Chapter 16
by college town perv
What's next?
Two Surprises
I didn't know it, but two surprises were headed my way. I didn't have to wait very long.
The first one happened the following week. At lunchtime I headed to Brenda's office for a combined blowjob/therapy session, which is how I'd come to see our meetings. I opened the door and, to my shock, someone else was in there with Brenda.
I quickly said "sorry" and started to back out, when I heard Brenda say, "Wait! Jason! Come back!"
So, I went back in and took a look at the visitor -- and was shocked when I realized it was the enormous banana woman from the funeral.
"This is Jen Cutler," said Brenda.
Jen looked me up and down. "I was George's lawyer," she said. "And I'd like to be yours as well. Your step-mother is trying to take your money, but I think we can stop her."
I sat down. "What do you know about George?" I asked. "Why did he give me the money? And why do you want to help?"
Jen replied, "George had a certain... condition. I don't know what you'd call it. It was very particular and unusual. Anyway, he had some reason to believe you might have it too. Actually what he told me is that every generation is different, so I should keep an eye on you, but that we couldn't know exactly how it would manifest. I'm afraid he was pretty cagey about that."
"What was his condition?" I asked.
"He had a certain effect on the ladies who passed through Sigma Xi," she said. "They found him irresistible. He lived there for free, didn't work or really do anything except fuck them as far as I could tell," she added frankly. "I saw at the funeral, though, that isn't your condition. They would have torn you apart!" she chuckled.
"Well, alright," I said. "Suppose I do hire you. How much is it going to cost?"
She shrugged. "I have a personal interest in this one, but also -- George had already pre-paid me for the rest of the year. So you can consider the next few months as just part of the inheritance." She handed me her card. "If you want to do this, give me a call. You've only got a few days left if you want to fight for your money. Now, I'll let you get back to your... condition," she said with a wink. She heaved her bulk from the chair and left.
Brenda said, "I reached out to some people I knew. I have a friend who had friends at Sigma Xi, and eventually they got me in touch with Jen."
She took off her shirt. "Now, Sherry told me she gave you a rim job. How was that for you? Would you like to start with one, or do you just want a regular blowjob?"
The second surprise happened that Friday.
Football season was starting, and we had a scheduled pep rally in the gym. I have mixed feelings about these things. On the one hand, they are lame and boring. On the other hand, we get out of class, which at least some of the time is even more lame and boring.
I walked toward the gym, surrounded by a stream of other people -- but by myself, as always, in my loser way. As I passed into the gym, I heard someone call my name. I looked around, and in the doorway to her office stood the gym teacher, Angela Martinez. She was looking right at me. "Jason!" she said. "Come here!"
I didn't even know that she knew my name -- I hadn't had gym class for a couple of years. Of course I walked over to her.
Angela Martinez is pretty hot. She's Latina, of course, and has long, black shiny hair, almond skin, and bright white teeth. She often wears her hair down, putting it up into a ponytail or bun just when she's demonstrating something in class. She's a little shorter than me. She's in her early thirties and is fairly muscular and athletic, as you'd expect from a gym teacher.
Two things to know about Angela Martinez, though. First, she is fairly busty -- bigger tits than any of the other women I currently had in my "harem" (if I can call it that). Second, she is a lesbian. Double whammy -- despite her hotness and the fact that, nowadays, when a woman called my name it usually meant oral -- not this time.
I stood in front of her. "Yes, Ms Martinez?"
"I think pep rallies are lame," she started. "Want to watch it from my office instead?"
"Sure." Double whammy or not, my cock was excited. 'Down boy.'
We stepped into her office, which was a room just off the gym. She shut the door. The office had a window to the gym, but it was mostly shut -- cracked just enough so you could hear the cheer squad trying to warm up the crowd.
Angela lowered the blinds on her window and adjusted them so that, while we could see out into the gym reasonably well, nobody from the bleachers -- on the other side of the room -- could possibly see in. Then she walked back to the door and locked it.
She turned to me. "I can't believe I'm saying this," she said. "But how about I suck your cock while you watch the pep rally?"
Talk about a happy surprise!
"Ms Martinez..." I started.
"Call me Angela," she breathed. "Or anything you like. I just can't get the idea out of my head, you know? Of your cock..."
"Angela," I said. "You're not even attracted to men. What about your partner? And Sarah didn't have you on her list..." I continued weakly.
Angela started unbuttoning her blouse. "Louise won't mind about you," she said. "And Sarah... Sarah didn't know about me. The fact is Jason... I'm kind of embarrassed about this... but actually my Sarah thought my tits were too big, but the truth is, I wear a padded bra. So she didn't know."
Something was coming together here for me -- Sarah had mentioned breast size earlier, and now I felt I'd confirmed it -- only women with smallish breasts seemed to be under my spell. I wondered where the line was drawn. And what other limitations there were...
Angela got her shirt off and I could see that, sure enough, she was wearing a heavily padded bra. She took it off and revealed small -- but quite nice and very firm -- breasts with large brown nipples.
"Please, Jason," she said. She pushed her breasts up against me and ran her hands down my back. "Please let me." She grabbed my t-shirt and started pulling it off over my head. I decided immediately to let her -- why not?
Then she leaned in and eagerly kissed my neck. I could hear cheers from the pep rally in the gym as she kissed and licked her way down my torso. She paused to lick my nipples, which sent electricity coursing through me. 'I'll have to try this again!' I thought. She pushed me backward until I sat in her desk chair, then she got on her knees and continued licking. I watched with surprise as the beautiful Latina licked carefully in my armpit, then kissed and licked her way down to my crotch. I had already pulled my pants down while she worked, and she took my cock into her mouth without further delay.
"Let me treat you right, baby," she cooed. "I want you to cum in my mouth."
As she bobbed, I said, "You're an amazing cocksucker for a lesbian!"
She pulled off for a minute. "I'm actually bi -- just monogamous. Now relax and let me work." And she assaulted my dick again with her mouth.
Her mouth felt heavenly, warm and velvety. And she was a good cocksucker -- not quite as good as Brenda, but on the other hand, the situation added some excitement, since I could look out the window and see the principal talking to all the other students. None of them had any idea I was in here, getting my cock polished by the gym teacher.
She sucked and bobbed her head vigorously for a long time, maybe 15 minutes. Whenever I would get close to cumming, she would slow down until I calmed down a little. Finally, I came in her mouth, and it was one of the biggest orgasms I'd had yet. The pretty Latina gulped down my cum as it came out.
When I was done I hung my head back in the chair. The principal was still droning on outside, but I could barely hear, I was so spent. Angela grabbed her phone from the desk and took a selfie while she held my cock next to her face.
"Thank you, baby," she said. "That was so good!"
"No, thank you, Angela," I said.
Kneeling there, looking up at me, she said, "You know, you could get in a lot better shape."
"Uhh..." I said.
She smiled. "No, sorry, that came out wrong. I mean, you could. But you know what I'd really like? If you went for a hard run and came in here all sweaty, and let me lick the sweat off your beautiful body." I could tell she was starting to get turned on when she continued, "... off your chest... your sweaty balls. I'd lick you all over, baby, treat you right..."
I had to admit that sounded pretty good.
That afternoon I met with Brenda instead of Sarah. I wanted to talk about Angela.
"Well," said Brenda. "That does come as a surprise! Who knew! And for what it's worth, Jason, I think you should take her up on her offer. Go for a nice long run and let the little slut lick the sweat off you -- why not! You can rub your sweaty balls in her face!" Here she seemed to get a little excited. "I've been telling you for a while, you can push the boundaries a bit. You should just do whatever fun stuff pops into your head!"
What's next?
A Blessing and a Curse
Free Use With Conditions
Free oral sex, but at what cost
Updated on Nov 28, 2023
by college town perv
Created on Jan 1, 2023
by college town perv
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