Authors: Abie,Malie
The sun, its warmth, the sound of ocean waves, the sand and the breeze all let me know I was nowhere
near home. As I laid out in the heat and let my skin feel alive once again, I kept my eyes closed and
thought about how much I needed this vacation. It was overdue and I mentally made a note not to let it
happen again. I had let myself get so deep into work and career that I had come close to burning out.
My life at forty was going well by some standards, but it was also a bit of a mess. On the executive
career track at the company, my MBA finally paying off, I was putting in long hours and had paid the
price. Several prices actually. My marriage had flamed out when I found my husband cheating two years
earlier and the divorce was bitter and costly. Making a lot more money than he did turned out to not be
such an advantage after all. Paying him alimony was a constant thorn. I had tried to make time for him,
but he never could adjust to my success and had taken to playing around with my money, while I was
away on business. When he started playing around the neighbourhood, I was taken aside by an irate
husband down the street and the jig was up. The thought that my ex was still having a rollicking good
time off of my support, was something I just had to let go. It never seemed to let go. Never having time
for children as I worked my way up the ladder, was another price I had paid. Well, at least I wasn't
paying child support as well.
At forty, I was still a "fine figure of a woman" as my last boyfriend had said. I had managed to maintain
my slim figure with my still firm A-cup breasts. I had a conventionally pretty face and kept my hair short
but neatly styled. My last boyfriend thought I was more like thirty in appearance, but he also wouldn't
put up with a girlfriend who was gone half the time and tired the other half. Why did the men seem to
be able to run the world, have a life and still have energy? Because, I thought, they ran the world but the
women did the work. At least it seemed that way at the company. All of my business ideas were taken
into consideration, passed up and then came back as some guy's idea that I had to implement. It was
one of the costs of doing business. I paid the costs. I did try to work out at least twice a week, and
always did so when on the road, as it kept me out of the bars and lounges, with their ever present
lounge lizards ready to feed. Admittedly, on the road, I had on a few occasions let some guy seduce me,
pretending to not know how they played the game. But that was only after the separation. The sex was
all right, and on one very special occasion, an older gentleman showed me what a truly skilled lover can
do for a woman.
Slow, rhythmic and sultry thrusts, steady and continuous, for what seemed like hours had given me
more deep orgasms than I had believed possible. He had played me like I was a fine violin, effortlessly
moving me from position to position, his older, poorly muscled body doing what no young lover had
ever done for me. His "old man cock", thick and not all that hard, was massaging in me, not unlike a
large and soft toy. Occasionally applying more lube, as I couldn't possibly stay wet for that amount of
time, he masterfully gave my vagina a sexual feast, complete with hor's deurves, several entrées and
dessert. And when he finally shuddered and stiffened, his penis in to the hilt, his face a grimace almost
of pain, he came in me and came, until I thought he was faking but it was real. As he finally withdrew his
condom covered penis I could see more semen in it than I might normally see in a month. Ever the
gentleman, he took care of it himself, discreetly covering it with some tissue, a quick toss in the waste
basket and then kissed and caressed, spoke softly of pleasant things and cuddled as we both drifted off
to sleep. Where did the men like this hide in my city?
I lay on the beach, my large towel under me, a bottle of water and sunscreen beside me and the sun
above. I was in a two piece suit, but appropriate for my age. The older women at the resort, who liked
their Wicked Weasels, seemed a bit, well, like they were trolling. It wasn't specifically a "clothing
optional" resort, but several women were tanning with their tops off. Apparently no one made a fuss.
Maybe tomorrow, I thought. Today, I would just tan and chill. Footsteps in the sand and I came back. I
opened my eyes to the glare of the sun and with my sunglasses helping I could see a couple walking by
just below my feet. He was very tanned, like a man who lived in the sun. About mid fifties, grey hair, an
enormous diamond on one hand flashing in the sun, and not all that fit, flabby actually. The woman was
similarly tanned, her skin prematurely aged, and she had several sparklers flashing. She also had a tiny G
string bottom, and no top. Her hips looked ridiculously large for her choice of bikini bottom and her
large floppy pendulous breasts moved from side to side as she walked. She was not very attractive, even
with the diamonds. The man gave me a long and studied look, slowing his gait as he went by. He raised
his eye brows a bit and tilted his head. He obviously liked what he saw. I closed my eyes and waited
while he walked away, feeling like I was on display. I was, but I didn't appreciate his leer.
I had been at the resort for three days. The first day I was tired from travel and just rested by the pool.
The resort nightlife didn't appeal at all that night and I went to sleep early and alone. The second day,
rested and ready, I had walked the beach in the morning letting my life slow to the rhythm of the waves.
In the afternoon I went horseback riding at the resort stables and took in a guided ocean ride, letting the
horse walk and trot in the water until I was soaked and laughing. Riding bareback in the waves, I could
feel the power of the horse, its rigid spine working against my labia and clitoris. Without trying to attract
attention I purposely let my body rock as the horse trotted through the ocean, and after several minutes
felt an orgasm starting. Trying to maintain facial composure I let it take me and the continued motion of
the horse under me brought on another, then a third. God, what was I doing? Thankfully the ocean
water had already soaked my shorts so at least my gush of fluids was not apparent. The guide gave me a
special smile and I realized that he must have noticed. Then I also realized he had probably seen this
daily. No wonder the ocean rides were so popular with women. I wondered how many riders of my
gender all hot and bothered from the ride had continued to ride with the guide. None of my business, I
thought. What happens on vacation...
That evening, I dressed in a casual sun dress, low heeled sandals and went to the nightclub to let my hair
down. I danced, checked out the guys and let several bring me a complimentary drink and considered
having a casual sex session. Most of the people there were couples but there were also enough singles
to make for a marketplace. I enjoyed the posturing, the flirting and the music. Several times I watched as
a woman would flash a breast and the flashing got better as the night and the free alcohol progressed. It
seemed like everyone there was in a sexy mood, and I felt myself get caught in it. A couple of young
women there were kind of playing a game of truth or dare. As the night went on, the dares became
more and more risqué. Flashing breasts gave way to serious dirty dancing and flashes of panties. Most of
the men were glued to the show, even if some of the women were unhappy that they were. A young
man asked me to dance. As soon as we were on the floor, his hands went to my ass and he held me tight
to grind his bulging tented pants to my pubic area. With several drinks on board and with the location, I
actually ground back. He beamed at me thinking he just might have a score for the night. I wasn't sure
so I just let it continue. He had noticed I was by myself and asked me to sit at his table. I thought, why
not, it was part of the entertainment. There were several others there, all younger than me and he
seemed the only one unattached. We chatted, laughed, danced and drank. The truth or dare show
continued and it became obvious that the two young women had removed their panties. They were
getting less and less inhibited and were clutching themselves and rubbing each other, laughing and
carrying on as if this was routine. The guys at the table were wide eyed and thoroughly enjoying the
performance. The girls made a few catty comments, then got into it and got up and did some dirty
dancing as well. It all seemed like fun and even I tried a bit of it, giving the guy a quick drop of my
sundress top to expose a bra enclosed breast, and giving him an "oops" childlike look. He smiled and
danced behind me, rubbing up to my ass and holding one arm around my middle, let the other run up
and down my thigh, finally lifting the dress bottom to flash my lacy ice blue panties.
Back at the table I let him put his hand on my knee and wondered how long he would take to move it
closer to the object of his affection. It wasn't long. As one of the now very drunk truth or dare girls was
stroking her exposed vulva and the other dropped down to give her some quick oral, he moved up my
thigh and under the dress, to run his fingers up and down my pussy. I let him, even to the point of
putting my own hand down to move aside the panties. He tried to pretend we weren't making out at the
table and did reasonably well. With all eyes on the girl-girl oral show, he put a finger to my now very
moist vagina and massaged. I held his hand, pushing it to me firmly and just watched the show. As the
crowd cheered on the girls, he worked as well as he could and I felt a thrill and a chill go up my spine. His
palm was massaging my hardening clit and I was sure that only a few minutes would produce an orgasm.
Unfortunately, the oral show ended fairly quickly and both girls just raised their arms and danced
around each other. As faces turned back, he quickly moved his hand to my knee. Yes, I was going to get
laid tonight and felt very good about it. It was only then that I asked him his name. "Phil," he said.
"Kathy. Pleased to meet you, Phil."
Another drink, a few more dances, each one more sexual than the last and the guy was almost shaking,
he was so turned on. "My room or yours?" he asked his voice husky and urgent. "Mine" I answered. I
was reasonably sure he had condoms, but I knew I did and my favourite lube was there as well.
He wasn't able to keep his hands off me as we went up to my suite. I knew everyone at the nightclub
was well aware of our intentions. So what? I was on vacation. The sex was a disaster. The guy, about mid
twenties, not much taller than me, not very fit and with little knowledge of how to pleasure a woman,
seemed so hopeless after the older gentleman lover. His idea of oral was to stick his tongue out and
shake his head back and forth over my clit. Where did he learn that? He ignored my breasts, didn't pay
any attention to kissing or caressing and seemed bent on getting his rocks off and then getting out. His
penis was average length I guessed but slim. It felt okay but nothing like the thicker penis that had
pleasured me so well. Despite having a rock hard erection, he felt.....inadequate in me. He came quickly,
long before I felt much and lay on his back, panting. After a few minutes, during which I felt cheated, he
said, "Give me a few minutes and I'll fuck you some more." So romantic, this one, I thought. I realized he
wanted me to deal with the condom so I tried to remove it sensually but he just slipped it off and tossed
it aside.
I gave him oral, slowly and sensuously, as best I could, hoping that maybe he would learn something.
After about ten minutes of this, he seemed impatient. His penis was almost fully erect and he obviously
wanted to get back to fucking. I put a second condom on him and he asked me to "assume the position".
Knowing what it meant but irritated at his attitude, I did get on all fours and offered him my back way,
after quickly applying a bit of lube to my vagina opening. He quickly started thrusting into me, slapping
his hips against my cheeks. After about one half of a minute he was bucking at me like a high school kid.
"Cock teasing bitch," he muttered and got up, put on his pants and glared at me. "Fuck! My first older
piece of ass and you turn out to be a fucking cock teasing cunt!" After several more outbursts of crude
vindictive he left, leaving the door open. I closed and locked it, leaned back against it and tilted my head
back against the door and let my breathing slow. It was absolutely the worst sexual experience I had
ever had. I showered, and paying particular attention to washing away any trace of him from my
unfulfilled pussy, I just seethed.