A Ski Bunny Seduces a Coworker

Story Info
Olivia gets her older man.
8.4k words
4.69
47.8k
36
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Olivia and I had met while working at a ski resort out west. It was early in the season when I first noticed her. She was a snowboard instructor and I was a lift operator. She was very outgoing and friendly and we'd often talk while she was in the lift line with her students. One day I was on break in the cafeteria and she came in and sat down with me and we had a nice, easygoing conversation. We hit it off well and during the rest of the day she'd often ride the lift I was operating, even if she didn't have a student. She seemed to be flirting with me, which surprised me a lot because of our age differences. She was about 20 years old and I am in my fifties. I just chalked it up to her outgoing personality.

As the season progressed we found ourselves sharing many breaks together and really getting to know each other. I really grew to like her and found her very attractive, if not out of my league. Let me describe her to you. She is just 20 years old but acts much older in a lot of ways. She's about five feet seven inches tall with reddish brown hair and weighs about one hundred twenty-five pounds. She has a radiant smile that will put you at ease in a minute. Although she was dressed for the cold weather we have in this area, when she took her ski jacket off I could tell she was rather well endowed in the breast area. My guess would be at least 36 or 38 inches. The snowboard pants were bulky, but I don't think she's fat at all. She's the kind of girl men of all ages lust after, the complete package. Intelligence, personality and looks all rolled into one.

What she saw in me is baffling. I'm five feet eleven inches tall and about two hundred thirty pounds with brown hair that has a lot of grey in it. My name is Don, I'm 53 years old and have been around the block a few times. I'm retired military and recently divorced, which was a messy one. Since my divorce I've let myself go to some extent and have the beginnings of that cursed midlife bulge around my waist and a little more flab than I'd like. But, at my age, I wasn't expecting to attract a young hot woman. I was still struggling with the aftereffects of the divorce and truthfully, wasn't looking for a relationship just yet. Little did I know.

During our conversations I discovered that she had broken up with her boyfriend at the end of the last ski season. She told me he was older than her and they had been dating for a while when he broke up with her. They worked at the same resort and he was her supervisor. When the bosses found out about their relationship they let him go. He had to move to another state to get a job, so they split. She felt guilty about the situation and didn't want to put up with all the gossip at that resort, so she hired on to the one we now worked at. She still cared about him a lot but understood the situation. I had told her about my divorce and what had led up to it and explained what I was going through at the time and she seemed to understand completely. So, we both seemed to be in similar circumstances, working on getting over our relationships and in no big rush to start over.

We had early winter snows this year, so the resort opened about the third week of October. By the time the holidays rolled around we had become fast friends. We went out a few times to dinner and spent quite a bit of our off-time together. Although I work at a ski resort and enjoy the sport, I'm really not much of a cold weather person. She just loved it. Our resort was sponsoring a fundraiser on New Year's Day in the form of a Polar Plunge. People get pledges to raise money and then strip down to a bathing suit and run into the freezing water, get completely wet and then run out and dry off! Crazy! There was a decent sized lake where our resort pulled water out of to make snow and they were holding it there. She invited me to participate, but I declined, being the chicken that I am. I did volunteer to provide a nice big and warm towel for her for when she emerged from the icy water. I put some hot rocks into a cooler and covered then with her towel.

When we got to the lake she helped me carry the cooler to the beach area. There was a huge crowd and when they were ready to begin, all the participants stripped. WOW! Her winter clothes had hidden a lot! She handed me each article of clothing as she took them off and I put them in the cooler with the towel to keep them warm. She was wearing a bikini with a British flag design. The top covered her breasts, but it was obvious that she was well developed. Her nipples stood out prominently in the cold air. Her bottoms were low cut making me think she was shaved and there wasn't a single hair poking out along the sides. It just barely covered an ass that was perfectly proportioned for her size. She started to shiver, but still was able to have a huge smile on her face. I couldn't help but stare at her. She truly was a goddess!

The organizers announced the start of the program and all the plungers ran into the water. I watched her closely as she sprinted into the water. Her perfect ass wiggled with each step as she dashed into the cold wetness. There didn't seem to be much fat in her cheeks I noticed. She dunked herself completely and when she popped up she had to grab her top to keep it from falling off. I only caught a glimpse of the top of an areola before she was able to cover herself again. When she ran back up to where I was her breasts bounced and shook with each step. The water had plastered her bikini to her body and her nipples poked out so much I thought they would rip a hole in her top! I had to shake myself out of my trance to get her the warm towel as she approached.

When she got to me I wrapped her in it and began to dry her off as quickly as I could. I held her tightly to me and rubbed her whole backside with my hands including over her ass. I was right. It was muscular! Her breasts were pushed right against my chest and I could feel those hard nipples pressing into me. She was shaking like a leaf on a windy day and I held her tightly for a few seconds while wiping her down. It felt so good to hold her in my arms while I was helping to dry her off I couldn't help myself. I started to get hard, so I separated myself from her and let her finish drying off.

"Holy shit! That freaking water is cold!" she said with a shivering voice. "I need to get something on and quick! I'm freezing!" she said laughingly. I reached down and handed her the sweat suit from the cooler where it was getting warmed up from the rocks. As she slipped on her pants she leaned her head into my chest. Her wet hair was starting to freeze from the cold air. She put her knit hat on and then slipped her sweat shirt over her head. While her arms were raised I got another close up look at those magnificent breasts. I was even harder now! "Ohh, this feels so good. It's nice and warm. Thank you for thinking of the hot rocks!" I handed her the winter coat she had come with and she put it on. I was a little disappointed.

After turning in the paperwork for the fundraiser we carried the cooler to my car and went to my apartment so she could take a hot shower and change into warmer and drier clothes. While she was in the shower I knocked on the door. "Hey Olivia! I'll wash your back if you want me to!" I laughingly told her.

"Oh, darn. Too late! I'm almost done now! She replied with a laugh. While she was finishing up I threw together some hot soup and grilled cheese sandwiches. We had a nice lunch and then decided to watch a movie on the television.

We were sitting fairly close together on the couch watching an old movie when I noticed her shiver with a chill. "Are you cold?" I asked.

"Not too much. I just got a chill is all. That water was freezing! The shower and soup helped, but I'm still a little uncomfortable." I got up and brought her a nice blanket to cover up with and when I sat back down on the couch with her she threw it across both of us and snuggled up next to me. "This is much better. Thank you. You treat me so well all the time." As she told me this she lay her head under the crook of my arm and slipped her arm around me. I had no choice but to put my arm over her shoulder to make us more comfortable and she snuggled tighter against me so I pulled her in tight letting my hand rest on her side just below her breast.

We watched the movie for a while, but I couldn't pay much attention to it. Olivia sitting so close was having an effect on me. I felt very close emotionally to her since we had spent so much time together recently. I kept watching her out of the corner of my eye as the boring movie progressed. I was kind of shocked that this young beauty seemed to be so at ease being so close to an old man like me. Part of me hoped we could progress in our relationship but the logical side of my brain told me to cool it, that I didn't stand a chance!

After a while I felt her eyes looking at me. When I looked down at her she was smiling. I smiled back. I pulled her closer to me and she placed her other hand on my thigh. I bent down and kissed the top of her head and rubbed her side. I breathed in and her hair smelled flowery from the shampoo she had used in the shower. As I watched her, she wiggled a bit and adjusted her position, pushing down on my leg and lay her head on my shoulder looking up at me. "I feel so comfortable with you. Since we met, you've always treated me like I was someone special. I appreciate that. You're a gentleman when we're together. You never try and grope me like some of the other guys I've been around. You treat me with respect. I really like you! You're smart, ruggedly handsome and you make me laugh. I really enjoy being with you."

I pulled her head closer and kissed the top of it again and then looked down at her. "Well, I really like being with you too. You're smart, like me!" I laughed. "You're interesting, fun to be around, and I have a great time when we're together. It doesn't hurt that you're just simply beautiful and sexy too! When we are out and about I watch the other guys and smile inside when I see the envious looks I get! I'm still trying to figure out why such a young and beautiful creature, such as yourself, would find me likeable enough to spend so much time with! I'm old enough to be your father! Yet, here you are, wrapped with me in a blanket on my couch, spending quality time together. You make me feel young again! I feel so lucky! You really should be dating some handsome young man and making him as happy as you're make me."

"To be honest, I tried dating guys closer to me own age." She told me. "It isn't for me. All they seem to want is to play with my breasts and get in my pants! It was fun and a little exciting when I first became sexually active. As I got a little older and experienced, not that I'm all that old - or experienced, it got to be the same old thing with each of them. They'd take me out on a date and when it was over they'd expect me to put out! When I met my old boyfriend, he was so much older than me, he just treated me differently. He didn't just expect me to hop in bed with him after the first date and he didn't just grab for my breasts right away. We dated for quite a while before we took it to that level."

Olivia nestled in against me again as she kept talking. I could feel her breast rubbing against my side as she continued to talk. "I decided right then that I liked being with an older man. The younger guys would get me in bed, play with my breasts and get me all worked up and then, for most of them, once they got off it was over. Hardly ever did they remember or really care that I hadn't gotten mine!" As she talked I kept rubbing her side and rested my head on top of hers. "My old boyfriend took his time. He made sure I had a good time too. It was like night and day!" While she was talking to me she began to rub her hand up and down my thigh.

We had been seeing each other for a few weeks now and had really gotten to know each other pretty well, but this is the first time we really talked about a sexual relationship, or she had anyway. While she was talking I couldn't help but picture in my mind what it would be like to be bedding her like her previous lovers and I was sitting there with a painful erection. The feel of her breast on my side turned me on and when she started to rub my leg... What warm blooded male wouldn't be as hard as a rock! Yet, I found that I really did like spending time with her and I didn't want to do anything to ruin the relationship we had formed. Despite the age difference between us, I felt like I was falling for her! I felt like I was stuck between a rock and a hard place. I wanted to ravish her beautiful body on the one hand and on the other, I wanted to insure our relationship remained as it was until this point too!

"I guess that's why I feel so comfortable with you. We've been seeing each other for over a month now and the only time you've even attempted to kiss me is just a bit ago when you kissed me on the top of my head. There's no pressure for me to do anything with you, although I really wouldn't mind it all that much, to be honest."

"Olivia, you have no idea. I would love nothing more than to take you into my bedroom and ravish that beautiful body of yours! I've fantasized about that almost from the beginning, but I find myself in a strange circumstance. As much as I'd love to do that with you, I find myself really caring about you! I'm so much older than you, yet I think you're smart, sexy, funny and mature beyond your years. I really cherish the time we're together and as much as I'd like to bed you, I value our relationship even more and don't want to do anything to ruin it." As I said this I wrapped both my arms around her and held her tightly. She rested her head on my chest and squeezed me back. I kissed the top of her head again and then I felt a little wet spot forming on my shirt.

I was worried, so I held her face a bit away from me and saw some tears starting to fall. I wiped them away with my thumbs. "What's the matter Olivia? Did I do or say something wrong?"

Olivia reached up, smiling at me, and grabbed my head pulling it down. Our lips smashed together. I felt her tongue force its way into my mouth and begin fighting with mine. I was in shock! She took me totally off guard with that kiss. When it was over she sat back and looked me in the eyes.

"When I first saw you at the lift, I thought you were cute. When I sat with you in the cafeteria I just wanted to get to know you a little bit and see if there was anything to you. The more we spent time together, the more I began to like you. You've always treated me with respect. Not once did you ever try anything with me. We went places and did things, all for just the fun of it. You've always seemed to put me first and you've made me feel like an equal. An adult. I was and am extremely attracted to you! But as much fun as we have had together, I felt like there was some barrier between us."

She continued to talk while her eyes locked with mine. "I saw you looking at me today at the lake, and truthfully, I wore that bikini just for you! I wanted to see what you would do, if you thought I was attractive. When you helped dry me off I felt your erection a bit and then I looked down and saw it when I was getting dressed, so I had my answer to that. Yet you did nothing about it! Even after we got here! When I was cold and shivered, you just got the blanket and covered me with it and then just held me until I got warmer. It just melted my heart! Finally, here is a guy that genuinely cares about me, I thought. He's put me first in almost everything. I couldn't figure out why you never tried anything sexually with me though until just a few minutes ago. You're worried about the age difference."

"Yea, I guess..." I started to tell her.

"Be quiet! I'm not done yet!" Olivia said. "You just told me how you felt about me and our relationship. How, really, the only thing holding you back from attempting anything with me is our age difference. Well, Don, let me tell you! You may be a lot older than me but that doesn't mean that I wouldn't be attracted to you. I am very attracted to you! Your age means nothing! You are a kind, gentle, loving man who's treated me with respect and like a queen since we've known each other. So, here's what is going to happen. I want you to kiss me now. Kiss me like you've wanted to for a while and I promise, I've wanted that too! Then you are going to help me up and we're going to walk into that bedroom over there and we're going to make love for the first time. After that," she said with a smirk. "You are going to disrespect this queen in every sexual way possible. I want you to just fuck me until I can't stand straight!" She kept looking into my eyes with a lusty fire burning in hers. I could also see the tenderness and love in them. Finally, she leaned in to me and we kissed.

It wasn't a kiss two friends would share. It was more like an attack! She turned to me and grabbed my face in her hands and pressed her lips to mine. I felt her lips open and our tongues began to duel. I wrapped my arms around her and held her tight. I finally began to breathe through my nose like a raging bull. We broke our kiss and I was breathless. I looked into her eyes and they were sparkling with lust. I stood and grabbed her hands, the blanket all but forgotten as it fell to the floor. I helped her stand and then we kissed again, stumbling towards the door that would lead to a blissful evening together.

We stumbled to the edge of the bed, still kissing, rubbing our hands across each other's bodies. As she stood with the backs of her legs toughing the bed, she started to unbutton her blouse. I stopped her. "No. Let me do that. I want to unwrap the gift you're giving me." I leaned in and kissed her again and reached up to undo the top button. As I undid each one I pulled her blouse to the sides and kissed the skin that was exposed. Slowly I worked my way down, kissing the valley between her breasts, still covered by her lacey bra. I kept working my way down, planting kisses across her flat belly until her blouse was completely undone and then I pulled it up out of her pants. It slid it off her shoulders and down her arms landing on the floor. I stood and kissed her lips then bent down and started to lick and kiss the tops of her breasts.

Reaching around her back I unclasped her bra while we kissed. I held her close to me as the straps loosened, trapping the bra between us and began to rub her back. She rubbed my back as I began kissing my way down and around her chin, across her neck and across her shoulder. The strap from her bra fell over her arm loosening one cup. I kissed the top of her breast and gently pulled the bra down, uncovering her globe. Kissing and licking as I went, I slowly exposed more of her breast until her turgid nipple became exposed. I swiped my tongue across it making it extend and then sucked it in while continuing to flick the tip with my tongue. Olivia grabbed the back of my head and pulled me to her. "Uhmmm." She moaned.

I stood up and kissed her again. "You have beautiful breasts." I told her as I worked my way down her other side, repeating the process. As I began to suck her one nipple I squeezed the nipple I had just left between my fingers, rolling it between my thumb and index finger. She continued to pull my head into her chest forcing me to take more of her breast into my mouth. "Don, that feels so nice, ummm."

I thought that most guys had spent a lot of time playing with her breasts and I wanted to let her know that although they were big and beautiful, I wasn't like most men and I was interested in more than just that part of her anatomy. I wanted to prove that I was different and was interested in her enjoyment as well as my own. I pulled her bra completely off and let it drop to the floor. Reaching up, I grabbed and squeezed her breasts together and licked between them. Pinching both nipples, I kissed and licked her working under each breast and then lower across her abdomen. I knelt down but kept pinching her nipples, pulling on them, stretching them out until I felt they were just on the edge of pain for her. Her breathing was starting to become more ragged as she kept pressure on the back of my head.