A Cuckold Story Ch. 23

Once we had settled in, Cheryl said she wanted to have some time alone with Matt that afternoon and so I offered to head out to the beach for a while. "Don't come back for at least two hours", cautioned my wife as she checked her face in the mirror before applying a fresh coat of lipstick to her lips. Despite having fucked Matt the evening before, Cheryl was hot-to-trot once again and had been teasing Matt all morning, flaunting her ass in her skintight daisy duke shorts. And as I headed out, Cheryl couldn't help but remind me, "Don't forget. Two hours."

I strolled down the beach for quite a way before I took a seat in the sand. And sitting on the beach, I couldn't help but imagine what was transpiring back at the hotel. Cheryl had been so anxious to get together with Matt again that I knew that they were likely screwing at that very moment. Cheryl still hadn't told me much about her evening, but it was clear she was very much infatuated with her new beau. I had to admit, Matt was handsome and charming, but he was also somewhat crude and immature in a way that I thought Cheryl might find boorish. Nevertheless, at that moment the immature boor had his cock buried in my wife's pussy while, I, her well-mannered husband sat alone on the beach trying desperately to hide my erection pressing against the front of my swimming trunks.

I stayed on the beach for a little over two hours before slowly making my way back to the hotel. But as I was walking up to the hotel, I spotted Matt and Cheryl lying side by side on the beach, each holding a cold beer. "There you are, Mikey! Where'd you go!", called out Matt as he saw me walking towards them.

The fact that Matt used that nickname irked me, but I said nothing, instead I merely replied, "I was just taking in the sights. This is a beautiful island. Where's Gerry?"

"He's checking out scooter rentals. We heard that the swimming and snorkeling on the other end of the island is really something. We're going to head down there tomorrow morning. You guys want to join us?", answered Matt.

I was about to say that Cheryl wasn't really much of a swimmer when my wife interjected, gushing, "That sounds like so much fun! I can't wait!"

Seeing my wife's enthusiastic response, I then said, "Okay, I'll head into town and see if I can rent a scooter."

"Don't bother, Mate. Gerry's renting two scooters and that should be enough. You can ride with Gerry and Cheryl can ride with me", explained Matt while giving Cheryl a lecherous glance.

I then excused myself, telling Cheryl that I was going to head back to the room for a bit and she said she would join me when she finished her beer. I then walked up to our room to find a pile of clothes and shoes strewn across the bed. It seems that Cheryl had wanted to wear her sexy blue slide heels when she went to Matt's room and in her haste, she had dumped out the contents of our suitcase on to the bed. And so, I started methodically putting away our clothes, hanging my wife's dresses in the closet, arranging shoes and placing the remainder of our clothes in the beat-up dresser. I then lay back on the bed to await Cheryl.

About a half-hour later, Cheryl came bounding into the room with a broad smile on her face. "This is the best vacation ever!", she announced as she joined me on the bed. But when I started to move down with the intention of removing her thong bikini bottom and licking her pussy, Cheryl stopped me saying, "Not now, Mike. I think I've had all I can take for today." Cheryl must have sensed my disappointment as she then quickly added, "But if you want to play with yourself, I'll tell you what we did."

I was quick to strip off my swim trunks as I then began to stroke my penis under the watchful eye of my wife. Cheryl then proceeded to tell me how she changed into her blue thong bikini as soon as I had left and then donned her blue heels before heading to Matt's room. She said she had passed Gerry on the way and given him a sexy wink as she brazenly strutted to her lover's bed. Once in Matt's room, they kissed and made-out for several minutes before she found herself lying back on his bed welcoming his thick cock deep into her sopping pussy. Cheryl said she felt so naughty as Matt pounded away and she was soon climaxing on his prick. They fucked for quite a while before Matt came in my wife's pussy and then they just lay there in each other's arms enjoying the afterglow of their orgasm.

Hearing my wife's description of her tryst had me near the bursting point and when she then went on to describe his manhood, gushing, "Oh my God Mike, you should see how big his cock is. He's got to be at least twice your size", I began to come, my semen spurting out of my dick and on to my hand and stomach. Cheryl was pleased with herself for getting me to climax so easily as she clucked, "Baby, you love it when the guys I fuck are bigger than you, don't you?"

I was still massaging my spent penis as I mumbled, "Yeah, I know you need bigger..." Cheryl laughed at my confession as she then lifted herself up off the bed and headed to the shower. I followed soon after and we then decided to head into town to check out the stores. Cheryl and I had a romantic afternoon and to a casual observer we probably looked like the typical loving couple, holding hands and strolling through the town. But later that evening as we headed out to dinner, we were joined by Matt and Gerry as we enjoyed a delicious meal at a small seafood restaurant.

That night, Cheryl chose to retire early with me and after dinner we headed back to the room where we fell asleep almost immediately listening to the waves crashing on the beach. The next morning Cheryl was excited to head down to the other end of the island and she spent nearly an hour getting ready. First, she had me shave her pussy and then after showering and washing her hair, she began to get dressed. Cheryl chose to wear a different bikini this day, selecting a flowery yellow and orange thong that was even more revealing than the blue bikini she had been wearing since we had arrived in Mexico. Over her bikini, she then donned a black spandex miniskirt and nothing else, choosing to wear solely the skimpy bikini top to cover her breasts. Matt had warned her to wear shoes that she could walk in and so Cheryl pulled on a pair of white platform Keds that she had brought for just such an occasion.

Seeing my wife in her sexy attire I knew this was going to be an interesting day and after I finished dressing, we headed over to Matt and Gerry's rooms. Both guys had been waiting for us and so after exchanging pleasantries we walked over to the scooter rental stand and picked up to scooters. Cheryl immediately hopped on the back of Matt's scooter while I sat behind Gerry as we rode out of town, down to the less populated part of the island. Matt was in the lead and both Gerry and I were treated to the sight of Cheryl clinging tightly to Matt, her skirt riding up to reveal a good portion of her butt cheeks separated solely by the thin strip of her yellow and orange thong. And we weren't the only ones' who noticed this sexy display as several cars honked their horns as they drove past and a couple of on-lookers cat-called my wife.

Seeing my wife clinging to Matt while shamelessly flaunting her ass caused my dick to twitch ever so slightly and I found I had to look away so as to not make it obvious to Gerry that I was aroused at the sight of Cheryl and her new lover. In fact, I scooted back on the small scooter seat and braced myself by putting my hands on the rack behind me to avoid any undue contact with Gerry.

Fortunately, the island is very small, and we were soon pulling off the road where we parked the scooters. We then walked down a narrow trail through the rocks before we saw an absolutely beautiful little cove, complete with a small beach.

"Looks like we've got this beach to ourselves! There's no reason to wear our boardies!", exclaimed Matt as he pulled down his swimming trunks while laying out his towel. Gerry was next as he, too, shucked his trunks and headed down to the water.

Cheryl gave a nervous giggle before following suit, stripping off her skimpy bikini leaving me the only one still wearing my swimsuit. Gerry was already in the water, but Cheryl and Matt were staring at me waiting for me to take off my suit when Matt prodded me, saying, "C'mon Mikey, don't be a bloody wanker. Take off your togs Mate."

Now a "wanker" was exactly what I was, at least so far on this vacation, but I got the point as I slowly lowered my swimsuit to reveal my penis. I suspected that Cheryl, as she typically does with all her lovers, had told Matt that one of the reasons she cheats on me is that my penis is too small to truly satisfy her. And as my dick came into view, Matt had to stifle a chuckle as he looked over at my wife and gave her a knowing smile and a wink. For my part, I had tried to avoid looking at Matt's cock but as he turned to encourage Cheryl to join him in the water, I snuck a peek and I was shocked to see that my wife had not exaggerated. In fact, she had said he was at least twice my size but seeing his manhood in the flesh I could swear that he was more than three times bigger than me. And it wasn't just the length of his cock. Matt's thick shaft, pendulous balls and abundant pubic hair made me feel like a little boy in comparison!

We spent the better part of the morning hanging out on the beach, swimming and soaking up the sun. Cheryl was in her element as she flirted and carried on with the two guys, seemingly unfazed by the fact that they were both constantly staring at her bare tits and shaved pussy. And although I've never been attracted to men, I snuck more than my share of peeks at Matt and Gerry's sizeable cocks. Between the two of them, Matt was slightly bigger, but Gerry, too, was sporting an impressive tool and the two of them were not shy about flaunting their wares, parading around with their large cocks swinging back and forth. I had to admire how comfortable both Gerry and Matt were with their masculinity and I began to grasp exactly what Cheryl meant when she talked about "real men" and how she found them difficult to resist. Matt was clearly the epitome of a "real man" and I could easily see why Cheryl would want him between her legs. And when I would glance down at my smallish penis or compare my skinny physique to Matt's muscled body and six pack abs, it only confirmed why my wife was sharing Matt's bed while I was left to fend for myself.

The entire time at the beach I had to carefully avoid staring at Matt's crotch for any length of time as I would immediately begin to imagine his massive rod embedded deep in my wife. Every time I pictured Cheryl's pink pussy lips stretched wide around Matt's thick shaft, I would start to feel a tingle in my groin and on several occasions, I had to roll over on my stomach to hide my erection.

Eventually, Gerry said he wanted to go snorkeling and so we all pulled on our swimsuits and headed back to the scooters. We rode a little way down the road to a reef where several other scooters were parked, and we then walked down to the rocks at the edge of the water. As I suspected, Cheryl had no interest in snorkeling and so Matt, Gerry and I headed out for almost an hour, viewing the colorful fish and the coral reef.

I was the first to return and I then sat side-by-side with my wife on the rocks, waiting for Matt and Gerry to finish. We sat silently for a bit, before I broke the ice hesitantly saying, "You weren't kidding about Matt's cock. It's really big."

Cheryl giggled at my statement as she cooed, "Yeah, it is, isn't it? But you should see it when he's hard. Oh my God! It's even bigger!" I couldn't help but squirm hearing this as we then dropped the subject and talked about various non-sexual themes before first Matt and then Gerry returned to shore.

We sat on the rocks for several minutes before Gerry announced, "I'm hungry. I think I'm going to head back to town."

I was about to say that Cheryl and I should probably be going too, when my wife blurted out, "I want to go swimming again. Honey, do you mind if Matt and I go back to the beach for a little bit?"

Taking my cue, I adopted my now familiar role as the naïve, cuckold husband as I replied, "Oh, yeah sure. Matt, you don't mind, do you?"

Matt was more than agreeable as he and my wife then prepared to head back to the secluded cove, promising to see Gerry and me back at the hotel in an hour or so.

As I rode back into town on the back of Gerry's scooter, I couldn't help but dwell on what Cheryl and Matt were up to. My wife looked so incredibly hot in her thong bikini that I'm sure that Matt was more than ready to sink his thick cock into her pussy as soon as we were out of sight. And the fact that Gerry knew full well what was going on back at the beach only served to make the entire situation even more humiliating and consequently, arousing.

By the time we arrived back at the scooter rental stand, I was struggling to keep from developing an erection and so rather than join Gerry for lunch, I said I was tired and instead, I hurried back to our hotel room. Once there, I whipped off my trunks and began to pleasure myself, picturing Matt wildly fucking my wife on the beach. It didn't take long for me to climax, my come shooting out of my dick as worked my swollen rod.

Once I had come, I cleaned up and began to wait for Cheryl to return. Despite Matt and Cheryl's promise to be back "in an hour or so", it was a good four hours before they returned and at almost six-o-clock, I heard Cheryl at our door. When my wife entered the room, she looked absolutely ravaged. Her hair was a mess and her makeup long gone, but despite all that she had the most incredible glow about her. I couldn't help but make my way to Cheryl, taking her in my arms and easing her onto the bed. I then knelt before her, reaching up under her skirt to pull her thong bikini bottoms down, sliding them down her legs and over her Ked's. The crotch of Cheryl's thong was positively soaked with come and when I moved my face between her legs, I saw that there was stream of semen oozing out from between her fleshy lips. I immediately began to swipe my tongue over my wife's pussy, savoring the residue from her coupling tinged with salt from the ocean. I kept at my task for quite a while, making sure I got every drop of come, before Cheryl pushed me away, saying, "I think I've already come too much today."

I then hopped up on to the bed and took my dick in my hand for the second time that day as I began to feverishly masturbate under my wife's watchful eye. Cheryl didn't give me any details of her afternoon with Matt, but instead just serenely watched me get myself off, occasionally giving me a naughty smile or reaching over to tickle my balls. Eventually I began to come and as sperm oozed from my dick, Cheryl cooed, "Aw, that-a-boy, Honey."

As I continued to work my penis, relishing the afterglow of my orgasm, Cheryl started giggling. Soon she was laughing uncontrollably but when I asked what was so funny, she merely replied, "Oh nothing."

Cheryl had a serious case of the giggles and when I asked her again what she was laughing about, she said through stifled giggles, "I don't know, Sweetie, I really shouldn't say. It's kind of mean."

Of course, now my curiosity got ahold of me as I demanded to know what was so funny and my wife hesitatingly answered, "Okay. But you have to promise not to get mad. Promise?"

"I promise", I snapped as I was becoming increasingly irked by Cheryl's continued giggling.

Cheryl hesitated for minute before she snickered, "Well..., you know when we were skinny dipping at the beach? Well, after you left Matt said I was right, you did have a really small dick. Then he called you Pee-Wee. That made me laugh. I don't know why, but the name Pee-Wee just sounds so funny." Cheryl then began giggling uncontrollably once again as she chuckled, "Pee-Wee."

My wife's explanation didn't exactly help my self-esteem and I must have looked somewhat morose as Cheryl reassured me, giggling, "Don't worry Mike. Matt was just joking around. Besides, I like my little Pee-Wee." Cheryl then reached over and gave my deflated penis a loving little pinch before jumping out of bed and heading to the shower.

That night, Cheryl and I spent on our own and after her sexual marathon with Matt earlier that afternoon, I wasn't surprised when my wife fell asleep early dozing off at ten-o-clock that evening.

The next morning, we both awoke refreshed and ready for the day. This was to be Matt and Gerry's final day on the island as they were catching an early morning bus to Palenque the next day. I knew that somehow, Cheryl would find a way to get together with Matt and so when we ran into him and Gerry on our way down to the beach, I wasn't surprised to have Cheryl ask, "Why don't you guys join us for dinner tonight? And then maybe we can go dancing at that nightclub down by the beach later?"

Of course, Matt and Gerry were all for it and Cheryl then said we'd meet them around seven-o-clock in the lobby. Matt then launched into a description of the day he and Gerry had planned and Cheryl just giggled like a schoolgirl as Matt and Gerry told her they were planning on windsurfing. During the entire conversation, I kept my eyes downcast and didn't say much as I was still smarting over how Matt and my wife had laughed about my smallish penis and had coined me, "Pee-Wee."

The remainder of the day, Cheryl and I just lazed on the beach and at around two, we even headed back to the hotel for a siesta. I knew Cheryl was trying to recharge her batteries in anticipation of a night of debauchery and as I watched her dozing quietly on the bed, I couldn't help but lean down and softly kiss her cheek. Although the only sex I had enjoyed on our vacation was courtesy of my right hand, I still loved my wife. She was my princess and seeing her sleeping soundly with a faint smile on her lips swelled my heart with love.

Cheryl awoke at around four-thirty and we then decided to take a stroll on the beach before heading back to the room to prepare for our evening out. As we strolled along the beach, hand in hand, I contemplated whether I should even accompany my wife on her last night with Matt. My presence would only serve to dampen her ardor and maybe she would enjoy a night with Matt free of any pretense. I kept these ruminations to myself but when we had returned to our room and I was kneeling between my wife's legs inspecting my handiwork after carefully shaving her pussy, I softly said, "You know, Honey. I'm thinking maybe you should just go out without me tonight."

Cheryl seemed surprised at my proposal as she replied, "Really? You don't even want to join us for dinner?"

"No, I'll just be in the way. You can go alone and that way when you and Matt want to go back to his room, it'll be easier. You can just say I'm not feeling well", I stated while still looking up through my wife's legs, her inviting slit just inches from my face.

"Are you sure? It's not because of all that Pee-Wee stuff, is it?", asked Cheryl as she gazed down at me with a concerned look.

"No, No, it's not that. I just think you'll have more fun without me, that's all. I'll be fine right here. I'll probably end up jerking off all night anyway."

Cheryl laughed at this as she giggled, "Ah, so that's it. I get it now. You just want to play with yourself, don't you? Matt's right, you are a little wanker."

I think in some ways my wife was relieved I had decided to let her go by herself as she then got up off the bed and headed to the shower emerging ten minutes later and asking me to rub her down with scented oil. Cheryl then pulled out a sexy halter top dress that she hadn't yet worn and asked me to fasten the button that held the top together in the back. Like she had done the very first night with Matt, Cheryl didn't bother with panties and when she saw that I noticed that she was going out without underwear, she giggled, "Matt said he liked it when I didn't wear any "bloody knickers."