Roommate Romance

Flashback: Matt's Play Spanking

Kayla was 13 and Matt was 15 at the time.

The two teens were hanging out in Kayla's room, taking a break from doing their homework to watch tv. It hadn't been very long since Kayla was spanked in front of Matt in this very room, and it was always on Matt's mind whenever he was here. He always anticipated her dad busting through the door again to deliver the same humiliating punishment. Today these thoughts were overwhelming, and he decided to initiate a very uncomfortably awkward conversation.

"Hey Kayla, can I ask you a question?" He asks.

"Yeah, what's up?" Kayla answers, not looking away from the tv.

"Do you get...spanked a lot?"

She turns to look at him, face burning red. "W-why do you want to know that?"

"Sorry! I was just curious. When I was here when it happened last time, it didn't seem like it was the first time."

Kayla felt embarrassed being asked this question, feeling more embarrassed remembering that humiliating memory. "Yeah it....it happens pretty often."

"How often would you say?"

"Probably at least once a month? For different things. Not doing chores, my grades, back talking."

"How often does he spank your bare butt?"

Kayla shyly looks away. "It just really depends."

"Does it hurt a lot?"

"Again, it depends. But it usually does hurt." She looks back up at him. "Have you never been spanked before?"

Matt shakes his head. "No, never. Not even a warning smack."

"God, you're so lucky." Just the thought of it made her bottom feel warm. "It's so painful and embarrassing."

"Yeah, I could only imagine." He replies, watching the show.

"Have you ever wondered what it felt like yourself?"

Matt thinks. "A little bit. I've definitely been curious since I witnessed your punishment."

Kayla smirks, getting an idea. "How about I give you a spanking?"

He turns his attention back to her. "Seriously?" He chuckles a little. "Like I'd let a dork like you spank me."

"Oh come on! It's not that bad of an idea!" She pleads. "With as much as you like to bully me and give me wedgies, you probably deserve a spanking for it!"

He starts to consider the offer. He did feel a little bad for how many pairs of her panties he's stretched up her back. "You won't tell anybody right?"

She nods her head. "As long as you keep your word and don't tell anybody."

Matt ponders the idea more. "Okay. But just over my pants."

Kayla grins, feeling giddy about the idea. They both stand up. "Bend over my bed!"

Matt stands up, leaning over Kayla's bed. Already, he felt embarrassed being in this position, about to be spanked by a younger girl. He feels her hand against his jeans, then starts to spank him.

She alternates smacks over his jeans from his left cheek to right cheek. "How does that feel?"

He looks back. "Oh, did you start already? I didn't feel anything." He says with a smirk.

She stops spanking and pouts. "I'm not that strong! Plus your jeans are too protective! At least pull your pants down!"

Matt sighs. "Ugh, fine. But I swear if you tell ANYBODY, I'm hanging your panties from the flagpole." He stands up and starts to unbutton his pants.

Kayla giggles. "Yeah yeah."

Matt pulls his jeans down to his mid thighs, revealing his blue striped briefs.

Kayla giggles. "15 and you still wear briefs? Don't boys wear boxers now?"

Matt blushes as he bends over. "I do sometimes! I still wear these sometimes. They're comfortable and I wasn't expecting to be undressing around anyone."

Kayla keeps giggling as she resumes spanking him.

Matt could feel it more now over the much thinner fabric of his underwear. He felt more humiliated having his pants down in front of her, getting his ass smacked.

She spanks him for about a minute, before she grabs the waistband of his underwear to pull them down. He reaches back to grab his underwear. "Nuh uh! I said over my pants! And I was generous enough to let you spank me with them down! I'm not letting you pull these down too! It's too embarrassing!"

Kayla smirks. "Okay. Then how about this?!" She grips his waistband, yanking them up.

Matt winces at the hard wedgie. "Seriously?!"

Kayla laughs. "You give me so many wedgies! It's only fair!" She pulls harder, revealing the bottom of his buttcheeks, barely pink from her light spanking.

She lets go of his underwear, leaving them bunched up his buttcrack and continues spanking him on his exposed skin. Matt flinches at the smacks against his bare butt. It wasn't the pain that did it for him, it was the humiliation. He still could only imagine how a full force bare assed spanking from her dad would have felt.

He lets her spank him for another minute before he decided he didn't want to do it anymore. "Okay okay. That's enough." He says as he stands up. He rubs his bottom. "Is it red?"

She smiles, admiring her handy work. "It's a little pink."

Matt picks his wedgie before pulling his pants back up. "That was definitely humiliating. But at least I got to experience it."

"Yeah. Just a little taste of what I have to deal with all the time."

He buttons his pants. "Well, I'm sorry you have to deal with that. I'm sure it's a pain."

"Yeah, literally." She giggles.

He laughs. Kayla puts her arms out for a hug, something she's always given after a spanking. Matt accepts the hug, using this opportunity to be his usual self.

Kayla feels his hands shoot down into her shorts. "Hey! Stop!"

Matt chuckles, grabbing her red and blue tie dyed panties attached to a blue waistband and yanks them up her back. "Haha, can't let you get away that easily!"

Kayla whined as she's wedgied, knowing this probably would've happened.

Matt lets her go, and she backs away to shove her panties back into her shorts. "Hmph. I should give you a real spanking over my knee for that."

Matt laughs. "No more spankings. Let's just get back to doing our homework."

"Fine." She replies as she adjusts her shorts to hide her waistband.