But I didn’t want to blow it all by being an asshole. Reluctantly, I nodded.
Charley called out, “Is that you, Mom? I’ll be ready in a few, okay?”
Her mother replied that the van would be coming to pick them up in ten minutes and for Charley to meet her in the lobby.
On my way out, I was careful to avoid the condo next door. Finding Charley again was wonderful, but I heartily wished she’d left her mother at home.
Chapter Fourteen
Charley
“I want to see you tonight.”
It was a text from Harry.
Short, simple. The tone was impossible to identify. Should I be happy or worried? He had left so quickly this morning after my mother had interrupted us. He was probably disgusted that, six years later, Principal Pendleton was still interfering in his seductions.
While I debated how to respond, he sent another text: “Knowing you’re nearby is killing me. Dinner?”
“I could do that,” I thumbed back.
“8 o’clock? My resort has a good restaurant. I’ll pick you up in front of your hotel.”
“Okay. How dressy is your resort?”
Casual dress was common for most restaurants here, but he hadn’t actually told me the name of his resort, so I wasn’t sure what to expect. There weren’t that many on this side of the island. There was a new one a mile or so down the road, but it looked small and elegant and I wasn’t even sure if it was public.
“Cocktail dress casual,” was his response.
My mom was delighted when I told her I had a date. I had to confess that he was the guy from the plane, since she knew damn well I hadn’t met anybody else since we’d arrived. She still hadn’t remembered who he was, and I hadn’t volunteered the information.
She looked a tiny bit concerned. “He seemed a bit abrupt. How much do you know about him?”
“I’m sure he was just tired from the flight.”
“Well, if you’re sure…”
“Don’t worry, Mom. It’ll be fine.”
Harry
When I pulled into the circular driveway in front of Charley’s resort and saw her standing there waiting for me, wearing a short, low-cut, belted sundress, I got an instant hard-on. Holy shit, she looked good. Her cheeks were a little pinker than they’d been this morning—her arms and legs, too—she’d obviously been out in the sun today. The color made her big eyes look greener than ever.
She gave me her dazzling smile when I jumped out to open the passenger’s side door. “I was hoping you’d show up on a Harley.”
“Sorry, babe. Just one of the tiny island rent-a-cars. At least it has air conditioning.”
She climbed in, giving me a flash of leg, and I had to adjust my pants. Whew. Had I ever thought she was prim and innocent? I guess she had been, back in high school.
Her mother was nowhere in sight. Good.
I drove back to my own resort, which had an elegant restaurant and superb seafood. I tipped the maître d’ extra for a quiet table overlooking the ocean. As we devoured the tasty Caribbean food, we fell into a comfortable conversation, just as we had on the plane. Charley was bright, thoughtful and fun to talk to. We shared several interests, and our opinions on matters like politics and religion turned out to be similar. I could see myself spending time with her doing stuff that didn’t even require my dick to be hard and her legs to be spread.
On the other hand, my dick was perpetually erect around Charley, and my lusty brain continued to segue into thoughts of what I was going to do with her now that I had her here.
I knew what I wanted to do, but I wasn’t sure how to begin. She already thought I was a sex maniac, given the way I’d acted during my inglorious career as a teacher at her high school. Not to mention what I’d done on the airplane. And started to do in her room this morning.
I could easily get into a state where I thought of little else besides my dick’s happiness. I know they say most guys think about sex hundreds of times a day; well for me, it was probably thousands. My imagination had been humming all day with hopes, plans and fantasies about the various ways I wanted to fuck her before the night was over.
But not even I was stupid enough to blurt out, “Okay, dinner’s done, let’s go back to my room and fuck.”
I was pretty sure she’d say yes to me. The spark between us had ignited a blaze and I wasn’t the only one getting scorched. Her lips parted softly whenever she looked at me and her cheeks kept flushing. I knew that if I reached out and stroked her breast, she would lean into me. If I dipped a finger between her legs, she would be wet.
So it shouldn’t be difficult. Just take her outside for a walk, slip her hand into mine, pull her into the shadows for a kiss, and guide her down the path to the room that was waiting for us: my room, where I’d been envisioning her ever since I’d checked into the place.
So why was I hesitating? I was 99 percent sure she wanted it too.
When she was a high school kid, Charley had seen my dick pumping into some other woman’s mouth. I don’t get embarrassed easily, but what must she have thought of me then? I hoped it hadn’t been something she’d never seen before. Or done before. She’d been a senior. Surely she’d had sex? Girls had sex in high school, right? When I’d been a high school kid, girls had had sex with me.
But Charley had always seemed so naive. If I’d been caught by any other chick in her class, I wouldn’t have been so floored, but somehow the idea of the principal’s daughter watching me get a blowjob had freaked me out then and was still freaking me out a bit now.
Get over yourself, dude. She came on your fingers on a plane.
“It’s a beautiful night,” she said when I continued to stare at her in silence. “Maybe we could go for a walk on the beach?”
“Sure.” I tried to snap out of it. We could stroll in the direction of my room. Charley was getting fucked tonight, one way or another.
Chapter Fifteen
Charley
Was it my imagination, or had Harry turned shy on me? I’d rejected what had looked like some yummy desserts because I wanted to get out of the resort’s too-public dining room and into somewhere more private. Like his room.
I had been expecting him to slyly turn the conversation to sex. Or to refer to what had happened between us on the plane, or—almost—in my room this morning. But instead we’d chatted about all sorts of things, and laughed, and enjoyed each other’s company. Harry had a forthright way of expressing himself. We’d even debated a couple of subjects, but not in an antagonistic way. It had been fun. He challenged me and made me think. I sensed the reverse was true as well. We were simpatico.
But let’s face it, that wasn’t the real reason I’d accepted his dinner invitation.
I’d assumed, especially after that mile-high thing, that I was going to get laid tonight. Which was exactly what I needed. If I’d wanted to get with Mr. MacCallum when I’d been an inexperienced high school girl, how much more did I want it now that I was grown up and sexually active?
It was time he learned how wrong he’d been to call me a prude.
So, when he sat there, not taking the initiative, I’d decided I’d better make my own move. No way was this evening ending without my finding out what all those women had found so irresistible about my English teacher.
As we left the restaurant, he placed a palm on my back to escort me through the door. Because of the low neckline of my dress, his fingers touched my bare skin, and the sensation was intense. It felt as if he were stroking my clit, instead of just my shoulders. I was so damn attracted to him!
He turned us onto a path that wound through the flower beds and shrubs. Palm fronds were swaying over our heads. The night was warm, but no longer sticky hot. There was a steady breeze coming in off the ocean, and I filled my lungs with the scent of tropical plants and the briny sea. Harry’s hand stayed where he had placed it, guiding me along the path. His hip brushed mine as we walked; the path was narrow so we had to stay close together.<
br />
The lights grew dimmer as we moved away from the central area of the resort, and the Caribbean music from the bar faded into the background. There were a million stars overhead. We were far from big cities and bright lights, so we could see the Milky Way scattered across the firmament.
“If you want,” he said, “we could take off our shoes and walk down to the water. Or—”
I stopped, turned and faced him. “Or?” I smiled, trying to make it clear to him what I really wanted.
“Or I could invite you to come back to my room with me,” he said, matching my smile.
“Since I’ve spent lots of time in the water since we arrived, I choose option number two.”
He leaned over and kissed me on the tip of my nose. I started to laugh. “What was that?”
“That was the chaste kiss I give to high school girls.”
“Yeah?” I reached up and grabbed the back of his head and pulled his mouth down where I wanted it. On mine. I kissed him, deep and lusty, then leaned back as his arms closed around me. I grinned up at him. “I’m a teacher now, Mr. MacCallum. Treat me the way you used to treat your teacher lovers and maybe I’ll forgive you for pecking my nose.”
“But your nose is so adorable,” he laughed, pecking me again. Our mouths were hungry for each other, though, and we both stopped laughing as our kiss combusted. His tongue thrust into me, a claiming, reminding us that this wasn’t the first time we’d shared a kiss. Not the first time our hands had found their way under clothes. Not the first time blood had pooled down low as our bodies readied themselves for more. For everything.
Desire crackled down my spine. My lips and tongue felt super sensitive. Even the slightest touch from Harry made me moan. I pressed my hips against his and rocked. His lovely cock was steely hard between us. That was what I needed. Quickly. Now. I was crazy for him.
“Where’s your room? Nearby, I hope.”
“Near enough.” His arm curled around my waist and cradled me against him as we hurried down the shadowy pathway. Like me, he had a room on the ground floor, opening onto the beach. He led me to his small patio and shouldered open the sliding door. I stumbled over the threshold, my legs weak from lust. He caught me and pressed me to him. As soon as we got inside, his head came down. His mouth.
His kiss was all-consuming. He tasted hot, spicy, and delicious. His cheeks were rough with his whiskers coming in—it was a little abrasive, but I loved it. I rubbed my own softer cheek against his and reveled in the sandpapery pressure of his flesh against mine.
I tugged at his shirt buttons, cursing in frustration when one didn’t immediately unfasten. He reached around me and unzipped my dress. I lowered my arms so I could slip it off, and he dragged it down over my hips, his fingers raking my skin in a way that sent me even higher.
I wrestled him out of his shirt while stepping out of my dress. He unsnapped my bra. I unbuckled his belt, enjoying the sensation of soft leather running through my hands. Before he could he do anything more, I dropped to my knees in front of him and pulled down his zipper. He sprang out of his boxers. I dragged them out of my way and took his long-desired cock between my palms.
“Oh God, Charley,” he groaned as I stroked him up and down. Leaning forward, I touched the tip of my tongue to the helmet of his penis and explored. I held him firmly in one hand and fed him slowly into my mouth, alternately sucking and twirling my tongue along the underside. I reached around with the other hand and dug my fingers into his ass. He jerked forward, deeper into me. His cock seemed to swell. I had to stretch my jaw to take him, but I was determined to give him the blowjob of his life.
A snippet of memory flashed. That teacher, on her knees, taking his cock deep into her mouth while he held her hair in his fist and twisted. That had looked so hot.
My own need multiplied as I blew him. I liked the way he grabbed my hair and positioned me to his liking. He didn’t hesitate—he took control now that I was on my knees. I sensed that he liked it that way, and I quickly discovered that I did, too. He fucked my mouth, jerking his hips against me while my breasts pressed against his muscular legs. My mind swam in a delightful surge of combined submission and domination. Was I submitting or was he? Even though I was the one on my knees, I was also the one who was driving him mad with pleasure.
When he sped up, driving fast and hard, I caressed his balls and stroked his ass. I sucked as energetically as I could, trying to take his length and his thickness all the way down my throat. I couldn’t quite do it…I wasn’t that much of an expert, and besides, even though I owed him an orgasm from the plane, I wasn’t sure I wanted it to be this way. There was so much more we could do.
I pulled back and was startled by the sound of the suction breaking. He tried to plunge into my mouth again, but I turned my head. “Not yet.”
I thought he might groan or protest, but he drew an enormous breath and said, “You’re killing me. But you’re right, not yet.” Then he scooped me up off the floor and carried me to the bed—a comfy king-size model that seemed to be of a higher standard than the beds in my resort. With one hand, he stripped off the covers, and then he laid me down on the cool sheets. He fell on top of me. “I want to be inside you, Charley. It’s all I’ve been dreaming about.”
“Me, too. Isn’t that crazy? I’ve been sunbathing and snorkeling and diving and trying to enjoy my vacation, but I kept remembering the plane and aching to be with you again.”
Oh wow, did I just say that? I regretted it for maybe a second until he nodded and said, “Same here. I’m kinda obsessed with you.”
We were both kicking off the remnants of our clothes. “I have plenty of condoms,” he laughed as he pressed me down. The full sensation of his naked body against mine was glorious.
“Good. I think we’re gonna need them.”
We folded our arms around each other and kissed deeply. He had muscles everywhere—his chest, his back, his ass, his arms. “Harry, you’re ripped. Do you lift weights or something?”
“Yeah, I have a weight room in my house. I try to do it three or four times a week. Work’s sedentary, so I have to force myself.” His hands moved all over me, exploring. “You’re pretty fit yourself.”
“What kind of work do you do?” I asked, realizing I didn’t know.
He didn’t answer. He had dropped his mouth to my breast and closed his lips over one of my nipples. Wow. I was totally melting. When he finally came up for air, he asked, “Is there anything you wouldn’t want to do with me?”
“Not unless you’re completely perverted.”
“I’ll try not to freak you out,” he said with a grin. “But if I if try anything you don’t like, tell me and I’ll stop, okay?”
Given the way our bodies ached for each other, I couldn’t imagine how that could happen, but I nodded.
Harry turned me on my side facing him and slid his fingers in between my thighs. He found me wet and wanting. His thumb rubbed my clit while one of his fingers thrust into my slick opening. “I know you like this,” he breathed against my ear, moving his finger smoothly in and out. “Even if I couldn’t go quite so deep on that plane.”
“That was very naughty, what you did on the plane.”
“Nah, that was restrained. I was having lots of naughty thoughts about everything I wanted to do to you. Would have done had we not been surrounded by two hundred other passengers.”
“Not to mention the crew.” I was finding it more and more difficult to talk as his ministrations increased. I’d cocked my hips up when he’d started touching me; now they were rocking against his hand. His fingers were so deft and skillful. Damn, I was getting close. Too close. I didn’t want to come until he was inside me.
“Harry, stop.”
“You’re too damn sexy. I can’t stop.”
I reached down to stroke his cock. It was still wet from being in my mouth. “I want you inside me. I want to come with you inside me. No planes, no people who might see what we’re doing. Fuck me now, Mr. MacCallum.”
His laugh was a low growl, but he did stop long enough to rip open a condom packet. “Whatever the lady wants, the lady gets.”
He pressed me down on my back and moved in between my thighs. He slid down and kissed me there first. Oh god, I was afraid I was going to explode as his tongue performed even more amazing gymnastics than his fingers. I could hear my own breathing—desperate and hard.
He didn’t linger there. He came back to my breasts, my neck, and my mouth while I reached for his cock and tried to position him. Our bodies worked together as he bowed his hips for the first thrust. As I felt him slide inside me, my spine arched off the mattress. I abandoned all restraint. I needed him in me, deep and hard. He must have needed me, too, because all gentleness fled as we pounded and writhed. We practically levitated off the bed in our frenzy.
“Charley, my god!” he shouted as he jammed one hand underneath my ass and lifted me into his pistoning cock. I melted around him, moaning, as the hard pulses of release shuddered through my pussy and echoed in every part of me.
I kept on coming while he held me down and continued to nail me. I saw his pleasure in his face first, a kind of joyous grimace, before he thrust one final time and exploded. His own pulses inside me triggered another smaller orgasm. Holy shit. A multiple? That had never happened to me before.
That was just the beginning of a wondrous night of lust and merriment. Harry was amazing. He laughed, he teased, he even got a little rough, spanking my bottom a few times and threatening to tie me to his bed and keep me prisoner. When I told him that was fine with me, he laughed and said he’d raid the resort’s boathouse for some good bondage rope. And then he cuddled and talked to me all night long in the sweetest manner. By morning I was sleepy, satiated, and halfway to being in love.
Chapter Sixteen