So their storybook vacation was off to a good start for both stepmother and son. The combination of tropical beaches, warm Caribbean water, and gorgeous sunsets provided all the ingredients for a "pinch me if this is real" experience. Of course, when one adds in the sensual element of guiltless sex, the picture is complete.
Or, almost so.
Both Janet and Thomas enjoyed carefree days by snorkeling along the coral reefs, kayaking around the island, and leisurely hikes in the interior jungle hills. Evenings were another matter. Now that the metaphorical ice had been broken, they no longer resisted intimate desires or urges.
Thomas was the proverbial kid in a candy store. Up until this trip with his stepmother, his sexual experiences had been limited at best, if you don't count the masturbation that every teen seems to go through. The accessible porn he found on the internet was his main source of relief, as unrealistic as it was. But having a buxom fifty-something MILF who was a willing instructor was a dream come true. He was living a fantasy.
Janet was likewise thrilled with the setup, although keeping up with the demands of a nineteen-year-old was straining her systems. She had initially instigated the sex with Thomas, ending a long dry spell after her husband died. Her urges could no longer be contained once she laid eyes on his beautiful cock. And spending leisurely days in a remote tropical setting freed her even more. Thomas's urges only fed her appetite for sex.
But now, it was Thomas who had become insatiable. At his age, the newness of real sex kept that huge appendage in a constant state of excitement. And his initial awkwardness had given way to skills he had only imagined.
His mindset had quickly changed from pleasing himself to pleasing his stepmom. His stamina had dramatically improved so Janet had to encourage him to slow things down a bit. She was not used to having intercourse several times on the same day. Still, she was enjoying the sexual freedom she experienced with her stepson and didn't want to discourage him. This can't last forever, but I'd better take advantage of it while I can, she told herself.
Thomas sensed something was bothering her after a particularly wild romp the evening before.
"Is everything okay, Janet? Did I do something wrong?"
"No, not really. But I guess I should tell you I'm a little sore, Honey. I'm not used to having wild sex so often. I'm not a teenager anymore. I need a little break to heal. That weapon of yours is something that takes getting used to. I love what we are doing, but as Groucho said, I like my cigar but I have to take it out of my mouth once in a while.."
"Oh my god. I'm so sorry. I do get a bit excited at times. Whatever you want or need...just ask."
"Thomas, no worries. I need to be honest with you though. And I want you to be completely honest with me. If something comes up that makes me uncomfortable, I'll tell you. And the same for you. I don't want you to tire of trying to please an old lady."
"Oh, please! You're anything but an old lady. Jesus, you are the hottest thing I've ever been around. Your age only enhances everything and makes you a better teacher. You're showing me things I only dreamed of. I love everything about you, Janet."
"Well, in the meantime, nothing is off the table. We are two consenting adults and if either of us has objections, we voice them. As I said, I'm not sure where this is headed, but we'll cross that bridge when we get to it. For now, we are just going to enjoy each other's company. But we need to take a break periodically so we don't get bored. Is that okay with you?"
"Of course, Janet. I'm thrilled to be here with you. And I'm no fool. I realize we will have to face a different reality at some point, but for now, this is Fantasy Island without commercial breaks."
Janet was seated in a large wicker chair dressed in a pair of skimpy nylon shorts and no bra, as usual. Her huge breasts were now tanned all over from nude sunbathing and she only wore a top periodically. Her pink nipples had even turned a darker shade of red. Thomas was likewise skimpily dressed. His dark tan only highlighted his six-pack abdominals and an almost florescent smile. Janet was applying nail polish and he got an idea.
"You mentioned that Dad likes to perform cunnilingus on you, Janet. I'd like to make you feel good besides having regular sex. Will you show me how to do it–guide me through it. I'd love to explore you that way.
"You must be a mind-reader, Sweetie. I was just dreaming a while ago how your father used to make me cum like fireworks were exploding when he would do that. Of course, I would welcome you to do that for me. As much as I like your big penis, I love your tongue also. When would you like to start?"
Thomas smiled.
"How about now?"
Janet smiled in return.
"I just got out of the shower so now is wonderful. Grab a pillow and come over here, you stud. I guess I'd better remove these."
She stood and turned around so her ass was pointed at her stepson and, wiggling her ass, slowly lowered her shorts exposing her pink clamshell between tanned thighs. She turned back around and slowly stroked her pussy with two fingers. She sat back down and spread her legs while simultaneously beckoning Thomas with a bent forefinger.
"Right this way, Sweetie. I'm wet just thinking about this."