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Educating Stepdad - Chapter 5
🕑 Added 2025-06-23 16:18:51 +0000 UTCHere's the next instalment of Educating Stepdad. I absolutely love writing this story. When last we left them, sexy stepdad Pete had just ripped his shorts wide open and his stepson, Aaron, was mocking his slutty choice of undies, before he noticed a twitch. Will Aaron take advantage or will he control himself and help his stepdad out?
I hope you guys enjoy this and let me know in the comments what you want to see happen to Pete and Aaron next.
It was hard enough being around my new stepdad, Pete, when he was fully clothed, but having him right in front of me wearing a pair of my old shorts that had ripped wide open to reveal him wearing a skimpy little thong was too much for me. And worse? When I’d mocked him about liking to wear slutty undies under his suits, I’d definitely seen his dick twitch, a dick that I was becoming far too desperate to get my hands, mouth, and ass on.
“So, do you? Do you find wearing something so slutty under your suits turns you on?”
Pete went even redder, if that were possible, the usually so articulate gallery owner, completely undone. “Please, Aaron, this conversation isn’t . . . we shouldn’t . . .”
Then I saw another twitch, and sure enough, that pouch seemed to be getting thicker. I couldn’t believe it. Was my stepdad about to get hard?
“Aaron, can we please just head back? I really don’t want to be caught out here.”
Pete moved past me, and I let him do it, mostly because I really wanted to get a good look at that sexy furry butt of his, and my god, was it impressive. The way the thong disappeared between his muscular cheeks was mesmerising. I watched with hungry eyes as Pete tried to tug the material closed over his ass but with no success.
“Okay, we can head back but maybe stop tugging on the shorts. I can’t imagine you want them to rip anymore.”
Pete immediately released the material. “I can’t believe this happened. I knew these shorts were snug on me, but . . .”
“But you’re used to wearing tight and you assumed they’d be just as expertly tailored as your suit pants.” Pete turned to face me, his hands over his crotch and blushed. “Afraid not. I don’t even know how old those shorts are, and they were just a cheap pair I bought in Target.”
I heard Pete sigh as he shook his head. We walked in silence for a while, Pete trying to hide his exposed ass and me trying desperately to keep my hands to myself, despite the incessant begging for attention from Pete’s sexy butt.
After a short while, I noticed that Pete was walking with his thighs apart again and realised that the chafing must be just as bad for him now that the shorts were ripped.
“Shall we pause for a breather?” I asked, trying to keep my voice quiet and calm.
Pete nodded and walked to the side of the path, leaning back against an old tree trunk. Annoyingly, he kept his hands over his exposed bulge, but that didn’t stop me from trying to get a better look. There was a slight sheen of sweat on Pete’s forehead, and he was a little breathless as he closed his eyes and tipped his head back.
“Are you alright, Pete? I know this isn’t exactly what you had planned for today.”
Pete laughed and it sounded hollow. “No, this wasn’t what I had planned. Bad enough that I ripped my suit pants when we arrived and you had to practically strip me out of my suit.” Pete shuddered at the muddy memory. “But the idea of my shorts ripping and you seeing my underwear – this underwear – is definitely not what I had planned.”
“Well, if it makes you feel any better, you certainly wear the underwear well.”
I wanted to compliment him without coming across like too much of a pervert, even though I was absolutely perving over my ridiculously sexy exposed stepdad.
“So, do you really enjoy wearing those types of undies every day?”
The question came out before I could stop myself. I knew I shouldn’t bring it up again if I was being kind, but I couldn’t stop myself. I needed to know why this sexy, work obsessed man wore such slutty undies under his expertly tailored suits. Was it a turn on? A power play? Just something he’d done once, and he boringly just found them comfortable?
Pete sighed. “Aaron, can we please not talk about this? I’d really rather not focus on my current situation if at all possible.”
I noticed him squirming slightly, almost grinding his butt back against the tree. The conversation was clearly something that was doing it for him, but if he wanted to be distracted then I’d do just that.
“I guess I’ll stick to standard stepson questions then. Like, have you been married before?”
Pete opened his eyes and tilted his head to the side like a confused puppy. “Are you seriously asking about my relationship history?”
“You want to be distracted, Pete. I’m just trying to do that. So . . . “
“Okay, no, I haven’t been married before.”
“Any long-term relationships?” I asked, surprised that someone as hot as Pete hadn’t been married before, but perhaps not surprised given how obsessed he was with his job.
Pete chuckled. “Two long-term relationships.”
“How long did they last?” My distraction technique had turned into genuine interest, and I found myself suddenly intrigued to know more about his history.
“Layla lasted for six years, and Kurt lasted for three.”
My jaw dropped and Pete immediately stood up and stopped leaning against the tree. I knew there was no way that I’d misheard him. He’d had a three-year relationship with a guy called Kurt. A guy! Pete wasn’t just comfortable in his skin, Pete was bi!
“Does Mom know about Kurt?” I asked before I could stop myself.
Pete nodded slowly. “Yes, your mom knows I’m bi, and that I’ve been with men. We didn’t tell you and your brother because we didn’t want things to be complicated for either of you. We knew it would be difficult enough when you were such a tight unit.”
I couldn’t believe that my new stepdad was bisexual. I had no issue with him being bisexual at all. It was great to hear a guy Pete’s age so confident and owning his sexuality, but the reason it complicated things was because Pete being bi meant that I was no longer lusting after a straight guy I could never have. Sure, Pete probably wasn’t attracted to me, and probably wouldn’t want to cheat on my mom, but there was a small possibility, and that was completely throwing me through a loop.
“Aaron, please can you say something. I . . .”
Pete went to step towards me but was immediately tugged backwards. He seemed to be caught on something, but as he tugged and stumbled forward, there was another loud rip and he walked straight away from the shorts, muscular thighs on show and nothing but the thong from the waist down. He looked like some heavenly underwear model.
“No, no, no, no,” Pete said, ripping the shorts free and inspecting them in a panic as he tried to see if there was any way to salvage them. “This can’t be happening.”
Pete’s face was beet red, but I was too distracted by two other things. One, his ass looked incredible in its full glory, and two, the pouch of Pete’s thong had definitely filled out a bit. Based on the way it slightly pulled away at the sides, I’d guess that Pete had a semi, whilst my cock was at full mast.
“I don’t think you’re going to be able to wear those, Pete,” I said as I stepped forward and gently pulled them from his hands. “You’ve absolutely destroyed them.”
I tossed the shorts into the bushes and then an idea hit me. Not one I was proud of, but one I had to try based on how Pete had reacted after ripping his shorts the first time.
“Must be pretty humiliating for you to have completely lost your shorts, particularly when you’re just wearing that very skimpy thong.”
As soon as I said the word “skimpy”, there was a definite twitch in the pouch of said thong. This was doing something to him, and I had to see how far I could go with it.
“I can’t imagine how I would feel if I’d ripped my shorts whilst wearing something so . . . risqué.”
There it was again – another twitch, and this time, I was sure his cock was getting harder.
“It’s good job that it’s so deserted around here. Imagine if there were a lot of people hiking and they saw you barely keeping it together in a little thong; that would be mortifying. Everyone seeing that tight pouch and that impossibly tiny string disappearing between your cheeks.”
Pete’s eyes were glazed over, and he was frozen in place, much like he had been after getting covered in mud. The difference this time was that he was now hard as a rock, and the pouch had pulled away from his body enough that I could just about peek over and see the base of his cock and his neatly trimmed pubes.
“Wow. That answers my question then,” I said as I gazed hungrily at the thick cock tenting his thong. “It seems that wearing these undies is definitely more kink than comfort.”
Pete seemed to come out of his frozen state and looked at me with glassy eyes. “Kink? No, it’s not . . . Aaron, you’ve got the wrong idea.”
Feeling smug, I knew I had the idea completely right. The question was, how did I manipulate this to get what I wanted. As much as I wanted to just drop to my knees and deepthroat his impressive cock, I knew I had to play the long game. Maybe making Pete more down to earth was no longer my main mission. For now, I needed to get him back to the cabin without Caleb seeing . . . that would be a challenge, just as much as keeping my hands to myself.
Comments
SuitedWestend
We do love a sexy naked man 😍
Jarrett
I know you won’t disappoint, and hey, what’s not to love about a sexy naked man. Yum 😋
SuitedWestend
Don’t worry - there’s plenty of nudity on the way 😏
Jarrett
Stepdad needs to lose that thong. Maybe it catches on a tree limb, the waist band rips and leaves him totally nude
