This tale is a partially fictionalized account of my first time being seduced and sucking off an older man following my introduction into the world of gay sex online.
Names have been changed as well as locations but the following story is based off of real events.
By the end of 2013 I had discovered that I was sexually attracted to men following a chance encounter on a webcam chat website earlier in the year. Following this experience I stayed in contact with the man through Skype and slowly began to collect other partners for webcam sex, always much older men. During the same period I decided to grow my hair out long, in hindsight I probably did this to make myself appear more feminine for those men who like that in a young guy but at the time I didn't really think about it. At any rate this simple change to my hairstyle would eventually gain me the attention of my older history teacher Mr. Phillips.
Now Mr. Phillips was a gruff man, a decent teacher but he had a reputation for being fearsome when challenged and of generally mocking those students who in some way displeased him. I was a pretty good student and I'd always done well in his class so I'd never really had a problem with him before until one day he noticed that my hair had grown longer and decided to call me out about it in front of the class.
"Your hair's getting pretty long you know, what are you a hippy now?"
He chided me.
"I know, I know, it makes me look like a girl."
I said, attempting to disarm any emasculating comments of which I'd already received a number from other classmates.
"I'm sure you'd make a good girl."
He laughed along with a few other classmates, I felt my whole face burning. What did they know about me? I'd spent the night before dressed in a fishnet bodystocking that I'd stolen from my older sister, dancing in my bathroom for an extremely horny businessman and father who liked to get off watching me after work. I felt as if they could all see those memories written across my face.
A few of my classmates made jokes about it afterwards, warning me that I was going to get fucked by Mr. Phillips and how it sounded like he was into me. But actually it was pretty much consensus that Mr. Phillips wasn't gay and they were just making fun of me rather than seriously insinuating that he was interested in me. But as the class went on I found myself wondering about him. I'd thought about a lot of my different teachers at one point or another and actually I'd once had a nice long wank session picturing myself sucking off Mr. Phillips. He was a large man with a broad chest and a nice beard. In recent years he'd gotten a bit portly but it only made him more attractive to me and I'd always assumed he probably had a quite a nice thick cock. I kept sneaking glances at him throughout the lesson but he didn't seem to be paying me any more attention.
As the class started to file out of the room at the end of the lesson I lingered slightly packing my things away slowly and when it was just the two of us alone he suddenly spoke up.
"Oh by the way I've got to talk to you about your essay, could you come visit me at the end of classes?"
"Sure."
I stammered, slightly embarrassed by his earlier comment still, and hurried out of the room before he could say more. Throughout the day I agonized over his earlier comments wondering if he was actually trying to send me some sort of coded signal. I was of legal age but he could still get in a lot of trouble for sleeping with a student, at the very least he would lose his job. Even if he was interested he'd have to be really careful. Then there was the part of me that thought I might just be going a bit mad from sexual frustration. Sure I found him attractive but there was nothing to suggest that he was attracted to young feminine guys other than that one mocking comment. Still as the day wore on I couldn't get him out of my mind.
Eventually my last class finally ended and I made the way across the college to his classroom. The other students had all started to leave as quickly as possible of course so by the time I got to his department the whole building was almost empty. When I arrived he was sat at his desk marking papers and he didn't look up as I entered.
"Oh yes Ellis thank you for coming. I needed to talk to you."
He said casually without looking up from his work.
"Yeah about my paper? Is something wrong with it?"
"No, no. I wanted to talk to you about that joke I made earlier. I'm sorry, it was very inappropriate of me."
This somewhat stunned me, but I managed to stammer something about it being fine.
"No it's extremely inappropriate of me and some people might have taken it as homophobic. I just want you to understand I have no problem with your sexuality."
He said, now looking directly at me with quite a serious face.
"I'm not gay!"
I blurted out, perhaps a bit suspiciously. I could feel my whole face burning now.
"No of course not, that's not what I meant. I just wanted you to know that it's none of my business but I'm sorry if I caused any offense."
I was reeling now. How did he know about my urges when it came to men? Was he just guessing or did everyone think this about me?
"It's okay, I just like having long hair..."
I said, rather lamely. He just nodded and went back to his work. As I walked out of the building I heard a shout behind me and Mr. Phillips appeared out of the doors carrying his briefcase.
"Hold on Ellis, I've made you late now the least I can do is give you a lift."
I was already extremely embarrassed at this point and I wanted to just run home and hide but he was too insistent.
"Nonsense, the next bus isn't for nearly an hour and I can have you home in no time."
I relented and we walked over to the staff car park to his large Land Rover. As we got in I felt a change come over him, he stopped joking and there seemed like there was a sort of tension between us, but I wasn't sure how much of that was simply me projecting all of my confusion and embarrassment onto the situation. As he drove us through the town I realised he wasn't driving the right way to get back to the area I'd told him I lived in.
