GYOB - Stepdad Style - Submission - Part 6

As promised, here's the next instalment of GYOB Submission where Clay has to tackle Lewis' next challenge and Karl has to deal with some new feelings.

For the eagle-eyed amongst you, you may notice a slight continuity error - the obstacle course took place on a Saturday and we've jumped Sunday and gone straight to Monday. At some point, I will go back and revise previous chapters, but please indulge me and ignore the day mixup.

I hope you guys enjoy this one - let me know in the comments what you'd love to see happen to Clay and Karl next.

Clay

Despite the insanely incredible orgasm I’d had in that tunnel on the obstacle course, I couldn’t stop myself from jerking off twice more when I got home. I didn’t want to think about the fact that Lewis had caused such a hot experience, but I couldn’t deny that I was craving his touch as I shot my load again and again.

It was ridiculous to think that I’d never really explored my body as much as I thought I had. Sure, I groped my butt all the time, but I’d never even considered exploring anal play. It wasn’t something that Karl’s mom or any of my ex’s had been interested in, so I’d never given it any thought.

But now? Now I couldn’t stop thinking about it and I found my finger drifting there both times that I’d touched my dick. I couldn’t bring myself to do more than grope my cheeks, but I desperately wanted Lewis to explore more than he had before.

I wasn’t sure what that said about me, but I wasn’t in the mood to dwell on that too much.

As I got ready for bed that night, there was a knock at the door, and it was at that moment that I remembered Lewis’ text from earlier. Running down the stairs, I’d hoped to find Lewis standing there with a package but instead a driver was climbing back into his truck and there was a box on my deck.

My nerves felt suddenly very frayed as I carried the box up to the bedroom. Lewis had been almost kind that day by getting me off in private and letting me keep my dignity in front of everyone else, but that had been a first and I wasn’t convinced that it wouldn’t be the last.

After tearing the box open, I was surprised to see a light grey suit, and yes, it appeared to be a size smaller than my usual day to day suits, but that was it. There was a white shirt, a beautiful dark grey patterned silk tie, garters, sheer socks and a note to say that I needed to wear a pair of polished lace up dress shoes.

Just as I was thinking that this was all a little too easy, I found the briefs . . . a very small pair of silk briefs that had a concertinaed rear seam, which reminded me of bodybuilder posing pouches. The rear seam was done like that so that the briefs would fit perfectly between my cheeks and highlight every curve.

I didn’t necessarily have an issue with that, but I did have concerns about having to wear silk again, and my overspent cock gave a lazy twitch as I held the soft, shiny material in my hands.

But it was okay. I could do this. It would just be a normal workday and then I’d meet up with Lewis afterwards. Maybe we’d have a chat, and I could convince him to drop this stuff then I could just go back to having regular boring jerk off sessions and everything would be normal again . . . Right?

Karl

Despite having a shower after the obstacle course from hell, I had another one after I got home before slipping into a clean pair of bikini briefs, a soft pair of fleece-lined shorts and a baggy t-shirt. I just needed comfort after the day I’d had.

Lewis had gone out for dinner with some friends and Jared had gone too, so I had the house to myself. It felt nice to just relax without anyone else there. Typically, I’d be walking around the house naked and jerking off like a horny teenager when I had a free house, but after the obstacle course and being so exposed, I needed clothing.

I still couldn’t believe that I’d been that unlucky to lose my sneakers, my shorts and then my jock. The feeling of the jock giving way and my cock and balls suddenly being bared to the world was . . . well, I was a little confused about how it was.

When I’d showered after the obstacle course, my mind had strayed to that feeling and my dick had started to chub up. Then I’d thought about Jared wearing my briefs and removing them under his shorts before handing them to me, and then my dick got harder. I’d run the water cold to try and calm myself down, but when we’d been drinking beers later on, those memories had snuck back to the forefront of my mind, and I’d had to cross my legs to disguise the tent in my shorts.

What was getting me so horny?

Was it the exposure? Did being exposed against my will do it for me? Or was it Jared wearing my briefs, and the slight blush he’d had when he’d had to admit that he’d been wearing my undies? Let alone the sight of him trying to discreetly remove them under his shorts before he handed them to me, still warm from his body heat, warm from his dick and balls and ass.

Fuck! Why was my body doing this to me?

My dick was hard as a rock and stretching my bikini briefs to the limit, not to mention tenting my shorts. But could I really jerk off when I knew what was on my mind? Did I really want to jerk off thinking about Jared?

Clay

It was another fitful night where I’d barely slept, only able to think about damn Lewis and the damn outfit that was sat in the dressing room waiting for me to put on after a shower.

My mind had tried desperately to imagine what Lewis had in mind by asking me to wear the suit. Sure, it would be tight when it was a size too small, but it looked well made so it wasn’t like I was likely to rip out of it on day one. It would need to be worn for a while before it reached that point.

Perhaps the aim was just to keep me horny with the briefs? But that seemed unlikely given that he’d bought a suit as well.

Around 5:30, I gave up on sleep and went to make myself a coffee. There was no point in me lying around in bed when I wanted to get to 5pm as fast as possible.

Once I’d had a couple of mugs of steaming hot coffee, I showered and headed into the dressing room, immediately grabbing the silk briefs that were sat on top of the box. After stepping into them, I pulled the briefs up my muscular furry legs, unsurprised at how tight they were as I yanked them over my thighs. When I got them to my butt, I had a serious struggle, the silk had no give, and it took a while for me to pull the briefs up my crack far enough that the waistband covered the top of my crease. My cock and balls barely fit into the tight silk pouch and when I glanced behind me in the mirror, the bottom half of my slightly furry cheeks were fully on show. The briefs felt more like panties than briefs and I suddenly felt a little embarrassed that I was even wearing them. They were such a contrast with my masculine stud physique that it felt naughty to have them on.

My dick started to chub up at that thought but I quickly diverted my attention to the sheer socks and garters. They, at least, were something I was familiar with. Sure, garters were a little old school, but they looked sexy as hell on me, and I loved wearing them.

With the underwear on, I pulled on the shirt and was surprised at how comfortable it was. It was made of some sort of stretchy material and although it hugged every muscle and curve, it lay flat against me, and I loved the way it accentuated my shoulders, pecs and biceps.

Next, I turned my attention to the patterned silk tie which I absolutely loved, and hoped Jared would let me keep.

Which only left the suit itself . . .

I grabbed the pants first and knew that they would be a struggle to pull on, but there was more than just that to worry about. As I unfolded the pants and shook them loose to put them on, I noticed some frayed stitching on the inside, which was when it hit me . . .

These pants had no insurance seams. They’d all been removed. No outer or inner leg seams had insurance seams over the top, neither did the crotch, and worse, neither did the rear seam. Without any insurance seams, it would be like wearing pants that were a few months old and had been worn every day. There would be nothing to stop my beefy ass and thighs from destroying every stitch.

Fuck! I knew Lewis wouldn’t be so kind two days in a row.

Sighing, I stepped into the pants and pulled them up as carefully as I could, praying that the seams would hold. As much as the pants were a snug fit, they weren’t impossible to get on, or impossible to button. Yes, I’d have to be super careful wearing them to the office, but it would be okay.

The jacket was thankfully just a snug fit and didn’t appear to have been tampered with, and I threw on one of my favourite pairs of lace up dress shoes that were a glossy black leather.

Looking in the mirror, my dick sprung back to life in its usual vain and arrogant way when confronted with my reflection. The snug suit made me look toned as hell. If it weren’t for my concern about the seams on the pants, or the way the briefs sat wedged between my cheeks, I’d be happy going anywhere dressed in that outfit.

But, as it was, I needed to get to the office.

First, I took a couple of pics of me in the outfit, one from the front and one from the rear with the jacket lifted showing off my sexy bubble butt. I don’t know why but I sent both pics to Lewis with a message that said, “Hope you’re looking forward to seeing this in person later.”

I’d hit send before I could second guess myself, but as I made my way to the car, I couldn’t help but wonder what the hell I was doing? I’d just sent pics and a flirty message to one of my stepson’s best friends, someone I was supposed to be discouraging from going after me.

I needed to focus and stopping letting my dick take over.

Karl

After a lot of agonising, I’d fallen asleep without jerking off, but I woke up in the morning wearing just my bikini briefs and my cock was hanging out of the side of the pouch, hard as a rock and desperate for attention.

I wrapped my hand around it, but as soon as I did, I thought of Jared in my briefs, and immediately stopped myself. I couldn’t jerk off thinking about one of my best mates. I just couldn’t.

I had another cold shower, calmed myself down and went back to my room to get dressed for work. I pushed my door open with a towel wrapped around my waist to find Jared sat on my bed.

“Uh, what are you doing in here?” I asked, feeling more than a little unnerved to find the object of my fantasies just sat on my bed.

“I still haven’t done laundry. Any chance I can steal another pair of your briefs? I promise it’s the last time and I will do laundry when I get home tonight.”

I was suddenly very conscious that I was only wearing a towel and hearing those words made my dick twitch. I didn’t want to have to deal with the idea of Jared wearing my briefs again, but equally, I needed him out of my room before I got fully hard.

“Uh, yeah, no worries. Just grab yourself a pair.”

Jared jumped up from the bed with a grin. “Thanks, bud. I’ll wash them for you, don’t worry.”

The idea of him not washing them leapt into my mind and I was aware that my dick was quickly climbing to half-mast and tenting out my towel, so I sat down on the bed where Jared had been just seconds before.

“Is it okay if I wear these?” Jared held up a pair of white bikini briefs made of a soft slinky mesh material that was almost see through when you put them on.

All I could imagine in that moment was what Jared’s ass would look like stretching those briefs to the limit. He wasn’t much bigger than me, but he did legs at the gym way more than I did, not to mention being a lot hairier than me which would be very obvious through the white mesh.

“Uh, Karl? Are these okay?”

I shook my head to clear the thoughts, my cock now fully hard and throbbing against the soft cotton of my towel.

“Yeah, of course. Whatever ones you want.”

“Thanks, I better go and shower.”

And with that, Jared dashed out of the room leaving me even more hard and horny than I’d been when I woke up.

What the fuck was going on with me?

Clay

I’d just pulled into the parking lot at work when my phone buzzed.

Very happy to see that outfit fits so well. Can’t wait to see it in person later.

I smiled at the screen, despite myself. But before I could pocket it, it buzzed again.

I hope the seams hold out until then. Better send me pics from the restroom every couple of hours so I can check. Don’t let me down now, Clay.

So now I had to get through a normal day wearing suit pants that might rip any second with a pair of briefs that were riding so far up my crack that they were starting to tease my hole, and to top it off, I now had to provide Lewis with regular photo check-ins.

It was going to be one hell of a day.