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Biking with OMGITSELAINE Ch. 01

By: deadeye_76



Chapter 1. Biking with Elaine.

I was on another long mountain bike ride. I love hiking and biking and have done a lot more biking as my knees like running less after all the marathoning I did when I was younger. I had decided to go out on the C&O Canal Towpath, a great trail for some nice long distance biking. I was about 10 miles out from where I parked and it was pretty deserted in that area. It was pretty warm, too, so I knew of a little open spot a couple of minutes ahead where there was a rest stop. I pulled in and noticed another bike there, but nobody was around. There was a porta-potty there and about the time I stopped and leaned my bike against a tree, the door to the potty opened and a good-looking Asian woman came out. I had my camelback nozzle in my mouth drinking when she came out. I finished drinking and said a quiet hello. Most of the folks out here were not chatty and just wanted to get on their bike and get done with their workout. 

She looked at me and smiled. "You wouldn't happen to have a spare tube, would you?"

I looked over at her bike. She had a flat on the front. "Let's see what size your tires are." I walked over and checked it out. It was almost the exact same size as mine, so at least we could get the tube in there and she could get back to civilization. "Yeah, mine will fit so that you can get back on the trail."

"Oh, god. Thank you. My cell phone is dead and it would take my husband at least 2 hours to get here even if I could get a hold of him with yours."

"No, that's cool. The unspoken law on the trail is to always assist other riders. Start taking your wheel off and I'll get my tools and spare tube."

I always carry two tubes, so I pulled one out along with my tools to make it easy to take the tire off and put it back on. I went back over to her bike. She was bending over at the waist, getting the front wheel off and I was treated to an excellent view of her legs and butt. Her bike shirt normally covered down to the middle of her butt, but bending over put it all on display. I ogled the view ungraciously.

Finally she stood back up with the wheel and together we went to work on it. As we worked, I thought that I recognized her with her helmet off. We were working when suddenly it entered my mind that she might be OMGITSELAINE from Lit. As we were working on putting the tube in, I decided to introduce myself. "Oh, I'm sorry, I forgot to introduce myself. I'm Dennis." I put my hand out.

She took it and shook my hand. "I'm Elaine."

I stared at her for a second too long and held on to her hand. I guess my eyes may have widened a little, too, because she looked at me. "What?"

I hesitated. Maybe it was not a good idea to tell her that I recognized her. She was, after all, a married woman, a mother, and just out for a bike ride. She didn't intend to be lusted after in the middle of nowhere by a 50 year old man. "Nothing. I thought you looked familiar for a moment."

She smiled. "From where?"

"Not sure." I decided to lie for now. "Do you know Marie Hong?"

"No." She seemed to leave it at that and we went back to finishing putting the tire on. When we had replaced the tube, Elaine went back to her bike and bent over to lift it up; bending from the waist again. I stared at her delicious ass. She turned her head while still bent over and caught me staring. She stood up and turned around. "That's what I thought. You just made up that name, didn't you? You do recognize me, but it has nothing to do with any other woman."

"Yes." I looked at her and we both waited for a second, staring at each other. I finally relented. "Are you Elaine from Lit?"

She smiled and answered shyly. "Yes."

"I didn't mean to stare, but you and I both know you have a beautiful ass and legs."

She demurred just a bit. "I'm just not used to being recognized in public by complete strangers."

"I understand. I couldn't help but stare. I mean I've seen some very revealing pics of you on line and now... seeing you in real life is so cool! I can't believe I'm meeting the famous Elaine from Lit!"

She laughed a nice throaty laugh. "Thank you, I think."

"No, I meant it in a good way." I decided to push my luck. "You are just so hot. And in bike pants, those legs and that ass are smokin'! They look better than on Lit."

She laughed again. "Well... ahem... I think your legs and butt are nice, too."

So she was checking me out, too, huh? Well maybe the old guy had something left, I told myself.

I always loved the way she did the "ahem" in her Lit responses and decided to go for broke. I knew she was married, but maybe, with the way she talked and displayed herself on her Lit thread, she was open to a little play out here in the middle of nowhere. "Well...." I looked around and stepped up close to her. "Perhaps I could get a little reward for helping a stranded vixen in the woods."

She chuckled at that, but looked at me warily. "What did you have in mind?"

I looked over at the picnic table. Might was well voice my desires. "I want to bend you over that picnic table and spend some time worshipping those legs and that tight little ass."

She stared at me for a minute. "Ummmm, Dennis. I'm married and have a little kid. I can't do that."

I stepped closer and looked down at her. "Let me just describe to you what I would do."

She looked at me hesitantly. I could tell she was unsure, so I took her by the arm and turned her around. I pressed up against her back and held her with my left hand around her waist. I whispered into her ear. "First, I would start by planting little butterfly kisses and nibbles on your neck." I bent over and did that, eliciting a purr from her and no indication that she wanted me to stop. I rose up and whispered more things as I did them. "Then I would run my right hand down over that gorgeous, tight little ass; feeling how nice and tight it feels in those bike pants. Mmmmm. I would then run my left hand up over those beautiful tits, getting those nice suckable nipples erect for our pleasure." I was really enjoying doing and describing this at the same time and I could feel Elaine's hesitation start to ebb. "I would be able to feel you begin to get turned on, your nipples hardening, your body relaxing, small moans beginning deep in your throat."

I wanted to move along, so I went to the next step. "Then, once I had started warming you up, I would move you over to the picnic table." I did that, walking her over there without releasing her and staying behind her. "Then I would slowly work my hand into your bike pants while I continue to work on your nipples and neck." I did just that and she stiffened a little, but didn't stop me. I was lightly tweaking her nipples while I nibbled on her neck and my right hand was kneading her ass cheeks and working its way down into her bike shorts. "Finally, I would have to give that beautiful ass some lovin'. I would kneel like this," I knelt behind her. "And then I would pull your bike pants down so that I could continue kissing and worshiping those legs and ass that are so desirous." I slowly pushed her a little on the upper back. She was now putty in my hands and leaned forward over the table. I did as I said I would and grabbed her bike shorts and started peeling them down. Bit by bit, that gorgeous, brown, Asian ass came into view. She didn't move, but let me strip them down to her knees. I was now on my knees and leaned forward, kissing first her left cheek and then the right. She moaned a little. I took both hands and spread her cheeks so that her beautiful pussy and asshole were on display. It was difficult because the bike pants prevented her from spreading her legs too far, but she helped by bending over further. I now had a great view of her entire crotch. I whispered just loud enough for her to hear. "Then I would lick you within an inch of your life." I proceeded to do just that.

I lightly licked her asshole, teasing the little brown orifice. I spread her further so that I could get to her pussy better and buried my face between her legs and cheeks. I started licking and lapping at her beautiful pussy lips, now engorged with blood and showing her arousal. I could smell her pussy, ass, and bike shorts. I decided this was too restrictive, so I pulled back and yanked further on her bike pants and started to lift her left leg. She started to protest. "Wait, this is too public! We shouldn't be doing this here." 

"Nobody will be along this time of day for quite a while. We have time." I slapped her ass lightly, but enough to make a point. I made it sound like an order. "Now lift up your left leg so I can get these pants off." She looked over her shoulder and down at me for a second, but I just stared at her, holding tightly to her bike pants and she finally relented. She raised her left foot until I had her pants and panties complete removed from the left side. 

Now I stood up, grabbed her by her shoulders, and suddenly turned her around. She looked at me with surprise, but I just lifted her light little body up and placed her on the table on her ass. I kissed her hungrily and she reciprocated, our tongues fencing. While kissing her I lifted her bike shirt up enough to uncover her bra-covered tits. The nipples were like little diamonds poking into my hands. She groaned into my mouth as I lightly pinched them, but I needed to taste them. I pushed her bra up, broke the face-sucking kiss we were having and dove down to suck on one of the delicious little nubs. As I sucked in the nipple, she also had a sharp intake of breath. She grabbed my head. "Oh yes, Dennis. My nipples are so sensitive. Suck on them." I smiled as I went about my work. She was really getting into it now.

I worked first the left nipple, then the right, but it was time for the main course. I pushed her back and she didn't resist, but lay back on the table. I pushed her legs up to her chest and began to feast on her crotch. She was shaved to just a small landing strip above her pussy and it looked like a little slice of heaven. I had full access now and ran my tongue from her asshole up over her pussy and dragged it roughly across her clit. She moaned and grabbed my head. I plunged a finger into her pussy and started rubbing up against what I discerned was her g-spot. I started sucking and nibbling on her lips, working my way up to her clit, knowing she was close to an orgasm already.

"Oh, fuck, Dennis. Don't stop." As I moved up she guided me to her clit. As my tongue hit it she erupted. "Fuck. Right there... oh, yes... don't stop... ugh... ugh... ooohhhhh, shit!"

When she came, her pussy didn't squirt; just oozed a copious amount of her cum. Now her entire crotch was soaking and that was just what I needed to bury my cock in her. 

I stood up and looked at her. She was breathing hard and trying to recover, her eyes boring into mine. She looked like a wild woman at the moment, all spread out on the picnic table, her bike shirt and bra pushed up over her tits, her pussy soaking, her hair starting to come loose from where it was tied back. My dick was as hard as an iron bar and starting to hurt being trapped in the restrictive bike shorts, so I ripped my shorts down and freed it. I rubbed it up and down her crack to get it wet, pushing the head up over her clit and eliciting a moan. She suddenly realized what I was doing and looked up. She eyed my cock carefully, studying the head, which was now turning a nice purple. I was already leaking pre-cum.

"Do you have a condom?" She looked horrified that I was going to enter her unprotected. "I could get pregnant!"

"Not from me. I'm sterile."

"Oh, fuck, just do it! Stick that cock in me!" She leaned back on her elbows, ready for my penile assault and watching it closely.

I looked at her and hesitated until she looked up at me. Then I very slowly, inched my way in, staring at her, eye to eye. She groaned.

"C'mon, Dennis, fuck me, baby!"

I smiled. "Here it comes!" I shoved hard and buried my dick in her. For a mother she was pretty tight. "God, your cunt is so fucking tight!"

"Oh, god! That's a big, fat dick. It feels so good." Elaine moaned. She looked up at me. I had buried my dick, but kept it there, unmoving, watching her. "C'mon and fuck me. I need that dick. Do it!"

I looked down and slowly drew my dick back out, watching how her inner lips clung to my dick. Only her deep inner core was a bright pink. I ran my dick slowly in and out, enjoying the tightness as it slid up and down my dick. She was so scrumptious! I ran my hands up over her tits, tweaking her nipples while I slowly fucked her. 

She reacted to having her nipples tweaked by jerking and exclaiming, "Oh, shit! Fuck,yes. Dennisssss."

She was squirming and moaning and I had been worked up for a while, so I decided to get to the finish. I started power thrusting, pounding into Elaine. I watched as her entire body shook each time I bottomed out, her tits bouncing in time to the pounding and my tweaking. She loved it, letting out little 'tennis' grunts each time I hit bottom. Then she started chanting my name each time my dick hit bottom and my pubic mound hit her clit. 

"Dennis... Dennis... fuck... me... Dennis... Oh... Oh... Dennis...." 

I was holding her hips and pounding pretty hard when she reached down and tweaked her clit. That sent her over the top. She went rigid and jerked a few times and her cunt spasmed.

"Dennisssss!" She screamed my name as she came.

Nothing will make a guy who's fucking a girl cum like when she chants and then screams his name. Pure bliss! I grunted. "Here I cum!" Then I started spurting. I spurted and spurted, so worked up over this fantasy come true, that it seemed that I dumped a double load into her. 

As I was finishing my last little hip thrust, she looked at me wide eyed. "You're cumming in me!"

I leaned over as my orgasm subsided and looked her straight in the eyes. "Yes, Elaine, I've got my big, fat dick buried in your pussy and I'm cumming in you!"

She groaned and lay her head back down.

When we both finally settled down, she sat up threw her arms around me, while I was still softening inside her. "Wow! I was fucking horny and I really needed that!"

I laughed, my cock finally slipping from her. "What are you, a commercial now?"

She laughed, too. "No, I just really needed a good no strings attached fucking."

I started pulling my bike shorts up, which is not an easy task. Elaine stood up and looked around. "Good thing nobody came by. I wasn't paying any attention to anything but the sex."

"No kidding." I poked some fun at her.

"It's your fault, Dennis, attacking a horny woman in the middle of the forest and fucking her with the fat dick!"

I chuckled. "Anytime, baby, anytime!"

"Now what I am supposed to do?" Elaine was pointing at her completely cum soaked and leaking pussy. 

"Just a second." I finished pulling my shorts into position and went to the porta-potty. I retrieved a large wad of toilet paper and returned to give it to her.

"Thanks." She proceeded to wipe herself up. When she finished she wiggled back into her shorts, which was almost enough to get me hard again. "Well, it was fun. Fortunately, when I get home I'll be sweaty and can get straight in the shower. I smell like cum!"

"Wait!" I didn't want to just ride away.

"Look. I am a married mother of a small child. This has to remain a onetime only, no strings attached thing. You'll have to replay it in your mind if you want to enjoy it again."

I smiled. "No problem. I understand. I'll keep corresponding on Lit and thru email. I'll let you know how it replays."

I walked over to my bike and got ready, obtaining an item from my saddlepack. Then I walked back over to her. "Let me at least say good-bye properly." I leaned over, wrapped my arms around her, and kissed her hard on the mouth. At the same time I slid my right hand into her bike shorts to tease her... and to put my business card in there.

"Bye." And she got on her bike and headed back down the trail. I looked at my bike. I was too tired to go on, so I picked it up and headed home, visions of Elaine's pussy dancing in my head and her taste still lingering on my tongue. I was also hoping that she would find the business card I had shoved into her bike pants and do something about it.

Biking with OMGITSELAINE Ch. 02



It was starting to get later in the fall so there was not as much biking on some of my favorite trails. That meant that it was easier to get a good ride in without interruption. It was in September when I received an interesting email from Elaine. She had found the card that I had placed into her bike shorts after our first rendezvous and was just saying hello... or so I thought. We exchanged a couple of emails when she finally dropped a hint at what was really on her mind. She was hinting at another biking rendezvous, probably during the first week of October. 

I made the arrangements and told her to meet at the same point on the trail. When the day came, I drove my old minivan, the one used for hauling materials, on a back road to only about ¼ mile from the spot where we met. I rode my bike to that spot and waited on Elaine. I had some special plans for her.

When Elaine rode up, in her nice tight bike shorts, I started getting a chubby immediately. It was as much the anticipation as it was seeing her tight little butt and nice legs. 

"Well, hello, gorgeous!" I greeted her.

"Hi, Dennis."

"How are you? Keeping out of trouble?" I smirked at her.

"I was until I decided to see you again. You are trouble!"

"Who me?" I feigned innocence.

"Yes, you! I couldn't stop thinking about our little escapade out here on the trail. Every time I thought about it I would get wet."

"Well, I have a better idea this time. I parked my van just up the road. I use it for hauling things so there are no seats in the back, and the carpet is still good. We can go there to investigate your 'wetness'."

Elaine smiled. "Well, that will certainly be easier on me! I was the one on the table last time."

"C'mon. Follow me." I got on my bike and she mounted hers and followed. We pulled up to my van and laid our bikes next to it. I opened the side door and showed her the interior. It was still in pretty good shape. We stepped inside and I immediately went for her shirt. She smiled as I pulled it over her head, revealing her nice white bra. I unhooked it and she shrugged it off, revealing those beautiful nipples. 

"Yum! I still remember how nice and suckable those fucking nipples are!" I lowered my mouth and demonstrated my desire on them. Elaine moaned and held my head to her chest.

I straightened up. "Let's get undressed!" We took off all our clothes and I laid her down. I was expecting my surprise at any moment and my two buddies didn't disappoint. I had told them to wait about a ¼ mile away and watch for us to get into the van; then wait 5 minutes. They showed up just as I eating Elaine and getting her ready for her escapade. She closed her eyes as I teased and sucked her clit. When she felt the van move, she opened her eyes and looked up in time to see two other guys starting to climb in. "Elaine, I want to introduce you to my friends, John and Bob." Her eyes were big, but I knew it's what she wanted. She had hinted at it in our little email discussions.

"Uh... hello." She said it a little hesitantly.

I looked her in the eyes and leaned over to whisper in her ear. "Tell me this is what you want."

She stared at me and said quietly. "Yes, I want it."

Bob and John crawled in and stood on their knees. I went back to eating her and Bob and John watched. Elaine rubbed and pinched her nipples while I licked her. She tasted wonderful and I was enjoying licking her from her asshole to her clit. I pushed her legs open so that Bob and John could see me working on her. Her pussy was soaking wet quickly, and I was lapping her juices up from her fuck-hole and smashing her clit with the flat of my tongue. She started moaning lightly and telling me to suck her clit, which I did, but I could tell when she was getting close. I looked up. She was starting to breathe hard and staring at the way Bob and John were devouring her with their eyes. They were both rubbing their crotches, enjoying the show. 

Elaine looked at me when I stopped. "I'm close."

I smiled devilishly. "I know, but not yet, my dear, not yet. I'm going to ask Bob and John to join us. You have to undress them and see what they have for you." 

Elaine smiled and got to her knees. Nobody could stand in the van, but kneeling was okay. She went to Bob first to pull off his t-shirt. He raised his arms and let her remove it. I was slowly stroking that delicious brown ass while she did this. She then undid his shorts and pulled both his shorts and underwear down at the same time. His dick sprang up and she giggled. She put her hand around it. "Yum. Another dick for me." She gave it a quick lick and a single suck and then sat back on her feet. "Now how about Joe."

Joe moved over and she did the same thing to him. When he was naked I pushed her back into the middle of the van and we all three lined up in front of her. She sat on her feet and studied the dick smorgasbord in front of her. We were all about the same length, but had different widths, pubic hair, and balls. She studied them closely, lifting our balls and dicks, checking out each one. ."Mmmm." That's the only thing she kept saying while studying them. By now everyone's dick was hard and leaking pre-cum while she was having fun running her hands over all our crotches.

"Which one do you want to suck first?" I asked her. I was studying her nice dick-sucking lips and the way her tongue kept licking them.

She looked around. "Bob's."

She bent over and took him into her pretty little mouth. I moved to her side and pushed her onto all fours. She knew immediately what was going to happen. I looked over at Joe. "Why don't you go fuck her tight little pussy while she sucks Joe's dick." Elaine moaned when I said that. She had confessed to me that she wanted to be spit-roasted.

I handed Joe a condom from the stash I had put into the seat pocket of the van and he ripped it open. He put it on. He moved forward and placed his dick at her entrance. He rubbed it around, getting it wet from her now leaking pussy. Elaine moaned onto Bob's dick. When I looked up at him, Bob gave me the thumbs up. 

I could see Elaine licking up and down Bob's dick, enjoying the feeling of a different man's dick. She would lick all the way down to his balls and then back up to the head. Then she would suck and lick the head while jacking the rest with her right hand. 

Behind Elaine, John was fucking her slowly. He would ease his dick slowly in and back out. He was enjoying the sensation of her nice tight pussy and she was enjoying it, too. He wasn't pounding her so she had the ability to give Bob his blowjob without getting pushed around. But she was getting close to her first orgasm. She put her hand between her legs and mashed her clit herself and pulled off Bob's dick. "Oh, fuck... cumming!" She shuddered a few times and went back to sucking Bob. John grinned at me and kept slowly fucking her.

I was having fun watching them pleasure her, but I decided that they should both enjoy her cock-sucking abilities. "Elaine. It's time to turn around and switch holes."

"Mmmph. What?" Elaine reluctantly pulled her mouth from Bob's cock. Bob looked at me like I was nuts. John looked happy.

"I want you to turn around and let them have the other end." She did so.

Elaine looked at John's condom-covered dick and pulled it off. She then lowered her head and took him in her mouth. He groaned. Bob reached over to the seat pocket and took out a condom so that he could fuck her.

As soon as he got the condom rolled on, Bob aimed it at Elaine's pussy and pushed slowly in until he was buried in her. She continued to work on John and I could see that it was having an effect. John was ready to cum already. Suddenly he stiffened. "Oh, fuck, I'm gonna cum in your mouth!"

Elaine mumbled something without taking her mouth off his dick and he came, clenching and shooting several spurts into her mouth. Elaine just kept sucking and swallowing. When she finished with John, she let his softening dick drop from her mouth. She took several deep breaths. "Fuck, I'm going to cum again! C'mon Bob, fuck me hard!" Bob followed her instructions and began to pound her, the sound of his hips contacting her ass and his balls slapping her pussy echoing in the van. "Here we go, fuck, I'm cumming!" Elaine spasmed several times and Bob just kept his dick moving slowly in and out of Elaine's pussy thru her orgasm.

When she calmed down, Bob pulled out and ripped off his condom. "C'mere, baby. I need that hot mouth again. You can suck cock like nobody I've ever had before."

Elaine smiled up at me and then turned to Bob's cock. She took it in and immediately went to sucking on the head and jacking the bottom to get him off fast. I moved over and started running my hand up and down her crack, rubbing her pussy juices up over her ass. I slowly rubbed her little asshole and started lightly fingering it working just up to the first knuckle. The work she was doing on Bob had him going in no time. Within a minute, he spewed several large streams into her mouth. For this one, Elaine opened her mouth and let us all see it spurting into her. She then swallowed, licked his dick clean, and sat up. "Yum. I just love cum! It's such a turn on getting guys to spurt into my mouth."

John and Bob sat back and were catching their breath. John spoke. "Well, baby, you can certainly suck a dick."

"Thank you." Elaine appeared a little embarrassed by the response, which was odd since she had just swallowed cum from both of them.

She turned and hugged me. She looked back and Bob and John. "Thanks, guys. You can leave now. I need to take care of Dennis." She reached down and grabbed my still hard dick.

Bob and John got dressed to leave and Elaine continued to watch until their dicks disappeared from view. Once they had their pants on, she turned to take care of me.

"Let Elaine show you how a woman's supposed to suck dick." She kissed me lightly on the lips and then turned to my throbbing pole.

"Yum. I think this here dick looks ready to give me some sustenance." 

She pushed me onto my back and crawled around between my legs and parted them, making room to get in. I was only too happy to accommodate her, my erection standing tall. "Ready?"

"Uh, no. My dick always looks this hard and painful."

She smiled. "Sorry, baby. Let little ole Elaine take care of that." She leaned over and licked from my balls up to the top of my dick. My dick lurched. She giggled. Then she licked around the head and sucked on it. Fuck, this woman's teasing was going to be the death of me.

Elaine finally took me entirely in to her mouth. Oh, fuck, she was amazing. She came up off it and then licked down around my balls again. She licked up the left side of my dick, then went and did the same to the right. She held my dick straight up and put the head in her mouth. She sucked up and down a little and I knew it was going to happen soon. She held just the head in her mouth and licked around the sensitive area under it. I knew I was going to cum, but she rose up suddenly and squeezed my dick around the bottom, letting me ease back from the orgasm. I moaned.

She giggled again. "When you cum now, it's going to cum out so hard that it will hurt and go right down my throat. I'm going to swallow it all while I watch you wriggle in agony, cumming in my hot little mouth."

"Oh, fuck. I want to cum now!"

She leaned over and stared at my one-eye monster and spoke to it. "So, Dennis' dick, are you ready for me to suck on you? Are you ready to fill my mouth and my stomach with your hot, sticky cum? Will you please cum in my mouth? Please?"

And then she engulfed it again. Taking it down as far as she could, sucking furiously, licking everything. I knew it was coming. "I'm gonna cum!"

She looked up at me and just kept working until I exploded. I jerked, my hips coming off the floor violently as I kept spurting and pumping cum into her. She luckily had placed her hand around the bottom, controlling the depth of my thrusts or I'm sure I would have gagged her. She kept sucking and swallowing after each spurt until I collapsed onto to the floor. 

She continued to suck and slurp until I had to ask her to stop.

She rose up. "So how was that?"

"Un-fucking-believable! You are in the top three of cock-suckers I've ever had."

She slapped my thigh and smirked. "Only the top three?"

"Okay, right now you are definitely numero uno! Fuck. I haven't cum like that in ages!"

"You're welcome. I loved it, too. I loved getting fucked by two strangers, but I really loved controlling your dick and making you beg to cum!"

"Any time, baby. Any time."

She smiled. "I'm gonna hold you to that promise!"

Then she dressed and left. I barely had the energy to say good-bye. I stood there and watched her pedal away, knowing there was no topping that blowjob.