Island Bachelor Party Fun

Jessie and I had been wishing for this vacation for a long time. We were away from our family and friends, in a tropical paradise, and ready to enjoy ourselves and let loose for the first time in a long time. Our sex life, along with our normal life, had gotten stale, and we were going to use this vacation as a chance to try some new things out. Maybe some new people too. We were a thousand miles away from anyone and everyone we knew, it was the perfect place to try things. The following is the story of one of our adventures on that 2 week vacation.

We sat at the edge of the pool, as Jessie tried to point him out to me.

"There, in the baseball cap. He's cute and he keeps glancing our way. You think he likes me," Jessie asked.

"First of all, who wouldn't like you. And second of all, there are a few seats next to him at the bar, and we need drinks. Why don't we swim over and ask him," I responded. She nodded a response and got up to walk towards the pool. I waited a minute to stand up so I could watch her walk away. My wife was gorgeous. And in a bikini at a resort, she turned heads. Two small pink triangles covered her perky 34B chest. And a black thong bottom was practically swallowed by her ass. Watching her walk away was a show I never missed.

I got up and followed her to the pool, grateful for the cool water in the heat. We swam up to the bar and sat next to the guy who had been glancing over at us and ordered a couple of margaritas. Jessie, ever forward, leaned over to him and said, "We noticed you glancing our way, so we figured we would swim on over and say hello. Can we buy you a drink?"

He looked shocked but smiled. "Sure I could use a refill," he said to Jessie. "I'm Joe. And sorry for looking, but I couldn't help it. You're beautiful," Joe said.

Jessie blushed and smiled. "Thank you Joe, you're too kind."

Joe laughed. "I should be the one thanking you. Normally, couples don't buy you a beer when you check out the wife."

All three of us laughed at that. And it was true. "Let's just say that we take a different view on that kind of thing," I said to Joe. "In fact, we were really coming over to see if you wanted to hang out with us." The implication of what we were asking was clear when Jessie reached over and put a hand on Joe's thigh.

Joe sighed and shook his head. "As fun as that sounds, and trust me there is nothing more I would rather do, I'm here with my buddy's bachelor party. And I'm the best man. So I can't ditch him. The only reason I'm not with them now is because I get super seasick, so I didn't go fishing with them. But they're due back in about 20 minutes, and I can't be missing."

Jessie put on a pouty face, but then smiled at him. "I totally understand, and I respect your loyalty to a friend. How about we exchange numbers in case you find yourself with some free time and want to hang out with the cool couple you met at the pool bar?"

Joe agreed, and he wrote his number on a napkin for us and we did the same for him. We swam back to our chairs and lounged in the sun for a couple of hours, enjoying the beautiful weather. Jessie looked over at me. "I'm still bummed that Joe couldn't hang out with us. He was hot up close, and I think he would have had fun with me," she said with a pout.

"I'm sure he would have," I replied. And I had been thinking about it, and had come up with an idea. Now to see if Jessie was game for it. "I've been thinking. And it's just an idea. But what if we hang out with Joe tonight. He's at a bachelor party. Granted it is fun here. But the restaurants and bars are only ok. And there isn't much nightlife to speak of. And what's a bachelor party without a little adult entertainment?"

Jessie looked at me. "Are you seriously suggesting that I be a stripper for a bachelor party?"

I quickly responded. "We came down here to have adventures we could never have at home. You brought a ton of sexy lingerie. Why not use it and have some fun? We could invite the guys to our villa, it's private and secluded. Set up some chairs and turn on the music. Have some bottles delivered from the bar. It could be a once in a lifetime chance."

I watched as she mulled the thought over. We had come on this vacation wanting to push our sexual boundaries. To try new things. We had talked about groups of guys with her before, but we had both laughed them off as not just fantasy, but fantasy that we could never really hope to turn to reality. And yet here we were. We might be able to make our fantasy real. I waited tensely to hear her verdict on my idea.

"Get your phone, text him, let's see if he and his buddies are game. I need to know now, so I can shower and get ready and pick out my outfit," she said to me. I silently cheered in my head as I sent Joe a message.

"Hey Joe, this is Phil from the pool earlier. Jessie and I were wondering if you and the boys wanted to come over tonight for some fun. Jessie wants to put on a fashion show for you and your friends."

Joe responded after a few minutes with a yes, and Jessie and I headed back to the villa to get everything ready. Joe and his friends would be coming over in a couple of hours, and we needed to eat and prepare. I ordered room service to the room as Jessie took a shower and did her hair and makeup. We were both nervous but excited for the evening to come. I loved watching Jessie get ready, it was so sensual. And that was on a normal night when she was getting ready for me!

After hair and makeup were completed, Jessie went into the bedroom to decide what to wear. She had brought a lot of lingerie on this trip, so she had some tough choices to make. In the end and with my input, she put on a red lace bra, thong, and garter set. She made sure to put the panties over top of the garter for easy access, a detail which made my cock twitch in my pants. And over top of that went a silken black robe. One last check of the drinks, and we were ready. And with not a minute to spare.

Jessie stayed in the bedroom, wanting a few minutes to make last minute adjustments before her performance. I opened the door when I heard Joe knock, and let in Joe and six of his friends. I brought them in, and sat them down at chairs we had set up for the evening. I had put one chair in the center of the room for Mike, the groom to be. With everyone seated and a drink in hand, I turned down the lights and turned on the music.

Jessie walked out of the bedroom and said hello to the boys to a chorus of catcalls and whistles. They were clearly excited and ready to see the show my wife was about to put on. Hearing the bits and pieces of what they said as they leered at her was so hot. "Damn look at her," "Can't believe this dude is letting his wife strip for us," "Can't wait to see what's under that robe."

Jessie walked right up to Mike and shrugged the robe over her shoulders, dropping it to the floor. She slowly turned for Mike amid whistles and cheers from the boys. "This isn't a strip club, and I'm not a stripper," Jessie said to the assembled men, "and I have only one rule. Unlike strip clubs, touching is encouraged!" The guys all cheered at that and Jessie leaned forward and planted a sloppy kiss on Mike's lips. "Let's have some fun," she yelled.

With that she began to dance. She turned and shook her ass in Mike's face. Then she straddled him and sat down on his lap. She grabbed his hands while she grinded on his lap and guided his hands to her bra snap. He fumbled for a minute before getting the snap unlatched and Jessie pulled her bra off, exposing her tits to everyone. She grabbed Mike's head and pulled him into her chest, rubbing her tits on her face. I watched his mouth open to lick one of her nipples. I felt my cock growing in my pants at the sight, and I could see a few of the guys were rubbing their crotches.

Jessie stood up and turned around, swaying her hips while looking at her audience. She walked a circle around Mike, flaunting her body. When she got back in front of him, she grabbed his hands and placed them on her hips while she swayed. After a few seconds of this, she hooked his thumbs in the waist of her thong and gave his hands a push down. He got the message and her panties were quickly on the floor. Jessie picked them up and tossed them to Joe and blew him a kiss. Then she bent over so that Mike could get an unobstructed view of her wet pussy.

Mike leaned forward and stuck his face in, trying to get a taste, but Jessie was already whirling around, straddling his lap, now wearing just her garter and thigh highs. She looked incredibly sexy, and every guy in the room was sporting a rock hard erection. Including Mike, who had Jessie grinding on his lap, her tits back in his face. She leaned in for a kiss as he pawed at her tits while they sloppily made out.

Then Jessie stood up and knelt between Mike's knees. "What do we have here" Jessie said as she ran her hand up and down the length of Mike's hard on through his shorts. "I want to see it" she cooed as she slowly pulled his pants down. Mike lifted his hips to let Jessie slide his pants and boxers down, and a hefty cock sprang to attention in her face. She wrapped a hand around it and began stroking as she kissed and licked the head of Mike's shaft.

As Jessie began to blow the groom, I noticed a few of the guys shifted in their seats. Pants were unzipped or slid down, and cocks were now out and being stroked as my wife put on a show. She was really into it now, stroking Mike while his cock slid in and out of her mouth. I couldn't have been more turned on, and I could see Jessie's pussy glistening from across the room. She lifted her head off of Mike's shaft and stood up. She turned around, surveying all of the cocks being stroked for her with a smile.

She straddled Mike's lap and reached down, gripping his cock. She guided it between her pussy lips and she slid up and down his shaft, leaving him glistening from her juices. Mike's eyes were closed and he was groaning as Jessie slid up and down his shaft lubricating him. Then she lifted her hips and reached down to stand his cock up and position his head at her entrance. This was my favorite part.

She closed her eyes as she slowly lowered herself onto Mike's thick shaft, savoring every inch as he entered and stretched her married pussy. He groaned as she slowly took him inside her. When she had taken his whole length inside her, she opened her eyes and gave him a kiss, and then began bouncing. Mike grabbed Jessie by the hips and started fucking her. Everyone was staring at the two of them as they passionately fucked in the center of the room for their captivated audience.

They were both so turned on it did not take long for the orgasms to start. Jessie started to moan, and I watched orgasm and wrap her arms around Mike's back, her nails digging into his shoulders. Mike, feeling this, grunted and slammed his cock deep into my wife. I saw his balls pulse as he emptied his load deep inside my wife. I watched as they both came down from their orgasmic highs.

"Jessie," I said loud enough for everyone to hear, "How about you finish up the dancing in the bedroom? It might be easier there." The implication hung in the air and Jessie turned and blew me a kiss.

"Great idea babe," she replied, "let's head to the bedroom." She turned and walked through the bedroom door to our king bed in the bedroom. The guys all got up and followed her into the room, Joe in the lead. Jessie laid back on the bed and smiled as Joe walked in, dropping his shorts as he came through the door.

He roughly grabbed her legs and pulled her to the edge of the bed, spreading her legs wife so he could see her freshly fucked pussy. Cum was starting to dribble out of Jessie as Joe grabbed his cock and lined up with her entrance. Jessie moaned as Joe drove his cock into her with one smooth stroke. That moan was swiftly stifled as the other guys made it through the door. Brian had positioned himself by Jessie's head, and he turned her so he could feed his cock into her mouth. Another guy, I had heard, called Sam had taken Jessie's arm so she could stroke his cock. She looked so sexy, laid out and being used by these men, with more waiting their turn with her.

Joe's cock was pistoning in and of Jessie, bouncing her while she tried to suck on Brian's cock. Everyone was so turned on, no one took long to cum. I heard a grunt and saw Joe pull out and splash a load on Jessie's stomach and tits. A few seconds later, Brian was cumming on Jesse's face, rope after rope of thick white cum hitting her.

Steve stepped up to use Jessie's pussy next, while Sam took his place at Jessie's mouth. Steve had a smaller cock than Joe, so he slid easily into Jessie's pussy. Meanwhile, Jessie was doing her best to swallow every inch of Sam's cock while stroking Dave and Zack with her hands. She was busy being a cock whore and loving every minute of it.

Steve didn't last long, and added his load to Jessie's stomach. Same moved to take his place and was trying to line up his cock with her hole, when Jessie sat up. She had Sam lay on the bed and straddled him, sliding his cock into her pussy. She began to bounce as Zack stood behind Sam so Jessie could suck his cock. This was hotter than I could have imagined, watching my wife be used by so many men.

Dave, seeing an empty and enticing hole that hadn't been used yet, slid up the bed behind Jessie, and spread her ass, spitting on her hole. Jessie stopped, looked over at me and mouthed, "lube please." I nodded and grabbed the lube from the nightstand and tossed it to Dave. He caught it, and squirted some lube onto his cock before lining up on Jessie's ass.

She stopped bouncing on Sam's cock so that Dave could get his cock in place, stroking Zack while she did so. Dave slowly forced his cock into my wife's ass, until he had slid his length inside her. Jessie, Dave, and Same now slowly began to move again, building a rhythm for Jessie as she rode two cocks. Zack couldn't last and pulled off Jessie's mouth to add his load to her face and tits. She was covered in cum and looked sexier than I had ever seen her.

Dave was pounding her ass when he all of the sudden pulled out and began spraying cum on her back. Jessie's ass had taken him over the edge. This left Sam as the only guy who hadn't blown his load yet. Jessie was riding him like there was no tomorrow and it didn't take long for him to say, "Oh fuck, I'm cumming!" Jessie turned and smiled at me with her cum covered face like the cat who caught the canary.

Every guy had cum now and most had dressed. Jessie was an exhausted cum covered mess laying in bed, and I showed our guests to the door, thanking them for stopping by and hoping they had a fun night. They all said good night and I shut the door and headed back to the bedroom.

My gorgeous cum covered wife lay basking in the afterglow of her gang bang. I joined her on the bed, kissing her deeply and tasting the cum on her tongue and her face. She reached down and slowly stroked my rock hard cock. "I need you" she whispered to me, and spread her legs for the last time that night.

I slowly slid my aching erection into her used and filled hole, feeling the warm wet depths envelop my cock. The mix of cum and lubrication from her was like nothing I had ever experienced. We continued to kiss as we gently made love in the aftermath of Jessie's night. Jessie wrapped her arms and legs around me as we made love. The cum on her chest and stomach slick between us.

"I love you so much," I said, as I added one last load to her for the night. We drifted off to sleep in each other's arms.