Exploring My True Self

My mom set us up in the guest room instead of my old room because it had a double bed. I was a little surprised she didn’t try to separate us, and even impressed that she seemed to treat Randy as my spouse. We held each other all night trying to warm ourselves up after our rock climbing expedition Note to self: Outdoor sex, in Wisconsin, in December… Not a great idea. 

I woke up the day after Christmas and felt something warm on my ass. I was lying on my side in the extremely warm guest room with Randy running his warm tongue up and down the crack of my ass. He had his hand between my legs stroking my morning wood slowly, pulling the skin tight as he stroked downward. My eyes were still closed, and I was half asleep, not sure if this was really happening or if I was in the middle of a wonderfully erotic dream.

Suddenly Randy’s warm tongue penetrated my ring and I knew I wasn’t dreaming. Randy was waking me up by eating my ass and stroking my cock in the middle of my parents’ house with Whoops sleeping in the room next to us, Joanie sleeping across the hall, and Mom and dad just down the hall. I turned onto my back, sat up on my elbows and double-checked to make sure the lock on the door was latched. Randy shifted so he could keep going. This was not ideal, but Randy didn’t seem to give a fuck, his tongue kept up its merciless assault on my tight pucker.

His tongue moved to my balls and up my hard shaft. He took me deep down his throat in one bold move without even flinching. He was stroking my cock with his right hand as he sucked me off and opening my ass with the fingers of his left hand. He had every intention of fucking me on the squeaky old double bed with my entire family within just a few feet. “No,” I whispered, “everyone will hear us.”

He looked up at me from between my legs with those beautiful eyes and that lovable grin of his and kept going. His eyes were locked to mine as he sucked me and worked my hole. God he was sexy as fuck and he damn well knew it. He got up, sat on my chest and started feeding me his cock to get it wet and ready, I tried to be quiet as I slicked it up with my natural juices. He sat up a bit and started to move his hips back and forth, slowly face fucking me. The bed started to bump against the wall adjoining Whoops’ room. I heard a quiet tap on the wall and Scotty saying just loud enough for us to hear “I can hear you bro-mos.” I was mortified, and Randy giggled almost silently. I pushed him off me and he wrestled me down to the floor and onto my back pushing my legs back behind my ears and went to town on my tight hole, tongue fucking me, then inserting his index finger finding my prostate and working it hard. I tried to stifle my impending moans and Randy covered my mouth with his free hand, his fingers still pleasuring my prostate.

Suddenly his fingers were gone, and his dick was sliding into the deepest depths of my passage. My eyes almost popped out of my head and I struggled to hold my screams and moans in my chest as Randy started to piston in and out of me. The old carpet underneath us was scratching my back, and I was picturing Scotty with his ear against the wall and my parents and Joanie in the hallway wondering “where that racket is coming from” as my mom would say. I was nervous, whispering for him to stop before we got caught, but not really meaning it. I wanted it as bad as he did.

Randy kept going whispering in my ear “This is the first time I have fucked you since you became my fiancé’ and I’m not stopping until I fill you” and he lifted his hand off my mouth and quickly replaced it with his lips, kissing me with feverish passion. His pounding was gentle but steady and getting faster with each thrust. He started moaning in my mouth and I felt his hot cum shoot deep inside me as he pushed his dick in to the hilt and held it there.

We lay there breathless for a few minutes, then I kissed Randy, tore myself away from his hot body, pulled on my shorts and headed to the bathroom to jump in the shower. The warm water felt awesome as it cascaded over my naked body and I was thinking through my plan for the day.

Randy and I had both planned to spend a little time working this morning, so we could keep things in-check while we were gone. We also set up a Zoom call with Jeff, Matty, Alex, and Adam so we could share our news with all of them at the same time and ask them to stand-up at our wedding. Our new friends have never met our old friends, so we thought this could get interesting.

I finished my shower, dried myself off and went back to the guest room to get dressed. I grabbed my laptop and went down stairs to the kitchen, it was about 8 o’clock. My mom was alone I the kitchen “Good morning sunshine” she chirped.

“Where is everyone?” I asked as I poured myself a cup of coffee.

“Well Scotty’s still in bed…of course, and Joanie’s in the shower.”

“What about dad and Randy?” I asked

“They’re out in the garage. I’m sure Randy’s meeting Aunt Bessie. Your father practically lives out there these days” she said as she continued to busy herself at the sink with her back to me. Aunt Bessie was a 1960, Chatsworth green, Rambler American convertible that had belonged to my grandfather. My grandpa had worked at the Rambler plant and walked down the line supervising the assembly of his car. It was built the year my dad was born so my Grandpa’s big joke was that he had made two babies that year, thus the name “Aunt Bessie.” There was a lot of family history and pride in that old car. Dad had a little plaque with the history of the car made for when he took her out to car shows or drove her in local parades. He let Scotty drive her in the Homecoming Parade his senior year with his high school girlfriend, The Homecoming Queen, sitting proudly on the boot waving. FYI, her parade wave needed a lot of work.

I went out to the garage and there they were, looking under the hood. “Good morning gentlemen… Aunt Bessie,” I said holding up my coffee mug in salute, nodding at the shining car.

They looked up from under the hood “I was just making the introductions” my dad almost sang as he spoke. I sipped my coffee as dad pointed out all the features to Randy and told him stories about the old girl. I could tell Randy was loving this, he was into old cars, but I think he was into having a father figure appreciate his companionship even more. I was so happy seeing the two of them together like that.

“We were just about to take Aunt Bessy for a spin” My dad said tossing the keys to Randy “You wanna join us? We’re putting the top down and blasting the heat, so you better grab your coat.” My dad very rarely let anyone drive the Rambler. I’ve only driven it a few times, Whoops only drove it the one time in the Homecoming Parade, and I don’t think Joanie even got out of the driveway with it before he banished her to the passenger seat the one time he let her drive. But there was Randy jumping behind the wheel. I was about to say something when I decided to just shut up and enjoy the fact that they were getting along. “Nah, it’s too cold, you guys go without me.”

I went back to the house and walked into the kitchen as Randy backed my dad’s pride and joy out of the driveway. Whoops and Joanie were sitting at the table eating. Mom put out some fruit and bagels for us. I grabbed a bagel and put it in the toaster.

“Did you boys sleep well?” Whoops asked grinning at me and putting air quotes around the word “sleep.”

“Was Randy driving Aunt Bessie?” Joanie said, I just nodded. “What the fuck? I guess dad likes him best.” She whined.

“Yup” Whoops chimed in “Can’t blame him. I like Randy better than either of you. Dude…” Scotty continued looking right at me “…if you ever divorce him, don’t make me choose. You won’t win.”

“Stop picking on your brother,” mom said defending my honor “your brother is okay too. But you’re right, Randy’s better.” They all thought they were hilarious. The last few months with Randy have been great, but the last few days as I watched him transform into family was almost surreal. To see my family start to love him like I did was just mind blowing to me and I freaking loved it.

Flipping off my siblings behind my mother’s back, I pulled out my laptop and ate my bagel. I answered a few emails. Nothing earth shattering was going on. Then I started to do my research. Prepping for my call with Barry to order my new “grown-up” ride. I walked into the living room, Barry was on the East Coast, so it was late enough to call. Bill had told him I would be calling. I told him exactly what I wanted and said, “I know this is probably too much and won’t fit all the parameters, but I figure it will give you an idea of what I’d like, and you can tell me the closest thing to it.” Barry chuckled “well, you’ve done your research. I think we can get you exactly what you’re asking for if we can get it to fit the budget. I think we’ll be good.”

“Really?!” I said excitedly.

“Yup, I’ll call the dealer in Phoenix later today to see what he has in stock, crunch the numbers, and I’ll text when I know more.” That was easy. I thanked Barry and went back to join my family at the table. Randy and dad walked in from their ride, their faces red from riding with the top down in the middle of freaking winter.

“Oh my god, Kevin. That is a fun little car.” Randy gushed, and my dad beamed with pride. Randy told us all about his frigid ride in the old car and started one of his babbling sessions. My family had never seen that side of him and were hanging on every word.

“Speaking of fun cars…” I said to Randy “Just got off the phone with the lease guy.”

“…and?” Randy said expectantly

“He’s pretty sure they can do it and he’ll text me details” I was so excited about my new Range Rover. Randy knew I had wanted one forever. Of course Whoops perked up

“You’re getting a new car?” He asked, and I knew what was coming next “So…”

“Nope! Don’t even think it! This is a company car and I’m keeping my Jeep.” I shot back before he could even propose the idea. Randy was behind me, but I know he was signaling to Scotty, they were totally tag teaming me. I put my finger in Scotty’s face and said “Discussion over. I’m not giving my Jeep.” Although I knew damn well he wasn’t going to drop this anytime soon, especially when I saw Randy nod at him and give him a thumbs up. That little shit had Randy on his side and he knew it.

“We need to get on out Zoom call with the guys” I said to Randy, then grabbed my laptop and we went into the family room to get on Zoom with Adam, Alex, Jeff, and Matty. When we logged on they were all there. Matty and Jeff were talking to each other while Adam and Alex just sat there and watched, the mood was a bit awkward. “HEY! I yelled. Did you guys meet each other?” They all just kind of mumbled and I made the intros. As soon as I introduced Alex, both Randy and I got a text from Matty that said “Alex = Muscle ginger, hot tub three way guy??!!!!”I hit the mute button really fast and said “Our worlds are colliding” to Randy before turning the mic back on and responding to Matty with a blush emoji. He texted back about a million laugh emoji’s. Like I said before, Matty hangs on every word you say and doesn’t miss a damn thing.

Randy started “We wanted to talk to you guys together because your our four best friends” then he looked at me and I said “Jeff and Matty we’ve known you guys forever, and you’ve been a huge part of our lives for over a decade. Alex and Adam, we’ve only known each other for a few months, but you’ve been there since the beginning of our relationship and we wanted you all to know that we’re getting married.”

Adam, Alex, and Matty were whooping it up and congratulating us…I think Alex even squealed a little. Jeff just sat there with a distant look in his eyes and a forced smile on his face and didn’t say anything. “Hey Jeff,” Randy said “I’m sorry, I know the timing sucks with your divorce about to be final and all…”

Jeff laughed “nah, it’s not that … I was just thinking how you guys are such a perfect match. Way more perfect than Sarah and I ever were. I Guess I’m just a little jealous, that’s all. I am SO happy for you guys.” He meant it.

“The other reason we wanted to talk to you all together is that we want you all to stand up at the wedding” Randy announced. All of them were honored, instantly accepted and of course asked us all about the non-existent wedding plans.

“The only thing we know for sure, wedding-wise, is that we’re doing it and we want the four of you standing up there with us” I said. Then, Randy told the story of the proposal. Jeff was pissed that we didn’t tell him about it when we got back to his place, but he got over it pretty quick.

Then we all started just shooting the shit, talking about our holidays, and what was going on with everybody. The four of them clicked pretty well. It was fun to see them all laughing together. Matty started talking about how he was just sitting home New Year’s Eve doing nothing, Jeff too. I asked Alex if he found anything for us to do and he said, “Well there’s not shit going on here, everything I found seems to be in Vegas.”

Matty perked up “Vegas? I could do Vegas! It’s only a 5 hour drive and I‘m off all week.” He said excitedly “I’m serious, let’s do it if we can find rooms”

“If only we knew of someone with connections…” Alex said as Adam fake-coughed my name “Kevin” and they all laughed.

Jeff said “The kids are with Sarah and her parents in Florida until the third and I’m off work… guys, I fucking need this. Let’s do it”

“An engagement/pre-bachelor-party/divorce trip in Vegas over New Year’s Eve with you guys, Jeff and the A’s? Fuck. Yeah. I. Am. In!” said Matty “Kevin work your magic.” We all talked about dates and timing as Jeff looked up flights for me, him and Randy on his phone and I stepped away to call Lani, Jordan’s reservationist, to see if she could find us rooms, I told her I didn’t want comps, just anything available and we would pay. She found us three adjoining rooms and booked them for dirt cheap. She really wanted to comp them, but I wouldn’t let her, Jordan and his team were way too generous to me and I didn’t want to take advantage of the situation. We were set. We were meeting in Vegas on the 30thfor 2 nights. It was going to be a blast. We all hung up, psyched for New Year’s Eve in Vegas.

We were originally going to head back on the 27thbut stayed an extra couple of days in Wisconsin with our families. We went back to see Randy’s family for another night before heading directly to Vegas. Whoops was hinting hard at an invite, but I convinced him that this wasn’t the right trip for him. He finally backed off but made us agree to take him and his buddies for his graduation. Family time in Wisconsin was awesome, I loved every minute of it. But now, it was time to party with our friends.

I got a call from Jordan. He heard I was coming to town and insisted on comping our rooms, in exchange he wanted me to meet him for a few hours on New Year’s Eve day, so he could pick my brain on a new business he was working on – unrelated to his account with us. I agreed.

We met Jeff at the airport and the three of us flew to Vegas together. Matty and the guys were all driving to meet us, and we planned on going back to Phoenix with The A’s (as we were now calling Alex and Adam). When we landed in Vegas we went to the hotel to drop our bags until our room was ready. Jeff and Randy explored the strip, and I took an Uber to Jordan’s office, he told me to come casual since I was technically on vacation. When I got there the hospitality flowed as always, he really was Mr. Vegas. He was dressed in shorts and a linen Tommy Bahama top. It was extremely casual. We went into a conference room where he had a couple of shite boards waiting for us to fill and, as always, he had coffee, pastries, and fruit in abundance on the table even though it was just the two of us.

“Thanks for taking time from your vacation to meet with me. This is off-the-clock, and not about my account. I reached out to Bill to let him know I was going to talk to you, so I didn’t put you in an awkward position” Jordan said, Intriguing the hell out of me.

“You’ve got my attention. What’s up?” I said, curiosity getting the best of me.

“I’m looking at starting another company. I want to buy a couple luxury hotels and turn them into high-end gay resorts. If it works, we’ll add several more. I want to talk to you about being on the board of the new company, and maybe investing.”

“What did Bill say, does he see a conflict?” I asked. I was intrigued but didn’t want to jeopardize my job or my partnership.

“He’s good with it, says we can work out any possible conflicts with a simple document from the lawyers…no big deal. Plus, he said if you’re on the board, he’d like to invest. He really trusts you, Kevin” Jordan replied, I was extremely touched to hear that. He went on to say he knew I was gay, and frankly a “young, hotshot gay marketing guy” onboard would help him sell the idea to investors. Then he started to ask about my personal life, treading very lightly as not to pry or offend. “Bill told me to ask about your partner, Randy is it? I hear he’s a VP and Principal at Vogel Harris Financial. I’d be interested in talking to him about being on the board as well if that’s not uncomfortable for you. Bill suggested it.”

“It’s an interesting proposition, I think he might be interested.” I told him that Randy and I got engaged over the Holiday and were here celebrating our engagement, our promotions, and our friends divorce from a raving bitch.

He laughed and said, “Congratulations! If you’re willing to break away from your friends tonight, I’d like the two of you to join my wife Jodi and I for a celebratory dinner, and to discuss this venture with both of you.” I texted Randy and then solidified out plans with Jordan and his wife.

We spent the next several hours talking ideas, locations, amenities, research, etc. and filling the white boards with our thoughts. By the time I got back to the hotel, Matty and the A’s had arrived, and all the guys were up in the bar having drinks waiting for me. They were laughing and hanging on each other like old friends. I loved it!

We went down to the lobby to check-in and the clerk handed me six keys for one room. “We have a reservation for three rooms” I said.

She looked at her screen, punched a few key and said, “Jordan Voss changed the reservation and has you in the penthouse suite, and all expenses have been covered.” I looked at her curiously and thanked her. She pointed me to a single elevator away from the others and told be our keys would get us to the room.

I turned around, the guys had overheard the conversation, their eyes were wide, and they were doing their best to contain their excitement as we walked toward the private elevator. We boarded, waved a card across the pad and hit “penthouse.”

The door opened directly into the suite. The place was freaking incredible. It was huge! Complete with three bedrooms, each with a private bath, and an inground jacuzzi in the corner of the beautiful room with an amazing view of the strip. I thought the last couple of rooms Jordan put us up in were amazing… they were absolute shitholes compared to this. The guys were going nuts.

There was a round marble table in the middle of the entryway. On the table were two bottles of champagne chilling with a card in front of the beautiful silver ice bucket that read “Kevin & Randy, Congratulations on your engagement and your success! Wishing you many years of love and prosperity. ~ Jordan & Jodi Voss.”

Then there was a basket of booze with a card that read “Jeff, Wishing you a great new beginning and a happy future. ~ Jordan & Jodi Voss.” Jeff looked at it and just said “Wow, this shit is all top shelf. There must be a couple hundred bucks worth of booze in here. I don’t even know these people. This is amazing.”

Last but not least there were six all access passes to the biggest, to the most exclusive New Year’s Eve party in Las Vegas fanned out in front of the gift basket.

For the second time since I’d known him Matty was quiet. He just looked around the room, then down at the passes and muttered “Damn, I like how this guy rolls.”

To be continued…