Back when i was a senior in high school I was pretty much known as the go to girl for hooking up, I didn’t have a boyfriend and would sleep with any guy for the most part. I was passed around at parties, giving head in cars and pulling trains whenever the opportunity presented itself. I used condoms a lot back then cause I didn’t want to get pregnant or catch an STD that my parents could find out about. One thing I never got into though was anal, just the idea of having something stuck up there seemed like a painful experience and even though i had lots of guys try it, I never got it all the way in so technically I was an anal virgin which didn’t really bother me.
When I turned 18 I went to my first sex shop, I was alone and it was one of those places that had toys, movies and viewing booths in the back. I remember walking in and right away the guy at the front asked to see my ID cause I looked so young, I handed him my license and he said “wow happy birthday” I laughed a little and said thanks then wandered around the store. it was pretty empty as far as i could tell it was just me and the guy at the front so there was no real pressure. I went to the toy section and there were a lot of things to choose from, big dildos, vibrators, little bullets, pocket rockets and anal toys. I stopped at one toy in particular cause it was shiny and caught my eye, it was a simple chrome vibrator but it was small enough to fit in my ass which was basically what the package advertised it was for.
I took it up t the counter and bought it, the guy said he has a battery I can use in it if i wanted to try it out really quick in the back booth. I said I wasn’t sure about that and had never been in one before... He looked over and said no one was back there so I shouldn’t be worried, then recommended one of the booth’s (they had numbers on them but i can’t for the life of me remember what it was) and said “no pressure” with a smile. I said why not to myself and headed back, when i walked in and closed the door I did see the holes in the walls on either side of me but at the time I had no clue what a glory hole was and just thought the place needed to be fixed up. So i put some quarters into the machine and porn starts playing. I pull off my jeans and sit in the crappy lawn chair they have in the booth and turn on my new vibrator. I start out using it on my clit and pussy and it felt soooooooooooooooooooooo good! I had never used one before and was losing my mind at the vibrations it was putting out that i was having a massive orgasm in no time! It felt so good that I was struggling to catch my breath and had to stop to catch it. After i did i added a few more quarters to the machine and the movies started up again.
Anal vibe back on I started rubbing it on my asshole, it felt really good there too and i faintly heard the door next to me open and then close. Before i knew it i could see someone in the other booth through the hole watching me, it was clear he was masturbating and liking what he saw. Then he spoke and said something like “why don’t you put it in you ass baby” and i recognized the voice of the guy at the counter! He didn’t say anything after that but i could hear him stroking himself like crazy so i tried my best to get it in my ass for the first time ever! I managed to get it in but it was taking longer than i expected and i just said “I cant get it in all the way!” and just held it in place while taking deep breaths and trying to relax. Right after that I see movement in the booth and all of the sudden a dick comes through, i screamed out of sheer surprise and the vibrator popped out of my ass and onto the floor while he pulled back onto his side of the wall. When i went to pick it up the guy said “the floors here are dirty i wouldn’t stick that thing inside you, here why don’t you use mine?”
I reached out and touched his penis a little and then asked if he had a condom, i heard a “oh one minute” then the door opened and closed followed by a pause then another open and close. When he slid it through again it had a condom on and what looked like a lot of lube so I bent over in front of it and did my best to position it right then slowly tried to slide it into my ass, not gonna lie the lube helped a lot but there was still a lot of pressure and tightness so I was literally going a few cm’s at a time. It took probably 5 minutes until i felt my butt touch the wall and I realized I was all the way back. After that I did a little in and out but not too much movement cause I honestly thought if it came out it wasn’t going back in.
It didn’t take long for my unwillingness to move to get noticed by the guy on the other side and he apparently decided it was time for him to get moving so he started going at it, not fast im sure but fast enough that for someone who never did anal before felt like a jackhammer! I tried moving a little at the wrong time and of course he slipped out, I got back into position and tried to guide him back in but my ass had closed up and i could tell it wasn’t going to happen again so i sat down and said I was sorry that i can’t keep going but thanked him for what he did. His dick slid back to his side and I noticed to my embarrassment that there was poop on the condom! I didn’t say anything and heard him pull it off and go back to masturbating this time at a furious pace. It didn’t take more than a few minutes and I could see him cumming on the plastic chair in his booth then pull his pants back up and walk out without cleaning up. It made me wonder just what I was putting my bare ass on in my seat and i cringed a little inside.
I put my panties and jeans back on then grabbed the vibrator, stuck it in my purse then walked out to the front, on my way out the guy was back at the counter and said thanks for the fun and then asked “I’m guessing this was your first time at a glory hole???” That caught me off guard and I said “oh i thought the walls just needed to be fixed” he just shook his head no and then explained to me why they are there. I was like “ok cool thanks for the info” and walked out to my car and drove home.
I get home and am about to head upstairs cause i need to go to the bathroom really REALLY bad but get stopped by my mom who starts asking how my bday was going so far, I said it was a lot of fun but the Mexican me and my friends had for lunch wasn’t agreeing with me and ran upstairs to my bathroom. I know its not the sexy thing to admit but I never pooped so much in my life! It was then i realized that anal sex does that and as i would find out later in life cum acts as an accelerator, which is why i only let my hubby cum in my ass now!