1.
Just like they always did for Labor Day, Tom and Annette Benson stared out at the deep blue ocean and savored their margaritas. The view from their third floor balcony was perfect. The tone of their conversation was not.
"You don't get him. That's all." Annette's words had a bite to them.
"Oh, and you do." Tom chuckled to give his sarcasm an added punch.
She drained a long pull of the fresh drink, and tried to get through to him.
"I do. I talk to him. I listen. He may be nineteen, but he's not stupid. Not by a long shot."
This infuriated Tom. "Damn it, Annette. I've never said he was stupid. That's fucking unfair, and you know it."
She shot him a disgusted look, as he fought back.
"I just think he's... ." Tom's voice trailed, as his eyes found their tall, lean son pulling himself out of the infinity pool that stood between the condos and the outstretched sea. "He's just too damn shy. Reserved."
Annette's look went to their son, too. His chiseled torso made her flinch with the realization that he was grown and she was so much older now. She fought to keep on track with her argument with Tom. This was too important to be distracted.
"You always judge him. School. Baseball. And now, girls. It's not fair." Another tug on the tequila. "Stop trying to make him like you."
"Like me?" Tom laughed out loud. "It's not a matter of making him like me at all. I'm just trying to help him, that's all."
They both watched as their son glided alongside the pool towards his chair. Walking right past two bikinied young women, he didn't notice them, but they damn sure gawked at him. Especially the drenched trunks that hugged him like a second skin. One of the women wouldn't take her eyes from the trunks and the thick lump that bounced as he walked.
Annette's breath caught, and she hoped her husband didn't notice.
Tom kept the argument going. "All I'm saying is that he just needs some experience. A good break that gives him some confidence. You'll be surprised what a huge help that will be."
Annette didn't take her eyes off her son. Billy slowly bent for his towel, and then smoothly wiped from feet to head, careful to mind every area. She couldn't help being impressed as always, in some inarticulable way. Like his instincts were perfect.
Tom droned on beside her, but her mind was off on its own. Was Billy possibly still a virgin? At nineteen and these days? No girlfriends or talk of girls these first two years of college?
As much as she didn't want to give credit to Tom, she had to admit to herself something could be off.
Tom's question interrupted her thoughts. "Well?"
Tom's idea was horrible. How could he? To suggest that he try to set up their Billy with Frances?
Frances was like them about getting to this condo every year, and enjoying the pool bar. Often in a bikini and always getting the attention of the men. She was also at least ten years younger than Annette.
Annette didn't even like the look Tom made when he suggested Billy "hang out some" with Frances. But looking down at Billy poolside, she saw him again quiet and keeping to himself.
She drew a deep breath and spoke tightly to Tom.
"I don't like it, but go ahead."
Tom couldn't hide his glee.
She quickly added, "Be discreet. Just set it up, and let happen whatever happens."
Tom started chirping on about something, but Annette focused on Billy sprawled by the pool. He had to be in the height of his hormones and he seemed oblivious about women. Why?
Maybe they'd find out.
...
2.
The next day, Annette managed to get to the gym, and as luck would have it, Billy went along with her. Tom was getting ready for his fishing trip, and she knew Tom had taken great pains to set up Billy spending the afternoon with Frances. Annette felt so conflicted.
Billy stuck around her, and stretched with her before she started her cardio. She adored him even more seeing how grown her young man was after two years of college and his serious working-out. Good grades, starting second baseman, and loving son. Why was there always something that kept things worrisome?
Is Tom right after all? What's going on?
At least some semblance of a social life would have been good, but they couldn't get a sense of any for him. As she went to go climb an elliptical, he went to the weight room, and even then, she saw a woman--a woman looking close to her own age--take notice.
C'mon, Billy.
Maybe she and Tom should worry about their own lives, she admitted to herself. Things had been comfortable but unexciting for so very long. She didn't bring it up, and neither did he. A truce of sorts.
Relax. Things could always be worse. Enjoy the vacation.
Billy would be away in a couple of days, and he wouldn't likely be around this fall much at all. The more she worked away on the machine, the better she felt about just seeing how things would go.
Hey, maybe he'll like it.
She blushed.
As she finished, she liked looking up to see Billy checking on her. His strong stance lingered there for her. He broke into a sweet smile that was easy for her to return.
As they made their way from the gym back to the condo, she wanted to get a sense for how he felt about what Tom was doing. She tried to tread carefully.
They probably think this is their guy thing.
"Your dad says you're hanging out with Frances this afternoon."
Billy looked at her warily. "Yeah."
"You know, he's really trying to look out for you. Trying to make things fun and interesting. Plus, Frances is all alone these days. Hope you don't feel too weird by all that."
They walked along, and Billy smiled good-naturedly, but obviously tried to choose his words carefully.
"I know he means well."
Something concerned Annette.
"Don't be bothered by him doing this. Isn't Frances attractive? She might be fun to hang-out with."
Billy took a long look at his mother. "You think I should go along with what Dad's saying?"
Annette cringed inside. "Well, I'm not sure what your Dad's saying. But--"
Billy watched her closely and he was very open with her. "He's saying that she's been very lonely since getting divorced. That I should 'go for it' and see what she's like."
Annette's heart raced hearing him talk about that, when they never really had. It sounded like a challenge almost, but she knew better. Still, she somehow didn't want to shirk from it.
She was direct back to him. "What do you want?"
"Huh?"
She tried to be tactful. "Well, you're young, you're healthy. Good-looking. Here's an attractive woman you can hang-out with."
When she looked to him again, he had a brighter look about him.
Glad I pumped him up some. Have I not done that enough?
"I dunno. Just feels weird, I guess. Do
you
want me to try to be with her?"
"What?" Annette regretted sounding so distasteful about it as soon as she spoke. "Billy, I just want you to be happy. That's all. I love you."
"I love you, too."
They embraced, and it felt good. So firm. She tried to push the worry out of her head.
Let's just see how it goes.
...
3.
With Tom out on his fishing trip and Billy hanging out with Frances, the condo took on a somber silence. The floor-to-ceiling window downstairs may have opened wide for the sun to glare through, but upstairs it wasn't that way at all. She left the drapes closed.
Quiet and really dim, she took her time lighting four candles spread about the stark master bedroom. Something about the stillness of it added to her excitement. Seldom did she have time alone, especially on a vacation, and she had decided to make the most of the afternoon.
It hadn't occurred to her in advance to bring a toy or lube on this trip, but it wouldn't matter. Soon as she had decided to treat herself, she had started to stir inside. Now, the coast was clear, and her body kept preparing.
Standing beside the bed, a quick tug of the tie to her satin robe let it swing free. A shrug of her shoulders, and it fell straight away. The slightly cool bedroom air met her bare skin, and she sighed as she eased onto the bed.
Why should they have all the fun?
The bed cradled her perfectly as her body relaxed out across the cover. Something about the smooth cotton holding her skin at every move pleased her. Her eyes closed and her hands drifted.
As a hand ran through her hair, her other dragged fingertips over the exposed flesh on her chest. Much as she resisted it, she couldn't help but be curious about Billy's afternoon. Would he be comfortable with Frances?
Stop it. Relax.
The one hand left her hair and went to her lips, while her lower hand traced about her upper chest. Part of her felt some embarrassment at how imaginative she let herself be, while another part appreciated it. In her mind, a large male stood silhouetted and ready for her. The fingertips took their time moving from upper skin down and past a tan line, and onto the soft flesh of her breasts.
As her fingers teased the outer swells of her tits, her other hand dabbed two fingers to her mouth. Generous spots of saliva coated onto her fingers and rested, as those fingers went directly to her middle. It took no time for her hand to get between her lips and tickle her already-moistened pussy. Maybe the extra self-lube wasn't needed, but it still felt good.
She tried to take her time, but the sense that she was getting away with something and the plush bedding had her massaging herself straight away. Her lips there easily gave away, and her mind instantly flashed to the months it had been since a man had touched her there.
Shit. I've waited too long for this.
This felt too good, and she slowed herself. Her top hand smoothed about her breasts lavishly, and grazed the protruding nipples there. The electric hum that seemed to connect her nipples to her clit was already intensifying.
Her legs parted just so, and her lower hand teased herself.
I need a man there.
Her hips moved with her hand. Suddenly-- a distant noise sounded in the darkness.
Was that the door downstairs?
Her eyes flashed open and stared up at the ceiling. Staying absolutely still, she listened intently. Sure enough, steps plodded up the stairs. She braced and started to get up to get her robe. She froze in place again to listen, before hopping on out of bed.
Nothing at first. Just silence. Then, a quick rap at the bedroom door and a muted male voice.
"Mom
?"
She cringed hard and then threw her legs over to scoot from the bed.
"Hold on," she said, "was taking a nap."
In one smooth scoop, she had the robe in her hands and was wrapping it to her. She called out.
"Everything alright?"
"Uh yeah."
Tucking the robe tight, the tie fixed easily as she paced over to the door. For a second she considered getting a different robe than this short one, but hopefully he'd be brief.
Cracking the door a bit, she looked-up at him concerned. "You okay? I thought you were hanging out?"
Immediately she regretted not slipping on a different robe because his eyes took this one in. Then, he saw dim but flickering light inside.
Is he smiling?
His words came muted. "I wanted to come see you."
"Me? Did something go wrong with seeing Frances?"
He looked at her differently than he had before. Taking a breath, he spoke a little softer. "Can I come in?"
"I was taking a nap--"
He stared down and rubbed his hands. She sensed his mind was spinning. She struggled with how to respond. His face lifted to her, and his hand rested on the door. She let it angle more open. She found herself standing very still. They stared into each other's eyes.
