Study Sessions
Copyright© 2025 by OmegaPet-58
Chapter 4: Learning Fun
Drama Story: Chapter 4: Learning Fun - Julie is popular, pretty, head cheerleader, and blonde. And, she sounds like a ditz. But she needs to pass math and English so she stops nerd Leo and asks him to come tutor her at her home. Then her sister Lynn barges in on them; she doesn't wear clothes. Leo's sister offers him advice on girls and what they like. He messes up on his first date and must ask his aunt for advice. He's tutoring AND being tutored. Caution: one side character is mentally ill.
Caution: This Drama Story contains strong sexual content, including Ma/Fa mt/ft mt/Fa Consensual Heterosexual Fiction School Tear Jerker Aunt Nephew FemaleDom Exhibitionism First Masturbation Oral Sex Voyeurism Big Breasts Nudism Violence Illustrated
“Alright, Leo, first things first. Go up to my guest bedroom; it’s down the hall to the right, and put away your clothes. Take off what you’re wearing; there’s a basket in the corner. Did you bring pajamas?”
“Yes, ma’am.” Obviously, she disapproved.
“Call me mistress.” She waited, scowling and with her arms folded over her breasts. I hurried to obey.
“Yes, mistress.”
I’d learned something about myself. Sexuality is my overwhelming motivation, it controlled me completely. Show me big tits and I’d do anything she (any she) wanted. All that was left in my hormonal brain was submission.
“Excellent. Compliance will be rewarded.” She kicked off her sandals and pushed down her pants, leaving her in panties only. I thought they might be lace, but instead they were sheer nylon, allowing me a partial view of her bush and, I assume, the shadow between her ass cheeks. She heard my delighted gasp and smiled.
Gloria said, “I’m loving your enthusiasm. You must have seen naked women before, on the internet, right? How about in person?”
“I’ve seen Debra recently and Julie’s sister, Lynn. She’s some kind of nudist, according to Julie.”
Gloria confirmed, “Julie is your tutoring client?”
“She is. Lynn looks a lot like Julie, but she isn’t nice.”
I recognized limits to my sexual obsessions existed. Lynn’s tits didn’t affect me—because the rest of her turned me off.
“Really? Not nice, you say? Leo, I’ve heard men say something like, ‘I wouldn’t kick her out of bed.’ Are you telling me you would kick Lynn out of bed?”
“Yes, mistress.” I spoke with conviction.
“Oh my God, Leo! I need to call your father and tell him that his son is amazing. What is wrong with your mother?”
“Mistress, she’s my mother; I can’t be critical. She’s afraid I’m going to get some girl pregnant. I think she put Deb on birth control really early, for the same reason.”
Suddenly, I started getting emotional. “She doesn’t trust me...”
Gloria noticed I was looking at the floor and not even at her feet.
“Sweetie, it’s OK. Iris loves you; she’s just panicking. I know Travis loves you; that’s why you’re here with me now. Let’s let your father work on her. Now, as I was saying, please go set up the guest room with your stuff. It’s the door on the right down that hall. Then, take off ALL your clothes and go to my bathroom; you’ll find me in the shower. Understand?”
“Yes, mistress.”
“Perfect. Make sure you hang up your shirts. I’ll see you in ten minutes.”
I completed her assignment quickly. I’d brought three shirts; only one of them had buttons down the front. I used drawers for my underwear, socks, and pants (folded). I hoped this was OK. There was a big mirror on the bathroom door showing my entire body, including what seemed to be becoming a permanent hard-on. I hoped she wouldn’t be offended by it.
To be honest, I was still beating myself up for being so inappropriate with Leila Rucker. I was trying to reconcile her anger at the mini golf place with her niceness at Lorenzo’s. I glanced at the mirror again; just remembering that moment of shame caused a little bit of drooping.
I looked at my watch. I was close to ten minutes already. And, oops! Wetness and watches don’t mix. I left it on the nightstand and hurried over to the master bathroom; the door was ajar, and a little steam was seeping through the gap.
Her door had a similar mirror, so I knocked on the jamb instead.
“Mistress?”
“Come in and sit on the toilet. I get a little tingle every time you call me mistress. You’re OK?”
“Very much, mistress.” My voice was a bit shaky while I stared at the water sluicing off her curves. Gloria’s shower was not over a tub; instead a portion of her bathroom was all tiled, and a partial wall of glass and tile blocked most of the spray from the main part of the bathroom floor.
“I can tell you’re surprised, Leo. Old people lived here before me, and they would rather not step over the walls of a tub. There’s a fold-out seat here, too. I’m going to sit down on it while you come in, and I’m going to wash your, wow, your gorgeous body. Were you ever naked with your sister?”
“No, mistress. When I saw her, I was afraid she’d see my, uh, erection and be mad at me. I kept my clothes on.”
“I need to talk to Debra. She doesn’t know what she’s missing. What about your father?” Gloria asked.
“I haven’t seen Dad naked for years. Wait, are you saying that you and he...”
“Leo, same answer—not for years. Did you notice he was circumcised and you aren’t?”
I thought about it, trying to remember this obscure event from my past.
“I suppose I saw the difference back when I was around eight or nine years old.”
“Terrible thing, circumcision. When the head is always exposed, it becomes less sensitive. You’re better off with your fun little foreskin. Alright, step closer to me so I can wash you, foreskin and all.”
Gloria started by turning me so she faced my butt.
“Yes, mist ... Yeesh! You’re below my back...”
Shockingly, she was not on my cheeks, but right down in the crevice!
“I’m washing your ass, genius. Good, it’s clean. We girls dislike men who stripe their underwear. We like to play around back there too. Do you know where your semen comes from? It’s not the Easter Bunny, and it’s not your eggs, either.”
“I thought my balls...”
“No, Leo. That’s a myth. A couple of knuckles deep inside of your ass is a gland that makes the milky stuff, and it enjoys feeling some pressure. Every gay man knows that. The sperm cells from your balls get mixed in to the stuff, but they are microscopic. We girls don’t have that prostate gland, obviously, but our assholes are easily excited. An experienced partner won’t mind if you explore back there; some girls even prefer it. After all, if you’re reasonably careful, you can’t cause pregnancy in your butt or your mouth. The best, the most polite thing is to ask.”
By this point, she’d turned me around to face her. I put my hands up beside my head and mimed the “mind blown” explosion.
“Obviously, Leo, you’ve never had sex. I don’t think calling a boy a ‘virgin’ makes any sense, but you’re definitely inexperienced. Now, I’m going to clean around your foreskin; you absolutely have to do that if you want to have blowjobs. If you’re not hard in the shower, skin it back to wash. While I’m cleaning, don’t spurt in my face; control yourself. Focus on math or something. OK, I’m finished. Tell me, are you enjoying being tutored?”
“Yes, mistress. I want to remember everything you tell me.”
“Great. Now, figure out how to use the sprayer hose to rinse yourself. Leo, I want you to wet down my hair while I’m sitting here, then shut off the water. You’re going to stand in front of me and use that shampoo in the white bottle to wash my hair two times while I enjoy the view.”
I realized what she meant by “enjoy the view” after I started shampooing. While I was pulling my fingers through her shoulder-length hair, my erect cock was jouncing and bouncing right in front of her face. After the second shampoo, she had me apply conditioner from another bottle while she enjoyed another episode of the bouncy penis show. Last, I rinsed her off and washed my hands with a little soap so they wouldn’t feel greasy.
“Oh, this was so much fun! Leo, you’ve earned a reward. Stay right where you are.”
Holy fucking shit, my first blowjob! I put one hand on the tiled wall, feeling unsteady and not trusting my legs.
I managed to groan out, “Soon!” and rested my other hand lightly on her shoulder. With no experience for comparison, I could only describe what she was doing as “bliss.” I was aware of her hand holding the shaft and jacking it back and forth while she sucked and licked. I couldn’t speak as all my muscles tensed up; she must have sensed my end was near and held still while I spurted. It felt like I painted her tonsils white, with much more liquid than usual.
I gasped out, “Thank you, mistress ... I was not expecting...”
“It was my pleasure, sweetie. I also wasn’t expecting this, but you’re kind of irresistible, Leo. I’m not sure we should do that again, but you sure do have a tasty cock. Are you willing to kiss me, even if...”
I bent over without hesitation and kissed her. Her eyes were open, fully surprised.
“You’re not bothered if I taste like...”
“Of course not. I like kissing you, mistress.”
Gloria wasn’t going to buy my deflection.
“Leo, you’ve tasted yourself before, haven’t you?”
She knew!
“I have, mistress. It’s convenient, instead of gooping up my laundry. I think a lot of guys do that but won’t admit it.”
“NOW who is tutoring?! Wow, Leo, you’re still hard?” Gloria’s eyes were on my dick, not my face.
“I’m with my mistress, she’s naked, and I’m too young to buy cigarettes and alcohol. This is not surprising.” I waved my hand around us. “We’re in your tight chamber of hot wetness.”
“Oh, Leo, where have you been all my life?”
I started ticking off with my fingers.
“Pre-school, kindergarten, first grade, second...”
“Shut up, Leo.”
“Yes, mistress. Shall I dry you off?”
Gloria made a turban from a towel while I dried the rest of her beautiful body. I kept drying her boobs, and she chuckled.
“I think they’re dry now, Leo. I’m going to get in bed; hang up the towels, please.”
I finished in the bathroom and started walking to her bedroom door, saying “good night” to Gloria as I reached for the doorknob.
“Where are you going?” Gloria asked.
“The guest bedroom?”
“Fuck that shit, you’re staying HERE.”
“Should I get my pajamas?”
“That’s the STUPIDEST thing you’ve said all day. I’m going to count to three. One.”
I was in bed with her before “Three.” She cuddled up against me with her ass pushed into my lap. My arm rested over her side, and my hand was curled in her cleavage, cradling her breast in my palm.
Glorious, if you’ll pardon the pun.
“Good night, mistress.”
She wiggled her butt. Happily, “Good night, sweet boy.”
I slept like the proverbial log. In the morning, I woke up early and, unfortunately, alone. Then, to my relief, my aunt appeared at the bathroom door, still naked, and with a toothbrush in her mouth.
She mumbled something that sounded like “good morning, sweetie,” and then retreated to spit in the sink.
“Sorry, Leo, I had morning blowjob breath. It’s your fault, but I forgive you. Do you have morning wood?”
“Uh, yeah—yes, mistress.”
“So, let me see!”
She was clearly expecting me to show myself, so I pushed down the blankets and showed her my flagpole.
“Well, Leo, get on with it.”
“Mistress?” I didn’t understand what she wanted from me.
“Flog your log. Choke your chicken. Jack your beanstalk. Shall I go on?”
“No, mistress.” I reached for the blanket to cover myself.
“Don’t be stupid. I want to watch.” As Gloria spoke, she moved over to a chair in the corner of the bedroom, spread a little hand towel on the seat, and sat down to observe. At that point in my life, I didn’t use lube; I put my hand “down there” and started cranking.
Still, I felt inhibited. Of course, I’d never whacked off with an audience before. But then I noticed something unexpected, which loosened me up. My mistress was masturbating while she watched me!
Her left arm, bent at the elbow, put her hand on her right tit. She seemed to be twisting this nipple like a radio knob. Her right hand began by probing and tugging at her pussy lips, as if she were pulling the inner lips away from the outer lips. My only other comparison was to my sister’s pussy, and her inner lips weren’t quite so visible. Perhaps if Debra had been sitting in a chair with her legs splayed wide, I would have seen her inner lips.
At that moment, I wished Gloria’s right hand were transparent so that it wouldn’t block my view. I assumed she was playing with her clit, using a rapid motion that looked a lot like strumming a guitar. Before long, I noticed her body stiffen and heard her whimper as she experienced an obvious orgasm.
She recovered quickly and offered a sweet smile of encouragement. Her hand moved, and suddenly I realized her whole hand (except her thumb) was inside the place I could only imagine. My pace picked up; it wouldn’t be long now.
“Soon, mistress, soon!”
“I want to see it. Paint my ceiling, Leo.”
What? My brain seized up. Suddenly I was squinting, and my legs went stiff as pulses controlled my pelvis. I sensed splats hitting my chest and neck: five, six, seven times. And then it was over.
I took a moment to gather myself. Finally, I opened my eyes and looked at the ceiling—still thankfully dry, of course. Then I looked over at my host. Her eyes were wild, and so was her hair. I decided it was not the time for conversation.
More or less out of habit, I used my index finger to swirl up a load of, uh, my load and stuck it in my mouth.
“Stop!” Gloria stopped me with my hand still in the air, about to go for more milk. On wobbly legs, she transferred from her chair to the bed. Without further comment, she put her arms on each side of my torso for support.
I watched her tongue slip out and lap at my chest like a little cat slurping up a saucer of cream, making me smile. As she worked her way up my body, her left nipple dragged along my side. I reached down to fondle her right tit, but she froze and stopped me.
“Leo, I twisted my nipple on that side so much it hurts. Leave it.”
“OK, sorry.”
Kitty clean-up was over; instead we shared an open-mouthed kiss.
“Ooh, I’m sorry, I have morning breath,” I said.
“It’s OK. Let’s have a quick shower and have breakfast,” she said as she started to stand and turn toward the bathroom. I checked my watch on the nightstand.
“Mistress, I’m afraid I’ll be late for school. And I have tutoring this evening with Julie. Do you have to work today?”
“Fuckity fuckity fuck fuck FUCK! Get in the shower while I make us something quick. I’ll drive you to that academic hellhole.”
Still nude, we gobbled scrambled eggs and toast, dressed quickly, and took off. Debra found me during the lunch period.
“So, how was Aunt ... Leo, I know that look. Did you screw your aunt?”