[MF] First time Glory Hole Fun

This happened while I was in college with a woman, I’d been dating for close to two years at the time. This is the same woman from [THIS](https://www.reddit.com/r/gonewildstories/comments/lhrh6h/mff_missed_it_by_that_much/?utm_source=share&utm_medium=web2x&context=3) story but happened before it.

We, the followers of this subreddit, have all heard the tales of Glory Holes since they came into existence. This isn’t a dear penthouse memory but a memory brought on by a conversation with a fellow redditor.

Like most kids in college, we had a rather active sex life. We’d also gone to the toy store a few times together and picked out a few items to play with. It was always a fun trip and during that time we’d gotten to know some of the people that worked there.

During one of our trips E asked me about the signs for the video rooms. If I’d ever been in them and what they were like. I’d peaked in them before but never spent any money to get off in them before. They were not cheap, and I couldn’t convince myself they were clean enough to do it.

That all said, I told her about the other part of those rooms. That some of them contain a glory hole. Not all of them but one or two or at least that is what I had been told.

Over the next week she brought it up a few times. We had enjoyed playing publicly regularly, most of which had been rather spontaneous in nature. This, however, was different.

I wasn’t the one bringing it up, or even trying to play it out in our apartment. She’d have me stick my cock out of the shower to suck and stroke. It was a fun game for her and it got her really turned on.

It wasn’t until she told me she talked to one of the workers, they had a class together, and confirmed which booths had a glory hole between them that I realize how serious she was. I knew she’d been having fun roleplaying but this wasn’t exactly like her. I was the one that made the fantasy reality, she struggles to cross that line on her own.

About two weeks after our last trip she told me she wanted to go shopping again. There was something she saw last time she’d like to get my opinion on. I wasn’t really expecting what was to come, no pun intended.

I got back to our place after class and she looked great. I hadn’t seen her since I’d left that morning. She was wearing a lovely low cut sundress that stopped mid-thigh. Her full C-cups looked fabulous, and the lack of a bra did not go unnoticed.

Typically, when we went out and about we took her SUV. It was much nicer than my truck, the lone issue it had a center console. My truck had a bench seat, but was a standard. Sometimes you just have to pick your poison.

E: Let’s take your truck.

Who was I to argue? Taking my truck usually meant road head. Granted the store wasn’t that far from our place.

We ended up making a few stops before getting to the toy store. First was to grab a bite to eat, then the local coffee shop to relax with some friends and once the sun had set the drive to the toy store. From memory, I find that last part funny. We spent more time at the toy store with the sun up than we did with it sundown.

At this point I was a little confused as to why we took my truck. Her clothes stayed in place/on and my cock never left my pants. Either way, she wanted to show me something fun she wanted to play with, so why in the world would I complain.

I followed her in, enjoying the view as always. We said our hellos to the staff and started to wander the aisles. She showed me to a number of BDSM toys and asked my opinions. She’d wanted to start playing more with D/s roles. Considering what our dynamic was already, we were just adding in flogging to the equation, she was already my dutiful sub.

She said she wanted to go look at some outfits and would be right back.

E: Hey, follow me.

M: Find something fun?

E: Yeah, but not an outfit.

She led me to booth 3.

E: Jason said they’re empty. So, can we?

M: You sure you want to do this?

E: I’m soaked. Get in there and put your cock through the wall.

M: Yes Ma’am!

We entered our booths and locked the doors behind us. It was cramped, smelled out and had a crappy chair lined up with a tv behind what appeared to be plexiglass. On the wall to my right was a hole. It only took a moment before I saw her fingers poke through.

The pro to being a young 20 something, I was hard before my zipper was down. I made my way over to the wall and adjusted as best I could to make the experience comfortable.

Pre-cum had already started to ooze before my tip had passed through the wall. Within moments I could feel her lips on my tip. Her lips and mouth always felt good, but the added excitement of the booth took it to another level.

She slowly began working my tip at first. Soft kisses and teasing with her tongue. Her fingers lightly gliding along my shaft. She tried teasing my balls but the height of the opening made that awkward.

She slowly began taking me into her mouth. Inch by inch, it was painfully slow. I wanted nothing more than to grab her hair and force myself into her throat in that moment. Every fiber of my being wanted to use her mouth as my hormones raged.

This was also the first time our roles had been reversed. She had full control for the first time. This didn’t bother me, but it did make it harder to be patient.

Her pace finally started to pick up. Again, the wall created issues. She couldn’t throat me without smashing her nose against the wall, but she could get me pretty deep.

Once she’d adjusted, her paced quickened and she shortened her stroke. She began bottoming our using her hand as a stopper working only half of my shaft. While not her usual technique it was a nice impromptu adjustment.

I couldn’t tell you how much time had passed but her pace slowed. I knew her jaw must have been getting sore. She had never gotten me off orally without me throat fucking her before.

E: Do you think you can cum?

M: No, but you’re doing amazing. I liked your adjustment.

E: Thanks. I’m coming over unlock your room.

M: Wait, the rules say one per room.

E: Jason said it would be fine, we just need to keep it down.

M: Oh.

With that her hand left my cock and I shuffled to the door. E knocked shortly after and I let her in.

E: No one but whoever is watching the cameras say me.

M: Did you at least give them a thank you flash?

E: Yes, Jason got to see my tits.

I snickered at that and her smirk as we adjusted back into the booth.

M: Take off your dress and drape in on the back of the chair. I’m going to fuck you bent over it.

E: Based on my booth I figured that’s what you’d want.

She pulled her dress over her head and draped it on the back of the chair. She stood there in all her naked 20 something glory. Her large breasts and their erect nipples standing out. Her well kept bush showing signs of matting from play.

M: Bend over and try to keep quiet.

She did as she was told parting her ankles nice and wide for me. The nice thing about E was she was 5’10”. Sex standing up was easy with her anywhere we wanted to have it. We didn’t need any special positions or contortionism to make it work.

I did feel the need to return the favor though. So I squatted down behind E and parted her cheeks. Her sex was glistening with her wetness. She had definitely been playing with herself while she sucked my cock.

I lightly teased her asshole with the tip of my tongue. She started and lightly yelped. E wasn’t big into ass play at all but she did enjoy the occasional rim job. Apparently, this was one of those times.

Once her initial goose flesh began to settle I lightly tongued her ass. Her moans quiet at first. After a moment or two I noticed her hand slip back and begin to run her clit.

Her moans stayed a low rumble as I continued to tongue and tease her ass. Her fingers staying with my pace. As I felt her begin to build I stopped and grabbed her hand. She whimpered in protest.

With that I stood up and put my cock in the hand I’d held captive. E guided me to her soaking wet hole. I slid my tip and shaft along her. She moaned louder as I teased her slit.

Once I was sufficiently coated in her wetness I pressed my tip into her warm wet hole. I slid into her with ease. I one slow movement I bottomed out inside of her. We both moans, hers louder than before.

I didn’t know how much time we had but we were going to enjoy this as “quietly” as possible. I started faster than usual. E was already in edge and I knew I wouldn’t be long either. I began with deep hard thrusts. E struggled to contain her moans. The sounds of our fucking becoming louder as our bodies came together.

Over and over again I filled her and withdrew myself. Her body shaking with each thrust. My hands firmly on her hips. I moved my hands to her shoulders and pulled her torso up from the back of the chair.

This seemed to put her over as her back arched I could feel her tighten around my shaft. She struggle to hold her moan now lost in orgasm. She was never a screamer but she wasn’t quiet either.

Her moans taking me to my climax. I buried my cock deep into her. Filling her with everything I had. I fought my legs trying to give out on me. Had I not had my hands tight on her shoulders I might have fallen out of her.

As we both settled down, I let go of her shoulders. She rested back down on the top of the chair breathing heavily. I withdrew and backed up to give her a little space to recover.

It only took her a minute or two before she turned and squatted in front of me as I leaned back against the door. She cleaned my cock like a professional with her mouth. Luckily my sensitivity was waning as she started.

She slipped her dress back on and gave me a deep kiss.

E: That was fun, let’s go buy some toys!

We picked up a riding crop, a cat of nine-tails and some ropes that night. E found out later, that Jason had entered the room she had originally been in and masturbated while watching us fuck from the glory hole.

E and I did that a few more times before the store closed.

As always, thanks for reading. I appreciate it.

Source: reddit.com/r/gonewildstories/comments/o1eph1/mf_first_time_glory_hole_fun