Ashley and the Eavesdroppings Ch. 05

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Ashley and her husband go on a cruise and become very daring.
4.6k words
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Part 5 of the 6 part series

Updated 06/10/2023
Created 01/26/2021
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Andjohn1
Andjohn1
38 Followers

A month before our 5 year wedding anniversary, I surprised Ashley by telling her we were going on a Caribbean cruise. Ashley was so excited and couldn't wait to relax and have fun on the cruise. I was even able to find a cruise trip that was for couples only and had plenty of romantic activities to do.

The month leading up to the trip seemed to take forever, but finally we got to the day before we were leaving. It was a Friday and I had just finished up with work when Ashley walked into the house. She had been out with Bekah, at the mall. Her face was bright red with a huge smile that she couldn't wipe away. I noticed she was holding a Victoria's Secret bag.

I looked at her smile and returned one of my own, "How's it going?"

I was sitting on the couch and Ashley came over to me and hopped on my lap, "I only had the most amazing time ever," she said.

"Oh yeah? How so?"

"I just met up with Bekah at the mall, and of course, I told her about our trip coming up. So, we decided to go shopping for lingerie, and swimsuits."

"Shit, that sounds like fun!" I said back.

Ashley preceded to tell me about it, "We went to Victoria's Secret of course and Bekah ended up finding a few swimming suits that she wanted to try on too. We both jumped in the same dressing room to try our sets on and to see how each other looked. She ended up trying this white 1 piece suit with straps going all the way up on each side. She turned around and looked in the mirror. She looked stunning, her body was nice and tan and the back of the suit had a bit of a cheeky cut to them that showed her cute butt cheeks. It was a bit of a smaller room so we were close together. She ended up turning back around to face me..." Ashley paused for a moment and blushed a bit more.

"And then what?" I asked

"Well, our eyes met, and our faces were inches away from each other."

My heart was beating so fast as I eagerly listened to each word Ashley said.

"We kissed," Ashley finally came out with it.

My jaw was on the floor speechless.

"And, well, it wasn't just a peck. It was heavy making out. It was like there was this build up over the last few months ever since our first group sex session that finally led to this. I have to admit, it was amazing."

"Oh my gosh that is so hot!" I remarked.

"It was, I was wearing some lace cheeky panties and her hands on my lace covered ass felt so sexy. There was just something thrilling about having another person grabbing it and making out with me."

"Wow, that is something else," I said.

"Yeah, It might have gone farther but the employee knocked on the door, a few minutes after our make out session began, to see how we were doing. We both jumped and started changing back into our clothes. Before we split ways in the parking lot, Bekah slapped my ass and commented, 'we'll have to continue this after your trip.'"

I was ecstatic to hear about this. The way the girls looked at each other from time to time, I felt like there was something there between the two. Even that first night we had a foursome, I could tell there was something going on between them. I've given my thoughts to Ashley from time to time about it being hot if she kissed a girl. She knew I was ok with it.

The day of the trip came, Ashley and I packed everything up and headed to the cruise dock. Right before we got out of the car, Ashley said to me, "I'm really excited for this. I want to do some daring sexy things on this trip. We're going to have some fun."

If that didn't get my blood pumping, I don't know what could. We boarded the ship and found our room. We put down our suitcases and decided to head to the cafeteria to grab some lunch. They had a pizza and a noodle buffet that was delicious! Ashley and I couldn't help but notice the couple sitting next to us. They seemed to be around the same age and just as in love as us.

Ashley was coming back from grabbing a plate of fruit when she remarked to the girl, "Oh my gosh! I have to ask, does your panties say "Princess" on them?! I think we're wearing the same pair!"

The girl was a bit shocked and felt the back of her pants and then felt the top of her underwear that was exposed.

Her eyes lit up, "Yeah, they do! Did you get them at Kohl's too?"

"Yeah! See?" Ashley reached into the side of her pants and pulled up the waistband of her panties to show her.

"What are the chances?!" the girl said.

We chitchatted a bit and found out their names were Nate and Andrea. They were from New York City. Nate was a photographer and Andrea was a model. She had an ombré hairstyle that went from brown to blonde. She also had toned muscles, and beautiful hazel eyes.

At the end of our conversation Ashley asked, "Hey, we were going to lay by the pool and relax, maybe jump in a few times. Do you guys want to meet us there?"

Andrea looked at Nate for confirmation of what she was thinking, "Yeah, that sounds great. We'll see you there in 20 minutes or so."

We left and went back to our rooms to change. Ashley had a cover up over her suit that ended up keeping her swim suit a mystery until we got to the pool. We headed to the pool and saw Nate and Andrea. Nate was on a chaise lounge and Andrea was standing but bent over digging in her swim bag looking for something. She had on a black 2 piece swimsuit with a cheeky style bottom that made her ass look amazing, especially while bending over.

I set our bags down and shook hands with Nate while I sat in a chaise lounge next to him. Ashley stood in front of us and said hi to Nate and Andrea as she dropped her coverup to the floor. Both Nate and I lowered our sunglasses to get a better look as Ashley revealed a 2 piece white thong swim suit.

"Dannnng girl!" remarked Andrea.

"Wow babe! That is bold and daring for sure! You look amazing!" I said.

"Thanks. I'm going to go for a quick dip. You wanna join Andrea?" Ashley asked her.

"Sounds good," Andrea said, as they both headed for the pool. Nate and I couldn't stop staring as we watched our girl's asses as they walked away.

After they got into the pool I looked at Nate who was still staring, "So, what kind of photography do you do?" I asked.

"Um.... adult photography."

"Ok. So, Andrea said that she's a model. Do you take pictures of her? Is there a certain clothing brand that you guys work with?"

"Well.... it's more like pornographic photos. But it's not sex photos. It's more soft core pictures. So, it usually starts fully clothed and then we usually get down to lingerie."

"You know, I think there's something about just teasing your viewers that is extremely erotic, rather than just nude shots all the time." I remarked.

"Yeah, it's a lot of fun..... Hey, your wife would be perfect for a set with my wife. Do you think she would be into that?"

"She might be.... I would love to see it. I'll have to talk to her about it," I replied.

We had a great day enjoying the sun and pool. I'll never forget that night before dinner Ashley asked me if I wanted to play a game. She put on a pair of the tightest gray yoga pants that I've ever seen on her. The outline of her thong underneath was clearly visible.

She asked me, "So, what do you think if I wear this for dinner? You can tally up how many guys check out my ass."

I grinned, and replied "Let's go."

We arrived at dinner. It was an outdoor meal with the sun setting in the background. I wore sunglasses to keep my eyes shaded and to keep a look around to see who was peeking at Ashley. I pulled a seat out for Ashley and she sat down. She reached back and pulled her thong up just enough to see a little skin between her thong and the top of her pants. I sat opposite of her and looked around the room as I pretended to glance at a menu. There was one guy at about 10:00 from my position that glanced a few times. I had another guy walk behind my wife and stared at her backside for a solid 5 seconds, he almost ran into another table. My favorite was when she got up to go to the bathroom. A few guys looked at her when she left, but the best moment happened when she got back, she bent over to adjust the strap on her shoes. It was like every guy in that room had a sensor that went off and they all glanced at Ashley at the same time to get a good view.

All of a sudden I heard a familiar voice "Dannnng girl."

It was Andrea again. Ashley looked up at Andrea, "Not bad yourself."

Andrea was wearing a black short skirt with a black suit coat that exposed a good portion of her cleavage. I took off my glasses to get a better view and couldn't help but stare at her for a few seconds. I then looked at Ashley and realized she caught me looking. One of her eye brows raised and then she smiled at me. I knew the irony was too good because we were there to tease other guys and here she caught me too.

"So where are you guys sitting?" I asked.

"Over on the other side. You guys have a good night," Nate said as they continued walking.

We continued on with our meal and Ashley made sure she continued to tease more guys that night. It was a lot of fun and it made for a great night of sex.

The next day, we walked around to check out the rest of the ship. Ashley was wearing sunglasses, a white off the shoulder shirt, and a short jean skirt. She looked amazing. We ended up by the pool and Ashley found two chaise lounges for us to sit in. We couldn't help but notice a guy who passed by who wore a thong swim suit.

"Wow! There's a daring choice," remarked Ashley.

I tilted my head in observation, "He looks pretty good in it. There's still some material in the back that makes it seem more like a normal speedo. Hmm."

"It doesn't hurt that his body is.... Oh. So. Fine!" said Ashley in a bit of a daze.

I chuckled, "I bet you'd like to have him staring back at you."

All of a sudden I saw Ashley's brain wheels turning. She said to me, "Hey babe, why don't we pretend we're sleeping but I'm going to spread my legs to see how many lurkers we get."

I couldn't believe how wild my wife was thinking. Ever since we got with Bekah and Todd, she's been so daring and horny.

"What kind of panties you got under there?" I asked.

"I've got on a hot pink silk thong," Ashley said in a seductive sexy voice.

I took a quick glance, "Shit, that's so hot. Everyone's going to notice those," I remarked with a big smile.

I put on my sunglasses and we got in position. One couple in their 40s walked by. I gotta give the guy props, he had a plan in place. He purposely pointed to something away from my wife to distract his wife and then took a quick glance.

There were a few other men and women that took a glance, but what happened next took me by surprise. There was a couple who came to the pool. The wife got in the pool while the husband went to put their things at a table and then started reading a book. The table he chose was right across from us and he positioned himself so he could glance from his book to Ashley. The guy was probably in his late 30s and had a good looking body with some muscle and tan skin. For what seemed like 10 minutes, the guy kept glancing at her. Eventually, he reached in his pocket and started rubbing himself under the table.

Still trying to pretend like she was sleeping, Ashley said between her teeth "Oh my gosh!"

A few minutes went by, the guys wife came over. He took his hand out of his pants and grabbed a drink that she brought to him. We saw his bulge stiff as a rock pushing on his shorts. The guys wife left and went back to the pool with her own drink. This is when Ashley got really daring. She grabbed the bottom of her skirt and pulled it up to reveal more of her legs and her panties. She started to rub her pussy for a minute. The guy was trying to pretend like he was still reading but couldn't stop glancing at her. All of a sudden Ashley pulled her panties down and took them off.

She got up and said to me "Come on, let's check out the casino."

She walked past the guy and dropped her panties in his lap and walked away.

I walked by after her and commented to the guy, "You better hide those before your wife gets back."

The guy just sat there frozen. I bet he still has those panties somewhere in his house.

When we got to the casino we ran into Andrea and Nate again. We decided to sit down and play slots with them for a little while. The slot machines were facing back to back two by two, so the girls took one side and the guys took the other. Nate asked what I do for work and where we're from. I mentioned that I was a graphic designer and that we were from Tampa Bay, Florida. We chatted on and off while we played slots but I couldn't help but overhear Ashley start asking Andrea about the modeling she did. I had mentioned to Ashley what kind of modeling Andrea did, but I think she wanted to know more. At that point I didn't tell Ashley that Nate asked if she could be in a shoot.

Andrea began to tell Ashley about it, "Well, we typically do a few sets a week. Sometimes we'll go out and find a place to take photos, but most of the time it's in our apartment. It's so much fun and I get to do a ton of shopping!"

"Ohh, that sounds like fun!" Ashley said.

"Yeah, it's crazy, I have a whole bedroom that I converted into a closet because I had no where else to put it," said Andrea.

"Oh my gosh," remarked Ashley. "When can I start?"

We all laughed.

"What has been your favorite scene you've done?" Ashley asked.

Andrea began to think and then replied, "I think my favorite was doing a shoot with one of my girlfriends. She lives out in the suburbs so we went to their place and got a kiddy pool that we put in their backyard. We wore all white with bikinis underneath. We ended up having a water fight and eventually ripped each others clothes off. It was a lot of fun."

"Wow! That sounds hot," replied Ashley. "Do you do photos with other girls often?"

"Yeah, probably a third of the time," replied Andrea. "Would you be interested in doing a shoot in our room?"

Ashley was in shock, "I don't know what to say."

I peeked over the slot machine and encouraged her "Do It!!! You know you want to."

The girls laughed and then Ashley responded, "Yeah, let's go for it!"

"Fun!" Andrea said and then yelled over to Nate, "You up for a photo shoot with Ashley and me?"

"Yeah, that sounds great! Let's plan for tomorrow, we've got a show we wanted to check out tonight," Nate replied.

We said that would be good and arranged a time to meet at their room the next day. Ashley couldn't wait and honestly either could I.

The next day we headed over to Nate and Andreas room. We knocked and Nate answered the door.

"Hey! How's it going?" Nate said.

"It's going great," I replied as we walked in.

Nate had a few of his camera gear set up in the room. Andrea was waiting on the bed. She had on a pair of short shorts and a button down plaid shirt.

"Hey guys! Ashley! Come on over," Andrea said.

Nate instructed how it was going to start "Alright Ashley, we're gonna have you start at the bottom of the bed and crawl your way up to Andrea nice and slowly."

Ashley got into position and Andrea laid at the head of the bed. Both girls were giddy and smiling with excitement. Ashley was wearing a white short skirt and a white tight t-shirt with clearly a black bra underneath. Nate started taking pictures as she crawled up the bed.

"Alright! Now crawl on top of Andrea, look my way, and smile," said Nate.

When Ashley made it on top of Andrea, she flipped her straight long brown hair away from the camera so Nate could see their faces. They didn't remove any clothes or anything yet but my cock was so hard and excited.

"Alright, why don't you unbutton 2 of Andreas buttons," Nate asked.

Ashley did and then pulled down the shoulder of Andreas shirt just enough to see Andreas army green bra strap.

"Perfect," Nate shouted, "Hold right there. You're a natural at this! I love it."

Nate got a few shots and then Ashley continued unbuttoning the rest of Andreas shirt and revealed the rest of Andrea's bra. It was one of the sexiest bras that I've ever seen. It had a camouflage pattern with green, tan, and black, except the black was mesh.

Nate got a few pictures, then Andrea grabbed the bottom of Ashley's shirt and slowly took it off. Every second or two Nate would take another picture. Eventually, Ashley's shirt was off which revealed her black push-up bra. Andrea hugged Ashley and positioned her head right between her breasts. They posed, and then Ashley pushed Andrea back on her pillow. She scooted down until she was by Andreas shorts. She ran her tongue over her teeth with excitement. She unbuttoned her shorts and scooted them down just a little to reveal Andreas army green string bikini style panties peeking above them. Ashley reached inside her skirt and pulled up a black triple string thong that spread around her waist. Ashley leaned over and rested her head on Andreas flat stomach and stuck her ass in the air revealing the perfect whale tail pose.

They did a serious and then happy pose for the camera. Nate was gobbling up the amazing shots. They both looked stunning. Ashley started kissing Andrea's stomach and slowly pulled Andrea's shorts off. Ashley straddled on top of Andrea's legs and grabbed the strings on Andrea's panties. She pulled them away from Andrea's body to give a teasing view to the camera of possibly revealing the top of Andreas pussy. They both posed again and then Ashley got off of Andrea. She asked if it was ok to go out on the deck for a few poses. Both Nate and Andrea agreed and got up to follow Ashley.

Andrea grabbed a bottle of body oil and walked out on the deck. She poured some on her chest, stomach, and legs and rubbed it all over her skin. She looked amazing with the sun shining off of her. Ashley did the same and made sure she got some on her white skirt that became even more transparent. Ashley pushed Andrea against the glass of the patio door and took both of Andrea's hands and pressed them against the glass just above their heads. Their heads were positioned cheek to cheek as they posed for Nate. Then, Ashley looked at Andrea with their noses practically touching. My heart jumped as Ashley leaned into Andrea and kissed her. Ashley let go of Andrea's hands and put one hand on her neck and the other behind her head. Andrea wrapped her arms around her and pulled down Ashley's skirt a little to reveal Ashley's triple string thong again.

"Wow," I said as I soaked in the moment.

"This is great!" Nate remarked.

The girls were having a lot of fun making out. Ashley was tapping into this new experience of kissing girls. I could tell she was loving it so far.

Andrea finally pulled Ashley's skirt all the way to the floor and continued to kiss her. She grabbed both of Ashley's ass cheeks and Nate was taking as many different angles as he could while she squeezed tight. Ashley began to kiss Andreas neck and slipped both of Andrea's bra straps off of her shoulders. Andrea did the same to Ashley's straps and they both posed for the camera.

Andrea asked Ashley, "What do you think if we take off our bras and press our breasts against each other to cover them up?"

"Ok," replied Ashley as she bit her lower lip and blushed a little.

They took off their bras and then pressed up against each other. Ashley put her hand on the back of Andrea's neck and began to make out with her. I could see a lot of tongue action and it was very attractive to watch. Nate got a bunch more pictures and then put down his camera.

"I think that's a wrap," said Nate.

Ashley and Andrea didn't stop kissing.

Between a kiss Ashley remarked "Good, then I can do this," as she slipped a finger into Andreas pussy.

"Oooo that's nice," said Andrea as she took in the moment. "Let's go back inside," she said after a few minutes of Ashley tugging on her g-spot.

Andjohn1
Andjohn1
38 Followers
12