The Boardroom

by Bill Drake

16 Mar 2021 2994 readers Score 9.7 (45 votes) PDF Mobi ePub Txt


Black Tie Night

As an Intern in our suit-sex group, Ethan would have to wait for more regular invitations. I was at this one without him, which probably worked best as we figured out our casual dating situation.

This party was black tie formal night, and it was another wintry Saturday night, with light snow and still, cold air. I was dusting myself off, shaking the stray flakes from my overcoat and scarf in the elevator of the Four Seasons when Tom Stephenson stepped in.

"Heya Bill. How are ya?" he beamed. Stephenson and I didn't normally hook up at these parties, though I'd sucked him off more than once, as he'd done me. But we got along real well. And he's a lot like me, just a couple years younger, also a single finance dude who works hard and enjoys letting loose on the weekend at these parties.

I pressed the button for the floor we needed. "Doing good, Tom," I said as the doors shut. "Always doing good on Boardroom nights."

Tom smiled. "Tell me about it. Look forward all month to these."

He wasn't wearing an overcoat and was dressed in his tux and black tie. His shoes like mine were shiny patent leather. He looked like a million bucks. He stood about 6' even and with pale ruddy skin and honey-blond hair had looks that didn't seem classically handsome at first but that quickly grew on you.

"Looking great," I told him. "That tux fits you like a dream."

Tom smiled and ran his fingers along the lapel. "Thanks. It's new. My tailor is worth his price and more."

"Mine's off the rack," I lamented.

"Mind if I get an early sample?" he asked.

"Be my guest," I smiled, standing in front of him, pulling my coat open slightly in invitation. Tom stepped up and touched my starched white shirt as we met in a kiss, alone in that rising elevator. It was a quick kiss but hot. It's funny, Tom and I probably wouldn't normally have sexual chemistry, but at these parties we both fed off our love of suits.

"Hot, man," Tom said as our elevator came to the floor. "Hope there's more of that tonight."

"Me too," I said, feeling a little giddy at this surprising sexual connection. That's what made the Boardroom parties so fun. The elevator doors opened and we walked out into the hall, looking for room 1516.

"You still a top, Bill?"

"Yep. Total," I replied.

Tom nodded. He may have been more vers than me, I don't know, but was also clearly very top identified. We were commodities in the group for that reason, but it probably kept me and Stephenson from hooking up more. Not that we minded doing other stuff together.

As we walked toward the room, he asked me. "Who are you hoping is here tonight?"

I didn't want to answer, and I hesitated. Tom sensed that. "Come on man, it's just me."

"Pete," I finally admitted.

Tom smiled. Like he hadn't realized and now was wondering how he hadn't realized. "Yeah? Pete's a hottie. I should have known."

"What about you Stephenson?"

"One of the new hires. Mike." The man he was referring to was early 30s, cute as fuck, built in that lean city gay dude kind of way, good dresser though into trad. "Dude pushes my buttons big time."

I had to admit that Tom's tux looked great on him, particularly from the back side as he stepped in front of me to knock on the room door. Off the rack suits could be great in the front but it was the back where a custom one really outshone a regular coat. Tom's look sculpted without being too tight. It made me realize he had a well-proportioned, strong back.

Rob greeted us, in a very traditional formal attire, well-proportioned tuxedo, patent leather shoes, high quality silk cummerbund. "Gentlemen, come in." We stepped in. "You're the last to arrive, actually."

There were 8 men in the room. Marty, Rob, Tom and I were the execs. Then there were two Junior execs, Eric and John. There was one interviewee (visitor) named Ben, from London. Of the new hires, Mike was there, in a vintage mid-century tux, and I was happy for Tom. No Pete, though.

The good and bad thing about formal attire was that it was a great leveler. Men like Rob or Eric normally had such an amazing sense of style, and each time I looked forward to see what they'd wear. But on Black Tie night they were in the same uniform as the rest of us. On the other hand men like Tom and John just looked great in a tux.

Maybe because there was a uniformity of attire we stood around and stroked off in a circle first, getting off on the vision of eight hard cocks sticking out of our tuxedo pants. Not stroking to completion, mind you, but just grooving on the vibe and getting turned on.

Finally, Marty made a comment that he could really use a blow job right then and Eric crouched down in front of him. The party was officially starting.

I wasn't in a rush to hook up with anyone, particularly since Tom was pairing off with Mike, making out with the cute stud and gripping the younger man's ass as they rubbed bare cocks against one another. My attention alternated between them and Eric fellating Marty.

As I watched, the new guy Ben stepped next to me. "Hot stuff, huh?" he prompted in a melodious English accent.

I smiled. Ben wasn't my type physically but he had an adorable expression and a surprisingly large uncut cock sticking out of his trousers. "Sure is."

"Nice to meet a guy who's got a bit of voyeur in him," he said.

"I don't mind getting jumping right in either," I said, "but it's a nice thing about these parties where you got a hot sex show to watch if you want."

Ben nodded and turned over to watch John fucking Rob on one of the beds, dressed in their tuxes as they mated. "You can say that again. There's a group of us in London that get together sometimes, but nothing as organized as this."

I looked over at him and caught him looking at me, not a stare but a heavy expectant look. Feeling me out. I went with it. I met English Ben in a kiss. Our cocks touched as our bodies turned toward one another and I shivered a bit to feel how heavy and large his penis was. He was a surprisingly impetuous kisser. Normally a turnoff for me, but at the moment it felt like a compliment.

We made out and played with each other's cocks for a bit. Finally Ben looked over to an empty bed. "There's a space free. Wanna 69 for a bit?"

"Sounds perfect," I said. I took the top, concerned about Ben's size. But it was awesome to suck a tool that big. And Ben was really good at taking me, as I thrust into his mouth. We started slow and steady and almost telepathically worked up more fervently in tandem. Till I was blowing down Ben's throat. A few seconds later his heavy cock pulsed in my mouth as he released his salty seed.

It was intensely satisfying sex and Ben and I were a little giddy as we rearranged our bodies on the bed to kiss and lie down beside one another. The other men were either having sex or finishing up themselves. I noticed Tom had already left with Mike. Good for him.

Some parties the guys go for round two, but that wasn't the vibe this evening. We sat around talking, discussing future parties. Ben talked about how he wanted to adopt our club format back with his fuckbuds back home.

I decided not to be the last to leave this time. I washed off and made myself presentable. Ben stepped up to the sink next to me to do the same. "You got plans tonight Bill?" he asked. "I'm here for the weekend and could use someone to show me the town a bit.

To this point Ethan had actually slept over at my place only once and that was one thing I'd missed. I had a feeling Ben would be persuadable to come over later. That, and I was feeling hospitable. "I know a great bourbon bar if you're up for it."

"Normally can't stand the stuff," Ben said, his accent seeming stronger at that moment. "But when in Rome..." he grinned.

So that's what we did. He was a cool guy, a few years younger than me, probably late 30s. Worked in consulting, traveled a lot but hadn't been to NYC much. We talked about the difference in British and American suits and attire. We traded contact information for the next time I was in London.

Then we went back to my place and we undressed and made out, happy and a little tipsy. Then I fucked big-dicked English Ben.

I didn't even hear him get up to leave in the morning. But even though I might never see the man again, it was strangely satisfying to have another man in my bed through the night.

CLIENT CONFERENCE


I'd missed the next of our bi-weekly get togethers, but when I opened the email from Tom Stephenson, I realized I may well be attending the next Boardroom meeting.

"Saturday after next is our Client Conference. Conservative Business Dress. Solid charcoal or navy suits, striped ties. Brooks Brothers and Allen Edmonds if you got em ;) Financial District Marriott 8:30pm. Execs to RSVP by Wednesday, all others will be added from waitlist."

I texted Ethan. "You see the invite? Thought of you." His Brooks Brothers navy suit would fit right in.

He may have been busy with a client because it was 20 minutes later before he texted back. "Oh yeah! Already put my name in. You going?"

"If you are ;)"

I RSVPed.

The execs in general were not into CBD night. I usually didn't bother, but with Ethan potentially going I got into the idea. Plus, I had a lot more conservative business attire to chose from. Turns out I was the only exec besides Tom to sign up.

Ethan got in, and unsurprisingly there was a lot of interest from the interns and new hires, since the wardrobe requirements were less stringent.

I thought of going separately from Ethan, but figured what the hell. Why hide things? It was technically casual between me and him. Darren, a dapper African-American man in his 30s who could somehow make conservative business dress interesting, greeted us at the door and gave a knowing smile as he read my facial expression. As Ethan stepped in to join the party he leaned in and whispered. "You got good taste, Bill."

I gave him a playful nudge with my elbow. "Tell me something I don't know."

There was Tom and me, and (junior exec) Darren. Of the new hires, lean Aaron was there, and Mark, a medium-stocky guy who normally didn't have great suits but was getting better outfitted lately. He had business dress spot on, with a nice striped tie and cordovan bluchers.

There was Ethan of course, looking great in his go-to navy suit, and an intern I hadn't seen before: Kyle, who looked like a bunch of the guys I worked with. Kind of muscular but fit as fuck, youngish, late 20s, finance bro vibe to him, dirty blonde with green-blue eyes.

And it turns out there were a few interviewees there, businessmen from out of town. The real deal, in their business attire. I didn't remember their names but one was from Texas, another from the South somewhere and one guy from Minneapolis. All good looking men but not the hottest there.

Ethan had been nervous about us going together and hooking up with other men. I mean, we knew that what was going to happen, and I made that explicit. But I think he was worried he'd be jealous, or I'd be jealous. When we got there, though, that fear went out the window. Ethan made a beeline for Darren, which didn't surprise me. The man's attractive, with a great body, but most of all dresses well with incredible shoes, some walnut-brown oxfords with broguing in this instance.

It was a different crowd than our normal parties and with a strange dynamic. The majority of the men there were tops, or at least were tops that night. There was Ethan making out with, sucking, then bottoming for Darren. And Mark who liked sucking dick, went from dick to dick as a few us stood, cocks out of our unzipped trousers, working us up but not in a rush to get any of us off. I kept looking around the guys, most of whom I didn't know, wondering if anyone else was going to get on his knees, but we all stood there, enjoying the camaraderie, getting off on looking at each other in our suits, and enjoying Mark's blowjobs.

I found myself trading heavy glances with Tom Stephenson in particular. We'd had a little connection at the previous party but nothing had come of it. Now he was dressed impeccably in a navy worsted suit that fit him to a millimeter, a blue and white banker stripe shirt and burgundy macclesfield tie. I had on my favorite work outfit: tailored charcoal suit, with pink shirt and dark blue pindot tie.

That left only one more bottom in the group. Turns out the finance bro intern, Kyle, loved getting fucked. Aaron had the first honors and I had no reason to think they weren't just pairing up one-on-one, like Darren and Ethan. Only I looked over as Aaron had his orgasm and after a quick kiss dismounted.

Hot Kyle stayed on his back, holding his legs up. He'd taken off his trousers and underwear but had put his shoes back on, so they and some over the calf sheer wool socks capped a pair of beautifully muscular legs. He'd unbuttoned his shirt so his smooth rippled torso was visible between the lapels of his gray Brooks Brothers suit coat. The young stud wiggled a little our way. "Who's next, men?" he asked naughtily, the deep bro-ish voice an amazing contrast to his words.

"Hell the fuck yes," Tom grinned and eagerly claimed the second spot, getting on the bed and pulling down his trousers enough to get out of the way as he mounted Kyle. I went over to the bed to join the pairing.

Tom loved to fuck as much as I did and he sighed excitedly as he pushed into Kyle freshly fucked hole.

"Yeah dude," the younger man encouraged. "Fuck me with that big dick." Tom's not as big as me but he has a respectable tool on him. Once he settled in that ass, he wasted no time thrusting for real, working up to a solid pounding.

It was hot to watch, especially up close. I fed off Kyle's powerbottom act and the beauty of Stephenson in full rut. I reached out and cupped Tom's meaty ass, which was surprisingly smooth for a man his age. He looked over at me with an encouraging grin. "You next, Bill?" he asked but before I could answer our lips were meeting for a kiss.

"Oh fuck guys," Kyle grunted, very into watching us. "I got two hot execs tag teaming me." His hand reached over and ran along my suit pants.

I made out with Tom and explored his exposed thrusting buns more, digging into the cleft as I did. Even if Tom wasn't gonna bottom, I figured I'd enjoy a little ass play. Thankfully Tom did too. He growled in my mouth and had one hell of an orgasm, no doubt shooting a healthy load into a very eager Kyle.

We broke our kiss and Tom panted, excited and coming down from his high. He scooted out and guided me forward. "Fuck 'im Bill."

I did, pushing into Tom and Aaron's muck. Pushing way up into Kyle's guts, further than the other dicks had reached that evening so far. Kyle just leaned back and held his legs steady, up and apart, as I boned him.

"Fuck man," he growled, "You guys are like my boss. So fucking hot."

His words egged me on, and I got a little more authoritative in my fucking, looking down sternly, driving into him with more force. I wanted to get the hottie off, but as Tom started kissing up along my neck and rubbing my back, I lost it. Kyle was getting his third load of the evening.

What was wilder is that two of the visiting businessmen took their turns next.

I went to clean off. I'd had my tailor make spare trousers for a lot of my suits, and I was wearing my "play" pair that evening. Thankfully. I had lube and a considerable amount of sperm all over the crotch and upper leg. I wiped down as best I could and went to rejoin the party.

Ethan was standing over by himself, watching the gangbang. Recomposed but clearly with the post-coital look of satisfaction on his face. I didn't see Darren who probably had taken off. I went over to join Ethan.

"Doing OK, studly?" I winked.

He gave me a gentle smile. "For sure, Boss. Looks like you had some fun," he added.

I nodded. "I did. That bother you?"

He bit his lip, a habit I'd just started noticing lately. "Maybe a little, sir. That's my issue, though. You've been up front on where we stand."

"I have. That doesn't mean you can't go for what makes you happy."

"I don't know that I can do this long term, Boss," he said. "But I'm happy for now. Honest." Then turning back to the action on the hotel bed, he added, "This was a hot party tonight."

"Still is," I corrected.

Ethan smiled. "You still boned, Bill?"

I grinned. "Sure am. And if Kyle keeps up his energizer bunny bottom act, I may go for seconds."

"And I thought I liked to bottom," he said.

"If he's bringing out the top in you, studly, I say go for it. Looks like our businessman friend is finishing up." True enough, the Texan was getting his nut on, the fifth inside Kyle.

I could tell Ethan liked the idea.

"When was the last time you fucked a guy?" I asked.

"Probably a year ago," He said. He looked over at at Kyle, still erect, and still holding his legs up in invitation. "Fuck, it's a hot idea." With that, he set down his drink and unzipped as he stepped over to the bed.

I followed suit, and as Ethan got on the bed, I whispered to him. "Pull down your pants so I can fuck you too."

He was so frickin excited at the suggestion. Hurriedly he undid his belt and trousers and I saw that prize gym trainer ass bared for me. He lined up and entered Kyle and then leaned over and started making out with his fellow younger stud. I think Ethan may had actually been the first of us to kiss Kyle as we fucked him. I don't know.

I watched a minute then lined up my own prick, which was rock hard again and ready to go. I took my time but thankfully Darren had opened up the guy's hole up already. Pretty soon Ethan was the filling in a fuck sandwich. We fucked in tandem, not rushing but it was a good steady fuck. Me into Ethan, Ethan into slutty bro Kyle.

Surprisingly, I nutted first. The orgasm kind of snuck up on me, but it was a good one, heavy almost as intense as the first of the evening. I pulled out.

Tom was kneeling right there next to me. Erect and ready for round two. It felt weirdly naughty to instruct him to bone Ethan. It was the invitation Tom was waiting for. We made out again, savoring our new connection as the guy fucked my kinda boyfriend.

I think Ethan was more focused on taking dick now than fucking. He stayed buried in Kyle's hole making out with the guy but his thrusts has slowed to a bare minimum as his ass stood steady for Stephenson's drilling cock.

Tom came next, and there was one of the businessman, not the Texan but the good looking dark-haired Minnesota guy, waiting his turn. He nudged Tom out of the way and started fucking Ethan. I was getting hard again watching. This sex scene was incredible. We'd never had a gangbang like this at one of our parties and now we had two hot stud bottoms taking dick after dick. Besides, Minnesota guy knew how to fuck, as much for Ethan's pleasure as his own. It was beautiful to watch as he took command and powered helpless Ethan to his second orgasm of the night just seconds before growling and gripping Ethan's hips and dropping his own load deep inside.

Ethan was fucked out of course and barely had the energy to climb off Kyle. I looked down at the finance bro and gestured to my hardon, which stuck out of my suit. "You up for one more?" I asked with concern. Even for a skilled bottom, Kyle had taken a lot of dick. But he was still hard and gamely he nodded yes.

"Go for it."

I did. Kyle's hole was nice and open now so I just fucked him good and steady. I leaned down for a kiss and was surprised at how good a kisser he was. We made out and fucked till I leaned back up and looked down on him with lust. "You're so fucking hot, man," I growled. "You work on the Street?"

He nodded. "Yessir," he answered. "Morgan Stanley." I named the hedge fund I worked for. It was generally not a done thing to talk about our outside lives much at these events but it seemed right at that moment. Kyle ran his hands along the front of my shirt, which was getting damp with perspiration. "I get boned up at work thinking about a guy like you nailing me," he admitted.

God this dude was pushing my buttons but it was hot, too, to know I was pushing his. I decided to play to his fantasies a little. "No way your boss doesn't want to fuck you Hot Stuff," I growled gripping his calves possessively. "He just wants to throw you on his desk, lift your legs up and fuck the shit out of you."

"Aw... oh fuck!" Kyle liked where I was going with this all right.

"And when he's done the boss's boss will fuck you. And his buddy. Getting you ready for the CEO."

That did it. Hot Kyle spewed everywhere. And I mean everywhere. Hot sperm rained over his tie and open shirt and suit coat. It coated his chin and neck.

"Fuck yeah," I growled. My third load wasn't a gusher, but it was welcome nonetheless. When I finally pulled out my prick was softening quickly and was coated with the frothy coating of six guys' cum.

It was late, now, and only Tom and Ethan and the Minnesotan were there, on the other bed now, softly making out in a threeway embrace as I helped Kyle up and helped him get washed off. He was truly and well fucked and barely had the energy to stand.

"I can't believe you took us all on," I said appreciatively as I wetted a washcloth and wiped up a lot of the sticky mess from his legs. "That was hot as fuck."

Kyle smiled. "I've never done that before," he said, his bro-ish voice a trip to hear. "But I met a top a few months back that got me to take it for an hour straight. So I knew I could do it." He winced a little as I dabbed his now tender asshole. "Might take a while for me to recover, though," he gritted as he leaned on the bathroom counter and let me finish cleaning him up. He looked up at me in the mirror. "Fuck, I forgot your name already."

"Bill," I smiled. "You're Kyle, right?"

"Yeah," he said. He lifted up his shirt tail and grabbed another washcloth to wipe down his front. "You know, when I joined, they told me I wasn't allowed to ask any of the guys out from these parties. Particularly the execs."

I had a feeling I knew where this was going. I should have felt like more of a schmuck, too, with Ethan in the other room. But I'd made no promises to the guy. "You wanna ask me out?"

He nodded. "Just for another fuck. You pissed?"

"Hardly," I said. "Flattered. But I'm dating a guy at that moment."

"That's cool," Kyle said as he dried off. He was still without pants, which were in the other room and stood naked the waist down except for his shocks and shoes. His suit coat would definitely need a good cleaning. "I mean..." he ventured further. I got the sense this was a stud used to getting his way. "If you change your mind, I'd love a repeat. You're hot as shit."

"Yeah?" I liked the flattery, given what a hot guy Kyle was. I leaned forward in a soft kiss.

He smiled as I stepped back. "My last name's Howard. Hit me up on LinkedIn if you want."

I gave a noncommittal nod.

With that, he exited the bathroom first.

Things were definitely winding down. Kyle was getting dressed, gathering his phone and keys to head out. The Minnesota businessman was gone. Ethan got up to wash off.

Tom sidled up next to me with a grin. "Hot party huh?"

"God yeah," I said. "Maybe we gotta do conservative business dress more often," I joked.

Tom laughed. "Sometimes it's nice when there are fewer executives around." He looked at me. "It's been fun connecting like this, Bill," he said. "That's the one thing I don't like about our club. Everyone thinks they have to act all stuffy, to keep up the anonymous vibe."

I nodded. Two years ago I would have disagreed, but now I was starting to come to the same conclusion. "Let's grab a drink after work one day," I offered.

"I'd like that," Tom said. "You can tell me all about you and Ethan," he winked.

I lowered my voice, "It's pretty casual with us, actually, but it's been fun."

"He's a hot guy," he observed, his voice equally quiet.

"He is," I agreed.

He got a sly look on his face. "I've actually gone on a couple of dates with Mike," he admitted.

"Good for you."

By then Ethan stepped out, looking more presentable. Scratch that, with his suit, he looked great. "Ready to go, bud?" I asked him.

He nodded, a little nervous, since he wasn't sure how open we could be about coming - and leaving - together.

We were both in a good mood as we headed back to my place. More sex was definitely off the menu, since we were both too tired and spent. But we talked about the party and how we'd both had a great time.

"I swear I'm normally not a slut, Bill," Ethan said as we undressed for bed, taking time to be careful with our suit pieces. "It's just the suits bring out of me."

"No need to apologize, Stud. I liked seeing you let loose like that."

"Yeah?" he asked, his trim nude body settling into my arms. I got the sense he wanted to be held like that, comforted. I was glad to do the honors. "You know, I thought I'd be jealous seeing you fucking another guy."

"You aren't?" I asked. Part of me wasn't eager to have difficult conversations, but this was stuff Ethan and I needed to talk about.

"I mean, it's weird, figuring this out, but it's cool." Maybe he was trying to convince himself, I don't know.

I gave a reassuring caress to his chest. I leaned forward and kissed the side of his neck. "I don't think I can be everything you want, Ethan," I said, "But you're hot as fuck and I hope we have a lot more fun."

"Me, too, Boss," he said softly.

We slept like babies and the next morning after breakfast Ethan took me to the gym for a training session, which was surprisingly harder than I expected. It was good to up my fitness game, though. We went our separate ways after that, promising to be in touch about plans midweek.

And when I got, home, yeah, I couldn't help myself. I sent Kyle Howard a LinkedIn invitation.

EXECUTIVE NIGHT

The first weekend in April was for execs only. Tom was out of town but the rest of us were there: me Kevin, Rob, George, Ken, Marty, Brandon, and Steve. I was glad our suit parties had expanded beyond the executives, but when it was just us I remembered how much I enjoyed Executive Night. We had a different knowledge of and investment in fine menswear and on nights like this we brought our A game.

Ken and Steve were the standouts. Ken had on a mid-gray glen plaid suit that was tailored perfectly. Pale blue starched shirt with spread collar and a green and orange geometric tie, with cognac-tan lace ups. Steve had a blue flannel fabric that complemented his medium height and build. Oxford blue stripe shirt, cufflinks, and his tie looked vintage, almost a bright lime green, with a thin blue stripe pattern.

I was wearing one of my better pinstripe suits, charcoal gray, with a white shirt and power tie. I wore my favorite shoes, the chestnut brogued Edward Greens.

We had a couple of orders of business first.

We discussed changing the frequency or format of the parties. But we soon worked into a consensus that it was working out fine. Some of us may like some nights more than others but the less popular nights let newer members participate.

Next was the matter of promotions. Matt had been to three parties now and calling him a new hire was a no brainer. He was a good looking 20-something who worked in marketing for a financial firm.

Then came Ethan. I had to recuse myself, and the guys all looked at me surprised. "I've been dating him. Casually, but still..." Up to this point, Tom was the only one who knew.

George grinned. "You know it's about time we got rid of the silly no-dating policy." As usual, George didn't have the nicest or most interesting suit there, but he had the best body of all of us, hands down. Muscular, no extra padding, he had the kind of body that filled out any suit really well.

Rob shook his head. "You know why it's there. I don't want this turning into some fucking Townhouse meat market."

"Gentlemen," Kevin held up his hands to interrupt a discussion which was going to turn heated, quick. "Tabling new business till after promotions are done. OK?"

We nodded. "All right. Vote on Ethan." He became a New Hire, only Rob's vote was against him, I think on principle. "Mike's up for discussion next," Kevin said.

Mike was similarly a consensus vote. We ask new hires to send in photos of three outfits if they want to be considered promotion to Junior Exec. The eight of us looked at the well-built guy in his mid-30s, a doctor I think. We critiqued his suits. The color choice, the fabric and the fit. We discussed whether his accessories were too safe. But Mike had been smart in avoiding his normal trad style and choosing three suits that showed a range of formality and boldness while seeming unified in their style. In the end the vote was unanimous in favor.

Pete was going up for promotion to executive. He'd be the first we'd considered in a year and a half, since Brandon's promotion. The group had expanded quickly, beyond the initial get togethers between me, Kevin, Ken, and Marty. Now that we were 9 execs, I think we were taking things more cautiously now. So I knew Pete would have his work cut out for him.

"I'm texting Pete," Kevin said. For the promotion to executive, we interviewed the candidates in person. Pete had been waiting down in the lobby as we did our business but now would be on his way up.

"Anyone need to recuse himself?" Marty asked, pro forma. Most of us knew that Pete was with someone, but it was worth asking. We all shook our heads.

A minute later we heard a light rap at the door and Rob went to let him in.

God, Pete was looking amazing. He was wearing a new suit, maybe one he'd bought for the occasion, and he'd stepped up his game. Looked like a Zegna, a solid navy with just enough texture to the wool to provide visual interest. Smartly, he'd not gone completely off the rack and had a custom striped shirt and a wool-silk striped tie. It managed to be both conservative and assertively stylish. Total executive material, in other words.

"Evening Gentlemen," he greeted with a smile, though a nervous one, as he sat in a free chair.

"Don't worry, Pete," Kevin said, "We're a harmless bunch."

"Usually," Brandon joked, and we chuckled.

"So..." Rob started. "We'll start with the question we ask all the interviewees. Why do you want to be an Executive?"

Pete nodded, clearly expecting the question. "Easy. You guys have given me a hardon each time I come to a party. I want to be a part of that, be the one to give the newer guys a hardon, and help set an example for proper standards."

Rob smiled. He was the stickler and this was very much the right answer for him.

Marty laughed. "To the point. I like that. But to follow up, how exactly would you give the newer guys a hardon?"

Pete smirked. He squirmed a little in his seat and I gathered his dick was getting fuller thinking and talking about sex. He thought for a second. "Two things. First, I get what drives them to suit sex. How's it's about the way a guy gains power and respect just by putting a suit on. I'm going to be better dressed than them, but I am also going to respect the men they are, the men they become in a suit. For me, it's a mutual respect." He paused, then continued. "Second: the executive circle is now top heavy. And that's cool, I guess a majority of guys have a fantasy about their boss nailing them. But some of those dudes want to fuck an executive. I'm a total bottom and can give them that fantasy."

It was my turn for a question. "Which of us have you had sex with?"

Pete's eyes twinkled, since I'd boned him a good number of times. He gave a quick look around. "Everyone except Brandon. Oh, and Tom." His answer wasn't a surprise since Brandon was mostly a bottom. The rest of us were vers or tops. Tom and I were total tops.

"Are you involved with anyone now?" Brandon asked.

"I have a boyfriend, who I live with. He gives me a hall pass for these parties, whenever I want to come in to the city."

"He's not into the suit thing?" George asked.

Pete shook his head. "He'll indulge me some, and we've had some hot sex that way. But it's not his kink."

"Sorry if I got too personal," George added.

"Not at all," Pete said, poised like a skilled interviewee.

"How big is your kink?" Brandon asked. He was the youngest in our group, helped in part because he was a trust fund kid with a crazy incredible wardrobe. But in part because he was completely into suit sex and other than Kevin probably had the strongest kink with it.

"I enjoy sex fine without clothing," he answered. "But I don't know... somewhere deep down it doesn't feel like real sex without a suit or dress clothes involved."

I asked another question. "OK... jacket, tie, socks, or shoes. You get to pick one on a guy. Which is it?"

"Good one," Rob smiled at my question.

"Fuck man, that's tough," Pete said. "But I'm going to have to go with tie..... Yeah, definitely a tie. A nice, silk power tie draped over his shoulders as he fucks me."

We asked a couple more questions, then it was Pete's turn to step outside while we deliberated. It wasn't a swift decision but it didn't take long. If this vote had taken place three months earlier there might have been a bigger issue. Some of the guys knew I had a strong connection with Pete, and in general we didn't like that kind of dynamic on the executive board. But the fact that I was dating Ethan and that Pete had a serious boyfriend meant there was general support for him. Ken and Rob weren't crazy about Pete's fashion sense and voted to hold off on promoting Pete. The rest of us were in favor, though, with 6 to 2 vote, enough to make him the next executive on the board.

Pete was thrilled when we brought him back in and gave him the news. We all made small talk, then started pairing off. By now, the executives were getting familiar with one another. Sometimes the physical attraction wasn't there between some members, but the compensation was that we had the best attire, the best suits, and for guys like us that went a long way.

Having a promotion at Executive Night infused some extra energy and excitement into our evenings.

Unsurprising, Ken and Steve were the center of attention. They looked friggin' incredible in their suits. George made a beeline for Ken, and Marty and Pete took on Steve. Kevin hooked up with Rob, which left Brandon cozying up to me. I was A-OK with that. Brandon was young, still, 32, with a pale complexion, cute features, and strawberry blond hair.

"Looking good tonight, Bill," he said. I got the sense Brandon liked his guys on the slimmer side, but he didn't treat me like a consolation prize.

"You're looking fantastic, too, Brendan," I said. "As always. Long time no see." I complimented his suit. The guy seemed to have a new one for every meeting. He went more slim cut, more fashion forward than I or some of the other guys did, and tonight he had on a Tom Ford, a mid-blue sharkskin wool, paired with a pale pink poplin shirt and a slim handrolled tie.

It was a fun, flirty conversation as we talked about our suits, and increasingly felt each other's clothing. Finally our lips tapped against one another and we shared a kiss.

"I bet you'd prefer me in a more fashionable suit," I teased.

Brandon nodded. "Maybe," he said. "But you Street fellas are hot as fuck too." He coyly reached and grabbed the hardon in my trousers. "You know, you're better hung than Tom." He and Tom didn't have a thing but they definitely had chemistry at these parties, much like me and Pete.

"And Tom's not here," I grinned.

"Tom's not here," Brandon nodded and then gave me a wink as he crouched down and unzipped me.

Brandon's head wasn't the best in the world, but it felt good, a perfect warm up. I looked down and got off on his eagerness to lick and suck my cock. And I'd look around to check out the action. The pairing has shifted, and George had Pete bent over and was fucking him steadily, Rob was alternating sucking Ken and Marty. Steve had Kevin on the bed, fucking face to face. There was an intense sexual energy all around, and I remarked that this one of the best Executive Nights we'd had in a while. I'd have to fill Tom in on what he missed.

Just then I felt my cock being spit out and Brandon rising. He reached inside his jacket pocket and pulled out a small tube of lube. With a sexy look he coated my dick, then undid his trousers, letting them fall around his ankles. He had designer briefs, which he pushed down.

Brandon had one of those naturally slim-toned bods, which he kept even tauter with yoga and exercise. His ass was amazing, a pert bubble butt that was naturally smooth, except for the dusting of fine hair deep in his crack. I hunted around for his pucker with my lubed shaft and, finding it, nudged gently against it.

The guy was a pro at bottoming and pretty quickly I was burrowing my way inside him, savoring the heat and snugness of his hole. I reached around and felt up his suit and shirt and tie as I penetrated him.

"OK if we make this one a quick one, Brandon?" I asked huskily as I felt my balls press against his buns. This ass was amazing.

"Oh yeah," he hissed back, already starting a jerk on his prick as I began boning him.

"Fuck," Brandon grunted after a solid minute of shafting, sending his jism all over the hotel desk. I gripped tighter and fucked my nut into him.

We uncoupled, a little giddy and surprised by how hot we'd been for each other. It was unspoken, but I knew we'd connect again at a future party.

I didn't linger after the sex this time. I washed up and rearranged my suit. I made sure to congratulate Pete on his promotion. The man was lying nude except for his dress shirt, lying back in the arms of a still suited but very sexually satisfied George.

"Thanks, Bill. See you at the next one."

On the way out, I pulled Kevin aside. "Hey, is it OK if gave Ethan the news?"

Kevin nodded. "Sure. How serious is it between you two?"

"Not at all," I said. "But he's a good guy. I want to hear his reaction."

I didn't wait till I got back to my condo. As my car service whisked me down Broadway, I pulled out my phone. Ethan answered on the third ring. It was noisy, like he was out at a bar.

"Bill!"

"Did I call at a bad time?" I asked.

"Not really. I mean, I can't talk for long, but it's good to hear from you."

"Just wanted to share the news that you're officially a New Hire now."

"Really? That's awesome." I could tell that he was genuinely excited. I thought back to my own discovery of a community of guys into suits and suit sex. It felt like an incredible revelation. It still did sometimes.

"We'll have to celebrate this week."

"You bet. Listen... I gotta go. I'll call you tomorrow."

"Sure thing, buddy. Have fun with your friends."

I got back home and started getting out of my suit. I'd probably need to take it to the cleaners, but fucking Brandon had been worth it. I looked at the other suits in my closet. I had a solid wardrobe, and maybe that was an understatement. But maybe it was time for an addition. A treat to myself. I'd given Ethan a suit and if I knew myself I'd get him another before long. He just looked amazing in one and deserved it. But these gave me pleasure, so why not invest in another?

Just then I heard my phone buzz with a message. Ethan.

"I should be honest Bill. I'm on a date tonight. Sorry if that's a problem."

I felt wistful. Jealous, too, admittedly. But I'd been Mr. Standoffish, so I really had no right to complain. Ethan had to look out for himself. I thought carefully of what to reply, then typed. "Nah, it's good. We'll talk about what's going on with us. In the meantime have fun. Really."

GOING DEEP


It was our first time in this position. I lay back on the bed, still in my work suit as Ethan rode me. My gray trousers were pulled down some, not even mid thigh and I could feel Ethan's firm round ass touch against my legs with each downward movement. He was very worked up and that was getting me worked up. I meant to have him over to talk about us, and maybe to have the break-up conversation. But the minute I saw him walk into my place in his workout gear, having come straight from his training session at the gym, I thought maybe that could wait. Thankfully Ethan was in the same vibe.

"No suit," he said stepping up for a kiss. "But I brought an extra shirt." He set down his duffel bag and unzipped it.

I started loosening my tie. "Depending how much fun we're planning on having, maybe I should get another tie.... this is one of my favorites."

Ethan grinned, already stripping off his dri-fit T-shirt. Damn, he had amazing body. Compact and big in all the right ways. Smooth muscle dusted with brown hairs. I had to pinch myself to realize that I actually was fucking a dude this hot. "Good idea, Boss," he grinned. "I wanna go deep, if that's OK with you."

By now I knew what going deep meant. Ethan wanted some shoe and foot worship. And then some full-on suit worship. It wasn't something I was always in the mood for, but right then it sounded hot.

"Sounds perfect, stud." I pulled my tie all the way out and smoothed out the silk fabric.

Ethan pulled off his cross-trainers and looked up. "OK, if I get a feel?"

I knew what he meant, and offered my tie. Ethan took it gingerly in his hand and ran his fingers along material. "I can see what it's your favorite, Boss... it gives me a bone to touch it, even." He wasn't exaggerating, I could see the erection filling out his fitted gym sweats. He looked back up at me. "You gotta educate me about ties, Bill. I want to learn what you know."

Those words made sure the boner I was starting to get got full-on erect in my suit. "I can do that," I replied. "You're a great student."

"Helps to have a hot teacher," Ethan grinned playfully. We kissed once more and I took a second to feel up his bare chest muscle. As much as Ethan and I preferred sex while clothed, it felt a shame not to have contact with his muscled body.

"Let's not rush it today, OK, Boss?" Ethan asked as we broke. I think he was trying to convince himself as much as me to take it slow.

I nodded. "Want me in a different suit?" I asked stepping back.

"Up to you. But you look awesome in that one. I'll be careful."

"Well, meet me in the bedroom," I said.

I stepped into my closet and picked out a "play" tie, a thin-stripped repp tie that already had a few cum splotches from a couple of Boardroom parties. It was a nice enough tie, though, and Ethan hadn't seen it yet. The blue color, with yellow and orange stripes, matched the dark-gray of my suit perfectly.

I removed my shoes, placing the shoe tree in them and setting them on the shelf. I knew which shoes to put on. A pair of Alden cordovans. I'd gotten them a month ago and I could see Ethan's eyes widen the first time he saw me in them. We hadn't had a chance to play with them yet.

I was stepping out when Ethen entered, naked except for a slightly folded blue dress shirt that fit his body really fucking well. I'd given him tips on tailoring his off-the-rack shirts for a perfect fit. And Ethan had the raw material to work with. He was an amazing looking stud without dress clothes, but he had the body to show off the clothing at its best. His shirt tails split slightly as he walked in, the youthful erection evident. He had a tie in his hand.

"I brought a tie... but maybe I can borrow one of yours, Boss? Yours are much nicer."

"Sure," I said, and found another of my "play" ties, a textured dark-green wool one with pink dots. I was actually bummed when I'd ruined that one for everyday wear, but that's the hazard of being into suit sex. At the Boardroom meetings you always had to balance the desire to wear your best clothes with a caution about ruining your best.

"Fuck, you look good," I said, as he slipped it on and began tying a proper half windsor.

Ethan smiled as he watched me set down a towel at the end of the bed to rest my shoes on. I reclined and put my hands behind my head. A signal that my fuck buddy was free to take his time with this session.

His hardon was very stiff as he approached the end of the bed. He reached forward and touched the wool fabric along my shins, running back and forth.

"I know I fucked everything up, Boss," he said softly.

I knew we'd be having this conversation, but I optimistically thought it would be after the sex. But I had to reassure him. "You didn't fuck anything up, Ethan. You just found a commitment-phobe."

He nodded, get a game expression on his face. "You've been up-front about that, Boss. But I need to date someone. Or at least get out there and try." His erection was flagging and I felt bad that we were spoiling the mood.

"You should," I said. "I'm crazy for not snagging a hottie like you up. But I'm just not there right now."

He nodded, and his slightly sad expression got its playfulness back. "I wanted one last time with you, Bill. Kind of go all out with the suit thing."

I looked at him lustfully. "You know I want that," I said.

Ethan stepped up and pulled his shirt flaps apart to let his dick poke right out. He was getting full-on rigid again as he gently touched his dick to my dress shoes.

"I've been wanting to fuck these beauties since I first saw them," he said with horniness as he slowly ran his prick along the smooth, shiny leather. "They're so fucking amazing."

I'm not a foot guy or even a shoe guy, beyond liking the look of a great pair of shoes. But I loved that Ethan was into them, and his excitement was infectious. "I could tell you had a hardon for them the first time I wore them," I said.

Ethan looked up at me, grateful that I was indulging his fetish. "You got some amazing shoes, Boss, but give me a pair of Alden cordovans and I'm in fucking heaven."

"Good thing I saved them for a special occasion, huh?" I teased, now pressing my foot up against Ethan's tight ball sac, making him draw a breath of air in.

"You don't even know, Bill.... fuck!"

We had a little back and forth with our teasing. Sometimes I'd run my shoe tantalizingly along his exposed genitals and along the inside of his thigh. Sometimes he'd take the initiative to run his cock all along the leather, top and bottom, getting off on the contact with his fetish object.

"You wanna cum on them?" I asked as I watched him get worked up, his broad chest heaving beneath his dress shirt as his sexual excitement grew.

"No," he shook his head. "I mean, yeah, I totally fucking want to blast all over them. Give 'em a nice cum shoeshine. But like I said, we're going deep today."

I nodded. He was driving this session, and I was A-OK with that. I don't remember even being that turned on with Ethan.

He held my feet just the right distance apart and started fucking his bare dick between the supple leather. "Oh fuck," he growled.

"You like that, buddy?" I teased.

He looked from where he was staring at my shoes, right into my face and gave a horny, almost helpless nod.

We both looked down to see his dick start to emit then spurt out its clear precum, all over my shoes. That drove Ethan wild. He pulled his hips back and crouched down. I leaned up and watched as he started licking all along my shoes, tasting his own pre. But I think he was more into the taste and smell of the leather. He and I had done some shoe play before, but Ethan was letting it all out now, doing everything he had wanted to do.

"Is this OK, Boss?" he asked at one point. He didn't want to ruin my shoes.

"Better get a cloth if you want to lick them some more."

He nodded and bounded up. If anything the guy was harder now, harder than I'd ever seen him, with a trail of clear cocksnot dripping off as he walked. He knew where my shoe-shine kit was and came back with a couple of clean cotton cloths, and a chamois. He daubed my shoes, being carefully to get off any moisture. He licked more fervently now, and paused after each swipe to wipe it off. It was the most sexual, most sensual shoe shine I've ever gotten.

Finally, he set down the cloth and still kneeling at the end of the bed, Ethan started undoing my shoe laces. He carefully removed one shoe, then the other, setting them aside on the floor. "So beautiful," he said, taking one last look to admire them.

He then turned back and leaned in. My sheer-wool dress socks were inches from his face now and he took in a deep breath. "I can smell the shoes on you," he said. He held my left ankle in his hands and leaned in and started licking, and sucking the leathery flavor out of the sock. Then with my right foot.

Like I say, I'm not into foot play. But I was into Ethan's fetish, and I went with it. I was turned on even more than I expected as he slowly removed my socks and licked along my bare soles. My dick was very rigid now as he have long gentle swipes along the base of my feet.

Finally he set my feet aside and started working his way up. Not using his tongue but giving soft kisses along the fabric of my suit.

"I'll never find a better dressed man than you, Boss," he said. At another time, that would have seemed like a cutting statement, an indictment of the relationship we never had. But then I took it as a compliment.

Ethan nuzzled his cute masculine face against my hard crotch, grunting softly before reaching to undo my belt, then unzip my trousers. My cock, when he pulled it out, was rockhard and aching for release.

"Will you cum if I suck you?" he asked.

"Fraid so, stud," I said, getting very horny. I almost guided his mouth to my dick anyway so I could get off. But I figured the guy had other plans for me.

He nodded and softly licked the base of my dick, going up no further than an inch from my balls. "How about that?" he asked.

"Oh Christ, you're killing me, guy. But that feels amazing."

He laughed and licked around there some more. Finally he relinquished my dick and pulled down my trousers so that my entire crotch was bared. With a determined expression he scooted up and met me for a kiss. It was very intense making out with him now, a full crest of sexual excitement being shared between us. Ethan's hands now felt up my suit, my shirt, and my tie, while I explored his own dress shirt and tie.

Ethan finally leaned over and got some lube. I watched as he applied some back between his cheeks. "I don't want it too wet tonight. Want you to really feel this fuck."

Horny as hell, I reached up and gripped his tie. Not pulling hard, but tugging gently in an act of dominance. Ethan grinned and settled back on my boner.

"You're so fucking hot, Bill," he said as he sank on to me.

The shoe play had worked him up, big time and I was able to thrust right up in to him.

"Oh Fuck!" He cried. A happy, excited cry. I fucked into him again.

His hands were all on my clothes now. Another guy would be upset if his bottom was more into his clothing than him. But for me and Ethan these were connected. It was the basis of our attraction and our sexual chemistry. I thrust harder and faster now and Ethan was with me every stroke. Urging me to fuck him.

"Make me remember this one, Boss," he growled. "Make me remember your hot fucking suits."

"You're going to be the hottest fucker at the Boardroom. Give it time," I said, pumping heavily into him. "You'll put those guys' suits to shame."

"Yeah?" Ethan LOVED that idea and it was getting him to that horny spot, quick.

"Fuck yeah. Hot fucking personal trainer body... Expensive suits fitting you like a glove... all tailored, none of that off the rack stuff any more." I fucked deeper now. "All the newbies coming to you for clothing advice. All the execs wanting to fuck you..."

That did it. Ethan's dick shot its cum out right over my shirt and tie. Thick heavy globs of his cum pumped out as I rode his tight, slick ass to my own orgasm.

The guy looked embarrassed now as he felt the last of my nut pulse into him and then climbed off me.

"I'm glad I didn't get any on your suit, Bill," he said as he grabbed one of the spare cloths and wiped off his hands before removing my suit pants, carefully folding them and going over to my closet to hang them up. It was a trip to watch the eagerness by which Ethan took care of my clothing. That was the only moment I had a twinge of doubt about breaking up with him.

Even though I'd given him one of my play ties, he was equally careful undoing the knot and slipping it off, hanging it back up on my tie rack.

His face was flush pink from the sexual activity. He undid the buttons of his dress shirt. Time for both of us to get back to reality.

"OK if I shower off before heading home?" he asked.

I nodded, still feeling the thrill of the incredible orgasm I'd just had deep up Ethan's ass.

As he cleaned up, I pulled off my suit coat and hung it up. My shirt was soaked through and I knew I'd have to rinse it off to keep Ethan's cum from staining it. I slipped on a casual T-shirt and shorts. It felt weird to be so casual after fucking in semi-formal attire.

I went to the kitchen and fixed myself a gin and tonic. I got out an extra glass in case Ethan wanted one but as he walked in, towel along his waist, he declined.

"I gotta be getting back home," he said, as he dropped the towel and began putting on the gym attire he'd worn earlier. As he laced up his shoes he looked up at me.

"I'm glad we did this, Bill," he said, gratefully.

"I am too," I said. "That was the hottest sex I've had in a while."

He smiled. "Yeah. But I meant the whole thing. Dating, getting to know each other. Even if it didn't work out, I'm glad I met you."

I nodded. "I'll say the same thing about you.... So, I should ask: What do you think of our little arrangement?" I asked.

Ethan gave me an uncomprehending look. I explained, "I buy you clothes, you give me training sessions. I feel like you've been getting me in to real shape," I said.

"Definitely. Easiest trade ever man." Ethan said, "Only you gotta get more sessions in."

"It's not about the money," I objected.

"Of course, it's about the money," Ethan objected, with a playful smile. "But that's not what I mean. I mean, you're starting to get into good shape, but you got a lot more work to do. I'm thinking twice a week at least. More if you have the time."

This was a side of Ethan I hadn't seen before. Establishing his own as an equal to me. It was a new basis for a platonic friendship, and a good deal of professional trainer/client relationship thrown in.

"All right," I conceded. "I'm putty in your hands, stud."

He smiled with what seemed to me to be a look of real relief.

"Likewise," he said standing up. "I want you to make me into the best-dressed guy at the Boardroom. Or at least second-best," he winked.

I laughed.

We gave each other a parting hug at my door and a quick peck. And yeah, a part of me thought I'd let the right one get away. But it just felt better this way between us now. I told him I'd set up a recurring session with him starting the next week.

by Bill Drake

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