Class Reunion Wagers

Note: if you are looking for wholesome love stories, this isn't it. Don't read.

My wife Chloe had never met my closest friends, Dave and Jay. Since Chloe and I opted for a destination wedding, she never got a chance to meet much of anyone outside my family since our marriage.....five years ago.

I first met Jay in high school when his family moved to St Louis from California. Jay and I, along with my other friend, Dave became inseparable our junior year. We all had a love for sports and competition.

It didn't matter what we did together, it was always about competing and making friendly wagers on who would win. Basketball, tennis, golf, ping pong, pool, and of course....competing for girls.

Now that we are adults, Dave, Jay and I usually get together for a guys trip every 3 years. Dave is currently living in Des Moines, Jay now lives in Chicago, while I'm still in the St Louis burbs....where we went to high school.

All 3 of us are married and have been for several years, so our most recent get together, almost 3 years ago, was pretty tame....two days of golf followed by beers and reminiscing about our high school days. We met in Davenport....so the driving distance was the same for all. For what it is worth, I won both rounds of golf, which didn't sit well with Jay or Dave. I've had bragging rights since then.

This year happens to be our high school 15 year reunion. Because the reunion is in St Louis, I of invited Dave and Jay to stay at my house for the weekend so we could attend the reunion activities and hang out around my pool and catch up.

Both Dave and Jay are now dads, so their wives opted to stay home and take care of their kids rather than accompany their husbands. I was a little disappointed their wives weren't coming...especially Jay's wife....she is an absolute knockout.

The reunion was kicking off with a casual gathering at a local brewery on Friday night, a round of golf on Saturday morning; followed by a dinner at a local country club Saturday evening.

Both Dave and Jay arrived late on the Friday afternoon. Chloe was still at work, so I got them settled in their rooms. We all popped open a beer and gathered in the family room.

Our conversation was centered on what women in our class might be attending the reunion and of course, Jay was chirping about how he was looking forward to besting everyone in Saturday's golf outing.

About the time that Jay was running his mouth, Chloe arrived home and entered the kitchen from the door that led to our garage.

I hopped up from the couch and greeted her with a kiss and proceeded to introduce her to Dave and Jay.

Both Dave and Jay enthusiastically engaged Chloe and Jay, being Jay, said something along the lines of, "how did Seth land someone as beautiful as you." Jay wasn't wrong....at 5'5", 120 lbs, blonde hair and perky tits, Chloe was a stunner.

Chloe blushed a little but quickly replied, "I'm the lucky one."

Chloe joined us for a beer, but then it was time for us boys to head to the reunion. Chloe had already decided to only take part in the Saturday night dinner, so tonight and the golf on Saturday morning was just us guys.

When we got to the brewery, it was packed. A great reunion turnout with well over a hundred in attendance. We all quickly grabbed a beer and Dave and I found an open table.

As these things go, you have superficial conversations with familiar faces. After a while, Dave and I we're trying to find Jay. After a bit of searching, we of course found Jay talking up the "most popular" cheerleader from our high school days, Katie.

Katie seemed to be enjoying Jay's company and Dave and I were sure Jay was enjoying the view of Katie's two best assets. Katie's top a bit revealing but none of us minded.

Dave and I were ready to leave after 2 hours of mingling, but Jay, being Mr. Social, was having a great time and was staying by Katie's side.

I approached Jay and asked if he was ready to head back to my place and after consulting with Katie, he said "you guys head on....Katie will give me a ride back to your place...just leave the door unlocked for me."

So Dave and I left and headed back to the house. I told Dave we may have an advantage in the golf tournament early tomorrow....as something tells me Jay is going to have a late night. Dave agreed. We both agreed that Jay hasn't changed....always chasing the skirts and we both openly questioned how his wife tolerates his behavior.

Dave and I called it a night when we got back to the house...it was only about 11 pm but the 8 am golf outing was on my mind and the competitor in me wanted to maintain bragging rights as the best golfer.

I left the front porch light on and door unlocked for Jay. I left on a light in the kitchen so the house wasn't completely dark when Jay returned.

Dave went upstairs where he and Jay's guest rooms were at and I crawled into bed with Chloe. She briefly asked if I had a good time-- I told her yes and she fell back asleep.

About 1:30 in the morning, I was awoke by the sound of the front door opening. I was at first startled but then quickly remembered it was Jay returning from the reunion.

I figured the house would get quiet again but I then heard a giggle from a female voice. What the hell...had Jay brought Katie back to my house?

I laid in bed awake, wondering if I was imagining a woman's voice but within a few minutes I 100% heard the muffled moans of a woman.

In that instant, I knew Jay was fucking Katie in either my kitchen or living room.

Curiosity was getting the best of me so I got up and quietly opened our bedroom door. In order to see the living room or kitchen, I had to step out into a hallway and look around the corner. As I did so, my eyes landed on Katie, laying completely naked on our kitchen table. And holy shit, Jay was standing between her legs pistoning the biggest dick I've ever seen in and out of her pussy. I stood there stunned. It all made sense now...how Jay was always scoring with the ladies.

I crept back to our room and closed the door but in the process, awoke Chloe. "What's going on Seth," she whispered.

"It's a long story, but Jay is currently fucking a classmate on our kitchen table."

"You've got to be kidding," Chloe exclaimed, "he's a married man."

Just as she whispered that to me, the moaning from Katie in the kitchen increased...it was clear that Jay was giving it to her good.

Without any notice, Chloe got up from bed and left our room...opening our door and peering around to corner to confirm what I told her.

Thirty seconds later, Chloe returned with a surprised look on her face.

"I told you...did you not believe me?"

Before Chloe could respond, we both heard Katie cum...as she blurted out "God I love your big cock". Moments later Jay's grunting signaled his "finish" as he presumably filled Katie's pussy.

Chloe and I crawled back in bed...not sure of what to do. About 5 minutes passed and we heard the front door open and close and it sounded like Jay went upstairs to bed.

"That was crazy," Chloe finally said, breaking the silence. "Do you think Jay's wife knows about his behavior?"

"No idea," I replied, "but something tells me Jay does this a lot."

I looked at my phone to check the time...it was now well after 2 am...time for some sleep before golf.

I rolled over and dozed off.

Hours later, I was jolted out of my slumber as I woke up to Chloe wrapping her hand around my dick. She began pumping my dick to get it hard and my response was immediate. This was certainly out of the norm...so I asked Chloe if she was okay.

"I just need you to fuck me Seth....put your cock in my hole!"

I wasted no time in position ing myself behind Chloe. I slid her panties down. Chloe was so wet that her pussy ate my cock in one thrust.

She was so horny that after 3 minutes of fast and furious fucking, she had a huge orgasm....quickly followed by me spilling a load deep into her pussy.

Chloe thanked me and gave me a kiss. She then rolled over, satisfied, and began to go back to sleep.

I looked at my phone on the beside table....it was 6 am....I had 30 minutes before I needed to get up to go to the golf tournament with Dave and Jay. I layed there in bed....over analyzing the sex I just had with Chloe. Obviously, she was extremely turned on...was it the sex act she witnessed that lit her fire or was it the sight of Jay's big tool. I did think it was a little odd that she watched Katie and Jay fuck for more than 30 seconds last night...rather than just peek around the corner to confirm what I had told her.

I turned off my phone alarm and decided to get dressed for golf. I took a long shower and put on my clothes. When I came back I to the bedroom, Chloe was gone.

I could hear some movement in the kitchen so I headed that way. When I entered the kitchen, Jay and Dave were sitting at the table...the same table that Jay fucked Katie on. Both seemed to be ogling my wife, who was standing at the stove scrambling some eggs. Her cooking a quick breakfast before we headed out to as extremely thoughtful but I was a little surprised that she was cooking in her night shirt which wasn't long enough to fully cover her butt and she didn't have a bra on which was obvious due to the perky pencil eraser nipples that made an appearance through her shirt.

When Chloe finally saw me, she said "hey babe...thought I'd make you guys a little fuel before you head out to play golf."

"Very nice of you," I quickly said, as I joined Dave and Jay at the table.

"So, Jay...how was the rest of your night at the reunion event," I knowingly asked. Before he could reply I added that Dave and I were well rested and hoped his late night didn't impact his golf game.

Jay, wearing a shit eating grin, simply said, "yeah, I'm a bit tired but I've been working a lot with my driver so I should be hitting it straight and long today. Perhaps a few on course wagers today fellas?"

I shook my head in acknowledgment as Chloe then placed plates with eggs, fruit and juice in front of each of us. "Have fun today boys, I'm headed back to bed, Chloe stated. With that she walked back to our room. Jay and Dave both watched the bottom of her ass cheeks which could be seen easily as she bounced back to our room. I decided to ignore their lustful gazes.

Now, time to put these boys to shame on the golf course.

I was glad our tee time was in the morning, as St Louis summer days are hot. We loaded up my truck with our golf bags and headed to the course.

As we drove to the course, Dave spoke up and indicated that after our round, he was going to skip out on the reunion dinner tonight to head home to be with his wife and kids. Dave indicated his wife had a rough week and deserved at least a little time to herself....a thoughtful and considerate man I thought to myself.

Jay's response to Dave was, "Wow, ditching your boys huh....well I'm going to enjoy the full weekend. My favorite part of this weekend is going to be whipping your asses on the golf course today."

As he was boasting, I pulled up to the club and parked my truck.

"We will see about that," I replied, as I rolled my eyes at Dave.

The golf tournament was standard stroke play with a "closest to the pin" hole and another "long drive" hole. Truthfully, I only cared about the bragging rights within our group.

After the first 3 holes it was apparent that Dave's game was a bit rusty so the real challenge was going to be Jay. Hole 4 was the closest to the pin par 3. Both Jay and I hit shots on the green but not really that close to the pin. Dave, however, reeling from a disastrous start to his round hit his ball and it was all over the pin in the air. We all let out a yell as Dave's ball landed and stuck about 3 feet from the pin. I was happy for Dave....though he wasn't going to factor in the overall scoring, at least he had a shining moment.

The round continued and there wasn't much separation between Jay and I. We all hit shitty drives on the long drive hole, so no bragging would come from that hole.

As we finally approached hole 18, a quick tally showed me ahead of Jay by 1 and ahead of Dave by 12 strokes. Hole 18 was a long uphill par 4 with a large and undulating green.

We all hit respectable drives in the fairway but had mid irons to the green. Dave hit his second shot just short and right of the green. I was next to hit...a chance to put some heat on Jay. I proceeded to hit a solid shot which landed on the green about 25 feet from the hole. Jay followed with a nice shot be he was about 30 feet away on the other side of the green.

Dave chipped up for his 3rd shot. He was within 5 feet so I kindly conceded his putt.

Bragging rights had come down to a putting contest.

Jay's mouth started to chirp as we were reading the green...saying that my putt had a lot of break in it and I should be careful about 3 putting. He wasn't wrong. His putt, though longer, was fairly straight.

Since Jay was away, he went first. His putt looked good the entire way, but came up just inches short of going in...leaving him a tap in par.

All I had to do to retain bragging rights was two putt.

As I was getting ready to putt, Jay interrupted and said, "Perhaps it's time for a friendly wager. Seth, if you two putt and beat me, I'll buy you a bottle of Buffalo Trace. If you 3 putt or worse, I get to take a peek at your wife naked...much like she took a peek at me last night."

I knew Jay was a competitive person, so I was only mildly surprised Jay would cross this kind of boundary...bringing my wife into a wager.

Dave was completely lost - not knowing about Jay bringing Katie back to the house and asked Jay what the hell he was talking about.

Jay proceeded to tell Dave that he fucked Katie on our kitchen table last night and that he caught my Chloe watching them. He then insinuated that Chloe liked what she saw and that it was only fair that he get to see Chloe naked....unless of course, I could two putt.

I ignored his comment as I knew Jay was trying to get me to react and lose focus.

As I lined up my putt, I told Jay, the wager was "on".

I sent my putt on its way. My first putt grazed the edge but rolled down the hill about 3 feet past the cup. Fuck, I left myself a tough putt to beat Jay.

I remarked my ball and now lined up the putt that could give me bragging rights and a bottle of whiskey if I made it.

I stood over the putt...hands trembling a bit. After a short takeaway I hit it firmly ....dead center of the cup. I had beaten Jay. "Yessir" and chirped as I took my ball out of the cup.

It was a little after 2 pm after we ate a little post round food and the reunion golf awards were given out. Dave did end up winning a $200 gift card for winning closest to the pin and I took 3rd overall in scoring while Jay took 4th.

Not a bad day.

On the way back to my house, we dropped by a liquor store...so Jay could purchase the wager winnings.

Once back home, I noticed Chloe was laying out by the pool in our backyard. Her white bikini left little to the imagination...I didn't recall ever seeing that swimsuit before.

Dave went upstairs to pack his stuff...so he could drive back home.

I called out to my wife and told her that Dave was leaving, so she came back into the house and gave Dave a quick hug and told him it was great to meet him and that he and his family are welcome to visit anytime.

Meanwhile, Jay made no attempt to hide the fact that he was checking out my bikini clad wife.

Jay and I walked Dave out to his car to see him off.

We've still got a few hours before the reunion dinner, exclaimed Jay...."shall we join your wife in the pool," Jay suggested.

Though I figured this was another attempt by Jay to eyeball my wife, I agreed.

After changing into swim trunks, I grabbed 3 beers from the fridge and made my way to the pool.

I handed Chloe a beer ... she sat up in her lounge chair and thanked me as it was a fairly warm day.

Chloe asked how the golf game went....and I told her that I still had bragging rights over Jay and Dave. She smiled and said "nice babe!"

About then Jay popped out the back door shirtless and wearing an obnoxiously tight pair of swim trunks-clearly designed to draw attention to his big bulge. I threw Jay the other can of beer and said, "Enjoy....perhaps a cold beer can sooth your soul after a crushing defeat on the course."

Jay just scoffed and said "maybe."

The three of us spent the next few hours soaking up the sun and despite my concerns about Jay and his behavior around my wife, the conversation was good ....talking about old times, high school and our current lives.

The empty cans began to pile up and it was about time to head to the reunion, but it was apparent that we'd all had too much to drink and were in no condition to drive.

Before I could even suggest that we skip the reunion dinner, Jay spoke up and said that he was pretty buzzed and was having such a great time hanging by the pool -- that perhaps we should just order some pizza and bust out the Buffalo Trace whiskey that I'd won in our "friendly little wager."

The wager mention peeked Chloe's curiosity, so she asked, "Babe, you didn't tell me you won a bet...what was the bet?"

"It was nothing...I just bet I'd two putt on the last hole and I'd get the whiskey," I replied without telling the whole story.

Jay, then opened his mouth-- "hey Seth, tell your wife what could have happened if you lost the bet."

"That wasn't going to happen," I snapped at Jay. "I'm not going to 3 putt from 25 feet."

Now more curious, Chloe asked, "What wasn't going to happen?"

Jay, starting to laugh, blurted out, "I was going to get to see you naked!"

At this point, I felt like Jay was trying to create some drama between Chloe and I....and I just said "whatever" thinking the conversation would go away.

Jay had other ideas and

"Don't get mad at either of us, Chloe," Jay continued. "I had just told Seth it was only fair that I see you naked, since you saw me naked when I was having a little fun last night with my classmate."

"Excuse me, Jay, but I find it weird you aren't embarrassed by cheating on you wife. Why do you think this is funny?" Chloe questioned.

"Whoa, whoa, whoa," Jay replied. "First, I'm sorry you saw what you did, but you did watch me for a good while, so you didn't seem that offended. Secondly, my wife and I have an open marriage and I have the freedom to interact with anyone I wish."

Chloe got quiet upon this revelation and seemed a bit embarrassed about Jay's comment about her watching for a while. I could see her wheels turning.

I quickly changed the subject and said I would order pizza for delivery and it was about time to bust out the whiskey.

After Jay revealed he had an open marriage, Chloe seemed less annoyed with him, but I had my doubts about his revelation. I saw it as a convenient excuse for getting busted.

Nevertheless, Jay has been a lifelong friend and I have long overlooked his flaws due to our friendship.

It was around 8 pm when the Pizza delivery guy showed up. I left Chloe and Jay to go to the door to get the pizza. I then gathered some plates and napkins before heading back poolside. When I arrived, back at the pool, Jay was in the pool looking up at Chloe who was sitting in her lounge chair and they were laughing about something.

I felt odd about their interaction when I returned to the pool, so I asked Chloe if she could help me make some drinks in the kitchen.

"Hey babe, we've all had a lot to drink, let me know if Jay gets out of line. I don't want him to make you feel uncomfortable." I lamented as we chatted in the kitchen.

"He is a little flirty, but nothing I can't handle. Don't worry babe, I'm good," she replied.

"So what were you laughing about when I came back to the pool?"