She reconnects with him and lets her fantasies play out.
There had always been a mutual attraction between Jim and I, even back in high school. We had always flirted with one another - mostly in an easygoing, playful way, but I could feel that there was some sexual tension there, at least for me. It surprised and flattered me when I found out years later that he had wanted to date me back then. We had both been seeing other people, so I had naturally assumed that he was just joking around when we would flirt. In all honesty, I don't know if we would have made a good couple if we had dated then, but I had certainly been attracted enough to him to find out, had the timing been right.
So now, here we were, ten years later, staying in the same resort for a friend's wedding in Jackson Hole. Neither of us had ever gotten married -- both too wrapped up in work and family to ever find the right person. We had emailed a few times before I came out to Wyoming and I found out that he wasn't bringing a date with him, so I decided not to either. I had decided that it would be good to catch up with friends and I didn't need to bring someone along that might feel left out of the crowd. That was something I really didn't need -- a date to babysit for the weekend.
I settled into my room at the resort. It was a beautiful lodge. The surrounding lake and Grand Teton Mountains made the view from my room look like a postcard picture. I decided to jump in the shower before going down to the bar to freshen up from my flight. As I let the hot water run down over me, I couldn't help but think about Jim. I wondered if he had arrived yet, and if we'd get a chance to sit and catch up. My thoughts wandered to our flirtations in high school. He used to put his arm around my shoulders and neck in a fake chokehold, goofing around. I had always secretly wondered what it would have felt like for him to hold me back against him like that and lean down and kiss my neck. The thought of that sent shivers down my body, even as I stood in the hot water. "Don't be ridiculous," I said out loud to myself. "That was then, this is now. He's not remotely interested in you anymore -- that was ten years ago." I shook the thought from my head.
I hopped out of the shower and put myself together. I pulled my blonde hair back into a twist and put makeup on. I slipped into my black thong and corset -- perfect underpinnings for my strapless dress and heels. I would be seeing people that I hadn't seen in a while and I wanted to look good at this rehearsal dinner. Besides, I had to admit, I did want Jim to still think that I was attractive after all this time, so I made a little extra effort. The dress clung to my chest, forcing a little cleavage together from the top and draped down my body to just above my knees. "Perfect", I thought, as I took a last look in the mirror and headed downstairs.
The bar was packed with old friends. I stood and chatted with three or four people that I hadn't seen in years. It was easy, nice conversation, but I couldn't help but scan the scene for Jim. I didn't see him anywhere in the group of people that had congregated and I wondered if something had happened and he wasn't going to make it to the wedding after all. It would still be fun, but a little less so, without him there to joke around and flirt with. I started to resign myself to the fact that he wasn't coming, feeling silly that I had gotten myself worked up to see him in the first place. I rejoined the conversations around me, when I heard someone shout, "Hey, there's Jimmy!" Before I could turn around, I felt a strong arm around my shoulders, pulling me back into a hug from behind. It was him. I started to feel instant arousal -- how did he know that I just thought about this exact thing in the shower! I composed myself. What was I -- crazy? We had barely seen each other in ten years and I was already thinking about jumping on the guy! I relaxed and turned to give him a proper hello and hug and he said his hellos and hugged our other friends. He looked great -- tall and lean, really just the same as he had in high school. Finally after all of the greetings had been exchanged, he turned to me and winked and said, "So kid, how the hell have you been?"
"I've been good -- busy with work. How about you?" I answered.
"Same here," he replied. "Just working and farming -- the same old stuff."
Mention of the farm made my mind flash to another fantasy I used to have about him, involving straddling his lap in a short skirt in the combine in a back corner of some remote field. "Geez," I thought, "I have got to stop this. He'll think that I'm crazy if I keep drifting off into some teenage fantasy about him, mid-conversation". He didn't seem to notice that my mind had wandered, luckily enough, and we continued to talk and catch up about where our lives had gone and how our families were. We sat at the same table during dinner, which was nice, so we continued to chat with each other and our friends. I was so glad he was there and we seemed to fall back into our easy routine -- a little joking and teasing and just sitting and talking. I even noticed a few times that he was looking over at me while someone else was talking. It was almost like he was checking me out. I smiled at the thought of that; it was nice to feel attractive.
I got up from the table to walk to the bar and I noticed that he fell into step beside me.
"So, can I buy you a free drink?" he teased.
"Sure, but don't think that it's going to get you anywhere," I joked.
He smiled. There was that same ornery twinkle in his eye and I knew that I had started something. The flirting had begun.
"No? That won't get me anywhere, huh?" he chuckled and leaned on the bar. Then he turned to me with a smile, but his eyes were more intense. "If that won't, then what will?"
I smiled. "I'm not sure yet. But keep trying and I'm sure that something will pay off sooner or later. You'll know when you're on the right track."
He laughed and we walked back to the table. The rest of the evening passed smoothly. When others got up to mingle, Jim moved next to my seat and we talked and laughed about people we knew in high school and then crazy things that we did back then. Things became a little less innocent when the conversation turned to sex -- who were our firsts, crazy things that we did with our high school boyfriends/girlfriends - silly things like that. He asked if I had ever had sex out in the open anywhere. I hadn't, so I answered honestly no.
"Hmm. You seem like an adventurous girl. I'm surprised that you haven't done that," he replied.
"Why? Have you?" I asked, surprised.
"Sure," he answered.
"Why? Are you jealous?" he teased.
I had to admit to myself that I was a little jealous at the thought of him out messing around with some other girl, even though I had absolutely no right to be. I blushed a little and he laughed.
We sat and talked on like that until there were only a few people left in the room. We both decided that it was time to call it a night. Our friends had planned "excursions" for everyone the next day to keep us busy, so I figured that I had better get some sleep. I was signed up for horseback riding lessons and I had no idea what I was doing. Jim walked me to my room.
"So," I asked, as we reached my door, "Are you signed up for anything tomorrow? I'm doing the horseback riding thing".
"Really? I actually arranged to trail ride on my own tomorrow. I'm pretty good on a horse, and I wanted to ride through the acreage here tomorrow. Want to ditch your lesson and join me?"
"I would love to," I answered and my heart raced a little bit at the thought of being alone with him. "I'm really not much good on a horse, though. I would probably just slow you down."
"No way. You could just ride with me if you had trouble anyway. Are you game?"
"Sure," I answered. My heart raced and he leaned in and gave me a hug.
"It's good to see you, Steph", he said. "Make sure you stretch in the morning -- I wouldn't want you getting sore in the saddle tomorrow!" He walked away laughing.
I closed the door behind me and leaned back against it. I had so much fun with him. I felt nervous and excited knowing that I was going to have some time alone with him the next day. Now, I just needed to not make an ass of myself on a horse, and I'd be fine.
I got undressed and threw on a slip that I had packed to sleep in. The satin clung to me as I shifted under the covers and tried to get comfortable. I kept thinking about Jim and his first hug when he walked into the bar earlier that night. I could feel my nipples stand up a little under the satin as I thought about his strong arm around me, pulling me back into him. I imagined him nuzzling his face into my hair and neck and kissing me. I moved my hand under my slip and found that I was a little wet just thinking about it. I slipped one finger in under my panties and began to move it back and forth across my slick flesh. "Mmm...," I moaned, as I moved up and began to rub my clit and then back down across the wetness. My other hand found my breast and my erect nipple and began to pull and squeeze at it, as I found my rhythm, rubbing my pussy in circles and lightly grazing my clit. I put one finger into the wet opening and imagined what it would feel like to have Jim's tongue there, circling and probing. I could feel myself starting to cum and moaned loudly, forgetting where I was. I kept rubbing and playing until the shudders subsided. "Well", I thought to myself, "Maybe I won't be so amped up now when I see him tomorrow." Somehow, though, I doubted that this one orgasm was going to help much. I finally drifted off to sleep, thinking about what the next day was going to bring.
I trotted out to the stables in the morning and found Jim there waiting for me. He was standing next to a big, beautiful horse, getting saddled up. I noticed that there was only one horse there.
"So, did you change your mind? Do you want to go ahead and ride by yourself?" I asked, disappointedly.
"No, of course not. I just thought that maybe it would be a nicer ride for you if you just rode with me and didn't have to worry about figuring out the horse. Is that okay? Would you rather have your own? I didn't think about that - maybe you wanted to ride on your own..." he rambled, looking suddenly embarrassed.
"No, no," I reassured him, "this is fine. It's probably better. I was a little worried about riding, and this way I can just enjoy the surroundings and not worry about it."
"Okay, great," he flashed me a smile and finished getting the horse ready.
When we were ready to go, he helped me up onto the horse and then settled in behind me. He was so warm sitting there behind me and I started to remember how I had pictured him in my fantasy from the night before. I could feel my cheeks burn. It was a good thing that he was behind me and couldn't see.
"So," he leaned forward into me, "how's this? Are you comfortable? Ready to go?"
We started off toward the trails. Jim began telling me about other experiences he'd had riding horses, other places that he'd ridden. As he talked, I settled back into him and I felt his arms relax around me. We talked and rode like that for a long ways until he finally asked if I wanted to stop and jump off to stretch my legs for a few minutes. I did, so we stopped at a little rise in the trail where we could see part of the resort and the surrounding mountains.
"It's so beautiful here," I said, "I would love to stay here forever. It's so hectic where I live and it seems so peaceful here."
"It is nice," he agreed. "The scenery standing right here is pretty nice, too".
I looked up at him and smiled. He winked and put his arm around my shoulder and laughed.
Finally, I got up the nerve to say something daring. What did I have to lose? He had just made a semi-flirtatious comment, so I figured that I would just pull out the stops and see what happened.
"So, I have something to confess," I said.
"Okay -- let's hear it," he said.
I turned back toward the view in front of us, with my back to Jim.
"I have had fantasies about you."
I turned to look at him and I saw a smile play at the corner of his mouth. "Oh really?" he answered. "Are these fantasies of a sexual nature?" Again, I saw the ornery little smile turn up the corner of his mouth.
"Yes." I could feel my cheeks getting hot again.
"Interesting," he smirked.
What? That was it? "Interesting" was all he was going to say? I turned back away from him.
I was about to say something else when I felt him behind me. He leaned forward and down into my neck and I could feel his breath on my ear. "So have I," he whispered, "about you."
Having him that close was driving me crazy. I leaned my head to the side, exposing my neck to him and I leaned back into him and let out a little sigh. He seemed to understand what I was after and wrapped his arms around my waist and pulled me close against him. I let out another little moan at the feeling of his arms wrapped around me, pulling me in. He laid his cheek against my neck and I felt him turn his rough face in until his lips rested on my skin. I reached my hand up and ran my fingers down his jawline.
"So," he whispered. "Want to tell me about any of these fantasies of yours? What were we doing?"
"Everything," I murmured.
"Mmm, I like the sounds of that."
Jim turned me around to face him, holding my arms.
"Maybe you could just show me what you fantasized about. That would be much more exciting than just hearing about it". He smiled as he spoke.
I smiled and took a step into him. He tilted his face down to mine and kissed me. It was white hot, a smoldering kiss -- tongues just barely touching and soft bites and moans. It was the sexiest kiss I had been given in years. Jim backed me into the trunk of the nearest tree and held my hands down at my sides. He continued to kiss me -- my neck, my mouth, holding me there while his mouth melted onto mine over and over.
He finally released my hands and I started to pull at his clothes. I couldn't help it. After all that I had been fantasizing about, I didn't care where we were or who saw us on the trail -- I wanted him. He pulled my shirt over my head and unsnapped my bra. I stopped and leaned against the tree again as he pulled the bra from my body slowly to expose my breasts. He sighed and smiled. "You're better than my fantasies." I giggled feeling a little embarrassed at the exposure. He leaned in and kissed my neck and chest, fondling and squeezing each breast and biting softly at the hard nipples. He pulled me against him and kissed me again. I let my hand trail down his chest to the top of his jeans. I lingered at the rim a moment and then slid my hand down the front of his jeans until I felt the hard bulge that waited just under the fabric. "Mmmm...." I moaned, excited even more at the feeling of his hard cock waiting there. "I want to taste that," I said. He smiled at me and I unzipped his jeans and pushed them down enough to let his cock spring out at me. It was perfect -- long and thick and I devoured every inch of it. He gasped as I took all of him in my mouth.
"Oh my God..." he uttered. "That feels amazing."
I sucked up and down the shaft and swirled my tongue around the head as I moved it in and out of my mouth. I looked up and saw him watching and smiling. I kept my eyes focused on his face as I worked him. I could tell that he was getting close to losing it and I kept teasing the head and then sucking him all the way in while lightly caressing his balls. He was breathing quickly and grabbed the back of my head. He started to fuck my mouth and I let his shaft run in and out between my lips. He didn't say anything, but I could tell that he was about to come as he quickened the pace. I clamped my lips over him and let the hot burst run down my throat as he came in my mouth over and over.
He pulled me to my feet and kissed me again, roughly and passionately. "God, that was unbelievable," he said, finally. "That couldn't have been your fantasy, because that was one of mine." He smiled.
"Maybe it was one of mine," I whispered. "I have fantasized about ways that I would get you off -- make you want me."
"I don't think that I have ever wanted someone so badly. Your turn," he said with a smile.
"Wait," I said. "Take me back to the room. I want you to tease you a little, and it's not really suited for a wooded trail."
I threw my shirt on and we got back on the horse and rode back to the main lodge. Jim pushed his hand under me so that I was riding his hand all the way back. I thought that I would cum before we got there. I'm sure that he could feel how wet I was through my riding pants. I looked back at him and he just smiled.
When we got back to the stable, I jumped off and headed for the lodge, turning back to see him watching me walk away. I smiled and motioned with my index finger for him to follow me. He took the horse toward the stable and I ran inside, straight to my room. I wanted to freshen up a little bit, so I touched up my makeup and brushed out my hair. I had just finished straightening the room, when I heard a knock on the door.
I opened the door and Jim came rushing inside. The door closed behind him and he immediately pushed me against the wall and held my hands over my head, kissing me and pushing himself against me. He twirled me around until my face was pressed to the wall and he was still holding my hands over my head. He was kissing my neck and pushed against me, lightly thrusting against my ass with the bulge that had grown again in his jeans. I pushed my ass out a little so that he could press against me harder.
"I'm so wet," I moaned. " I think that we'd better do something about it."
He turned me around and kissed me. We stumbled to the bed, still kissing and our hands roaming over each other. The back of my calves found the bed and I sank back into it, with Jim following, landing on top of me. I rolled him over and straddled him.
"Hmm," I said, "I always wondered what you'd look like from up here." He bounced his hips up, bucking me.
"Well, what are you going to do now that you're up there?" he teased.
I took my shirt and bra off again, throwing them to the side. He immediately reached up to squeeze my breasts and tug at my nipples. I ground my pelvis onto him as he squeezed and pinched them. He sat up and started to kiss and bite at my neck, his hands rubbing down my back and ass. I took his shirt off and pushed him back down to the bed. I raised myself off of the bed and took off my riding pants, just leaving my pink lace thong. Jim pushed his hips up from the bed and pulled his jeans down and off, just leaving his boxer briefs between my view and his hard cock. I jumped back on top of him, able to feel him now, straining up against my mound.
"I have a challenge for you," I said tauntingly.
"Ok -- what is it?" he smiled.
"I want to see how long you can stand it without touching me, no matter what I do. You can't touch me. Are you up for that?"
"Obviously," he said sarcastically, glancing down at the erection under his shorts.
"Ok, good. Ready?" I asked as I jumped off of him.
"If I have to," he sighed, smiling at me.
I stood across the room against the desk, with my back turned to him. I put one hand against the desk and let the other trail down my ass until my fingers were in between my legs from behind. I spread my legs and bent forward over the desk, so that my ass and pussy were completely exposed to him on the bed, aside from the strip of fabric that remained from my thong. I moved the thong to one side and began to rub my pussy up and down with my fingers. I glanced back over my shoulder and saw Jim watching intently and slowly rubbing at the bulge in his underwear. I started to moan and closed my eyes as I kept sliding my fingers back and forth over the slippery skin until my finger stopped and disappeared inside.
Suddenly, I felt a hand stroking my ass. "Does that finger feel good?" he asked seductively.
"Hey now -- don't tell me that's all the restraint you have!"
"Okay -- I'll behave," he laughed. "Just let me have a taste."
I turned toward him as he sat back on the bed and put my finger in his waiting mouth so that he could taste me. He groaned and grabbed my ass and pulled my pelvis toward his face, but I stopped him.
"Nah ah ah," I scolded teasingly, "you'll have a chance. It's not time yet."
He smiled and lay back on the bed. I climbed onto the bed, next to the pillow, staying on my knees, so that he could look to the side and up just slightly and see my pussy there next to him. I continued to move my fingers against the wet folds, just hidden by my thong.
"Take that off so that I can at least see," he complained playfully.
I took the thong down and stood up and let it drop around my ankles. He smiled when he saw that I was shaved.
"Very nice," he said approvingly.
I took a scarf from my suitcase and moved back to my perch next to him. I pulled his hands together over his head and tied them there with the scarf.
"Now, you have to behave," I warned him and I moved my legs over his shoulders until I was hovering above his face. He could see everything I was doing with my fingers and then straight up my body to my breasts. He smiled devilishly and licked his lips.
I continued to play with my pussy, just out of reach of his lips and tongue, which he tried unsuccessfully to push up to meet my flesh. I was in control and it was a huge turn on. I stopped and reached back and felt his erection still waiting under his briefs. I moved my hands back to their task between my legs until I started to feel pressure and I knew that I was going to cum soon. I spread my legs just a little wider over his shoulders and lowered myself right onto his waiting tongue. I cried out, it felt so good. I started to grind down on his face and he lapped at my wetness and pushed his tongue inside me. I gasped with pleasure as I rode his face and his tongue pleasured me. He licked in wild circles around my clit and then lapped long strokes up and down my pussy until I finally lost control. He sucked on my clit as I rode out my orgasm until finally I had to move away from him, it was so sensitive.
As I moved up from him, he wiggled his hands out of the scarf that still bound him and rolled me under him. He was devouring my mouth and neck and I reached down to stroke his cock. He stopped and we pushed his underwear off together, finally letting his cock free and it immediately found the wetness between my legs. He rubbed the head over my clit, making me jump, it was still so sensitive from my climax moments earlier. I wanted him so badly.
"Please," I moaned to him, "please fuck me. I want you to fuck me."
"How much do you want it?" he taunted, pinning my hands down to the bed. "You want it now? Huh? You want me to fuck it?
"Yes!" I pleaded as I bucked my pussy up against his cock.
Suddenly I felt him run me through -- pushing into me until his balls were up against my ass. I thought that I would cum again on the spot. He thrust into me over and over, still holding me down. I wrapped my legs up around his waist, giving him complete access to bury himself in me.
I was so close to another climax when he ordered me to roll over onto my stomach. I laid my shoulders on the bed and pushed my ass up into the air. He thrust into me again and I thought that I would cum right then -- his cock felt so good filling me up.
I moaned. "You like that?" he asked fucking me harder and harder from behind. I felt his hand come down across my ass with a stinging smack. It only made me grind back against him harder. We kept on that way -- Jim pounding into me and moaning out dirty little murmers until finally I couldn't hold on any longer.
"I'm going to cum -- don't stop!" I wailed.
He groaned and I could feel his cock pulsating and the warmth of his juices spreading inside of me. The wave of my climax crashed down on me and I thought that I would pass out. I collapsed on the bed, with Jim next to me, both of us breathing heavily.
"That was unbelievable," I whispered finally. We kissed and laughed about what we'd finally done after all those years of pent up attraction.
We were a mess -- sticky and sweaty. "How about a shower?" he asked.
I agreed. My knees were so weak that he actually had to help me there. He ran the water and helped me in, holding me against him under the water. I relaxed against his chest and felt the water run over me. And to think that I had just fantasized about him in this very shower the night before, and now here we were. Sometimes the reality was much, much better than the fantasy.