Ch. 1: My first visit to the gloryhole
Of course I want to make long, beautiful, satisfying love with someone who cares about me and who makes sure that our time together in bed is fulfilling for both of us. I want sex with a person who knows my body well and gives me what I want. I want someone who's body I know well too and I also want them to have great sex. I want lots and lots of orgasms. And yeah, I'd like to find a guy who will commit to me for life and who I can commit to as well.
But, when I'm lying alone in bed, my fingers playing around downstairs, my recent go-to fantasy has been about anonymous sex. Sex where I don't know who my partner is and he doesn't know anything about me. Where we use each other's bodies but neither of us has to worry about the other since we'll never see each again. Sex where no one will judge me since they don't know who I am and I don't know who they are.
One of my favorite images is of me lying on my back in bed with my knees lifted and my thighs separated. I'm fully naked but my face is covered by a towel or something. He--someone I don't know--climbs on top, quickly enters me, and pumps away. Physically of course, it wouldn't actually be very satisfying sex but mentally, thinking about being fucked and not knowing who it is who is fucking me, leads me to an explosive climax. Of course, it's my fingers that actually do this as I imagine what this anonymous fuck would feel like.
Other times, as I lie there, I close my eyes and picture myself standing in a crowd. Someone who is standing behind me, presumably a guy but I don't really know that, reaches around starts playing with my boobs. I imagine myself standing there and I use my hands to simulate the feel of him massaging and gently squeezing them and fingering my nipples. In my fantasy, I let him play for as long as he wants but I never turn my head to see who it is. Usually, it's enough to think of him touching me over my top but sometimes I want my fantasy groper to reach underneath. In real life, I rarely leave my house without a bra but in my fantasies, I picture myself braless, allowing him full access. Once or twice, I thought of what it would feel like for him to unhook my bra, take a quick feel, and then leave me standing there with my bra unhooked and my breasts swinging freely covered only by a thin t-shirt.
Despite how I get off thinking of these scenarios, I've never done anything to bring my fantasies to real life. The closest I've come to anonymous sex would be one night stands or an occasional quicky. These weren't really anonymous since I met the guy beforehand and I agreed to whatever it is we're doing. I admit that there have been a couple of mornings where we've had to re-introduce ourselves when we wake up but it's still not the image in my fantasy.
Let me emphasize, there's no force in my fantasies--it's all consensual, even the strangers who grab my boobs do so because I let them. No, my fantasy is just lots of sex with people who I don't know. One way or another, I've agreed to have sex with them. I just don't get to know who they are before, during, or after.
The main thing stopping me from pursuing this fantasy and some others that I have, is, of course, my concern for my safety. But also, I'm stopped by my fear of career and social suicide if anyone found out. I'm afraid of what the school board and my students' parents would think of a teacher doing some of the things I fantasize about. I worry about how my own parents and my friends would react. I'm successful at keeping a fairly conservative public image but it comes at the cost of some frustration.
* * * * *
A text I got from Alicia last summer made me very happy. She was an old friend from high school who I hadn't seen in a couple of years. With her husband Matt, she was going coming to a city near me to visit her brother Charlie. Alicia and Matt were high school sweethearts who, to no one's surprise, got married. I had met Charlie but didn't know him well. I jumped at the opportunity to see old friends as well as to get away from the confining feeling of the small town where I lived and worked.
It was a typical reunion of old friends who only rarely get to see each other. Lots of catching up about our current lives and memories of things we had done when we were younger and crazier. I was updated on where some of my other classmates were, including marriages, divorces, and one prison sentence.
As the bottles of beer and wine disappeared, conversational inhibitions went with them and the memories and our discussion of them got sort of smuttier. We laughed at guessing who in our class had lost their virginity when, where, and with whom and who was still a virgin where we left school. Even helped by all of the wine we had gone through, I could barely believe it when I heard myself telling them one of my great secrets. I admitted that I had finally gone all the way with my then boyfriend on the afternoon before the graduation ceremony. Hey, I didn't want to leave high school still holding my v-card.
Charlie seemed to enjoy the conversation but he was mostly quiet since, being three years older than the rest of us, he didn't know most of the people we were talking about. Matt tried to bring him back into the conversation by asking what he remembered as the best story about sex among his high school classmates.
Instead of answering immediately, Charlie finished his beer and got another one. Not looking at anyone he muttered "I can't believe I'm telling this story with my little sister in the room." Alicia told him that with that intro, he couldn't stop now, so Charlie leaned back and told his story.
Like me, Charlie was approaching graduation and was still a frustrated virgin. I thought that this might be why he had hesitated to tell the story but it turned out that it wasn't even close to the reason. He described a weekend where he was partying at the house of a friend whose parents were out of town. Lots of high school boys so it was beer and talk of sex. One of the guys claimed to know about a gloryhole at a truck stop where girls would give blowjobs through a hole in the bathroom stalls. High school boys, beer, talk of sex, plus Charlie's virginity hanging over him, meant that there was no question of him trying to organize a field trip to the truck stop.
His friends all bailed on the idea but Charlie was desperate enough to give it a try. A week later he drove to the place, went into the bathroom and checked the stalls until he found one that, honest to God, had a hole placed strategically in the wall to the next stall. He said that he sat there for almost an hour and was thinking of giving up when someone sat in the next stall and a finger came through the hole and gestured for him. Teenage boy, right, so he didn't hesitate. He dropped his pants and stuck it through the hole.