I turn a conservative girl [f]rom my college into an absolute freak and get the best sexual experience of [m]y life in return-Part 2. | 2016

Link to Part 1

Sorry for the delay. Life has been rather busy as of late. Also, I'll apologize for the length. Clearly writing concise stories isn't my strong suit. This is actually going to be Part 2 of 3. Hope you like it...

So, at this point in the story, I've set my sights on Ashley. We're starting the ultimate Frisbee season and a few of us in my circle manage to convince Ashley to participate. She's "focused on her studies" and can't throw a frisbee, but we manage to get her to sign up.

I capitalize on this opportunity to start talking to her more. After one of our first practices, I chat her up and find out she's headed to the library to study, so I immediately change my plans for the night and meet her there. We study at the same table for an hour or two (I'm in my final semester and have the easiest schedule ever, so I pretend to study), and then I convince her to grab a late coffee with me before heading back to her apartment.

Ashley may be studious and a touch uptight, but she's also got a great personality. I've got the confidence from the past year, I'm a year older than she is which helps a bit, and we seem to have a good connection. So the conversation goes well. She's interested, I'm genuinely engaged, and my progressively more overt flirting is making her laugh and blush. Her body language says I have her hooked on my line and just need to reel her in.

We hang out one more time about a week later, and I finally convince her to come over to an apartment party we're hosting the next weekend. It's a rather big one, with all eight of the apartments on our top floor participating. Ashley shows up with a girl friend of hers, and is quick to make her way over to me and my friends who are making drinks in the kitchen. I get her order and get to making her a drink with some decent booze, not the cheap shit for public consumption. As I hand it to her, one of my frat brothers teases her. "Careful, Ashley. He's giving you a healthy dose of the good stuff to get you drunk."

She's sips the drink cautiously while looking at me over the rim of the cup with a questioning look.

"Oh, don't worry, Ash. I don't need to force strong drinks on you to win you over," I reply with a confident smirk. She tastes the drink, realizes that it's weak if anything, and responds with an adorable, suppressed smile while she breaks eye contact and looks away. Time to continue reeling.

A few hours later, the party has died down a bit. There are a dozen or so of us left, hanging out in the living room, including Ashley and I. At this point, we're all nice and buzzed. Maybe drunk, but we've still got our wits about us. The conversation is perfectly lubricated, helped out by booze and a smattering of pot smokers that periodically retreat to the balcony for a hit. At this point, I am openly flirting with Ashley and she is coming out of her shell, confident enough in her skin to be simultaneously flirty and hard-to-get. She is neither desperate for attention, nor overly sure of herself.

As for me, I am very into her. The thrill the chase is a big part of it all, but this is a girl I'm genuinely attracted to and the longer we talk, the more I find about her that I like.

One of the apartments shuts down for the night, and a group of six or eight of our friends come in to party some more. Among them are Laura and Crystal, one of the first girls Laura hooked me up with almost a year prior. As they come in, I move from the couch to my recliner to make some space, and beckon Ashley to join me. She half sits on my lap, half on the arm of the chair, and leans back to rest on my chest.

Crystal, who is clearly intoxicated, sits down on the couch next to us, pans her eyes around the room, and pauses while looking at us. After her eyes focus after a moment, a big shit-eating grin spreads across her face and she blurts out, loud enough for half the room to hear: "Ohhh, look at you two! How cute! You're in for a wild time, girl! Have fun..." Now I'm confident in my abilities, but this is embarrassing. I'm borderline mortified, and the night is over if she thinks this is a setup, which it absolutely isn't. I don't need this at all since things are coming along quite nicely with Ashley without outside help. Laura, ever my wing girl, comes from out of the kitchen over to Crystal and pulls her out onto the balcony.

As I'm sitting there, rather annoyed, Ashley sits up, turns so she's sitting perpendicular to me on the chair. "Sooooo, what was that all about?"

"Oh, it's nothing," I reply, not very convincingly. "Crystal and I fooled around a year or so ago."

"It sounds like she had quite a good time." She made a statement, but it's clearly a question for me.

Fuck it. At this point I might as well pull the trigger. I've got Ashley interested in me, we're both feeling good, I'm horny (as usual), she's talked to me exclusively for the past hour or more, and she's sitting in my lap. I make eye contact with her and give her a confident half-smile. "Of course she did."

Ashley responds with an intrigued but challenging eye brow raise and a "Hmmmph." We sit in silence for a couple minutes. I'm not going to be the first to resume the conversation. I want her thinking about what was just said. After a few agonizing minutes, she asks if I want another drink. I say yes and follow her to the kitchen. After topping off our cups, I grab her by the hand.

"Here, let me show you around." I take her down the hallway to my room, unlock the door and lead her inside. I lock it behind me and she looks at me, smiles, and walks around the room to check it out.

"This is pretty nice for a guy." She says. It is. I usually keep it somewhat tidy, but I planned ahead and cleaned it top to bottom. I walk up to her and tap her cup with mine. "Cheers!"

"For what?" she asks.

"For me finally getting you someplace private."

She sips from her drink and gives me a playful push, but her hand grabs ahold of my shirt and we pause for a moment, looking at each other. I lean in and kiss her. Firmly, but without any tongue. She kisses me back and breaks away for just a second before leaning back in and kissing me. She opens her mouth and I feel her soft tongue between her perfect but thin lips. I respond by opening my mouth and letting my hands wander from the small of her back. After a few minutes standing there, kissing passionately, we come up for air and she asks me with a curious twinkle in her eye about the comment earlier. "If you're a good girl, I might show you," I chuckle as I kiss her again, pick her up, and lay her on my bed.

As we lay down and turn on some music on the computer for background noise, she leans away from me and says "Look, I really like you. And I'm having a good time here. But I'm a good girl. I don't have sex right away."

"That's totally fine, Ash," tell her between kisses as I'm running my hands up and down her hard stomach, brushing over her firm B-cup breasts. "I want you to be comfortable with whatever we're doing. Right now, I just want to make you feel good..." I'm lifting her shirt and kissing her stomach from the button on her jeans north. "So you go ahead and stop me whenever you're uncomfortable. But until then, relax and let me make you feel good."

These may seem like some cheesy lines said to get laid, but it was genuinely the truth. I loved having sex (still do, obviously). But the most fulfilling, arousing part of a first time with a girl was trying to make her feel things she had never felt before. Or at least not with someone else. Nothing turned me on more than having a girl writhing in ecstasy under my fingertips. I wanted her cumming and begging for more. I wanted her to have trouble focusing on anything else for days afterwards because all she could think about was how amazing she felt when we were together and when could we meet up to fool around again. I wanted them constantly fighting the urge to text me and skip class to meet up and get naked.

And even though it sounds kind of awful to say, I wanted it to be so good for her that it "ruined" her later. That every sexual experience after that paled in comparison. That future lovers of hers were "good" or "great" but not as good as it was with me. I wanted them drunkenly and fondly retelling friends years later about the night they came 6 or 8 or 10 times in a row with some guy from college. I wanted them remembering my name forty years later. Yea, probably not the most altruistic goal, but that's what I aimed for, it's what turned me on even more, and it was my focus every time i got with a new girl. I've changed since then, but at the time, this was my unspoken mantra. With Ashley was no different, even though I definitely had stronger feelings for her.

I finally had her laying on her back, relaxing as I worked my way up her stomach, pulling her shirt up as I went. She leaned forward and I pulled it up over her head, exposing a cute bra and more of her firm, toned body. I undid the front clasp, and ran my hands across her perfect little tits, brushing her exquisite, hard pink nipples with the palms of my hands. I felt her shudder and arch her back invitingly.

I leaned down and ran kisses between her breasts, and up her neck. I sucked gently on her earlobe, ran kisses down her jaw and softly sucked on her neck. I ran my tongue over her collarbone and worked kisses down to her nipple before teasing it, running my tongue around it in slow circles while occasionally sucking it into my mouth. I ran my hands up and down her sides, squeezing and caressing her. I let them wander down her legs, and I cupped her muscular little ass through her jeans.

Ashley was still somewhat tense. Her breathing and moaning indicated that she was enjoying herself, but there was still enough tension in her body to indicate that she wasn't sexually confident in herself to relax completely. Not too surprising given her (I assumed) limited experience and the fact that this was the first time we'd fooled around.

"Here, let me give you a massage..." I hoped up and laid a large towel over my comforter and grabbed a small bottle of oil. As she rolled onto it, I unbuttoned her jeans and pulled them off, revealing simple black thong panties that showed off an ass even more amazing that I'd expected. I squirted the oil into my hands and started rubbing her back, neck, shoulders and arms. I could feel her, slowly but surely, relaxing.

I repositioned and worked both of her athletic legs, working the calves, up her thighs, to her ass. As my hands neared her pussy, I let my fingers brush ever so slightly against her. She arched, subtlety at first and then more aggressively after a time or two. I could feel the heat radiating from her slit in waves like an oven. I moved on, keeping her wanting.

I worked my way back up her body and pressed against her with my bare chest. I worked my jeans off, laid on top of her with some of my weight, and leaned down to kiss her. It was somewhat awkward, but she strained to meet my lips and moaned as forcefully as she had all night as I massaged her scalp with my free hand. I feel the tension melt from her body as I slowly run my fingers through her hair. My cock, straining to burst from my boxer briefs, was pressed between her ass cheeks and she was pushing back and rocking against me, ever so slightly.

I rolled her over and continued the massage, kissing her more and focusing on her nipples, which she clearly enjoys. We're kissing as I work my way down to her mound and trace her slit with my finger. Her panties are damp on the outside and by the time I've gotten to the bottom she's pulled her feet up and spread her knees as wide as they'll go.

She holds my face close to hers and whispers in the sexiest, most innocent little voice; "ple...please k-keep doing that." I smile and run my hand under the elastic of her panties.

My fingers are greeted with a neatly trimmed bush. Bush isn't exactly the right word, but there's definitely hair there. A neat landing strip and closely cropped dark hair down her pussy as well. I'm not entirely surprised, based on her somewhat conservative personality, but it's certainly outside the norm for college girls. At least the ones I'd been with.

I start working up and down her very wet slit, teasing it by dipping a finger a little deeper into her without full penetration. Every so often, I trace up to her clit and softly rub it in slow circles with her own juices. She is loosening up more and more, moaning and rubbing my back in response. Her kisses are getting more passionate as well. When she reaches down to stroke my cock, I stop her after a few tugs and tell her we'll get to that in a minute, but first I have some business to attend to.

After getting her panties off, I slip one finger deep inside of her and continue sucking and teasing her nipples. Her pussy squeezes my single finger like a hot, wet velvet vice. She is as tight as any girl I've been with. I continue to work a finger in and out of her, getting in a slow, comfortable rhythm and work my way south to taste her. I pull my finger out, put my hands on the back of each of her knees, and push her legs apart just a little bit further as I lean in to taste her for the first time.

Simply put, I fucking love to eat pussy. And I'm pretty sure it shows. I lap at her, running my tongue up and down her perfect pussy at a measured pace. "God, you fucking taste delicious," I growl. All I hear from her is a groan.

I suck and lick every inch of her; her outer and inner lips, her clit, the sensitive skin between the pussy and the inner thigh. My mouth and everywhere around it glisten with her juices. Finally I start to work towards getting her to cum. Using one finger still, I firmly massage her G-spot while concentrating on her clit, first with firm licks with a flat tongue, then by latching on to her with my mouth, pressing my tongue firmly up and against her clit, and shaking my head vigorously (but ever so slightly) back and forth.

It take a minute, or two, or ten. I can feel her growing impatient with herself, so I move up to kiss her and ask her,

"Are you getting tired of this?"

"Oh god no. I just don't want you to get tired and it feels really good but..."

"Stop." I interrupt her. "I have nowhere else to be right now, and I could do this all night. So how about you stop trying to rush your body along and accept this as a gift from me."

I resume what I was doing and within five minutes I hear her breathing quickening and can feel her pussy spasming and contracting around my finger. I pick up the pace just a little and before I know it, she cums. She moans, arches her cute little ass up off the bed and I feel her whole body tense and shake.

"Uhhh, wow. That was the first time I've ever cum from, well, that."

"What, exactly?" I ask.

"Um, you know, getting eaten out. Or fingered. Or from a guy." She says, blushing.

"Well hang on. I have a little something more for you." Her body is still primed and ready to go. I don't want to lose this. I convince her to lay back and kneel at her side. She's rubbing my cock through my boxer briefs again, and I'm rubbing oil all over my hand and her pussy. I slowly slide two fingers into her. It's a tight fit. She moans and pulls my underwear down. My cock springs out and she's tugging as best she can from her back while I start working her pussy. Time for my finishing move, I chuckle silently in my head.

Between the oral and her already cumming once, plus some oil, she's primed and ready to go. It only takes a couple minutes of pumping my hand up and down. I keep the pressure nice and firm, ensuring I'm pushing against her mound from the outside with my palm and against her g-spot from the inside with my two fingers. As her body responds, I pick up more and more speed. It doesn't take long for her to forget about my cock. She's in her own world, pinching her own nipples and giving loud, guttural groans. I fucking love it.

As I feel her orgasm approaching, she starts bucking. It feels like she might squirt, as I feel pressure against my fingers. And before I know it, her breathing is is short gasps and she's moaning "oh fuck, oh fuck, oh fuck oh fuck ohfuck ohfuckohfuckohfuck, ughghhhhhhhh" She cums hard and I feel the tiniest amount of fluid expelled.

I remove my fingers, and let her catch her breath, then go right back into it again. She was caught off guard, thinking that was it, and the second orgasm hits her in 20 seconds. I don't even remove my fingers for the third and its the hardest one of all by a whole lot. I'm certain anyone in the hallway heard. If the music or TV got turned off, likely everyone in the apartment heard. And she doesn't seem to care. She's pulled a pillow over her face and is groaning into it as loud as she can. Her body continues shaking for ten, twenty seconds. She forcefully pulls my hand away.

"Stop, stop. I need a break. Holy shit. Wh-what was that?" She asks, genuinely surprised.

"So you liked it?" I ask teasingly, already knowing the answer.

"That was the hardest I've ever cum. Ever. Ever ever ever." Man that is music to my ears.

We kiss and cuddle for a few minutes while she comes down off of her high.

Now for the rather amusing part of the story. Ashley, being the typically in-control overachiever, wants to return the favor. Which is awesome. Except...

She has me lay down on my back and rubs herself up and down me, stroking my cock as she coyly works her way down to it. She runs her tongue up and down it's length a few times, then opens her mouth and starts to suck me and the head is not good. Looking back on it, after everything that would happen (in part 3), it was cute and comical. Heck, even at the time I wasn't necessarily disappointed. My ego was miles high after getting her off. Even a bad BJ wasn't going to ruin my night. But I didn't want to hurt her ego or have it affect any future sessions.

I tried coaching her just a little. I knew she wouldn't respond well to lots of instructions. But little things, like keeping her mouth nice and wet, not using her teeth (ahh!) rhythm, etc. were all way out of sync and lacking. I started to lose my hard on, and she knew it was her because I'd been hard as a rock for an hour plus at this point.

Before things went completely sour, I retook control of the situation, had her straddle my face, and commenced to eating her sweet, delicious pussy again. She alternated between some more head and a halfway decent handjob, and fought cumming to the best of her ability. Eventually though, she relented, and had a smaller, quivering orgasm on my face as I attacked her clit and snatch with my tongue while spreading her ass checks with my hands. Her cumming, combined with the handjob was enough to put me over the edge, and I came on my stomach. We both collapsed next to each other, cleaned up a bit, and went to sleep.

Little did I know, this was not a girl that would take "under performing" lightly. Because of a senior project trip I had the next week, it would be about 10 days before we'd see each other again. And in that time, a star would be born...

To be continued...

again, sorry for the length. I guess I'd make a shitty editor. I hope you all enjoy the story. I will post the best and final part as soon as possible.