vacation story part1
- 2 years ago
- 28
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Susan & I often traveled to the Caribbean for our vacations. We loved the laid back atmosphere and all the sun and gorgeous beaches. Last year though we arrived to find that the airline had lost my only bag containing all my clothing including my swim suit! Imagine arriving in the Caribbean without even having a swim suit to wear!
I had just resigned myself to going down to the gift shop to purchase a pair of those crummy over priced swim trunks they sell when Sue spoke up.
“You could always just wear a pair of my panties to swim in. They don’t look much different from the Speedo’s that you like and then you don’t have to waste money on a suit that you will never wear again anyway. Here, why don’t you put on this purple pair?”
She held out a skimpy purple pair of her bikini panties to me.
I was stunned, but thrilled by the idea. The idea of walking around in public, shimmering from head to toe with suntan lotion wearing nothing but a pair of my girlfriend’s panties was totally hot! I gulped and took the filmy nylon panties with on trembling hand. Sue noticed and looked down at the growing bulge in my pants
“I see you like my idea a lot.” She smirked. “Well, if you do everything I tell you to do today, perhaps you can wear a pair of my panties everyday that we are here, even if your luggage gets delivered.”
I could not get my voice to work so I merely nodded in reply.
We quickly shed our clothes and changed into our “swim wear”. Sue donned a fantastic black bikini that showed off her spectacular breasts and was high cut to show off her great ass and just barely covered the thin vee of blond hair that she left on her virtually shaved puss. She looked incredible.
I stripped and pulled the purple panties up my legs to my thighs. As I pulled the panties up the material stretched until I thought it might break, but it didn’t. I settled my balls and cock in the tiny panties and pulled the back down to cover my ass cheeks. Then I turned to look in the mirror. The panties were extremely snug and hugged my ass making it look terrific. From the front they were just high enough to cover my cock with a little tuft of pubic hair showing. The panties stretched across my cock showing off the ridge line around my cock head and the nylon material glistened in the light.
Sue grinned at me. “They look wonderful on you. But we are going to have to trim that hair, how unsightly.” With that she grabbed a pair of scissors and pulled down the front of my panties and trimmed all my pubic hair down to inch in length.
“I am going to be so proud of you as you walk past all the women they are going to be gaping at the package that I am with. I predict that at least one woman will want to know where you got such a great suit!” she exclaimed.
With that she waltzed out of the room with me following in a daze. I felt like all eyes were upon us as we emerged from the lobby and walked around the pool. I felt somewhat uncomfortable with everyone watching us and wanted to take the first empty seats that we came to, but Sue would not hear of it. We actually circled the pool twice before she found some chaise lounges that she liked on the opposite side of the pool from the bar.
We sat down and Sue immediately ordered me to cover her with suntan lotion.
“With pleasure,” I replied.
She lay down on her front and undid the clasp of her bikini top. I slathered lotion across her back, neck and down her sides. I rubbed it down under the top of her bikini bottoms and all over her legs paying close attention to the tops of her thighs making sure that I brushed my hand against her pussy many times as I “worked the lotion in”. When I was done, she held onto her top, rolled over and waited for me to do her front. I again went to work starting with her face, shoulders, neck and arms. Rubbing plenty into the exposed flesh of her breasts, abdomen and again working her thighs until I saw a wet spot on the crotch of her bikini.
Then it was her turn to slather me with lotion. She spent a lot of time on my abs and thighs too, making certain that her dripping hand brushed over my throbbing cock many times while she worked. Then she had me roll over and did my back. When she was done she decided that she wanted me to get her a rum drink from the bar. As I walked past many of the women at the pool looked at me covertly over their books. Each seemed to be admiring the way my cock jutted out of the front of my “swim suit”.
I was beginning to really enjoy this, especially as the tropical heat was really starting to make my organ heat up in its little tiny nylon prison. When I returned with the drinks, Sue decided that it was time to go for a swim. I hesitated. It suddenly occurred to me that if I dove in the water the panties would slide down my body. If I slid slowly into the water, they would stay in place, but would essentially become translucent once they got wet!
Sue saw my hesitation and reminded me that, if I wanted to wear the panties the rest of the week, I had to do everything that she told me to do. I shrugged and went to the side of the pool and dropped in. The water was fantastic and I tried to stay in as long as I could, but Sue had other ideas. She said after a few minutes that she needed one of her hair doodles and asked me to get it for her. I climbed out of the water and felt the water cascading down my body. I glanced down and sure enough my cock was very visible to anyone that wanted a look, which only caused me to get even harder than I already was. As I walked past one of the hotel windows, I glanced at my reflection in the dark pane and saw that my ass cheeks were just as visible. I got even harder at the thought of showing off like this. I got the doodle and climbed back into the cool water. Sue moved to me and ground her pussy against me.
“Ooooh, you should see the way all the women and even some of the guys are admiring your special swim suit and the way it clings to your sexy ass!” she coo’d. “I bet that there are at least 14 wet pussies and 7 raging hard ons pool side that would like to fuck my little panty clad boyfriend.”
She got out of the pool, while I decided to swim a few laps so that my hard-on would subside a little before I climbed out of the pool. When I got done, I saw that there was a stunning brunette talking to Sue. As I came over to our chairs she smiled at me, turned on her heel and strutted away.
“Who was that?” I asked as I sat down, watching the shapely girl return to a tall blond and very attractive woman wearing a two piece bathing suit that showed off her flat belly, firm breasts and tight sexy ass.
“Her? Oh, that was just Tish. She and her girlfriend Jess were just wondering where you got your swim suit.”
“You, you, didn’t tell her did you?” I stammered. I could feel my face flushing red with the heat of my embarrassment. It was one thing to be walking around wearing a pair of your girlfriend’s wet panties in public, but it was another thing for a beautiful girls like Tish & Jess to know that I was dressed like a sissy.
“Of course I did. I told her all about how your bag was missing that that we decided to have you wear my panties to the pool rather than wait for your swim trunks. Tish suspected that they were panties when she say you walk by and she was thrilled to hear me confirm it,” Sue replied.
I groaned inwardly.
I spent the rest of the afternoon was spent in a delicious haze of arousal as Sue kept me excited by dipping me into the pool to keep my panties transparent and then parading me around so that all the other pool patrons could keep an eye on my rock hard cock and panty clad ass.
“I’ve had enough sun for one day,” Sue said around 3 o’clock. “I’m going back to the room to get showered and changed for dinner. You can stay here for as long as you like.”
She bent over to kiss me and strolled back to the room. I decided to dose in the sun for a while and woke up around 4:30 and headed for the room.
Upon my return, I found Sue looking fantastic in a white blouse that was sort of sheer with a sexy black push up bra underneath and a black mini-skirt that showed off her long legs encased in sheer black hose and the pair of stiletto heeled black patent leather shoes. She had me pose for her as she snapped several photos of me in her sodden clinging nylon panties. Then before I could even open my mouth she ordered me to go into the bathroom and carefully rinse all of the chlorine out of the panties that I had been wearing all afternoon. I walked into the bathroom and as I gazed in the mirror at myself stroking my cock through the shiny nylon, I realized that I was sorry to have to remove them, they felt and looked so sexy, but I did. After thoroughly rinsing out the panties I hung them up to dry and jumped into the shower and cleaned up.
Once I was dry, I wandered out to the bedroom. Looking around I realized that my bag had still not arrived. Before I could say anything, she grinned at me.
“I see that your luggage has still not arrived,” Sue stated.
“You are right, I guess I will just have to wear the clothes that I wore on the plane down here to dinner, since my suit case is not here.”
“You certainly will not!” declared Sue. “You will march right into that bathroom and shave yourself smooth, removing all the hair on your body except your pubic hair and put on this lingerie and dress and we will go out to dinner.”
“I’m going to what?” I stammered, eying the sexy black lingerie and white dress that she had laid out on the chair by the bed.
“You heard me,” she snapped. “Since you enjoyed being a sissy so much today, we are going to complete the look and then go out. And from the angle of your cock you like the idea as much as I do.”
I could not deny that the idea appealed to me and what else could I do anyway? I loved to wear women’s things, but I had never worn them with Sue, and had certainly never gone out in public wearing them! I went into the bathroom and carefully shaved myself smooth. It took quite a while and I had to be very careful not to nick myself. Finally I was done. I went out and fastened the black garter belt around my waist and rolled up the black hose in one hand and slide it expertly up one smooth leg and fastened it to the garter. As I prepared the second one, Sue commented, “From the looks of the way you put on those stockings you have done this before haven’t you?”
“Yes, I have,” I confessed.
“Good,” she replied, “I thought you might have.”
I pulled up the second stocking and fastened it to the belt and stepped into a pair of black patent leather stiletto heels that Sue held out to me. Then I pulled the panties effortlessly up my shimmering legs and then put the bra on, stuffing it with several pairs of nylons to fill the cups.
Sue lay back on the bed and pulled her mini up to her waist exposing the tops of her stockings secured by a black garter belt and a tiny black thong. She spread her legs and told me to come and eat her. I knelt down before her and put my face to her panties. First I licked the panties until they were damp with my saliva and her juices. Then I pulled the skimpy thong to one side and proceeded to give her a tongue lashing to remember. I was down there for at least forty minutes and Sue came no less than six times. Before I was done, I was able to slide three fingers up her pussy and two fingers up her puckering ass. She ground her pussy against me each time she came. When she was satiated, she reached down to stroke my rod inside the tight little satin panties. After bringing me to the point where I was ready to come, she jerked her hand away and gave me a deep soulful wet kiss on mouth.
Licking her lips with a smile as she said, ”I just love the taste of pussy juice.” She then handed me the white dress she had laid out for me to wear. The dress looked like that one that Marilyn Monroe wore with an adjustable halter strap and a deep v neckline to draw attention to my cleavage. It had an empire waist that made it very feminine and the dress flared out at the hips with a swishy pleated skirt that begged to be twirled on a dance floor.
I slid it on and adjusted the material. As the dress draped itself over my hips, I heard Sue whistle. I took a glance in the mirror and was stunned by my appearance. The dress fit perfectly, just dropping to about the lower part of my thigh and covering the tops of the stockings. It fit well too in the chest and hips where I was much bigger than Sue. I wondered where she had gotten a dress and black patent leather high heels that would fit me.
Sue sat me down and began applying makeup. When she was done I could hardly tell that I was a guy. The foundation covered my light beard and the eye makeup was fantastic. My lips were crimson and looked very sexy. She had put a silver Tiffany heart necklace around my neck. I was glad that I had rather longish dark hair which looked very natural brushed back and clipped with a barrette to keep it in place.
“Lets go Vicki!” she said.
“Vicki? Who are you talking to?” I asked.
”Why you dear. I can’t very well call you Ted dressed as you are can I?” Sue inquired.
“Umm, no I guess you can’t. But Vicki?” I asked.
“Sure, you will be Vicki Cox for the rest of the night,” she replied.
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Traci and I just got back from another amazing vacation which I will get to later. As a couple, we have found an amazing rhythm of limiting our involvement in the swinging world. We find that when we do get back from a vacation with her enjoying well hung black lovers, that we are able to recall the memories and feelings while we are making love. Our sex life is incredibly fueled by these memories and many black realistic dildos. If we don't have an existing black dildo that is very similar to...
Vacation Fun Chapter 1 - Vacation Fun(The girls of iCarly/Victorious/Sam & Cat go on Vacation together to catch up and relax.)With everyone off doing their own thing, there hasn’t been much time to hang out like they did in the past, so it is no shock that when everyone got the invitation Tori and Jade sent out, they accepted without a second thought. The invitation is for a week’s vacation at a private beach house, complete with a small private beach, Tori won the vacation as a prize in a...
Disclaimer* The following story is a work of fiction. It has strong sexual content and some of the material may be offensive to some. I hope those that do read it and enjoy it will comment or contact me if you would like to offer any feedback. All the photos except the first two shown at the end are not ours, and are only offered as visual aids to add to the story’s experience. I hope you enjoy! JAMAICAN PLEASURE - My wife and I have always loved to travel. We like to explore...
Hello everyone. I am David from Hyderabad. I have been regular reader and a big fan of ISS. I am very thankful to ISS for providing such a wonderful platform to express stories of our real life. This is my 1st story in ISS and i hope u people will like it. Comments and suggestions are welcomed. This actually motivates me to write more and girls/women in Hyderbad are also welcomed for personal chats. Give me feedback on I am 22 year old, with good height, have a athletic figure and working in a...
Randi's Vacation Randi woke up to his alarm and quickly silenced it. A quick glance to his left confirmed the Denise was already up. She almost always got up before him preferring some extra time between getting ready for work and needing to walk out the door. He preferred to have enough time to get ready, eat and go. He walked to the bathroom which was right in the master bedroom. The condo they bought was a bit extravagant but provided plenty of room and they could afford it on...
Chapter 1: First Day My wife really wasn't a prude, I would call her extremely conservative. She was a beautiful woman when we married and she has not lost her beauty. Our marriage of fifteen years has been a good one; I have no complaints, other than Mary being conservative. When I say conservative I mean it and every sense possible, grocery shopping, automobile purchases, necessities for the house and our clothing. Its true, our savings account is much fatter under her guidance where it...
Chapter 10.Delays because of the storm. Weird conclusion to a strange vacation.(Not much raw sex in this chapter, but don’t give up, there is some at the end!)We left the hotel at 8 AM on the way to Debrecen to bring Marika home and to shop for jewelry. I drove the Mercedes, Eva and Tamás took Esmeralda and her sister in their VW Passat and followed us. Bohunka drove her Skoda and Anne-Marie accompanied her. Although the rain had stopped and the skies were clear, the road was riddled with...
I hadn't looked forward to a vacation like this in a long time. Yes, I'd gone on vacations with my wife and kids. Yes, I'd had a pretty good time. Yes, I'd been lucky enough to go different places around the country. But this was different.I was excited because I was going to a vacation spot I'd been to a number of times, staying in a cabin in the mountains. Being outside in the beautiful weather in Tennesse. And most importantly, being in the mountains. It was one of my favorite places in the...
TeenWhen Hailey Davidson was a twenty-year-old college sophomore, her biggest worries were getting to class on time, knowing where the next party was, making sure she did her homework, styling her long, blonde hair, finding the right eye shadow for her blue eyes, and making time for her boyfriend, Alan Bryant. Alan was taller than the curvy and petite, 5’3” Hailey; standing 5’11”, with brown hair, brown eyes, muscular build. They had been dating a few months. Alan very much wanted to move forward...
NovelsMy girlfriend Roxanne found the ad in the paper. A free Caribbean vacation and all we had to do was listen to a sales pitch. I bitched that it probably was just a come-on, but she was intrigued. So on Saturday we sat through an hour and a half of a boring presentation for Isla Cachonda condos. The only thing that kept me awake was the amazing body of the presenter. She was built like a goddess, and her lines were well rehearsed. The twenty or so people at the presentation were...
Chapter 1. While in the car on the way to the mountains for our family vacation my thoughts drifted to what I would be missing for the next week, namely my girlfriend or in other words doing without sex for the next 9 days. When your in your teens you know how it is having to cope with the urges so you masturbate a lot and when you do finally have sex all you think about is the next time. Here is the problem: My parents rented a couple of small camping cabins, they stay in one and I...
“You’re such a whore, Shelby! But that’s still fucking hot…” Chelsie said as I briefly mentioned one particular aspect of my vacation to the Cayman Islands. “How were they? Big? Muscular? Come on, Shelby, details!” “Geez, let’s not be too demanding here. It was just sex on the beach with three incredibly hot guys! After all, I was on vacation…” I just stared at Chelsie, hoping she wouldn’t judge me for spilling the contents of my wild and dirty vacation. “Oh, please do tell! And you couldn’t...
Group SexLet me just say that I had never really had a threesome before all this happened. I also can't say that I thought about my wife, or my girlfriends before that with other men either. After what happened to us last year though, I don't really know...I had what you would call a totally normal relationship with my wife Jennifer. Boring name, I know, but not a boring girl. We had gotten married soon after I turned 24, and I was working on Wall Street. I was doing really well, and my wife was totally...
I was so bored. It seemed nothing was happening where I lived. During the summer it hadn’t been so bad with lots of boat activity on the lake. But, after that, nothing. It’s a dull life. I was restless and knew I had to do something or I would scream and go mad. A light came on. I decided to take a vacation. I had no idea where I would go but I knew I had to get away from this dead zone. So I packed a suitcase and, the next morning, I told my room-mate I was going on a vacation. She asked...
Straight Sexbyjealouscuck©The first full night there, the men had the opportunity to fuck their wives. As with Dan, the guys had no idea that unless something out of the ordinary happened, they would not be fucking them for the duration of the vacation. Dan was definitely turned on watching Valerie dancing so closely with her dance partner. Obviously, she was equally aroused and ready to fuck. The other guests were there and watched the interaction of the white wives with the black men. Several of the...
My vacation with GabikaThis is an old story I published in a known story site. I have change some names, though.Chapter 1.In which we meet Eva, Gabika's daughter - I go to the all-female choir convention in Hungary and meet Eva. We promise to meet again.This is a story about the best lover I have ever had, and believe me, I've had a quite few. You might tend to think that this lover is a gorgeous young blond with a terrific figure, big fat bust, athletic and slim, long legs and all. A Barbie...
Nora Fleming waited anxiously for her son Darrin to arrive home from his summer job at the landscaping business he worked at with his two friends. Her son had just recently graduated from high school, and the eighteen year old was trying to earn extra college money with his summer off. Nora could not have been prouder of her son when he had graduated with honors and gotten a scholarship to the state university. She had wanted to give him something special for his graduation, but the money was...