the other guy and had really enjoyed it. As our relationship progressed, we continued to fantasize about it and even started looking for someone. Most of them didn’t work out for the usual reasons: fakes, flakes and jerks. But there was one guy that we finally found that seemed promising. His name was Dave. We exchanged several below-the-belt pics and several of her. I took some decent quality photos of her with my SLR. I sent him some really hot pics of her wearing just stockings, using her massager with her legs spread wide open. I sent him a few of the set. A short while later he sent back a photo of her photo displayed on his iPad with his big hard cock and a puddle of cum splashed all over the picture. That really turned me on.

Taking [F]iona – [M]y cougar fantasy come true (long)

(F44) + (M26)

Before I get started, three points:

1. Yes, this is real and using an obvious throw-away account. Events detailed happened over a year ago. This will be the first and only post im making (long-time lurker of this sub, first time poster!)
2. Obviously I changed names, locations and what not. I am sincerely trying to avoid giving any identifiable information here.
3. I realize this post is long, feel free to jump to the action, I marked where it starts.

This starts before I ever started my new job. Just like every other young 20-year-old, I’ve always had a serious cougar fantasy. I dated a girl that was a little bit older than me during my master’s degree, which was amazing. And not just sexually, she really helped me grow as a person and sexual adult, something I had made a point to mention and thank her for. All things end though: at the end of my education I was moving back home and our time was simply over; never any hard feelings between the two. Still, I had never really had a true cougar experience. At that point I moved home and took a place-holder type job while I readied for another run through graduate school (different degree this time). While I prepped for the entrance test, I worked at a financial firm that would not only look good on a resume but get some income in while I got myself ready.

Lucky Threesome Experience [MFM]

I recently got lucky about a month ago. Of all places, I got lucky through the Whisper app, finding a young couple wanting to try a threesome. The guy admitted to wanting to watch his GF with another guy and as I happened to be older, it crossed off another small fantasy of hers (I’m mid 20’s, they were both 19). The guy said he mostly just wanted to fuck her while she sucked me at most, to which I was cool with. I felt a little guilty being with someone young, but ultimately decided to go for it. We all talked some about everything, and I invited them over to my place later that evening.

My lady friend and her friend [MFF]

My husband and I have taken a break from sharing for now. By this, I mean that we have run out of people for him to hook me up with. It has gotten tricky to find people trustworthy enough to have some adult fun and not worry about the drama the could follow. We have our own fun and he has found himself a girl toy that keeps him busy.

I would say it ended when the brother of one of his friends kept texting me asking for a “chance” with me. Needless to say, I’m not that easy and I put him in his place.

As the months went by, I’ve been spending more of my free time with one of my girlfriends, Ana, who happens to be a lesbian. She would tell me about girls that she would date and try to get me to be adventurous with a woman at least once. I told her that I was with a female once and I actually liked it, my choice was men of course.

[M]arital Rape Fantasy

For 6 months you have denied me. Ever since you met Jane and she got you thinking sex was bad. You’ve been telling me it’s your body and you get to choose. But you’re my wife and I need to feel your. Then I walk in on you, bent over the bed reaching for your pillow, wearing nothing but a long t-shirt. I can’t take it anymore. First, I would stand there and stare at you for a minute. Taking in that ass and letting the energy build inside me. Then I would storm over to you, pick you up and pin you against the wall. Placing a gentle yet firm hold on your neck. Enough so you know not to fight against me. Then I would take off my belt, turn you around and tie your hands behind your back. Then I would shove my fingers inside you. Feeling your tight, warm pussy tense around them as you try and wiggle out of my grasp. I can feel your pussy getting wetter and wetter despite yourself. Then I’ll turn you back around, keeping you pinned, I would pick you up with my free hand and force you to wrap your legs around me so I can push myself in. If you fight me too much, then I’ll change it up and lay you on the floor, sit on your hips so you can’t move, then tie your hands to the bottom of the bed post. Then get the silk rope from around your see through robe that you like to use to tease me. When I come back, I find you still on the floor, glaring at me and cursing. But the tone of your voice tells me something different. That despite you not wanting it, your body is craving it. I’ll then come up to you and tie both of your legs together and put the slack behind your neck so your legs are stuck in the air. Now that you can’t move and your holes are dripping wet, I get down on my hands and knees and open that pussy wide. Then I’ll eat you out until you cum over and over and over again. To the point your clit is so sensitive you can’t take it any more. Then I’ll take the toys that you have hidden that you didn’t know I knew about, and being using them on you. Enjoying every moment of control over you. I’ll take my time with every single toy you have. Once you’ve climaxed so much you are exhausted, I’ll untie you and throw you on the bed and retie you to the posts. Now it’s my turn to strip and enjoy your body. But taking you by myself doesn’t seem like it’s enough. I want you to NEED dick after I’m done. So I call my best friend of 20 years to come over. I take this opportunity to give you a break. You will stay tied up but I’ll give you some water. I’ll let you know that I’m not sorry for taking you. That it’s your fault for constantly teasing me and treating me like my cock don’t matter. But now it’s time for you to learn to crave me the way I crave you. When my friend, let’s call him TJ, walks in he looks confused. When I explain the situation to him, he’s all in. He then strips down and we both get on the bed. He’s at your head and I’m between your legs. At first you won’t put him in your mouth, but then I tell him to pin you down and force it in. You like that but won’t say, do you pretend to let win and take all 7 ½ inches deep in your throat. Just as I push myself into your pussy. My 7 ½ inch dick pressing against your cervix as I go balls deep. We both then fuck you senseless. When you finally just give up, we untie you. Then I’ll lay you on top of me, you facing the ceiling, and use your cum to push my cock into your ass. You groan with pleasure and pain. Then TJ slips between your legs shoves himself inside your pussy. As we fuck you, you can feel our cocks stretch you to the limit and it makes you cum harder then ever. Then we both pull out of you, TJ flips you over onto your stomach and we switch holes. Then I pull out and get in front of you. While he fucks your tight little ass, I’ll make you suck me again. Once TJ is done fucking your ass he will pull out and then you’ll suck us both dry. Swallowing every single drop. Not letting any waste. When we are all done, TJ will get dressed and go home while you lay on the bed, shaking from pleasure and weak. You look at me with those eyes again. Pleading for me to be next to you. So I walk over, kiss you on the forehead and say, “I love you honey. Now you know how much I crave you.” Then you say to me, “I’m sorry. I’m yours. My body is yours baby.”

Touching myself to your sexy comments on GoneWildStories [F]

I love this sub so much. After writing up my experiences with Amal, the Uber driver that I fucked (read [part 1](https://www.reddit.com/r/gonewildstories/comments/9zburx/riding_my_uber_driver_mf/), [part 2](https://www.reddit.com/r/gonewildstories/comments/9zu2rp/riding_my_uber_driver_part_2_mfm/), [part 3](https://www.reddit.com/r/gonewildstories/comments/a01vhw/riding_my_uber_driver_part_3_mfm/))… I’ve been getting so many amazing responses.

And I’m not going to lie, I’ve been touching myself reading them…

A few FAQs:

* Will I post pictures? Maybe, but they won’t show my face. I’m thinking about this. It would be terrible if my family found out.
* Did this really happen? Are you really a girl? Yes and yes, although I’ve been debating writing some of my fantasies, and exploring some deep kinks through writing as well
* Did I see Amal again? Yes a few times, and we still text, but the relationship is really just physical, and we’re not dating.
* Was it my first threesome/anal/black guy/etc? I’ve done all that, and much more, before.

After posting, a few awesome redditors DMed me and left really hot comments (you know who you are). This morning I laid down in bed and started reading them, unable to stop myself from reaching down to my panties and lightly touching myself with my left hand while I scrolled on my phone with my right hand…

my first indiscretion [FM] [cheating]

This happened back in October and I’m still kind of in shock about it. Nobody else knows the details. Even my best friend, who I talk to about everything, only knows that *something* happened. Thinking about it still makes me feel guilty, but also tingly with excitement. I have to tell it somewhere, so hopefully some of you will enjoy reading about it.

I’m 37, and happily married for 8 years. I really have no complaints about the way my life is now. My husband is a great partner in almost every way (including in bed), and my career is very satisfying. But I do sometimes regret that I didn’t… stretch my horizons, if you will, more when I was younger. I was the typical Asian Good Girl, focusing on school, family, and the parent-approved other activities, even into my mid-20s. I wasn’t unhappy, and it’s not like I didn’t have any fun. But the most rebellious I ever was publicly was in going to grad school in the humanities instead of med school. And with only a couple of exceptions, my sex life only involved a few serious BFs over the years. And since I met my now-husband, there hadn’t been anyone else. And I didn’t really want there to be, for real, but a girl can still fantasize.

[F] I’ve got a crush on someone

I wasn’t expecting to meet someone that hot in the job interview. He was tall, handsome with fit body. He was wearing a tight black shirt that embraced everything. I remember myself could not focus on what was going on because of his hotness.

Well, I was supposed to be in his team but for some reasons, the guy from another department recruited me. But it was ok because we got the chances to tease and flirt around without awkwardness. He knew that I was into him so he has been doing all the flirting. Honestly, I’ve always been a shy girl. Parts of it because I am pretty self conscious. Though inside, I’m dying to be his slutty girlfriend.

So now he is the one who is on my mind every time I touch myself. My legs clenche whenever we sit across the room and I can not do anything about it. I have to wait until I find myself alone and in private. I like wearing skirt because I would lift it up and easily feel my pussy throbbing and soaking wet from the thought of him fucking me. Sometimes, I go to work with still dripping pussy in that skirt. I would be near him and he doesn’t know that I had been screaming his name minutes ago. My fantasy is to have his fingers inside me at that moment so he would know that I need to be punished because I can’t control myself around him.