This story, told by Elaine, a 35 year old single woman, who had to come to grips with her sister dying, and her own sexual frustrations, while trying not to show either. Although attractive, her melancholy brought self-loathing and resentment.
Tommy was 18, when he graduated High School. My older sister had died young, and he lived with my parents.
I had won a raffle at a charity event of a week's use of a Timeshare in St Maarten, and had no one to go with, having just ended a long relationship. At 35, I wasn't going alone, so I offered it to Tommy as a graduation gift, to use with a girl or male friend. I know it was like re-gifting but I hated to see it go to waste. And I had gotten him other gifts, too.
At dinner with Mom and Dad, I had given him the envelope, which included air fare. When he read it, his eyes widened.
"Aunt E!" waving the papers, "I always wanted to go there! This is great! And it's next week!"
I was pleased to see him psyched. "I know, not much time to pick some lucky girl to take. Or you can take Brian."
He looked confused. "You're not coming with me?"
Actually, the thought had crossed my mind. I could stand getting away, but an 18 year old doesn't need a 35 year old aunt cramping his style.
My parents were watching the exchange as I said, "Oh, no, T, take someone your own age. It's your graduation present, enjoy it."
I drove us all to their house and Mom and Dad got out. Tom said, "I'll be right in." After they left, I said, "What's up?"
"Well, I haven't told anybody, but I think I may join the service."
"Really? What brought that on?"
"Since Mom died, I have no focus. I think that may help me. I have no plans for the future."
"What did Beth say?"
"We broke up last week. I didn't want to say it in front of Nana and Gramps. They think I'm going into a shell."
I raised an eyebrow. "And are you?"
He smiled that old smile. "No, just taking things more seriously. I'm telling you this because I want you to come to St. Maarten."
"But, Tommy, you would have more fun with someone your age."
"There's no one on the planet who knows me like you do. Things have been rough all over lately. I know about you and Keith breaking up."
I was embarrassed. "People change."
"You don't, and you've been here for me every day of my life, thank you." He reached over and gave me a huge hug, holding me so tight, I could barely breathe. (He's over six feet and 200 lbs, while I'm 5'6 and 130.) Then I heard him sniffle. The poor kid had been through so much!
"Okay... but don't call me 'Aunt E' it's just E or Elaine, I don't want people thinking I'm baby sitting again!"
He released me, clearly happy with my choice. "They'll probably think we are dating anyway! I can't wait!"
A week later, we touched down, located our bags and got the rental car. Funny, they drive on the right side, just like Americans, so it wasn't too bad, except smaller roads and cars. We found our hotel easily, and checked in. That's where we had a problem.
Although the document clearly showed a two-bedroom suite, there had been a flood in the above unit, and our ceiling had collapsed. The only available unit was one-bedroom, with a pull-out couch. We argued, and they apologized, but it was out of their control. They wound up throwing in dinner for two at the hotel restaurant, so we accepted and moved in.
Tommy insisted on taking the couch. We dropped our bags and went down to the bar. They don't proof in St Maarten, so Tommy had a few beers with appetizers at the bar, while I had Martinis.
There were many couples there, assorted ages and mixes of age. Older men, with younger women, clearly older women with guys Tommy's age, so we barely drew a notice.
The warm night air and the cocktails were zeroing in on me, and I said I'd call it a night if he wanted to keep going. The long trip and drinks had taken their toll on him, too, and we propped each other up in the elevator up to the room.
Once inside, the blast of warm air almost knocked us over. The A/C in the bedroom was fine, but the living room was unbearable. We called the front desk but they couldn't have someone there until the morning.
"Look, Tom, we'll just share the bedroom."
"I guess so, I'll take the floor."
"Don't be silly. Unless you started sleeping in the nude, we'll just sleep back to back."
He looked, warily. "I can bring the mattress in from the couch."
"Tommy! Stop! I'm going to change. I advise you do the same!" I went into the bathroom. This was gonna be tricky. The only nighties I brought were sheer, not to be sexy, but to be cool. I washed up and looked at myself, and thought, He'd just be frightened off by an old bag like me anyway, right?
I opened the door and the lights were out. Through the balcony glass, enough moon light shone that I could see him in bed. I crept around, wondering if he had passed out already. His voice made me jump when he said, "Goodnight."
I reached over and patted his hand, and said, "I'm sure tomorrow will be better,", not realizing where his hand was. The way he tensed up, I concluded he was touching his privates.
"Oh! I'm sorry, honey! I wasn't thinking!"
He sat upright. "I'll sleep in the chair!"
"No, no! I promise, no more touching, really!"
I rolled on my side, but sleep wouldn't come. I could feel my heart pounding, and I listened for the heavy sound of his sleep, but it never came.
I knew I was aroused now, not for my nephew so much as a man in bed with me. My hand slid under my nightie and felt my wetness. I couldn't help but bring my hand to my nostrils and inhale.
It had to be 20 minutes later, and still sleep wouldn't come. I was thinking of Tommy now, wondering if he thought of me. Oh, that's silly! Right? Besides, it's just tonight anyway.
I felt him roll and now he was facing my back. My pussy ached knowing his manlihood was so close to me. I wondered about his experience, his size, how much testosterone was built up behind me, inches away.
My mind raced. I was thinking inappropriately about my nephew, who I practically raised! I had to get up!
I slid open the balcony glass and felt the air, warm and thick, sliding it quietly behind me, staring out at the sailboats and yachts. It was so peaceful this late, and I felt the warm air rise under my nightie. I spread my feet apart and let the breeze dry my wetness, and hopefully ease my mind from the thoughts.
I heard the whoosh of the door sliding, and Tom came out, concerned. "Are you okay?"