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23
Jessica - Chapter 01 [MF]
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cowboy1105 is a male/female couple
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I heard a knocking on my door. It was late, and I was just getting ready to call it a night, but the knocking was hesitant yet insistent. I walked to my door to find Jessica, the 19 year old co-ed who moved in next door a few months back, standing, looking a little disheveled, just outside.
I paused for a moment, taking in her long over sized shirt, messy jet black hair, and beautiful green eyes, the mascara just a little smudged. I wondered about her state for a moment, but it was late and she'd probably just been getting ready for bed, not primping herself to impress her older neighbor.
"Can I come in?" It was barely more than a whisper, but how could I say no to those sparkling green eyes? I opened the door wider, letting her pass, then followed her inside.
"Hey Jess, I'm sorry. My place is a bit of a mess, but I wasn't expecting company."
"Oh, don't worry. I wasn't planning on being company. It's just... uggg, it's been a night, and I needed a minute to breath." She sighed.
I led her over to the bar and poured us each a glass of seltzer. "Can I get you something? Tea, coffee?"
"No, I'm good. It's just..."
I noticed her shapely legs as she crossed them on her bar stool. I wasn't sure if she had shorts on under her long shirt, but I was enjoying the sight of her tanned legs. "What's up Jess? Long day with school?"
"No, it's just Brian" she started.
"Brian? The guy you were dating?" I thought to myself -- hmmm, why would she stop by to talk to her older neighbor about her college boyfriend? We knew each other a bit in passing, and I'd even had her over for dinner once or twice, but we weren't close.
"Yeah. We've been going out for awhile, and tonight I invited him back to my place after our date. I'd never been with him before, but I thought tonight was going to be special -- he's just so perfect in so many ways."
I bit my lip. She'd met Brian a few months earlier, and he was an athlete and had something to do with one of the frats. He was a bit douchey for my taste, but then again I wasn't the one dating him. But, if she'd invited him back to get physical, what was she doing here? It was late, but not that late. Maybe he hadn't learned yet about round 2 (or 3 or 4 or 5)?
"It's just, I thought my first time was going to be amazing. Like what I read in my novels. I pictured us cuddling by the fire -- or at least the fire video on my laptop -- kissing slowly, maybe he'd show me what it's like to be kissed down there, but we'd be tangled up in the sheets and I'd finally see what is so amazing about sex. I thought I'd be laying there moaning and screaming in pleasure."
Wow, did she just lose her virginity? She looked sweet and innocent, but she was young and in college. Lots of college girls looked innocent but had plenty of experience by 19. Had she backed out or maybe it was just a let down?
"We got back to my place and he wanted to go straight to my room. I really wanted to watch the fire on my laptop, but he said it was awkward with my roommates there -- like really, the other girls didn't know what we were going to do and he thought they wouldn't be able to hear? We got into the room, and he just stripped. I mean, he was hot, but that wasn't quite the tear our clothes of in passion that I pictured. Then he sat on the bed and told me to 'suck it'".
She looked up at me, tears in her eyes, cheeks flushed. A little embarrassed. "I'd never even seen a guy naked before, not in real life anyway. I didn't know what to do, but I didn't want to mess it up, so I got on my knees. I kissed the tip, just like in my novels, but it was soft. I asked him about it -- why wasn't it hard, would it get bigger? He kind of got mad. I wasn't trying to insult him, it's just all new and I didn't know."
I wasn't sure where this was going or why Jess was giving me the play by play. She was upset, so maybe she just needed to unload a little?
"I kissed it some more, and it did get a little bigger once he got hard. It all fit in my mouth, and I was confused because my roommates talk about their boyfriends and how it's hard to suck them when it grows too big, but this wasn't a problem. Maybe my mouth is bigger?" she smiled shyly, her large smile and white teeth shining. "I don't think so though, I just don't think he was very big."
"I only sucked him for a minute, and he told me to stop because he was getting close and didn't want to cum until he'd 'popped me'. I mean, this was something special for me, but I felt like he just wanted to get it done. He told me to strip -- what happened to the man who was going to turn me on until we were tearing off each other's clothes? I thought maybe this is how it's always done -- he's a lot more experienced than me, so I did undress and I laid back on the bed. I was hoping now I'd see why sex is so great -- so far it kind of sucked." she giggled, "well, I kind of sucked but so did it."
"He climbed on top of me and I felt it poking between my legs. I asked him if he was going to kiss me down there since I'd just sucked him. He got kind of mad -- he told me guys don't like to do that, it's smelly and tastes bad, and that I hadn't waxed so he didn't want to get my hair in his mouth. I mean -- I'd just had my nose buried in his nasty mess of hair, like what? If he wanted me to wax, why didn't he say something?"
I felt myself stiffening a little, imagining this cute spunky lady laying naked on the bed, but I also felt bad for her. A first time should be special and it sounded like her's was anything but.
"I asked him to kiss me, but he refused. He said he never kisses a girl after she's had his 'big cock' in her mouth because that's gay. I mean, really?"
"I felt him poking me down there, then felt it press a little into me. It hurt, even when I finger myself -- oh wow, I can't believe I told you I do that -- I get it nice and wet first, but nothing about this was making me wet. He started moaning, telling me how tight I was, but I could barely feel anything inside me -- he kept thrusting, but after just a minute he started grunting and I felt something squirting into me. I felt a lot of something squirting into me."
"He asked me if I came, and I kind of bit my lip and smiled, but didn't want to tell him it didn't do anything for me. He lay down next to me and drifted off for a bit and I could feel him leaking out of me. I don't know how much most guys cum, but it felt like a lot."
"I lay there and cried a little -- what a waste. What a terrible first time. He woke up a bit later and asked me if I was ready for 'round 2'? I figured, why not, maybe this gets better? He had me kneel on the floor and bend over my bed. He told me he could see his cum leaking out of me, and he used the tip of his cock to rub it all over my lips, even over my butt hole though he knew I wouldn't let him play with that. Finally, he pushed it in. It did feel a little better, all of his cum at least helped since I still wasn't wet, but after a few pumps he started groaning again and I felt him squirting into me."
"Then, do you know what he did? He pulled up his pants, I'm still kneeling there, feeling his cum dripping out of me, and he spanks me softly and tells me he'll see me in class. That jerk just up and left?!"
She started crying a little and I walked over to give her a little hug. "It's OK Jess, as much as everyone wants the first time to be amazing, it does kind of suck for most people. I can tell you though, sex can be much better than that with the right partner, and you'll find someone who can make you happy."
She buried her head in my chest as I pulled her close. "I just wish I'd known -- I would have waxed, I would have stopped to shower, I would have done all the things so it wouldn't be my fault that my first time kind of sucked."
I put my finger on her chin to lift her face to look up at me. "Jess. This wasn't your fault. And Brian sounds like he doesn't know all that much about pleasing a woman. I can tell you, there's lots of guys who love to go down on a woman. Lots of guys love the way she smells, and sometimes freshly showered takes away from it. Personally, I think the way a woman tastes is amazing. And don't worry about waxing -- if you like it waxed then great, but otherwise there's something sexy about any way a woman styles herself down there."
Her eyes sparked with her tears. "Really? I didn't just mess this up?"
"No, it sounds like you had a selfish partner, and maybe one that didn't have the experience or equipment for what you need. This wasn't your fault, and you'll find a lover who will show you just how wonderful sex can be."
She shifted as I rubbed her back gently and hugged her. I hated seeing her so upset. She twisted a little in her seat and I felt her arm brush over my length -- I wasn't trying to press it against her, but she did have me a little aroused thinking of her having sex.
"Wait, what was that?"
"I'm sorry, I wasn't trying to rub it against you. When you twisted in your seat I just didn't move quite fast enough."
"No, I'm serious, like what is that? It can't be your cock, cocks aren't that big."
I smiled down at her. "Jess, I'd love to tell you I have the biggest one around, but as far as I know I'm a little on the bigger side of average. I think you may have just experienced someone who isn't quite equipped to please a woman."
She looked into my eyes. "Really? I mean..." she bit her lip. "Hey, so this is awkward, and you can totally say no..." "Can I see it?"
I paused -- wow, the conflict. I was doing my best to be the supportive neighbor and friend, but this 19 year old beauty wanted to see my cock. Should I say no at the risk she felt like I was taking advantage?
She saw the conflict on my face and took the decision from me. I felt her open hand press over my shorts and feel my length. Her mouth opened a little in surprise -- "Wow, this is... now I see why it can be hard to fit in your mouth."
I reached down and guided her hand into my shorts, feeling her fingers wrap around my length. I felt myself growing harder at the touch of her soft skin. "It's thick, and I think it's still growing."
I smiled down at her "Yes Jess, that's what happens when I get a little excited, and your touch is definitely exciting me. You've had a rough night though, and I don't want to take advantage, so we should probably stop and let you get to bed."
She bit her lip and looked up at me shyly. "Can you show me a few things? Like, I don't want to put you on the spot, but it's still technically the night of my first time, and I'd like a few good memories from the night?"
I brushed her long hair behind her ears, kissing her gently on the lips. "Jess, I'd love nothing more than to show you a few things, if it's what you really want, but I'm also twice your age and you're upset. Are you sure this is what you really want?"
She leaned into the kiss, wrapping an arm behind my neck and tracing her tongue over my lips. Wow, for a girl just learning about sex, this girl knew how to kiss.
I lifted her into my arms, never breaking our kiss, and took her over to my leather couch. I lay her down as I kissed her, fumbling slightly with the remote to my fireplace, firing it up and adding a soft glow to the room. If this girl wanted a fire for her first time, who was I to deny her dream?
We lay on the couch kissing softly, then deeply, then softly again. I wiped the tears from her eyes, smearing her mascara a little. I loved looking into her eyes, framed perfectly with her eyeliner -- I love a woman with eyeliner. As we kissed, our bodies tangled and I could feel the wetness from her crotch as she pressed against me. She lifted off my shirt and ran her hands over my chest as I gently traced my fingers along her back.
I felt her reach down, gasp as she grasped my length through my shorts "it does get bigger" she squeaked. I felt her pull me free from my shorts and start to guide me between her legs.
I pulled back a little. "Oh, if that's what you want, we'll get to that, but we don't start with that Jess."
She pouted a little, "Are you going to make me strip and suck your cock? I mean this one might be more fun, it's definitely bigger, but still."
I smiled back at her, "No my dear, that may come later, but first, you need to experience what it's like for a man to please you between your legs."
I started to shift down the couch, but I felt her stiffen. "I haven't showered, I'm sure I smell bad."
"I can already smell your sweet musk, and it is intoxicating."
"Well, what if I taste bad?"
"I cannot wait to taste your sweet juices."
I kissed lower, along her stomach but over the shirt.
"Wait, I haven't cleaned up, I'm still all full of Brian's cum!?"
I looked up at her, well this was new. I couldn't say I'd ever gone down after a woman had been filled -- especially by another guy, but I also didn't want to break the moment. I wanted to give her a first time to remember.
"Well, then, as long as it doesn't upset you, let me worry about that. You won't be full of him for long."
She blushed and covered her face, but just for a moment. Then she scooted back to prop herself up on the arm of the couch so she could see what was happening. So natural, but so erotic.
When she scooted up on the couch, I found my head between her knees and I kissed each gently, feeling her tremble slowly at my touch. I reached up to lift the bottom of her shirt and discovered she wasn't wearing panties. She must have been upset, grabbed a shirt, and come right over.
I looked down at her naked lower half, she was truly beautiful. I saw the shimmer from her dangling belly button ring -- wow, of the things that drive me wild, that's toward the top of the list. I looked lower and saw her short trimmed hair, a soft short carpet covering her sex. I noticed her lips, a little swollen, a hard little nub peeking out at the top, and a thick glaze of white cum all over. This Brian may have had a small cock, but he must have had gigantic balls.
My gaze lowered and I saw her lips gently opened at the bottom, red and swollen, and a thick white drop peeking out from inside her. I looked lower as I began to kiss her thighs and noticed she'd leaked down her firm tan thighs. I'd never tasted another man's cum before, but it looked like I was about to dive in head first, pun intended.
I began gently kissing from her knees up her thighs. Kissing back from one to the other, soon feeling the thick glaze begin to cover my lips. I inhaled her scent, but also caught the smell of the cum as I kissed. I looked up into her eyes, saw her biting her lip nervously, then began to gently suck and lick at the firm flesh of her thighs. I could taste the cum, but my mind couldn't get past the way her legs quivered in pleasure and the soft, shy, sexy moans she was making.
"Oh wow, oh yes, this is just how I imagined it"
I kissed higher, feeling the tip of my nose brush over her swollen lips. She groaned loudly as I gently kissed up one lip and down the other. I felt her shudder as I blew gently over her clit. "Oh yes, please don't stop, please don't stop"
I kissed her little clit softly, sucking gently until I could taste only her, then flicking the tip of my tongue over it quickly back and forth. I felt her tense up. "Oh yes, oh don't stop, that is so much better than my finger, eeeeeooooo"
I smiled as I looked up at her face scrunching up in pleasure. I felt her body tense and her thighs close around my head. "Oh yes, oh yes, oh yes, ooooohhhh" she groaned as she came hard as I flicked her clit.
I let her catch her breath and looked up at her. When she finally met my gaze, I flicked my tongue over her clit again and felt her tense up with a mini-gasm. I smiled as she tried to push my face away but I held firm, flicking and feeling each mini-shudder pass through her.
"Oh wow, I've never felt anything like that before. It's never that good when I do it myself -- hey, eee, oooohhhh, stop that!" she quipped as I flicked my tongue again. "It's too much, it's like I cum a little every time you do that"
I smiled as I looked up at her. "You are a beautiful woman. I love your scent -- it's driving me wild. I love how you taste, and I love the way you climax."
She blushed deep and tried to sink into the arm of the couch. I decided to give her a little break as I sank deeper between her legs, kissing each lip back and forth gently. I took a long wet lick through her lips, tasting her sticky juices and surprising myself with a mouth full of cum as my tongue traced her entrance. Oh, that's right, she's still full.
She moaned "It feels good, but a different good, less intense." I kissed lower, licking and sucking her soft skin, teasing the tip of my tongue and and out of her. Soon, the mess was gone and I could taste only her sweet essence. She moaned as my tongue teased into her, "I can't believe I can feel your body pressing into me, I love it".
I kissed and sucked, feeling her body relax and enjoy the pleasure I was giving her. I slid up next to her and leaned in to kiss her gently. I felt her pause -- my lips were covered in her juices, then lean in and kiss me deeply. What a wondrous vixen.
I pulled her body close to mine, my thick shaft pressed hard into her firm belly. I slid two fingers into her, amazed at how tight she was and began to rub slowly, the tips rubbing over that little bump just inside. I smiled as I felt her juices leak over my thumb and I began to rub it over her clit, matching the thrusts of my fingers.
"You're stretching me, and what is that thing you're doing inside me? It feels so, so, so, aaaahhhh!" I held her close, kissing her as I felt her climax roll over her. I felt her tense, her thighs locking over my hand as her hips thrust and her body shook. "ah, oh, yes, oh, oh, aaaggghhh" she groaned.
As she came down from her orgasm, I kissed her lips gently. I looked to gaze into her eyes but found them closed. I smiled as I heard a soft snore escape from her.
Well, that must be all she's up for tonight, I thought regretfully as I looked down at my throbbing member. I pulled a blanked up over her half-naked body wondering if this would just be a one time thing. I regretted not yet seeing her breasts or more of her body, but wanted her first experience to be all good memories, so I let her sleep.

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