All characters in this story are over 18.
Part 1: The Bus Ride
Back in 1981, when you were getting high on a coach bus you could slide the window open a few inches and exhale out into the wind. Of course, cigarette smoking was allowed on the bus back then which helped mask the smell of the weed.
I sat near the back on the driver’s side, looking out the window. I had a bag of chips, my one-hitter, my new, revolutionary Sony Walkman and a box of cassette tapes on the empty aisle seat next to me. It was a long ride to the Killington ski area and I couldn’t wait to hit the slopes. A late-February blizzard had recently covered the mountain, and in mid-March the crowds were sure to be sparse.
My friends Bill and Tim were supposed to be with me, but Tim miraculously made the varsity baseball team and had to stay home for practice over break, and Bill broke his ankle a few days before. The three of us had signed up for this trip with our town Ski Club even though it was mostly older married couples. We didn’t have cars so we didn’t have a lot of options.
I tried to convince some of my other buddies to come along, but with us being high-school seniors they were all working or heading to the Florida beaches for Spring Break. So, when Bill and Tim bailed I was on my own but I wouldn’t even consider cancelling. I was a skiing fanatic. Sitting alone in the back of the half-empty bus, happily stoned, watching the southbound traffic whiz by with music blasting in my ears, I was geared up for an epic week of skiing. I planned to hit the black diamonds from open to close every day.
I was looking out the window and rocking out to one of my tapes when I felt a tap on my shoulder. I turned to see one of the women from the Ski Club standing in the aisle, gesturing at me to take off my headphones.
“Yeah?” I responded, pulling my headphones off.
“Can I sit for a minute?” she asked, pointing to my stuff spread out on the seat. I felt a slight panic as I realized my one-hitter was right out in the open.
“Ummm, sure,” I responded uneasily as I quickly grabbed the pipe and slipped it under my jacket. I shoved the tapes aside, mumbling an apology for taking up the whole seat.
“It’s OK,” she said reassuringly as she slid into the seat. I looked at her nervously and noticed she was beautiful. Her blue eyes sparkled at me. She had shoulder-length brown hair framing a beautiful face, with high cheekbones and full lips painted in red lipstick. I figured she was in her early 30s. After taking in her lovely face my eyes dropped lower to her amazing boobs. She wore a tight Killington t-shit over a set of the most firm, perfectly shaped breasts I had ever seen. They were probably between a B and a C-cup, standing out from her chest as if gravity didn’t exist. I could see the faint outline of her nipples poking out from the soft fabric.
I tried to come up with something clever or just plain friendly to say, but no words came out of my mouth. At that age I had a crippling anxiety around girls. Even though I was in good shape and everyone told me I was good-looking, I was the only one of my friends who had never had a girlfriend. I was 18 and a hopeless virgin. Even my mother had encouraged me to go to Florida with my friends instead of skiing alone. But I wouldn’t listen, of course. Skiing was more important, or at least that’s what I told myself.
“Like my t-shirt?” she giggled, breaking me out of my trance.
“Oh!… umm… no!” I blurted, realizing I was caught staring at her chest. My face turned beet red. “I mean… yes! That’s a great shirt. I have a Killington shirt too,” I stammered, “it’s blue.”
She looked at me with amusement. I could tell she was trying hard not to laugh.
“Are you going to Killington too?” I added stupidly. To make matters worse, I couldn’t help looking down again, stealing another look at her gorgeous rack.
“Uh huh,” she said helpfully. She reached out with her fingers and lifted my chin, bringing my eyes to her face. “Unless the bus gets lost, that’s where we’re all going, right?”
“Umm, right,” I mumbled. The skin on my face felt red and hot. My head pounded with embarrassment. She looked at me, not saying anything, as if she was waiting for me to do or say something. My tongue was tied so I suffered under the awkward silence, a feeling I was very familiar with at that time in my life.
“Are you going to offer me a hit, or what?” she finally said, smiling at me.
“A hit?” I asked, genuinely confused.
“On your pipe,” she explained. “Can I have a hit? My husband has been talking about cars with the guy across the aisle for the past two hours and I’m bored as hell.”
“You get high?” I asked suspiciously.
“I’m not that old!” she laughed. “Just one hit, OK? I don’t have much time. He’s going to wonder what I’m doing back here.”
“Uh, OK, sure!” I said, pulling the pipe from under my coat and a film cannister of Panama Red from my pocket. I packed the bowl and scoped out the bus, making sure the coast was clear.
I pushed the window open. “Blow the smoke out here, OK? I don’t want us to get busted.”
“Me neither,” she chuckled.
“Ready?” I asked, holding the pipe and lighter for her. Instead of taking the pipe from my hand, she placed her lips to the end, right against my fingers. They were moist and warm, making me tingle.
I flicked the lighter and she inhaled, taking a big hit then leaning back in her seat. She held the smoke in her lungs with her eyes closed, then leaned across me to exhale. I sat with my back pressed against my seat, trying to give her room, but she pushed her luscious tits into my chest and placed her right hand on my left thigh, just above my knee, holding herself up with her face in the open window as she blew smoke out into the night.
My dick got instantly hard, just inches below her angled body. She remained there, breathing in the fresh air, her spectacular breasts solidly pressed against me. I lost track of time until she slowly leaned back, dragging her nipples across my chest before she slumped back into her seat.
I was speechless. Pathetically, that amounted to the most exciting sexual experience of my life up until then and I think she knew it. She looked down at the obvious hardon in my lap but instead of laughing, as I expected, she just raised her eyebrows as if she was impressed.
Her eyes lifted from my lap to my face and she bit her lip devilishly, making me shudder. For a second I thought I was going to come in my pants and prayed I wouldn’t leave a wet spot for her to see. “Thanks for the hit,” she said sweetly. “My name’s Claire.”
She paused, looking at me expectantly. I sat stunned and silent.
“What’s your name?” she finally asked, enunciating each word as if talking to a young child.
“Oh!” I said, coming to my senses. “I’m Tommy.”
“Nice to meet you Tommy,” she said, “maybe we’ll take a few runs this week, OK?”
I nodded, my tongue miserably tied. She leaned forward and gave me a kiss on the cheek – not just a peck but her soft lips lingering – then stood up and walked up the aisle to her seat.
Part 2: The Lodge
Our ski lodge was rustic, like an old barn that had been turned into a hotel. It had private rooms on one side and a bunkhouse on the other. There was common space in between for eating and hanging out, with a big stone fireplace and a little bar. Bill and Tim and I booked space in the bunkhouse because it was cheap, while the older folks on the trip had rooms. Lucky for me, because it was late season and midweek, and because Bill and Tim didn’t make the trip, I had the bunkhouse all to myself. I took a lower bunk and set up my gear, then went to get some dinner and hang out by the fireplace.
Since I was the only teenager I pretty much kept to myself. I sat by the fireplace with my Walkman, reading my book, while the older guys played cards and drank whiskey. The wives hung out together, chatting and doing a puzzle. I really didn’t pay them much attention except to steal a glance at Claire every now and then when I thought she wasn’t looking. Eventually I went back to the bunkhouse to take another hit on my pipe and get ready for sleep.
The bunkhouse was down the hall and around a corner from the common area, kind of secluded. I was sitting on my bunk, sorting through my tapes when I heard a soft knock on the door.
“Is someone there?” I called, not sure if I was hearing things.
The door opened a crack and I heard a woman’s voice, almost in a whisper. “Are you in there, Tommy?”
“Uh, yeah,” I said nervously.
“Can I come in?”
“Um, sure.” The door opened and Claire walked in, shutting the door behind her. My forehead began to sweat and my mouth went dry. Being alone with a woman, let alone an older, beautiful one scared the hell out of me.
“Can I sit down?” she asked, pointing a spot on the bed next to me.
I nodded dumbly. I scooted over to give her room, but she sat down almost on top of me, on my right, our thighs touching.
“You don’t have to be nervous,” she said. “I’m just… Claire. OK?”
I nodded. She smiled at me reassuringly. “Could I possibly have one more hit? Maybe we could both do one? Help us sleep maybe?”
I nodded again.
“Wow, I really do make you nervous, don’t I?” she said, shaking her head. “If this isn’t cool just let me know. I don’t want to bum you out or anything.”
I tried to speak but no words came out, even though I was thrilled to share my weed with her. I had brought enough for Bill and Tim and me, so Claire and I could smoke up a storm without using it up. I tried to smile but it actually made my face hurt.
“Oh, I’m sorry Tommy,” Claire said, seeing my distress. “I shouldn’t be intruding and grubbing your weed like this. I’ll just take off, OK?”
She began to rise up off the bed when I blurted out, “NO!”
She froze in place, not sure if she should stay or go.
“I got plenty!” I said. “Don’t go!”
A big smile spread across her face. “You sure?”
I nodded vigorously, reaching into my bag for the pipe.
Claire sat back down as I packed a hit for her. As before, she let me hold the pipe and pressed her lips to my fingers, and she also held my wrist in her hand as she took a hit. Her fingers were soft and warm, making my skin tingle.
When Claire exhaled she fell back on the bed, her luscious mounds rising and falling in her tight shirt with every breath. As if reading my mind, she closed her eyes and threw her arm over her face, allowing me to stare freely as I took a my hit. With her lying back on the bed I not only had a perfect view of her tits but also her flat belly, narrow waist and the sensuous curve of her hips, all of it encased in the skin-tight t-shirt. I had never been alone with such a sexy creature. I stared lustfully in the haze of the bunkhouse.
After a while Claire sat up and turned toward me, pressing her chest against my right shoulder as we sat on the bed. She put her left arm around me and whispered in my ear. “This is good weed. Thanks Tommy.”
“You’re welcome,” I responded lamely. My dick had been hard since the moment she sat down, just as it was earlier on the bus. I could feel my forehead and palms sweating.
Claire put her right hand on my thigh. She was draped over me now like a blanket, left arm around my shoulders, right hand on my leg, chest pressed against me. I shook with a mixture of fear and excitement. “Can I tell you something?” she asked.
“Uh huh,” I croaked.
“I think you’re cute.”
I couldn’t speak. I could barely nod, and I when I felt her right hand begin to slide up my thigh I thought I was going to have a heart attack. My forehead was dripping full beads of sweat.
“Do you think I’m pretty?” she asked. Her right hand was half way up my thigh, gently squeezing, as if she was giving me a massage.
“God,” I wheezed. “I think you’re beautiful.”
“Aww, you’re sweet,” she said, her right hand still squeezing.
She rested her head on my shoulder and we sat silently for a few moments. Claire slowly moved her right hand further up to the very top of my thigh. I was more excited than I had ever been but absolutely terrified at the same time.
“Can I touch it?” she whispered in my ear. I tried to speak but no words came out. I gulped. Taking my silence for a yes, Claire eased her hand onto my aching hardon and gave it a squeeze.
“Do you like that?” she whispered.
I nodded, panting. My mouth felt like the Sahara Desert.
Claire stroked me through my sweatpants, wrapping her fingers around my length and reaching down between my legs to cup my balls.
“Your cock is so hard,” she purred. “Have you ever had a blowjob before?”
I almost choked. My brain felt like it was on fire. Somehow I managed to shake my head no.
“Want one?” she said and nibbled my earlobe. Her lips pulled at my sensitive flesh and her tongue flicked against it while her hand explored my lap.
“God, yes!” I said.
Claire wasted no time in pushing my sweats and briefs down to my knees, allowing my throbbing erection to spring free.
“Whoa, Tommy!” she exclaimed as she took my rod in her fist. “You have an amazing cock!” I didn’t know it then, but as I got older I learned that my rock-hard 7 inches never fails to impress. (You have to remember that back in 1981 there was no online porn making is seem like a 10″ cock is an everyday thing).
“Fuck!” she exclaimed, “I wish my husband had a dick like you!” Clair dropped her head down and took about half my length between her sweet lips. She applied suction and pulled back, then plunged back down.
I groaned like a wounded animal. The pleasure was way beyond the daily fantasies I had been having for years. I could feel her tongue against me as she sucked. Claire took my balls in her right hand, gently massaging them with her soft fingers. She pulled back and pushed down again, her lips wrapped tightly around my rod, and when she pumped her fingers on the base of my shaft I groaned again and unleashed a torrent of cum into her mouth, years of frustration pouring out like dam had burst. I had lasted less than a minute.
I was mortified by my sudden release. I thought Claire would be disgusted by my spewing into her mouth and I tried to squirm free, but she held my spurting shaft tight in her grip, her mouth locked on the head, tongue swirling, purring happily and caressing my balls as she drank my load.
When I was finally done Claire pulled off and wiped her mouth with the back of her hand, beaming at me as if I had just given her a present.
“Holy shit Tommy!” she gushed, licking her lips. “That was a lot of cum!”
“I’m sorry,” I whined, shocked by my sudden ejaculation.
“Oh, don’t apologize!” she sang as she dropped down and swiped her tongue over the head again, catching another drop that seeped out. “It was wonderful! I loved sucking you off.”
My head was spinning. It was by far the best moment of my life so far.
Claire stood up and smiled down at me, her eyes shining. “Thanks for the smoke,” she purred as she opened the door. “Maybe we can take a ride on the gondola together tomorrow?”
Part 3: The Gondola
I woke early and grabbed two donuts and a Coke for breakfast. My mind was in a fog as I gathered my gear, still reeling getting my first-ever blowjob, trying to wrap my head around the fact that I actually shot my load into woman’s willing mouth instead of a wad of tissues.
I put on my heavy socks, long johns and ski pants and threw my goggles, gloves and hat in my bag. I stopped in the equipment room and gathered my skis, boots and poles and went out to board the 8:15am shuttle to the mountain. I wanted to make sure I was first in line when the chairlift opened at 9:00am.
There wasn’t another soul stirring when I boarded the shuttle a few minutes before 8:15. The driver had the engine running and was sipping his coffee when I took a seat in the first row. We had the usual banter about snow conditions and which trails were open, then at 8:15 he looked from his watch to the front door of the lodge.
“Anyone else coming, you think?” he asked.
“I didn’t see anyone,” I responded.
“OK,” he said, putting the van in gear. “I guess you’re the only one who’s going to get those first tracks!”
Just as he started pulling out we heard a woman’s voice, “Wait! Wait!” I looked back and saw one of the ladies in a bright red ski suit running behind us. She wore a white hat and goggles and was struggling to drag her equipment to the van before we drove away.
“Looks like you got company!” the driver said as he stopped and jumped out to help with her gear. She was huffing and puffing when she fell into the seat next to me.
“Hi Tommy!” she said as she pulled off her hat and goggles. It was Claire. “I wanted to get hit the slopes early! Looks like you’re an early riser, too.”
“Ummm, yeah,” I agreed, my face instantly turning red.
“My husband is sound asleep,” she told me and the driver. “Those assholes drank and played cards until 2:00am. I’ll be surprised if they make it to the mountain by lunch.”
“Too bad!” the driver said. “You can’t let good snow go to waste!”
“You got that right,” Claire agreed. “Anyway, I bet Tommy had more fun last night than those guys playing cards, didn’t you Tommy?” she teased, squeezing my thigh through my heavy ski pants.
“Ummm, yeah,” I said again, awkwardly. The driver gave me a funny look in the rearview mirror.
We got dropped off at the main lift and I walked with Claire to the ticket window.
“Tommy,” she said, “I know I make you nervous, but I haven’t skied in a while so if you could take the first run with me I’d really appreciate it. Would that be OK?”
Claire looked at me with puppy-dog eyes. I had planned to hit the black diamonds right off the bat and I really didn’t want to baby-sit a beginner, but there was no way I was going to say no to Claire. Especially after last night.
“Ummm, yeah,” I said. “Sure.”
“Oh, thank you Tommy!” she said, throwing her arms around me and giving me a hug. “Can we start with that long blue-square trail from the top of the mountain? I think it’s called the 4-Mile Trail? That would be a good way to get warmed up, don’t you think?”
“Umm, sure,” I said.
“Wow!” Claire laughed. “I hope you’re a better at skiing than talking to girls.”
My face got even redder. I shrugged.
“Don’t worry!” Claire laughed. “You don’t have to talk if you don’t want to. I think you’re cute no matter what. Let’s go!”
We rode the old double chair to the top of Killington Peak. Claire asked me about all the times I’d skied there before and what my favorite trails were, and before I knew it I was speaking like a normal person, telling her about Superstar and Big Dipper and some of the great wipeouts I had.
“See?” Claire said. “When you stop thinking about my tits you can actually talk. You should try it with other girls.”
She was right, but her calling me out made me self-conscious. My face turned red.
Claire leaned into me and whispered, “to tell you the truth, I like you looking at my tits. A lot of girls do. But you need to be cool about it, OK?”
I nodded.
“Good,” she said. “Now try asking me a question about skiing or something. That’s the way you have a conversation, OK?”
I nodded, realizing Claire was serious about bringing me out of my shell. “Umm, yeah,” I said. “When did you start skiing?”
“Good question!” she cheered. Claire told me all about learning to ski at some little mountain in New York, then I asked more questions and she asked me about school and we just kept going. It was easy, like talking to one of my buddies.
When our chair reached the top Claire cruised down the ramp and onto the trail. I could tell right away she knew what she was doing – she was no beginner. She carved smooth turns down the hill as I followed behind, awestruck by the sight of her hips swinging back and forth in her tight red ski suit. Her hair spilled out from under her hat, swirling around her shoulders as she danced down the mountain.
I followed close behind with my thoughts drifting back to last night – Claire’s tits pressed against me on the bus, her groping me on my bunk, and the ultimate experience of shooting off in her sucking mouth. Just thinking about it got me hard.
Right after the ski tunnels Claire came to a sudden stop, breaking me out of my daydream. I threw my skis sideways and stopped next to her, sending up a cloud of snow behind her.
“This is great!” Claire chirped. “Just want to rest my legs for a second.” She pushed her goggles up on her hat and I looked into her blue eyes. I couldn’t get over how beautiful she was. Claire smiled at me, then looked down and noticed the bulge in my ski pants.
“Looks like you’re having a good time, too,” she giggled and reached down to give my cock a squeeze. “Maybe we can take care of that on the gondola,” she said, giving me a wink. Before I could say anything she pushed her goggles back down and took off down the trail.
Claire and I sat across from each other in the little red gondola cabin. As the doors closed and the steel cable pulled us up the mountain, Claire pulled off her mittens and hat, shaking her hair out. I took off my coat and put it on the seat next to me.
“That was a great run!” she beamed.
“Sure was!” I agreed.
“Yeah,” she purred, “it sure seemed to get you excited.” Claire leaned forward and eased both hands onto my lap, squeezing my erection through my pants. “I’ve always wanted to give a blowjob in the gondola, Tommy,” she said, rubbing her hands all over me.
“Really?” I squeaked. It was one of my favorite fantasies but I never thought it would come true. Ever.
“Really,” Claire confirmed as she went to work on my bulky ski pants. It wasn’t easy to undress wearing multiple layers of clothing and ski boots in the tight confines of the gondola, but eventually we managed to free my aching hardon. I jumped up when my bare ass touched the cold plastic seat
“Holy shit that’s cold!” I screeched.
Claire laughed and told me to stand up while she placed my jacket underneath my ass. She gave me a devilish smile as I sat back down, and rubbed her hands together to warm them. She took hold of my shaft and stroked up and down a few times, then leaned forward and slipped her mouth over me, swirling her tongue around the head as she stroked the base.
My eyes rolled back in my head as I watched her brown hair bob in my lap. This was way better than my fantasy. It was even better than last night because instead of being in a state of absolute shock I could sit back and enjoy it. I looked out at the snow-covered forest, feeling Claire take me deeper, pumping up and down on my shaft.
The old Killington gondola was a 14-minute ride from the base to the peak, and Claire treated me to an award-winning blowjob the whole way. She gave my cock long, wet licks from bottom to top. She lay her head on my thigh and looked up at me as she planted rows of sweet kisses along my length then twirled her tongue over the head before sucking me back in. Claire wrapped her lips tight around my throbbing shaft and sucked me down almost to the base, bobbing her head with long, slow strokes. Every time she felt me getting close to coming she paused, letting me calm down before she resumed pleasuring me.
It’s still the most memorable blowjob of my life.
At the midstation, just before the doors opened Claire quickly sat up and threw my coat on my lap, then as soon as they closed she resumed her exquisite sucking. After moving into the third and last section of the ride Claire began blowing me with a purpose. She increased her effort, bobbing her head and fisting the base more energetically. “Cum for me Tommy!” she urged. “Cum!”
“Oh, fuck!” I groaned, “I’m gonna cum Claire!”
Claire squealed with delight, her lips wrapped tight around the head of my cock, her soft hands jerking me off. I grabbed her head and pushed up into her mouth as I shot a huge blast of semen onto her tongue. Claire squealed again as I shot blobs of warm cum into her mouth. I released my hold on her head and fell back against the seat and she continued to milk me, her tongue bathing the head of my shaft and her fingers caressing me as the last drops seeped out.
Just before we reached the top she sat up and grinned at me, licking her lips. “Oh, Tommy,” she gushed, “you have such a nice cock.” Claire tugged my pants back up my legs and we got ourselves back together just as the doors opened and we clambered out.
Claire and I took a few more runs, then she gave me a kiss and left to meet her husband and friends. I spent the rest of the day on the black diamonds, feeling better than I ever did before.
Part 4: Back in the Bunkhouse
A light tapping woke me in the night. I opened my eyes in darkness, totally disoriented. I didn’t know where I was but then I remembered – at Killington, in the bunkhouse. I heard the tapping again and realized it was coming from the door.
“Yeah?” I said groggily.
“Tommy?” came a quiet voice. “Are you up? Can I come in?”
“Ummm, yeah,” I responded. I was pretty sure it was Claire. My heart started to beat a little faster.
The door opened and Claire’s shadowy figure stepped into the room. “Anyone else here?” she whispered.
“Just me,” I said.
“Is it OK if I come in?” she asked. “I’ll go if -”
“It’s OK,” I cut her off. “Come in.”
“We need to be really quiet,” she said as she closed the door and stepped toward my bunk. She stopped by the table to fumble around with something, then the room took on a soft orange glow. “I brought a candle,” she whispered.
“Yeah,” I said, rubbing my eyes.
“I couldn’t sleep,” Claire explained as she stepped to my bunk and stood over me in her red flannel pajamas. “You sure it’s OK?” she asked.
I nodded. “Very OK.”
Claire smiled and kicked off her slippers. I gulped as she began to unbutton her pajama top. I watched quietly as she undid each button, from bottom to top. When she opened the last she slowly pulled her top from her shoulders, keeping her eyes locked on mine, and dropped it on the floor. There was no bra. She stood over me, naked from the waist up. Illuminated by candlelight, it was the first pair of tits I had ever seen outside of Penthouse magazine, and still one of the best. Her mounds were firm and stood out proudly from her chest, not a hint of sag. Her nipples were red and smooth and puffy with hard pointed tips, like macaroons.
“Take off your clothes,” she whispered as she pushed her pajama bottoms down. The sight of her leaning forward and sliding that red flannel down her legs, baring her smooth thighs, her breasts hanging down and swaying back and forth, is etched into my brain. I’ll never forget how sexy she looked stripping for me by candlelight.
I threw the blanket off the bed and instantly shed my shorts and t-shirt. “Take it all off,” she directed, nodding at my white Fruit-of-the-Looms. I ripped my briefs off and she leaned forward again, her tits dangling as she slid her panties down to her ankles and kicked them off, exposing her light brown bush. Claire raised her arms and did a slow, 360-degree turn, letting me drink in her delicious curves and tight ass and then, like a cat, she climbed onto me, a knee on either side of my waist and her hands on my shoulders, pressing me back into the bed.
I froze, shocked to suddenly have a naked woman pinning me to the sheets. I felt the warmth of her loins on my erection, pressing it against my belly. She leaned forward on her hands, resting her full weight on my rigid body. My arms lay limp at my sides. I didn’t know what to do.
“Don’t be nervous,” she purred. “I’m going to teach you, OK?”
I nodded, my head spinning.
“If this is too much and you want me to stop, just tell me. OK?”
“Don’t stop,” I pleaded. “Please don’t stop.”
She smiled and leaned forward, bringing her lips to mine. She gave me a soft kiss. My lips were as dry as burnt toast. She licked her lips and kissed me again, her wet mouth moving against mine. My heart raced.
Claire kissed me again. This time I felt the tip of her tongue sliding against my pursed lips. I groaned and opened my mouth. I felt her tongue press forward, sliding against mine. The feeling was incredible. My first kiss. I became wild with excitement. I moved my hands to her hips and thrust my tongue into her mouth, mashing my lips against hers.
“Whoa, Tommy!” she said, pulling back and placing her hand on my chest. “Slow down a little, OK?”
I was about to speak by she shushed me. “Girls like it when you start off gently. Use your tongue like a paintbrush, OK? Little strokes. Swirl it around a little, then pull back. Be soft with your tongue and slide your lips against mine. OK?”
I never forgot that advice. “Uh huh,” I nodded, hoping she would hurry up and kiss me again.
She leaned forward and this time I kissed her like she taught me, tender and wet, tongues and lips exploring in the soft light of the bunkhouse. After a while she took my hands and brought them to her chest, placing one on each of her naked tits. She held the back of my hands and showed me how to squeeze them the way she liked, how to pinch and twist her nipples just right, then she let go and I played with her incredible breasts as we made out. The whole time her hips were rocking forward and back on my hard cock.
After a while Claire pulled me forward so I was sitting up on the bed. She was perched on my thighs, her legs wrapped around me and my erection sticking up between us like a flagpole. She kissed me more as I continued to feel her up, then she whispered in my ear, “do you like my tits?”
“I love them,” I sighed. “More than anything.”
“Kiss my neck,” she directed. “Keep going. Slow. Show me how much you love them.”
I understood immediately. I kissed my way over her check and down her neck, smothering her smooth skin in long, lingering kisses. I wanted to please her. I forced myself to go slow, fighting my urges, rubbing her breasts gently as I worked my way lower.
Claire held my head as it wandered down her chest. “Yes, Tommy!” she rasped. “Just like that.”
I smiled at her praise. When I reached the rise of her mounds I trailed the tip of my tongue across the top of her right boob, then kissed all around it in circles, getting closer and closer to her puckered nipple.
“Yes, yes!” she moaned.
I was doing it right! When I reached my target I took her hard nub between my lips and sucked. I swirled my tongue while my right hand worked her left breast. I could have spent eternity there, alternating from one perfect orb to the other, sucking and licking, squeezing and rubbing my face against her chest. As I worked her tits they got wetter, making it even better.
Eventually she grabbed me by the hair and pulled my face up to hers. We locked in a passionate kiss, our tongues wrestling, both of us grunting and groaning.
Claire pulled back, panting. She shot me a wild look and pushed my shoulders down to the bed. She grabbed my stiff rod and raised her hips over mine. “Are you ready for this?” she asked, aiming my tool between her legs.
I nodded, awestruck at the beautiful goddess looming over me, about to take my virginity.
Her eyes bored into mine as she lowered herself down. Both of us were soaking wet and I penetrated easily, her silken cunt gripping my cock as she engulfed me. In one smooth stroke she bottomed out, resting her ass on my pelvis. She held still, then shifted her hips slightly, getting us positioned just right.
I looked at her light brown bush pressed against my loins, and thought, “I’m actually fucking! I can’t believe I have my cock inside a woman’s pussy!”
I thought Claire sitting on me was the most incredible pleasure I would ever experience but when she rose up and dropped down, then started pistoning herself on my hard shaft, dancing above me with her tits bouncing, I thought I might spontaneously combust.
Oh, my God! I thought. THIS is what fucking is? I don’t want it ever to stop!
As you might expect, there was no way I was going to last any longer than I did with last night’s blowjob, and Claire knew it. “Don’t hold back, Tommy!” she hissed. “Cum inside me! Cum!”
And I did. My cock erupted like a geyser, spurting over and over again in Claire’s steamy cunt. We were both panting when my orgasm subsided and Claire flopped down next to me on the narrow bunk bed.
Immediately I felt bad. I thought I had let her down with my quick release, but Claire wouldn’t have it. Before I could even say anything she gave me a soft kiss on the lips and said, “don’t worry baby, we’re not even close to being done.”
Claire lay on her side, rubbing my chest and kissing me softly, telling me how wonderful my cock is and that she loved taking my virginity. Her hand worked its way lower as she rubbed me, and soon she was stroking me back to full hardness.
“Looks like someone’s ready for round two,” Claire giggled, looking down at my renewed erection. “Want to do it some more?”
I nodded, “more than anything.”
Claire smiled and rolled onto her back. She spread her thighs and held her arms out to me. “You’re in charge this time, Tommy,” she ordered, “Fuck me!”
I had no idea what I was doing, but I positioned myself between Claire’s outstretched legs and took my hard cock in my hand. I looked down at her glistening pussy and then up to her face, very unsure of myself.
“Rub it up and down my pussy first,” she directed, showing me where with her finger. “Then rub the head against my clit, right here,” again pointing to the spot with her fingertip. “Tease me. Make me beg for your cock.”
After having just cum like crazy I had a decent amount of self-control and I did as she directed, teasing her with my cock, sliding it up and down and pressing the head against her clit. After a few tries I found her opening and dipped the head of my cock inside before pulling out and doing it all over again. The whole time I watched her beautiful body squirm, her tits jiggle, eyes half closed, her hands squeezing her nipples and tugging at the sheets.
“Yes, Tommy, YES! Put that cock in me! Please! Fuck me!”
Did she actually say ‘please?’ She was actually begging me to fuck her? That just made me want to tease her more. I kept rubbing my cock all over her pussy, dipping the head in then pulling out, watching her face scrunch up as I held back.
“You want me to fuck you?” I teased. “You want my cock?”
“You little fuck!” she cried, a giant grin on her face. “Enough already! Fuck me!”
I couldn’t hold back. I pushed my cock inside her, all the way, then pumped into her, in and out, fucking her wildly. “Oh, God, yes!” she cried, holding her knees out and spreading her legs wide for me. “Fuck me! Give me that young cock! Fuck me!”
And fuck her I did. I don’t know how long we did it, but with my animal instincts and Claire’s guidance I learned the art of sex. She moaned happily as I held her ass cheeks in my hands and roughly pounded her. I fucked her slowly as we kissed passionately. I fucked her sideways while sucking her tits.
Claire showed me exactly how to please her. Under her expert tutelage I brought her to multiple orgasms before I finally slammed my cock deep and shot my second load in her glorious pussy, her legs wrapped around me and fingernails digging into my back, our mouths pressed together in a sweet kiss. When I finished I lay on top of her, panting, as she kissed my face all over.
“Tommy,” she wheezed, “that was the best sex ever. You’re fucking amazing.”
“So are you,” I said as I pulled out and rolled over next to her on the bed. Claire took my hand and held it as we lay there, looking up at the bottom of the upper bunk, breathing heavily.
“I better go,” she said. “Maybe we can ride the gondola again tomorrow?”
“That would be great,” I said.
Part 5: Another Lesson
It was just Claire and me on the early shuttle that Tuesday morning, and just like yesterday we rode the chair to Killington Peak, skied the 4-Mile Trail, and Claire treated me to one of her amazing gondola blowjobs. She told me later that she could still taste my cum in her mouth when she met up with her husband at lunch.
Back at the lodge after dinner, the guys played cards and drank whiskey, just like last night. Claire’ husband, Glen, even invited me to play but I declined, saying I was turning in early to make first tracks tomorrow.
The guys gave me a hard time for not playing, and as I was standing there taking a ribbing Claire brushed by me and whispered, “leave your door unlocked.” It was like a move out of a spy movie. She did it right in front of her husband’s face, but I was watching him and I could tell he had no idea. The bunkhouse door didn’t even have a lock but who cares? I bantered with the guys for another minute then retreated to my room.
Sometime in the middle of the night I woke up. Claire was sliding in bed next to me, totally naked, the room once again bathed in soft candlelight. I didn’t even hear her come in. “Those guys drank until midnight again,” she whispered. “They’re all passed out and snoring.”
She leaned over and kissed me and I kissed her back, feeling her breasts pressing into my chest.
I was a little groggy from just waking up, and for some reason got a powerful urge to taste her. Without thinking, I slid down her body and planted my face between her legs. I placed my mouth on her sweet pussy and started to devour her like an ice cream cone on a hot day that, trying to get it all before it melted.
“Whoa, Tommy,” Claire said, pushing back on my shoulders. “Slow down.”
I raised up on my elbows and looked at her sheepishly. I thought about what she taught me last night and realized I was doing it all wrong.
“Remember how you kissed my tits last night? Kissing your way down slow, teasing a little bit, right?”
I nodded, my face going red.
“Go slow – kiss down my belly. Stroke my thighs, kiss them, too. Take your time, OK?”
I nodded again, relieved that she was going to give me another chance.
“Remember the paintbrush?” she continued. “That’s your tongue, just like when we’re kissing.”
“Yeah,” I said, determined not to screw up this time.
Under Claire’s direction I ate her pussy “like a champion,” as she said later. I started at her chest, gently massaging and nuzzling her mounds, flicking my tongue over her nipples then working my way down, kissing her belly, softly, trying as hard as I could to go slow.
“Nice,” Claire groaned. “Use your hands, too. Rub my legs. Tickle my thighs.”
I eagerly complied, running my hands along the inside of Claire’s thighs while I kissed my way lower, spending extra time around her belly button. She rested her hands on my head, running her fingers through my hair. I went lower, kissing around her pelvis, brushing my cheeks against her bush as I ran my palms over her legs.
I kissed down the valley at the very top of her right leg then ventured across the smooth skin of her thigh, nuzzling and kissing all the way to her knee, then back. I could see her pussy glistening with moisture, the red lips of her sex shining in the candlelight. I decided I would do two laps across her right thigh from her bush to her knee, then two on her left to build up the excitement, forcing myself to take my time even though I was dying to mash my face into her enticing cunt.
By the time I kissed down her left thigh for the second time, Claire was moaning and holding my head in her hands. “Yeah, Tommy,” she hissed as I got closer and closer to her steaming gash. Finally I worked my way from her thigh, over her mound and gave her pussy a tender kiss.
“Oh, fuck yes!” Claire squealed as I trailed the tip of my tongue up and down her slit. I put my palms on her thighs and pushed her legs out wider, spreading her open.
“Fuck that’s good!” she gushed as I licked her up and down. After a while Claire instructed me how to play with her fleshy lips, holding them out for me between her thumb and forefinger. I did as she told me, taking each one between my lips, licking and sucking and pulling them outward. “Use your fingers,” she added, bringing my right hand to her wetness.
I laid on the bed, chewing on her pussy lips and sliding my fingers along her slit, then pushed a finger inside her, making her shudder. “YES!” Claire cried.
I smiled and added another finger, very pleased with myself as my fingers and mouth gave this beautiful, older woman extreme pleasure.
“Now rub me here,” she directed, rubbing her clit. She took my left hand and brought it to her nub, rubbing it around. Again I complied. I had a cunt lip in my mouth, two fingers in her pussy and one on her clit. I could feel her body shaking.
Claire grabbed my head and nudged it upward. “Suck my clit!” she cried, “make me cum!”
My fingers continued to plunge into her as I took her clit between my lips, sucking it and pressing my tongue against it, working my mouth furiously now to bring her to climax.
“YESSssssssssss!” Claire squealed, gripping the back of my head and mashing it into her juicy cunt. She thrust her loins against my face and wrapped her legs around my head.
Her body shook and she moaned as she came. When she finally relaxed she pulled me up on top of her and locked her mouth on mine for a wet, passionate kiss.
“Fuck me now,” she said as she wrapped her legs around me. “Put your cock in me.”
After thoroughly exploring her pussy I had a new understanding of where everything was and how it worked. I fucked her hard at first, then slowed down. I pushed deep inside her and ground my pelvis on her clit, took her ass in both hands and fucked her slow, pulling my hard cock all the way out before I shoved it back in. Just before I felt my own orgasm building I reached down to diddle her clit and managed to make us both cum together, my sperm shooting deep inside her as she shook beneath me.
“Fuck, Tommy!” Claire gushed as I rolled off of her. “That was fucking amazing.”
“Wow,” was all I could say.
On Wednesday morning Claire and I were again the only ones on the early shuttle, and we settled into our routine. She gave me an amazing blowjob in the gondola, swallowing yet another load from my balls before she skied off to meet her husband and friends. That night she snuck into the bunkhouse again and we had wild sex while her husband lay passed out in their room, drunk on whiskey.
Thursday morning things were exactly the same, with a wonderful blowjob as the morning sun streamed into our gondola, but that night the guys didn’t play cards. They all went out to dinner and turned in at a reasonable hour. Claire didn’t come to the bunkhouse that night.
Part 6: Last Day on the Slopes
On Friday, for the first time, Claire wasn’t on the early shuttle. I skied by myself all morning, bombing down Cascade and East Fall, then picking my way down the moguls on Outer Limits. Around noon I stopped in the main lodge to grab some lunch.
“Hey kid!” called a man sitting with a group. I looked over and got a lump in my throat when I saw it was Glen, Claire’s husband, with Claire sitting next to him. Claire was looking away, trying to play it cool. They were with two other couples I recognized from our group.
I got a sick feeling in the pit of my stomach. I figured he had to have some idea that his wife was sneaking into my room every night for wild sex and sucking me off every morning in the gondola. With him yelling to me across the lodge I figured I was in serious trouble. I remember being glad we were in a public place so he couldn’t beat me up, at least not right there.
“Hey kid,” he said again, “you’re with our Ski Club, right? Go grab your lunch and come sit with us! You don’t have to eat alone.”
“Umm, sure,” I responded. I looked to Claire but she was avoiding making eye contact with me. “Be right back.”
A few minutes later I returned with my burger and fries and took a seat across from Glen and Claire. Claire looked like she was about to be sick, but Glen paid her no attention and immediately starting grilling me about cars. When he found out I was saving up for one he went into high gear, talking nonstop about engines and tires and all kinds of gearhead stuff. I just nodded and threw in a few “uh-huhs” while he went on and on.
When I finished eating Glen proposed I take a few runs with them, so we all suited up and rode the double chair to Killington Peak. I rode solo behind him and Claire and the two other couples. “Let’s do the Four-Mile Trail,” Glen said at the top of the mountain. “I love those long runs, don’t you honey?” he said to Claire, who was still avoiding looking in my direction.
“Sure sweetheart,” she muttered. Her normally rosy cheeks looked pale as a ghost.
“You OK?” Glen asked.
“Fine,” Claire said. “Let’s go.”
I skied behind Claire all four miles, keeping my distance so as not to be too obvious but drinking in her luscious ass all the same. Glen didn’t even seem to notice his sexy wife gliding down the mountain. He skied next to me for a while, giving me pointers on my form even though I was a much better skier than him. I played along, thanking him for his help.
When we got to the bottom we took off our skis and clomped over to the gondola for the ride back to the Peak. The two couples boarded the first gondola while Claire and Glen and I got ready to board the next.
Glen held out his arm to allow me to climb in first. Claire was right behind me, with Glen standing back like a gentleman. I dropped my skis in the rack and jumped in, then watched as Claire struggled to load her gear. That seemed odd to me, because she hadn’t had a problem all week. When Glen went to help, Claire slipped backward and knocked him off balance, then in the instant before the doors closed she loaded her skis and jumped in next to me.
“Wait for me at the midstation!” Glen called as we watched him board the next gondola.
“He’s such an asshole sometimes!” Claire sneered, taking off her hat and unzipping the top of her ski suit so I could see her gorgeous breasts in the tight sweater underneath. “Sorry about him.”
“No problem,” I said. “I’m just glad he doesn’t seem to know about… you know.”
“Oh, he has no idea,” Claire chuckled. “He’s oblivious.”
I nodded, stealing a glance at Claire’s chest.
“Let’s switch seats, OK?” Claire asked. I was facing downhill and she was on the other side, facing uphill.
“OK,” I shrugged as we rearranged ourselves in the cramped cabin. “Why?”
She gave me a devilish look and bit her lip. “I want to blow you again. Right now.”
“Really?” I asked, my dick instantly going stiff. “Right here? With your husband right there?”
“Yes, especially with him right there. That’s why I want you sitting on that side. If he’s looking he’ll just see you sitting up, like everything’s normal, OK?”
Before I could even move Claire got to work on my pants and had my hard cock out.
“Try to keep still,” she directed, then dropped her head down and slid her warm, wet mouth over my erection. For the fifth day in a row I was treated to one of her glorious blowjobs in the old Killington Gondola, this time with her husband looking at the back of my head.
Claire bobbed up and down, rubbing my balls and tickling the base. She pulled back and swirled her tongue around the head and swiped long licks of her tongue from base to tip.
After coming again and again all week I was able to last, and the way she was blowing me – agonizingly slowly – I realized I wasn’t going to shoot before the midstation which was by now rapidly approaching.
“Uhhh, Claire,” I moaned, “the midstation’s almost here.”
Claire sat up and looked over her shoulder. My cock was hard and dripping as the gondola rumbled into the loading area.
“We’re not getting off! Fuck him!” Claire declared as she tucked my cock into my pants. “Sit tight.”
The door to our cabin opened and fortunately there was no one waiting to get on. A few seconds later the doors closed and Claire went back to work, sucking me slowly, lavishing my 18-year-old erection with her affection.
At one point she pulled off and sat back, stroking me in her pretty hand. She glanced over my shoulder at the car below where her husband rode alone. “I don’t want you to cum until we’re almost to the top, OK?” she giggled before dropping her head back down into my lap.
True to her word, Claire gave me a 13 1/2 minute blowjob on the 14-minute gondola ride. As we neared the Peak her slow sucking gave way to more rapid fisting and sucking. She tongued the head as she jerked me, squealing and moaning in the most sexy way imaginable as she worked to drain my balls before we got to the top.
I could see the summit fast approaching as my climax loomed. I moaned and threw my head back against the window, the cum shooting up through my rod into thick spurts that flooded Claire’s mouth. She purred happily as she milked my balls and swallowed my jam.
Just as our car was rumbling into the station Claire tucked my softening dick back into my pants and wiped her mouth. I was zipping and buttoning my pants as the doors opened. I grabbed my equipment on wobbly legs and made my way to the exit.
“What happened?” Glen asked as we gathered outside. He was more confused than suspicious. He seemed to have no idea that his wife had just sucked me dry.
“The doors got stuck, honey!” Claire whined, “we were all set to jump out but we were stuck. Right Tommy?”
“Yeah,” I agreed. “Must have been some mechanical thing.” I looked to Claire and noticed a little blob of semen on the corner of her mouth. She saw my eyes go wide and casually swiped it off with a finger, then licked it clean as Glen explained to us the various technical scenarios that could cause the doors to get stuck. He seemed to know as much about gondola mechanics as cars, but he clearly had no idea about how his saucy wife operated.
Epilogue
After skiing on Friday we boarded the bus for the trip back home. I sat by myself in the back for the 5-hour ride. Somewhere south of Albany, with everyone asleep, Claire slipped into the seat next to me.
Blowjob on the bus? I hoped. One more for the road?
But unfortunately I didn’t see the usual frisky sparkle in her eye.
“Tommy,” she whispered, “we can’t see each other when we get back to town, OK?”
“Umm, sure,” I responded. I hadn’t really thought about what would happen when we got home but it was like a gut punch, like she was breaking up with me. I had developed an intense infatuation for Claire over the past 5 days, but I understood that we couldn’t be together in the “real” world. I was crushed to think I wouldn’t get her fantastic blowjobs anymore.
“Never?” I asked hopefully.
“No,” she said, shaking her head. “But listen,” she added, “there’s a whole world of girls your age out there. Go get yourself a girlfriend.”
I sighed and was about to point out my pathetic track record in that department, but she cut me off.
“You’re cute, you’re kind, and any girl would love to have you for a boyfriend. I guarantee it. Be confident, OK?”
I nodded.
“See you around, Tommy,” she said. Claire kissed me on the lips and went back to her seat.
That was the last time Claire and I ever touched one another, but when I got back to school I worked up the courage to ask Wendy Griffen if she would go to prom with me. I had a mad crush on Wendy since middle school but never even tried to talk to her. With Claire’s words in my mind I finally did it, and it couldn’t have worked out better.
Wendy’s face lit up like a 100-watt bulb when I asked her. It turns out she had a crush on me, too and we ended up going steady for the rest of the school year. I took her virginity the night of prom and we had sex almost every day that summer until we both went off to college.
Claire’s Thursday-morning masterpiece was the last blowjob I ever got in a gondola. I had taken girlfriends and both of my wives to Killington and other resorts over the years, but despite my efforts to recapture that magic it never seemed to work out. Killington replaced the old red gondola in the 1990s, and sometimes I’ll stop by the side of the trail and picture myself riding in that little red cabin, having the time of my life.
That week at Killington with Claire gave me self-confidence and kickstarted what’s been a pretty good 43 years of sex. I’m planning to tell some of those stories here on Literotica, starting with this one. I hope you enjoy reading them.