Scott was enjoying his first day at the resort. It was offseason and the summer crowds were long gone. He'd spent the day on the beach and there couldn't have been more than twenty people in all; and most importantly, they were keeping to themselves. It was just what he needed to get away from the recent events in his life.
After four years of dating his hometown girl, and eventually getting engaged, she broke it off to go out of state to pursue a college degree. It was a devastating blow to Scott's confidence and self-esteem. At least he wasn't being ditched for another man, just for what he considered foolish aspirations on her part.
At the age of 29 he'd already established himself as a commercial pilot, recently upgrading to Captain. He was making good money, enough for them to live comfortably on. She could have pursued a degree in a more leisurely fashion while enjoying married life. He sighed as he thought about what he considered her foolish decision, however what he really missed was her killer body and fantastic smile. He also missed sinking his thick, nine-inch cock deep into her three lovely holes.
As he stared down at his drink feeling a bit sorry for himself, he looked up in time to see a pretty, short-haired blonde with nice set of tits amble into the bar. She looked to be just a little over 5' tall, maybe 5' 2". She was in a swimsuit and had a cover-all on that barely conformed to the resort's indoor attire rules.
As she leaned on the bar ordering a drink, Scott was able to get a good look at her tight ass which was perfect for her smallish frame. The bartender motioned her to move down the bar for more convenient serving; in doing so, Scott got an eyeful of her hip sway as she walked. The cover-all couldn't quite "cover it all" as her lovely ass moved rhythmically up and down as she walked. As he watched her butt do its thing, he felt the familiar stirring in his groin as his cock began its ascent.
All he could think was, "Man would I like to tap that beautiful ass!"
As the blonde repositioned herself nearer to the bartender, she glanced around eyeing Scott sitting in the bar's semi-darkness. Her eyes lingered briefly on him then she turned back around waiting for her drink to arrive.
His initial thought was, "Oh well, she'll probably grab it and head out to meet some guy she's with. She's got to be spoken for. She's too beautiful to be flying solo." Scott chuckled at the irony of using an airplane metaphor to describe this blonde hottie.
Much to his surprise, when her drink came, she got up and started walking over to Scott's table and introduced herself as Sarah and asked, "Would you like some company in this empty bar?"
Scott motioned her to sit down, and she surprisingly took a seat on his side of the table. They struck up a light conversation trying to get to know one another a bit. As Scott got a close up look at Sarah, he realized she was what he'd always considered a deceptively pretty woman. The kind of girl who, the more you looked at her, the prettier she got. Her looks, coupled with a friendly and bubbly personality, were a perfect blend of beauty and charm.
Sarah's tits, now up close in the light, looked to be at least 36-38C, maybe even a D or DD cup. His cock bulged, and he was glad his pants caught the hard-on before it could fully tent pole within her view. A boner at this stage of their conversation would have been quite an embarrassment to him.
As they talked, Scott found Sarah's story of relational pain as interesting as his own. In her case, she'd been married to her high school sweetheart for seven years and they had a young daughter. He was the only man she'd ever been with, a fact Scott found hard to believe given her good looks and great figure, but apparently all true... "Well may be true," he mused.
Her husband had been, of all things, a youth pastor in a large church, where he'd served for four years after both of them had graduated from a Chrisitan college. Scott chuckled silently to himself when Sarah related the story of her husband having run off with one of his former youth group girls after the young woman had turned 18; a classic church world trope if there ever was one.
Sarah had struggled deeply with the betrayal, and for a long time during and after the divorce, her self-esteem and confidence took a major hit. However, with help from friends and parents, she had slowly pulled herself back together and was starting to feel good about life again. In fact, this trip had been a gift from her parents as they were folks of some financial means. They'd also agreed to watch Sarah's daughter, their only granddaughter, while she had time to get away and enjoy her first holiday since divorcing "that bastard," as her family referred to the Ex.
Before Sarah left, she'd even got the idea from her devout mom that now might be a good time to, "Learn that all men were not like her Ex. Some men really know how to treat a lady right...in EVERY way imaginable," as her mother put it. Sarah giggled as her mom finished saying that while slipping a package of Trojan Magnum XL Condoms into her palm and mouthing the words, "Use them." She remembered that her mom had some pretty wild years in her early twenties prior to getting married and "getting religion".
As Sarah talked, Scott got the distinct idea she was yearning to explore her sexuality during the vacation, sooner rather than later, and that's why she'd come over to his table in the first place. But Scott wasn't in a big hurry. In fact, he was enjoying the conversation with Sarah so much that he didn't want to push this into some "dash off to the bedroom" so she could experience intercourse once again.
Scott was having too much fun subtly steering the conversation with increasing innuendo, building her anticipation, and hopefully making her wet with anticipation. If all went well, he planned on introducing Sarah to his huge cock before the evening was over, drilling it deep into her man-needy cunt.
After polishing off their drinks, Scott suggested a walk on the beach since it was a nice, warm, moonlit night. Sarah readily agreed, thinking, "He's a romantic type of guy, how nice is that!" So off they went to stroll along the water's edge.
Scott kept the conversational innuendo going as they walked, and he could tell it was having the desired effect on Sarah. She kept giggling and laughing at just about every little joke he cracked, touching him lightly on the forearm every now and then. He'd learned from experience this was one good sign a female was probably raring to go, even to the point of "dropping her panties" before the night was over.
As they left the beach, Scott suggested they stop at his bungalow for a drink. Sarah was all for it. As they entered his room, she expected him to just start ripping her clothes off, engaging in some quick foreplay, then getting her in bed for some good old-fashioned fucking, which would have been just fine with her.
However, Scott surprised Sarah by taking a different approach to getting things started. He first mixed drinks for both of them then sat down in a large chair in the corner of the room. His hard-on was evident by the huge bulge in his pants, the classic tent pole effect, and now it didn't bother him for her to see it.
Sarah looked at him quizzically when he suggested they should have some fun first, thinking to herself, "Wasn't fucking me supposed to be our fun?" She was already feeling very aroused and wanted to get his cock inside of her as soon as possible.
Scott suggested she do a strip tease so that he could enjoy her seductive figure in motion. He wanted her to dance and slowly discard her coverall and bathing suit. Erotic dancing was not what she thought she'd be doing in his bedroom, but hey, "Whatever."
Sarah giggled and said, "Okay, I can do that for you, if that's what you'd really like me to do," all the while intrigued by his unusual request.
Scott queued some music, Sarah set her drink on the nightstand and started to sway back and forth. A bit shy at first, she quickly warmed up, increasingly getting into the flow of her sexy routine. She remembered how much she really enjoyed dancing and how long it had been since she had done any; years in fact.
"Maybe he'll take me dancing before the week is out?" she mused to herself.
After dancing for a while in front of him, bending over a few times so he could view her ample cleavage straining against her slinky bikini top, she sexily let her cover-all drop to the floor. She grinned at him, then resumed dancing, and finally bent over to get up in his face, displaying her cleavage to the point of a hint of areola and playfully shaking her breasts from side-to-side for maximum visual effect.
It was now time for the top to come off, so her "girls" could come out for some much-needed playtime with "the boys," or in this case, the man. Sliding the straps down her shoulders, Sarah stopped just before the cups slid off her breasts. She teased Scott, pulling at her nipples through the thin material, then dropped the bikini top off to the side giving Scott his first look at her bare breasts with their large, half-dollar sized, pink areolae. Scott's cock massively tent poled in his pants.
Sarah grinned, spun around and sexily swayed her ass back and forth in time with the music. She was really getting into it now, feeling really slutty. This was more fun than she thought it would be!
Next came the main event; time for Sarah to "cross the Rubicon," as the saying goes, and lose her bikini bottoms. He knew it, she knew it, and after a momentary pause, as if making one final contemplation of what she was about to do, Sarah went for it. She turned around with her round ass facing Scott, then slid her bikini panties down her butt, pausing mid-way for effect. She then slid them the rest of the way down her butt and sexily stepped out of them, kicking the bikini panties off to the side.
Sarah turned around and looked at Scott anxiously wanting to see his expression, and to also see if he was pleasantly surprised with the natural blonde bush between her pretty legs. She could tell from his reaction that he most certainly was!
He sputtered simply, "Oh man, I" as looked her naked beauty over. Scott had never fucked a blonde pussy before.
For Sarah, it just felt good to be naked in front of a man again. It had been quite a while since she'd bared it all for a guy, and it felt really good to have Scott looking her over with admiration and lust for her hot body. Without having yet touched her own pussy, Sarah could tell she was getting very wet.
Scott grinned his approval while simultaneously gripping the huge bulge inside his pants. Sarah "oohed" at how large it looked and couldn't wait to unleash "that manly thing" from its confining trousers. She licked her finger and ran it along her wet slit, shuddering as the tip of her finger met her swollen clit. All Sarah could think was, "I need his cock in me right now!"
Scott proceeded to unbuckle his pants and release his throbbing manhood from the confines of his Calvin Kleins. His thick, nine inches had never been more erect, resembling a rocket ready for launching with Sarah's cunt as the intended landing pad. He moaned as he gave his shaft a couple of strong strokes, followed by a few lighter tugs feeling his shaft swollen with his semen. He playfully wagged his prick up and down for her to take in the fullness of its size.
Sarah slid a finger into her now very wet pussy as she watched Scott play with his big cock. She moaned and rubbed her clitoris for a moment or two.
Then she remembered the condom, blurting out to Scott, "Hold on a moment!"
Sarah spun around and went over to nightstand as her lovely behind swayed up and down. She grabbed the package of condoms, removed the XL condom wondering, "How many penises did my mom sheath with these things back-in-her-day?" Surprisingly, the thought of her mom wrapping a big dick in latex so she could insert it in her young pussy, turned her on even more.
It was now Sarah's turn to "follow in mom's footsteps" and do some wrapping of her own to avoid any possibility of Scott impregnating her. She needed a hard cock, not another baby, from getting her pussy fucked. She said a silent prayer that the condom would do its job well tonight.