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 Charley and asks him to come tutor her at her home. Then her sister Lynn barges in on them; she doesn't wear clothes. Charley'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 Fa mt Consensual Romantic Heterosexual Fiction School Tear Jerker Incest Brother Sister Niece Aunt Nephew FemaleDom Group Sex Exhibitionism First Masturbation Oral Sex Voyeurism Big Breasts Nudism Violence Illustrated
“Alright, Charley, 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.”
“Call me mistress.” She waited, scowling and with her arms folded over her breasts. I hurried to obey.
“Yes, mistress.”
“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, a shadow between the halves of her ass. She heard my delighted gasp and smiled.
“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.”
“Julie is your tutoring client?”
“She is. Lynn looks a lot like Julie, but she isn’t nice.”
“Really? Not nice, you say? Charley, 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.”
“Oh my God! 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. I think 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 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 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. It’s 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 bathroom floor.
“I can tell you’re surprised, Charley. Old people lived here before me, and they didn’t want to step over the walls of a tub. And there’s a fold-out seat here, too. I’m going to sit down 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 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?”
“Not for years. Wait, are you saying that you and he...”
“Charley, same answer—not for years. Did you notice he was circumcised and you aren’t?”
“I guess I noticed when I was about eight or nine.”
“Terrible thing, circumcision. When the head is always out, it gets less sensitive. You’re better off with your fun little foreskin. Alright, step closer to me so I can wash you, foreskin and all.”
“Yes, mist ... Yeesh! You’re back...”
“I’m washing your ass, genius. Good, it’s clean. We girls dislike men who stripe their underwear. Also, we like to play around back there. 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, Charley. That’s a myth. A couple of knuckles inside of your ass is a gland that makes the milky stuff, and it enjoys some pressure. Every gay man knows that. The sperm cells from your balls get mixed in, but they are microscopic. We girls don’t have the gland, obviously, but our assholes are easily excited. An experienced partner won’t mind if you explore 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 and most polite thing is to ask.”
By this point, she’d turned me around. I put my hands up beside my head and mimed the “mind blown” explosion.
“Obviously, Charley, you’ve never had sex. I don’t think calling a boy a ‘virgin’ makes sense, but you are inexperienced. Now, I’m going to clean around and inside your foreskin. You absolutely have to do that if you want to have blowjobs. If you’re not hard, pull the skin back. Don’t spurt in my face; control yourself. Think about math or something. OK, 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 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 after I started shampooing. While I was pulling my fingers through her shoulder-length hair, my 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. Finally, I rinsed her off and washed my hands with a little soap to keep them from feeling greasy.
“Oh, this was so much fun! Charley, 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.
“Thank you, mistress ... I was not expecting...”
“It was my pleasure, sweetie. I wasn’t expecting it either, but you’re kind of irresistible, Charley. I’m not sure we should do that again, but you certainly 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.”
“Charley, you’ve tasted yourself before, haven’t you?”
“I have, mistress. It’s convenient; it’s better than gooping up my laundry. I think a lot of guys do that but won’t admit it.”
“NOW who is tutoring! Wow, Charley, you’re still hard?”
“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, Charley, where have you been all my life?”
I started ticking off with my fingers. “First Grade, Second Grade, Third...”
“Shut up, Charley.”
“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 going on her boobs, and she chuckled.
“I think they’re dry now, Charley. I’m going to get in bed; hang up the towels, please.”
I finished in the bathroom and started for 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 was over her side with my hand curled in her cleavage, holding her uphill tit 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, Charley, 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, Charley, get on with it.”
“Mistress?”
“Flog your log. Choke your chicken. Jack your beanstalk. Shall I go on?”
“No, mistress.” I reached for the sheet 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 just 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 nipple, which she seemed to be twisting like a radio knob. Her right hand started by probing and tugging her pussy lips, like she was pulling the inner lips out from the outer lips. My only other comparison was to my sister’s pussy, and her inner lips weren’t quite visible. Perhaps if Debra had been sitting in a chair with her legs splayed wide, I would have seen them.
Now, I was wishing Gloria’s right hand was somehow transparent because it was blocking my view. I assumed she was playing with her clit, using a rapid motion that looked a lot like strumming a guitar. Pretty soon, I saw her stiffen and whimper through 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, Charley.”
What? I turned off my brain. Suddenly I was squinting, and my legs went stiff as huge pulses took over 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 swirled up a load of, uh, my load with my index finger and stuck it in my mouth.
“Stop!” She stopped me just as I was about to go again. 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.
“Charley, 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.
“Let’s have a quick shower and have breakfast.” 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 to eat. I’ll drive you to that academic hellhole.”
While still nude, we enjoyed scrambled eggs and toast. We dressed quickly, and took off.
Debra found me during the lunch period.
“So, how was Aunt ... Charley, I know that look. Did you screw your aunt?”
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