Madison at the Topless Beach

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Madison's coworkers help cross an item off her bucket list.
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Madison at the Topless Beach

Author's Note: This story contains themes of marital indiscretion that may not resonate with all readers.

--

I have previously written about my wife, Madison, and her love of all things fun. Practical jokes, game nights, dancing, athletics, and the most recent addition: teasing her tight-knit group of friends from work. You don't need to read the other stories to enjoy this one, just know that so far, it has all been in good fun, and I'd be lying if I said I didn't find a good bit of humor and arousal in her blossoming exhibitionism.

Maddie is the opposite of shy. She's kind, adventurous, affectionate, and adorable, and even in her late 20s, she refuses to let her playful energy subside. She is a tiny thing, 5'1" or so, but has a great, toned body to match her youthful exuberance. Perfect handful 32B chest, the obligatory great ass, wavy blonde hair cropped just above her shoulders, an adorable lightly freckled face with big, innocent, welcoming eyes, and a smile that never leaves.

--

The summer was drawing to a close, but it was still hot as could be. Maddie's office team had been the skeleton crew at work while the higher-ups and other staff took their summer vacations. No one on her team had kids, so they ended up manning the castle while everyone else at work made their Disneyland trips.

Now that school was back in session, and all the parents were back into the swing of things at the office, Maddie's team had all decided that it was a good idea to reward themselves by cashing in some of their sky-high piles of vacation time to go on a group trip to Florida. I won't say where, but the water was clear, and the drinks were cheaper than in Fort Lauderdale. If you know, you know.

Maddie and I were the only married couple going. Joining us was her team-lead Larry (AKA "boss") and her co-workers Tom, Phil, and Cal. A few of her other work friends wanted to come along, especially her friends Lena and Peter, but the schedules didn't align. Their frustration was not helped by Phil assuring them they would "send pics" in their team group chat.

Wild photos had become a sort of inside joke with their group. Maddie and the guys had previously gotten a good laugh out of some racier-than-intended pictures from a pool party earlier in the summer that had made their way into the work friends text thread, so Phil's promise to keep them posted was really salt in the wound for anyone who couldn't make it on this trip.

I more or less knew to expect some zaniness on this trip, and I didn't care overly much. Madison was always a bit of a tease, and her flirtatious charisma is one of the things that drew me to her years ago. I always loved watching her work her magic, knowing that her limits, though admittedly just outside of anyone else's comfort zone, were relatively firm.

Still, as we packed for the trip, I couldn't help but notice her careful selection of bikinis, Daisy Duke shorts, and crop tops that signaled she was looking forward to letting the sun touch some skin. The fact that she tended to lose one article of clothing per drink also meant that she would likely be improving her tanlines.

--

After an uneventful flight, we landed in Florida. Her boss, Larry, had rented a short people-mover van that could haul all of us to where we were staying, but he wasn't the most confident city driver, so I decided to take the wheel for the short trek out to the beach resort where we had rented a few rooms while Larry sat by me up front to navigate. The van had around 12 seats, which Larry thought was a good idea since we didn't know who could make it at the time of the reservation, so there was plenty of room to spread out.

Despite this, the guys naturally fought over who would sit by Madison. Phil won out, slipping into the seat next to Maddie in the second row.

Everyone settled in, and we took off. It was early enough in the evening that the sun had not set, and checking the rearview mirror, I could see that Phil had wasted no time putting his arm around Madison as they both excitedly chatted about the passing palm trees and stucco houses that seem so exotic to us Midwesterners.

Madison is a very touchy person, so she didn't seem to mind her coworker's arm draped over her shoulder at all. She was dressed comfortably for travel, wearing a tank top and workout shorts. I continued to take glances in the mirror and noticed that between his gestures out the window, Phil kept placing his free hand on Maddie's exposed leg, right around mid-thigh.

They were all very close friends, and she didn't seem to react at all, so I guessed it wasn't a big deal, and being married to Madison for seven years, I had grown used to her tendency to break the touch barrier at every opportunity, it was only natural her friends did the same. Madison was just clingy. She sometimes had trouble distinguishing between playful and sexual, which got her into trouble frequently, but she did have boundaries that the group respected.

Still, I made a mental note to keep my eyes on the boys. Madison tended to get carried away in the fun of the moment, and while I certainly didn't mind the occasional teasing flash of skin or playful pinch, I didn't want them playing grab-ass for the whole trip.

Furthermore, it was just the guys on this trip. Usually, Madison's best friend and closest coworker, Lena, would be around to divert at least some of the guys' attention. Lena was very attractive, and in her absence, Maddie would no doubt be compensating for the teasing that was usually divided between two pretty girls. I was slightly disappointed that I wouldn't see Lena on the beach, as getting to ogle her was usually "part of the deal" whenever their group pulled lusty shenanigans. Madison always got carried away, but Lena was usually only one step behind.

We arrived at our hotel right around sunset. We were about half a mile from the beach, but it still looked like a fantastic view. I parked the van, and everyone was unbuckling and hopping out to make their way to the back to grab their bags. I had just stepped out when I heard Madison and Phil laughing from the van. I peeked back inside, and it looked like Phil was trying to help her unbuckle. After a few seconds of laughing and wriggling, she playfully smacked him in the arm.

"Stop! You're a jerk, Phil!" she shouted with no real anger.

"Hey, museum rules, Phil," I shouted into the van with mock severity. "Look, don't touch."

Phil quickly raised both hands above his head, and Madison took the opportunity to undo her own buckle and climb over his lap to exit the van, shaking her head and smiling.

Phil was grinning ear to ear and finally unbuckled himself and made his way out of the van behind Maddie. We all grabbed our bags and headed for the reception desk.

"What was all that laughing about?" I asked Maddie while we were walking a bit behind the guys.

"Ugh, nothing," she replied with a giggle. "My buckle was stuck, so I asked Phil to help me. He agreed but then grabbed my hip instead and started tickling me."

Maddie was pretty ticklish; even the mention of tickling sent her into a tangle of arms and legs. Anyone who is ticklish knows that once the word gets out, they are 10x as likely to be tickled.

Still, this was an early indication that the guys were raring to go with their usual tomfoolery. I made another mental note to buy some aspirin for the inevitable headache they would give me.

We checked in at the hotel desk and split off into our rooms to unload our stuff before hitting the beach for a sunset walk. Madison and I had our own room, and the other guys had two rooms right next to ours with two beds each. The rooms were adjoining-style, so we could easily open the doors between the rooms to all hang out in the evenings.

Madison and I decided not to put on our swimsuits because it was already getting pretty late, so we just kept our travel clothes on and headed back out to the hall to meet the guys. I perceived some unspoken disappointment as Madison strode up fully clothed rather than in a bikini. The guys were all still dressed as well, though a couple of them had swapped shorts and shoes for swimming trunks and sandals.

We made the half-mile hike out to the beach, which took way longer than I expected, a solid 20 minutes through town in the 90+ degree evening heat. Madison had stripped off her tank top in favor of wearing just her sports bra, and Phil and Tom had both gone shirtless as well.

By the time we arrived, the sun was down, and the beach was mostly empty. Fortunately, there was a bar just off the sand, so we all stopped in for some food and drinks. Larry bought the first round of drinks, starting the peer pressure chain for Tom, Phil, Cal, and me to do the same.

Five or six drinks in, we were all in varying stages of tipsy, with me the least drunk and Madison bordering on slap-happy. We had cut her off after four margaritas, but even that is a lot for a girl her size. We settled the tabs and clumsily made our way back across town toward the hotel.

--

We stopped for a case of beer at a shop on the way, then headed up to the hotel rooms, Madison drunkenly hopping from person to person to lean on for support as we went along, talking about work, beach plans for tomorrow, and repeatedly asking if anyone had seen her lost tank top that was likely left behind at the bar. It was only around 10:00 PM, so we decided to open our adjoining rooms and hang out for a bit before turning in.

The guys and I cracked open some beers and put all 3 of our room TVs on the same channel, which we all found hilarious in our drunken states. Everyone was hanging out in our room which was on one end of the row, with Phil and Tom in the middle room and Larry and Cal in the far end room.

Madison announced that she was going to take a shower since she was sweaty from the hot walk and began rummaging through her bags, tossing clothes, swimsuits, and toiletries around haphazardly.

I was talking to Larry and Cal about whatever sports drama was going on at the time when we heard a hoot and holler from Tom and Phil. I turned around to see Madison fumbling out of her shorts right out in the open, now wearing only her sports bra and some matching cheeky underwear.

"Yeah, Maddie," Tom exclaimed, "Take it off! Now it's a party!" He accentuated the jest by stripping off his own shirt again in a drunk approximation of a Magic Mike scene.

"You wish!" Maddie laughed back, balling up her shorts and throwing them playfully at Tom. "You've seen me in a swimsuit before. How is this any different? Save it for tomorrow, it's not like you won't see this and more at the beach!"

She accentuated her playful musing with a short, sexy dance, swaying her body and running her hands down her chest, stomach, and hips, then turned with a flourish to hit the shower, her underwear showing off a bit of cheek as she walked away.

All eyes were on Maddie as she stumbled gingerly to the bathroom and turned on the water, halfway closing the door but not latching it.

I didn't think much about the drunken little show. Madison wasn't shy, and they had all seen more than this between company happy hour wardrobe malfunctions and pool parties earlier in the summer. I was almost surprised that I didn't have to stop her from stripping down for her shower right there in front of her coworkers, to be honest. A couple of drinks and clothes often cease to matter to her.

"Hey Hugh, should one of us go hang out in there to make sure she doesn't slip?" Tom asked me, with a slight drunken sparkle in his eye.

"Great idea! You want me to break your arm, Tom?" I spat back with a hefty chuckle.

Tom seemed to be weighing his options, so I accentuated my statement with a heavy thump to his shoulder. The guys all laughed, and we went back to watching whatever MTV crap was on the television and talking about the upcoming kickoff of the football season.

After 20 minutes or so, Madison came out of the bathroom, wrapped loosely in a white hotel towel.

"There she is!" Cal called to her. "We were about to send Tom in to check on you!"

"That might have been nice," Maddie said earnestly. "I was so dizzy that I had to sit down in the shower, and I wasn't sure if I would be able to climb back out."

We heard her words, but everyone's attention was caught on the lazy roll knot tied at the top of her towel that was steadily loosening as she swayed in a drowsy, tipsy motion, her slender arms above her head as she dried her blonde hair with another towel.

"Looks like someone is ready to turn in," I said as I moved to steady her before she lost her towel or fell over. "Larry, is it alright if we lay her down in your room at the far end for a bit?"

"Sure thing," Larry replied with fatherly sincerity. "Maddie, make sure to drink some water, hon. We have a long day in the sun tomorrow."

I could sense the disappointment across the room as we started to make our way to the adjoining suite door to lay Maddie down in the other room for a bit.

"Aww, thanks for thinking of me, Larry!" Madison chirped, hopping off my arm and stepping in to give Larry a quick goodnight hug.

As she bounced over, the motion finally caused the towel to give way.

Madison regarded the towel dropping with as much surprise as she could muster in her inebriated state. She quickly decided to speed into the hug to steady herself and cover her front, letting out a short, panicked shriek. She threw her body tightly against Larry, who just stood there like a telephone pole.

Her well-sculpted ass was exposed to the whole room, which instantly lit up in whistles and laughter, even from Madison and me. Everyone except Phil, who had rushed into the bathroom to relieve himself just a second earlier, got their first unobstructed view of her toned body, totally naked from behind. Madison stood there laughing, her body still held tight to Larry in a desperate attempt to hide her frontal nudity, but she made no effort to cover her ass.

After a couple of seconds of laughter, I gathered up her towel, and we wrapped it back around her, trying our best not to expose her tits to her boss in the process. Judging by how frazzled he looked, I am unsure how good of a job we did.

She held the towel firmly this time, and with a blushing face and a great evening sign-off out of the way, we headed for Larry's room at the end of the hall. I asked if she wanted me to grab her PJs, but she said she didn't bring any since we had our own room, and she usually sleeps naked anyway.

"Well, that was a bit more than I had planned for today," Madison said with a tipsy smile. "How much could they see? I guess everyone finally saw me naked?" Her cheeks were rosy from alcohol and a bit of embarrassment.

"I don't think anyone saw the front, but we all got a pretty good look at your ass for a few seconds, minus Phil, who was in the bathroom," I said. "Everyone thought it was pretty funny, I don't think they mind too much. When you hugged Larry, he looked like a deer in the headlights. He probably would have enjoyed it if he hadn't been so surprised."

"Oh my god, Hugh! Haha! Did anyone take a picture?" Madison asked me, much to my surprise.

I hadn't even thought about that. I don't think anyone had their phones out, and the whole thing was over in a few seconds, so I was reasonably sure no one caught it on camera.

"No, I don't think so. Why do you ask?" I mused.

"It just would have been so funny to put that in the group chat. Everyone else from work would have been so mad that they didn't come! I don't know why, it just seems funny to me, it would have made the first night look fun," she said with a sleepy smile.

I chuckled back and kissed her forehead. With that, I tucked her into Larry's bed, and she passed out almost instantly.

I returned to our hotel room at the other end of the row to hang out a bit longer. The guys were absolutely roasting Phil for missing the spectacle. He was kicking himself as well.

"Damn it. Fuck. I can't believe that happened. Did anyone get a photo?" he asked in desperation.

"Ha! That's funny. She was just asking me the same thing," I said to the guys. "She thought it would be funny to tease the others in your group chat since they couldn't make it and show them what a fun night they missed."

Phil cracked open another beer and sat on one of the beds to pout while watching TV.

We hung out for a while longer, maybe until midnight or so when people started getting tired. Larry and Cal went to change while Tom, Phil, and I were finishing the last of our beers. Larry and Cal were gone for maybe 5 minutes when Cal popped back into the room.

"Hey Hugh, want some help moving Madison back, or do you want her to crash over here for tonight? Larry and I could look after her, or we can switch rooms if you want," Cal said.

"Nah, thanks, but we already unpacked," I gestured to Madison's mess of a bag, her possessions strewn everywhere. "Let's carry her back here."

I handed Phil my beer and went to the other room where she was sleeping. Walking into the room, I saw Madison sound asleep on her stomach, cuddling a pillow, drooling profusely. I also noticed she had kicked off the covers, and her ass was once again fully exposed with Cal and Larry in the room.

"I turned the AC down, but she keeps kicking the covers off," Larry said quickly, as if he might be in trouble. I gave him a nonchalant shrug to let him know it was fine.

Just then, Tom walked into the room and almost dropped his beer.

"Fuck, sorry, I was just going to see if you needed a hand carrying her," Tom said, his eyes wide, wholly fixed on Madison's ass.

"She's barely a hundred pounds, I think I'll be okay," I said with a chuckle as I grabbed the blanket off the floor to cover her.

"Oh!" Tom exclaimed. "Wait a sec, didn't she want a picture like this to show how much fun people had partying? To document the night?"

This gave me pause. She had said she wished she had a photo of the towel drop, and it's not like there weren't arguably worse photos of her out there already. Maybe I was drunker than I thought, but I was entertaining the idea. It was only her butt, after all. All the important bits were mattress-down, and she did really want a picture.

"She did say that," I confessed with an ounce of hesitation. "It is pretty funny too. Maybe we can take one, but let's wait until morning before sending it anywhere so you can ask her permission. And you have to promise to delete it if she says to."

Everyone agreed, and Tom dug out his phone to take the picture. Before he was able to, Cal chimed in.

"Oh wait, would it be better if a couple of us were in the photo so it was obvious we took the pic on this trip?" Cal asked.

I guess that made sense, and the other guys agreed. After thinking about a pose, they settled on having Tom and Cal standing to the side of the bed behind her, clinking beers together and smiling at the camera while Madison laid out naked on her stomach, mostly just her butt and some sideboob visible in the photo. Larry took the picture on Tom's phone, and it did turn out pretty funny.

Maddie was lying on her stomach, so you couldn't see her tits, and her legs were only slightly parted; I don't think far enough that anyone could see her pussy from behind. It was definitely a good view of her slender body from the side, though. The whole length of her legs, her ass, and her face were showing (though partially buried in a pillow). I realized that while mostly only the side of her ass showed in the photo, the guys probably got a much better look at it from where they were standing right over her. Their faces corroborated this theory, smiling wide while they silently cheered over her exposed body.

Since they had the pic, the guys were now all just standing around making awkward small talk while taking side glances to admire Madison's body as her back slowly rose and fell with her gentle breathing. Sensing the moment had passed, I finally put a sheet over her, gently rolled her onto her back, and picked her up to carry her back to our room. The thin sheet outlined her body in great detail, and you could make out the protrusion of her nipples. I walked quickly.