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Belated Honeymoon Vacation

12

Note: This is another on the same theme of cuckold stories where the husband is a cuckold perv and the wife takes things to her own liking.

Sometimes I've been frustrated with comments made by anonymous commenters who just don't get the genre of cuckolding, inject their own conservative puritanical opinion and I have to ask myself, then why the heck are they reading fiction on literotica when they know what's coming. I do respect opinions from people who have objection observations.

I have a couple dozen stories I'd like to submit if anyone would like to read them.

Thanks and hope you enjoy.

*****

It was exciting, the waiting, the anticipation of actually going on a vacation with my husband of one year, and it had finally arrived. As I looked out of the airplane window and saw the islands surrounded by sparking blue water my spirit climbed. For the foreseeable future I would no longer be getting up in the wee hours to get ready for my job at the Dr's office and for next two weeks, Greg and I would do as we pleased.

We were so happy to finally spend time together away from our busy lives and having saved for this, it would be our belated honeymoon. I knew when we married it would be tough as we both had just graduated from a small New England college, but fortunately for us we both found jobs rather easily. It seems this past year just flew by and like all newlyweds we made the most of our time together in the bedroom.

Greg and I had a colorful sex life. He was energetic and I being from a very conservative family, found happiness learning and slowly experimenting, so as to make our bedroom life fun and exciting for both of us. We worked hard to please each other as we had pretty much tried everything and sort of settled into a routine around his fantasies.

I had discovered a few things about Greg, things that if I'd told my girlfriends they'd be giggling at me. For instance he likes my panties and I don't mean taking them off me. He has a real fetish for those delicate pieces of fabric, especially after I'd worn them for a day. I'd caught him more than once playing with them when he didn't know I was there. I even witnessed him masturbating with them one day, although I never mention it to him.

Armed with this knowledge of his weakness, I would tease him mercilessly when the mood struck, flashing him upskirts of my panties when lying on the sofa or outside in the garden wearing loose shorts and a tight tee. Being he also liked me to wear very little even when we went out for a bite to eat, I found him to be so predictable in that by the time bedtime came he was ever so eager to crawl between my legs and lunch on my panty crotch.

Another revelation about Greg was his interest in not only pleasing me orally but his very imaginative dirty mind and the pillow talk that always made us extremely excited. It was not uncommon for him to tell me as he would lick my pussy through a sexy pair of panties to imagine one of our friends kissing me or feeling my breasts and so on.

It usually got me so steamy wet that when he finally did slip his hardness inside me all he had to do was hit bottom and I was coming. He loved feeling inside me with his manhood and would make mention of how easily I would orgasm when we talked about other men. It was all good sex though even if it was just fantasy, and we grew accustomed to our sweet little sessions over our first year together.

After we unpacked and sorted out the activities listed in the literature, we decided to walk around and check out the local shops, etc. One thing that struck me to be quite interesting was the number of couples we saw who were either very different age wise, or the fact the man was black and the woman Caucasian.

We scoured the small boutiques and wondered over to the bay hand in hand, occasionally taking pictures or kissing to show our feelings. Greg made mention of what I had noticed earlier as we saw a large black man with a rather petite young lady who was revealingly dressed holding hands as they walked by us. I don't know if it was the fact I could see right through her skirt and make out the cameltoe of her skimpy panties or the large bulge in his shorts, but it made me hot.

Greg didn't say anything about her slutty dress but did mention something about how could she possibly accommodate such a large man. With my own panties already wet from this visual onslaught of openness, I said to him, "You'd be surprised what a woman is capable of."

He just looked at me with a sure sign of arousal and smiled as I lightly squeezed him and we kissed again. Of course I knew what he was imagining and so was I.

I might have been a prude in HS but at the university most all the girls talked about such things even though I might have blushed, it was oh so rampant that I couldn't help but wonder if they were just full of bologna.

We stopped in a cozy little cafe and drank coffee as we continued our people watching. Shielded by a large lattice divider and feeling adventurous I kept taking quick feels of my husbands cock when possible. Also I had worn a light short summer dress with an elasticized top. Occasionally I'd slip the top down and display a nipple to him. He seemed to be intrigued by my panties which he would caress through my dress with his fingers. They were simple cotton with a lace trim and were cute I thought and as his hand played with them I was getting even more damp. He'd trace his finger over the lace as we talked and I wondered what the night might hold in store.

It was getting to us. There was just too much going on in our mind and body to ignore, but I took the upper hand and told him we needed to behave. He pouted and asked if we could go back to the room. I said all in due time.

We wondered over to this expensive looking resort sitting on a hill over looking the bay. After taking a ton of picture, mostly of me and the scenery, we went into a restaurant and had a nice meal. We then settled into a lounge where we had heard some music playing. Sitting at a small table we watched some soccer on the TV and even danced a little to the Reggae tunes the small group was playing.

In a short period of time it seems the place was full of people and everyone was having fun laughing, dancing, and making fools of themselves. I saw two women on the dance floor kissing and then go back to their husbands at a table. The bar was littered with dark Jamaican type men who eventually started taking a few of the wives out to dance. It also didn't take long for those women to do some dirty dancing with their black partners all to the amusement of their husbands.

I was left alone while my dear husband went to get us another rum and coke when I was approached by one of these local men. "Mi luvlee ladee, wood you alloow mee ta onnar ov ah danse wit tee?"

He looked very earnest and stuck me as being a nice man. His coffee colored skin and wavy black hair with a white island type shirt and black slacks presented himself not unattractive to me.

I looked to see my husband waving his hand at me to say go ahead. So I got up and the gentleman who calls himself, Peley, took my hand, kissed it, and pulling me to the dance floor. He was very commanding in his dance and used his skill to twirl and move me about the floor to the beat. We danced two songs and returned to the table to the obvious relief of my staring husband.

"Tank you luvlee ladee." he said to me and quickly joined his friends at the bar.

Greg says, "That was interesting, watching you."

"I didn't know what to say to him, but you waved me on so I danced with the man."

"Yes, you did and I actually enjoyed watching you."

"Oh, I get it. Your fantasy?"

"Maybe."

We finished our drink and took a taxi to our hotel. Excitably we couldn't wait before we were making out in the elevator. In our room I was literally pushed onto the bed only to find my husband under my dress chewing on my panties before I knew what was happening. Yes, I was wet and he made mention of it as he told me how hot it was to see me with that black man, holding me and moving his body against mine.

"So you liked watching me huh?"

"You know I did."

"I could have gone further if you wouldn't have minded." I said teasing him. By now he'd already pulled off my dress and was slipping off my panties when I said that.

"Oh my God, would you have, really?" he said throwing his clothes on the floor.

"I might be persuaded to be more friendly with a nice guy like that in the future if I knew you'd like to see me do it." I said teasing him to see where his head was at and what he'd say.

"Jezz, that would be so cool to watch you tease another man. Wow, you'd do that for me?"

"I love you, ...why wouldn't I want to make my husband happy?"

"Holy shit. OK, you flirt and I'll watch. That will be so much fun. Tomorrow."

Now he's told me he's actually willing to let me flirt and tease another man, I couldn't help but push a few more of his buttons. "Yea, tomorrow I'll wear something really sexy and have some fun with a few other men. Maybe I'll even let them kiss me. How would you like that Greg?"

He pushed my legs apart and slid inside my dripping pussy, easily going in all the way.

I could feel his cock already twitching as I squeezed his phallus with my kegel's. His breathing was labored and I knew he wasn't going to last. I on the other hand had some sense about me and reached down and squeezed his cock, to hold him still and keep him from coming so fast. I wanted it to last a little longer this time. I wanted him to tell me what he wanted me to do with these other men and what was OK and what wasn't.

We had touched on this many times over the last year in our pillow talk, but this was the first time we actually had a clear vision, an opportunity to actually see how nasty I could be. My modesty had long since disappeared over this period and I had enjoyed teasing Greg over his wife's theoretical infidelity.

As already mentioned, he not only had a fetish for my panties but he also had made numerous pants of how he'd love to find my panties full of cum, not his mind you. Of course his admission excited me to no end, but I never envisioned myself actually having sex with another man, little lone letting one cum in me and then go to be with my husband.

"So what does my dirty minded husband think might happen if I were to say, spend some alone time with one of these dark skinned fella's?" I whispered and felt him pulse again.

"You know, be naughty with him."

"How naughty Greg, tell me how naughty do you want your wife to be?"

"Oh God, you know! Do I have to say it?"

"Un huh? Tell me, like can I suck his big black cock?"

"Yes, for sure that would be so cool. But maybe a little more."

"Oh, you want me to be really nasty then. Maybe you wouldn't mind me bringing him back to our room and letting him take my clothes off."

"Oh yea, like that."

"I know what you want. But if we're to do something really naughty like that then you'd have to do something really nasty for me afterward."

"Oh shit, you mean?"

"Yes Greg, and just for the record, if I were to really let another man cum inside me, even a black man, then you know that our marriage would never be the same again. I might want to do a lot more of that in the future. You never know what could happen and I think that somehow you need to prove to me that this would be OK."

"Baby I do want it, ... how can I prove it to you?"

"For starters tell me exactly what you want me to do?"

He hummed and hawed for a few minutes and finally he tells me he can't say it. He feels like if he did then I'd lose respect for him. Somehow he was wanting me to do what he fantasized about but couldn't pull the trigger when it was staring him in the face and we had the perfect opportunity to play it out here in the Caribbean.

"Greg, you are such a wuss. You've been telling me for the last six months how much you'd love it if I went out with another man and gave you that glorious cream pie. Now it's time to ante up and tell me to go for it and you can't. What the fuck?"

"I know, I know. It's just too hard for me to tell you. It's so humiliating and I'm afraid of what you'll think of me if I told you how I really feel."

"Baby, we're in this together and if you don't tell me, if you don't say what's on you mind then how am I to know, to feel what could make you happy? I love you but either you grow some balls or I'll make some decisions on my own and you might not like them."

"Would you do that then, just surprise me and I'll be fine. Anything you want will be fine with me."

I'm thinking what the frick, I've married a pussy of a man. He can't man up and tell me this is how he wants his wife to act and take responsibility for it and any consequences. Well, shit I'll step up to the plate, I'll make his fantasy a reality if he'd just give me some direction. I went fishing.

"So Greg, I've been thinking. How about I pick up some guy tomorrow evening, you know, do some dancing, flirting and just see where it goes. Then if you think you could really handle me going further with him all you have to do is nothing."

"Oh baby, I'm so excited just imagining it, you and him, Oh God."

I knew he was losing it so I just scooted back and let his dick flop out of me. He drove it forward but I'd already moved, him sliding it up over my little bush and coming all over my tummy.

"I know you've wanted me to get nasty with someone else for as long as I can remember, but really, you need to understand this could be the start of a new type of relationship for us, a cuckold relationship. Is that what you want, to be my cuckold husband?"

"Oh God, what you do to me. You keep talking about it like you're really going to do it. It's making me crazy."

"You are crazy if you think I'm going to just keep playing this game with you. Listen Greg, this is serious stuff. Either you tell me to do it or just shut up and stop pushing me, which is it."

"Yea, Ok, do what you said you'd do. That would be great and I will watch and all."

"Really? Fine with me then, but there's going to be some changes like real soon. First off, being you like my panties so much: playing with them all the time; even masturbating with them; I think you should start wearing them."

"You'll let me, oh baby, I love you."

"Let you? You actually have been wanting to wear my panties? You are something else Greg. I didn't know I married a sissy and now you're on the verge of being a sissy cuckold. Man oh man, this is going to be fun."

"Yea, fun and sexy, my wife might really be naughty tomorrow. How cool."

I get up and go find the largest and stretchiest pair of panties I could find and give them to him. "Put them on you big sissy, and don't even think about doing anything more with me till I find myself a real man."

"A real man?"

"Yes a man who knows how to treat a woman and certainly not one who gets off on wearing female underwear."

"Well I can be both, can't I?"

The next day after we got back from lying out and swimming in the ocean, I went down to the day spa and had them do me over, hair and nails included. The morning sun had given my skin a nice glow and I felt really good about myself. I took a long nap and got up to see that Greg had gone somewhere and didn't leave me a message.

Getting dressed in a rather short cute black cotton dress, I decided not to wear a bra. However, I did put on a beautiful new pair of delicate lace trimmed ivory bikini panties over my freshly shaved bod. Then some pearl earrings and matching necklace for accent. The shoes were a beautiful shade of blue and had cute straps that went around my ankles.

Ready for action I grabbed a small purse and headed down to the lounge to grab a drink and try and calm my ever growing excitement to which my dearest husband and I had planned for the evening. I knew Greg was around somewhere but was not concerned as I did have my phone and could ring him round if I so desired.

Being in a relaxed yet feisty mood I sipped my appletini and looked out the window wanting to appear available. My legs were not crossed and I unconsciously bounced my knee up and down as I thought about what Greg and I had talked about the previous evening.

I had to admit to myself that he always did appear to be submissive to me in all manners of our relationship. The fact that he loved to orally pleasure me was no surprise but pleasant non the less. What did surprise me though was his admission of this fantasy that slowly played out in his mind of me being a naughty wife. Of course I'd heard of men who liked such things, and even things more perverse including bisexual activity along both lines. I wasn't sure exactly where Greg fell among these non traditional mates and also wondered where or how his pleasure would be derived.

I have always felt a man's eyes when they glanced, peered, and studied me. It didn't really bother me too much and understood that men are just more visual of the sexes. I also knew I had a very nice body because not only did I compare to the better looking group at school, but I knew there was something unspoken that went on in a man's mind when they did see me. Maybe I appeared to be innocent, or maybe cute, sexy, or was it motherly.

These self absorbing thoughts were interrupted by a unfamiliar voice.

"Hi, may I have the honor to introduce myself, my name is Brian."

"Hello, glad to meet you. My name is Gail, like in sail."

"Such a pretty name. Are you alone, and am I interrupting you."

"No, no, please sit. You seem like a nice guy."

Brian and I sat and talked and he bought me a few more drinks. He seemed intrigued that such a beautiful lady, as he called me, was sitting alone in a Caribbean paradise. I explained best as I could that I was indeed not alone, but only for the moment enjoying his company. He didn't pursue an inquiry as to why, but did reassure me he found me attractive and intelligent, and asked me if I'd like to dine with him.

Having eaten hardly anything except what they gave me at the spa, I was actually famished. So we adjourned to the dinning room and continued our discussion of holidays gone wild, both his and mine, and also where we each were from and what we did for a living.

I found out he was a builder from Florida and was working here in St. Thomas for a few months. He said he did a lot of traveling and was not married. He laughed when I said I was from New England, sort of like Rhode Island was written on my forehead. Duh? We enjoyed a few good laughs and after a couple hours and almost a full bottle of wine, he asked me if we could take a walk together. I thought that was a marvelous idea and so we left the hotel and wondered over to the bay.

The damp warm air felt heavenly against my skin and with the alcohol I had consumed my mood was giggly and feisty. Standing by a railing he took me in his arms and looked at me, studying me.

"You are a very beautiful woman. I don't know where your husband is but he's a fool not to be here with you instead of me."

I just leaned in and kissed him softly on his lips. He grabbed me and pulled me in for one of the hottest kisses I've ever had. Finally we fell apart and I said, "Yes he is, but his stupidity is your gain. I'll show you." I grabbed my phone out of my little purse and text him.

"Greg, I'm with another man. Is it OK with you for me to hook up with him?" Pushing send we waited while he lightly caressed my bottom with his one hand. My panties were really a mess already, but now they were dripping.

Beep! "Yes, and I love You."

I looked at Brian and smiled, showing him my phone. I said, "He wants me to cuckold him."

"Sure looks that way, but what do you want?"

"Oh, I'm not sure. In some ways I want to please him, in others I want to humiliate him."

12
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