Emma Awakened Pt. 03

"Well, my first time was with Michael. Wait, I just did it again! I'm so used to telling people I lost my virginity with Michael that I actually believe it sometimes!" she said. "Anyway, my first time IN COLLEGE was with Michael. I had it in my head that I would 'reinvent' myself, so what better way than to become a hippie."

"You were a hippie?" I asked incredulously.

"Well, I started to wear tie-dye and listen to the Grateful Dead. I guess that kinda made me a hippie." she said.

"Hmmm, yeah, guess so. That's hard to imagine." I said.

"I wasn't a very good hippie. I never really got into The Dead. But I got high for the first time with Michael, and THAT was interesting." said Emma. "The first time we fucked, we were both high, in fact."

"How was that?" I truly was curious. Is sex better when you're high?

"It's like having boring sex, but it SEEMS more intense cuz you're high." she said.

"I don't understand."

"It seems more 'spiritual', if you know what I mean. BUt it wasn't very good. You'd think a hippie would be creative about sex. Michael was almost anti-creative. Missionary only. 5 minutes tops." she said drolly.

"Maybe he was too high to get motivated." I said sarcastically.

"Ha! That could've been it! Anyway, we had sex a half dozen times or so. Went out a little longer than a semester maybe. Then I got bored. With Michael and with being a hippie."

"Ok, then came Aaron, right?"

"Yeah, Aaron. Aaron was......... a sweet guy. We didn't start dating until our sophomore year. He was smart. Kinda shy and quiet. He was always willing to help me study. And he paid a lot of attention to me." she said.

"So what happened?" I asked.

"Well, he was REALLY NEEDY when it came to affection. At first it was nice to always want to hold hands, and cuddle, and hug, and all that. And he was always extremely gentle and attentive, so the sex was sweet and loving. Aaron was also the first guy that I had sex with where I was on top, so that was new and interesting." she said.

"So you liked to be dominant with him?" I asked.

"I HAD to be! Otherwise, he'd just take his time and be GENTLE all the time! At least with me on top, I could start to ride him harder and faster. He had an okay sized cock, probably a little larger than Michael's, but not much. He just had NO IDEA how to use it! And I was still comparing him to Jakesh, and he was clearly lacking." said Emma with a hint of disappointment in her voice.

"How long did you go out again?"

"A little over a year, but the sex frequency started to drop off after about half that time. Aaron was a good boyfriend, but not a good lover. He was easy to hang out with and I liked that I always had someone to see a movie with on a Friday night. We maybe had sex a dozen times or so."

"Poor guy" I thought. "Same frequency as me, but only 19 years old."

"And finally, there was Jared."

"That was near the end of college, right?" I asked.

"Yes, we only went out starting after Spring Break our senior year." said Emma with just a hint of regret in her voice.

"So you went your entire junior year sexless?"

"And most of my senior year! But I had boyfriends, just no one that I liked enough to fuck. So, yeah, Jared was good in the sex department. Unlike Michael, he was more than a one-trick pony. He also could make sex last for an hour, instead of just 5 minutes. Unlike Aaron, he was self-confident and took more control. I liked that he knew what he liked and told me to do it. I also liked that he would pay attention to my clit. It was obvious he had discovered where to touch to make girls feel good. He was fun and in control in the sack, and we had a great time. We were almost graduated anyway, so we probably spent more time in bed than in class at that point in college."

"I see. So, lots of fucking, then?"

"Mmmmm, yes. Jared was the first guy I ever spent longer than a 24 hour period completely naked with. And that happened several times!" She was clearly remembering back. Her hips started to shift, and she touched her clit with her hand.

"Does it make you horny thinking about it?" I asked.

"Yes. Those marathon sex sessions were pretty hot. And it wasn't just that. We were also pretty risky about WHERE we'd have sex. Like I remember that i gave him a blowjob deep in the stacks of the science library. We were there studying because it was usually quiet and we could find a study room and not be bothered. He took me back into the stacks and kissed me. Then he pushed me down to the floor. I didn't say anything. I knew what I needed to do, and I was eager to please him. It's interesting trying to give a fast, but effective, blowjob without making a lot of slobbering noises. You'd be surprised at how loud even a single slurp sounds in a library!"

I needed to hear everything, so I steered her back to the story. "Why didn't you stay with him longer then?" I asked.

"After graduation he was moving to New York for a finance job. He asked me to come with him, but I didn't want to move to NYC. I had nothing there. no family. No friends. No job. It would've just been him. I didn't want to be totally dependent upon him. Sometimes I do wonder what would've happened if I did, though......." she trailed off. She was almost absent-mindedly rubbing her nipple.

"Do you regret not doing it?" I asked.

She looked at me then after a brief moment staring out into space while rubbing her nipple, smiled and said, "Of course not, sweetie! Then I wouldn't have met you!"

I wondered if she truly believed that or if she did harbor any regret. I suppose we all harbor at least a little regret for things that 'might have been', so I wasn't going to beat her up about it.

"So that just leaves Kyle." I said, bringing us back to the guy she went out with before she met me.

"Yes. Kyle. I guess we've come this far. Might as well tell you everything." she said resignedly.

"After college I stayed in town and got my first teaching job. It was hard and stressful and I had sunk a lot of time into it. I wanted to be the best teacher in the world to those kids, so I spent nearly ALL of my time at it. That didn't leave a lot of time for dating. Or much of anything. I even started putting on a little weight, which made me feel bad about myself. That didn't help dating either. I was always in really good shape! And here I was starting to put some weight on."

"I didn't think you were fat when we got married." I said. I really didn't.

"Awww, thanks, honey! You're sweet for saying that, but I was probably 20 lbs heavier then than I was when I graduated college. I stopped playing tennis because it was hard to find the time and a partner while I was teaching. It wasn't ALL bad. I think I gained a couple of bra and cup sizes out of it. Anyway, I didn't do anything more than go on a couple of first dates for a year and a half."

"So how did Kyle enter the picture then?" I asked.

"It was Christmas time and a teacher coworker named Aimee said that I should come to a Christmas party a friend of hers was having. 'It'll be fun! There'll be all sorts of people there, not just teachers, so we won't be just talking shop the entire time. We need to unwind!' was how she talked me into it. So I agreed. The party was halfway between our apartments, so I just met Aimee there. She was right. There were about 40 people there, all in their 20's, so I got to meet some new people. One of them was Kyle. He was funny and very talkative. He was a super charming guy, and he and I hit it off pretty quickly. He was a general contractor by day and a bartender by night, so he had all kinds of crazy stories about building or remodeling houses or weirdos and drunk people. By the end of the night, though, he was really too drunk to drive and I told him he couldn't. He said he would be fine and that he didn't live that far away. I'd be lying if I said I didn't offer to drive him home because I wanted to maybe get a kiss out of it. He finally agreed to let me drive him. He was right - he didn't live that far away. He probably could've walked it in about a half hour if it wasn't super cold."

"So you drove him home and kissed him goodnight?" I asked, somehow knowing that's not how it went....

"Well, I drove him home....."

"And.....?"

"And he invited me up for 'one more drink'. I thought about it hard for a moment, knowing that if I went up there it very likely wouldn't be just for a drink and a kiss. But it had been a while since I'd even gotten a French kiss, so I threw caution to the wind and accepted his offer. We got up to his apartment and he poured a shot of tequila for each of us and cut up some lime - I should've realized that anyone who has fresh lime handy in December probably goes through too much lime in a bad way - and got his salt shaker out. We threw back our shots and he turned to me and kissed me hard. I kissed back. Then we did that exact same thing two more times. I knew once I had 3 shots of tequila in me that I wasn't driving the rest of the way home that night."

"So you had sex that night?" I asked, being Captain Obvious.

"Ha! I'm not sure 'sex' is the most descriptive word to use. Sweetie, Kyle was a pretty crazy guy. Not crazy in a dangerous or necessarily bad way, but crazy in a totally spontaneous and completely id focused way. And Kyle drank too much. And I'm pretty certain every time we fucked, we were both drunk. It was kind of exactly what I needed at that point in my life. I was pretty serious and no fun because of work. The way Jared and I left each other was not very satisfying. And looking back, I needed to have one last time in my life where I was making bad decisions and just having fun before I just became this super Strait-laced school teacher. Kyle wasn't so much a boyfriend as this guy I would get fucked up with and fuck at the end of the evening."

"So, yeah, we fucked that night. Once that third shot of tequila hit me, I was open for anything. And that's pretty much what we did. We started on the couch kissing. I'm not even quite sure how all my clothes got off, but I was naked in no time. That's when he went down on me for the first time. And OH. MY. GOD! It was so good! I never had a boyfriend go down on me until then, remember? Oh shit, I probably came in his mouth at least a few times. The next thing you know he's sitting on the breakfast bar in his apartment and I'm sucking his cock while I'm standing up. Kyle had the good fortune of being the biggest cock I'd had since Jakesh. It wasn't until later that we'd measured it to be 7 inches, but it was as thick as Jakesh's cock or seemed close enough from what I remembered."

It wasn't lost on me that I was probably the smallest cock she'd ever had.

"Once I got him hard, he took me into the kitchen and bent me over the counter and that was the first time he fucked me. Oh honey, it felt so good! I remember him pulling my hair and fucking me hard. It was the most exciting sex I'd had, and not in the 'are we going to get caught?' way that sex in the library was with Jared, but in a 'we're fucking like animals' way that I'd never had before." She started to really work her nipple at that point.

"And Kyle liked to talk dirty, which made the whole thing even hotter. Add to that the fact that I was drunk and I was just horny as never before and just wanted him to use my body."

At this point, I was starting to get hot listening to this. I reached over and started to stroke her pussy.

"Uuuuuuhhhmmmmm, that's nice, sweetie. So, um, we went to the bedroom and he went down on me some more. Ungh. Ohhhh..... And.... ummmm..... while he was down there..... Oooohhhhhhhhh...... he... umm...... ungghhh......st..st..stuck his..... tongue in my ASS! Oh god this feels so good, honey! And so did, um..... his tongue in my ass.......that felt sooooo goood too! Unnnngghhhh! I'm.....having.....a......hard.......ungh......time......ungh......concentrating, honey......."

"What did he do next?" I asked, still rubbing her pussy.

"He ate my ass and pussy..... ohhhhhhh..... he turned around...... we......69ed.......unghhhhhh......oh don't stop!" she exclaimed. But I wanted to keep her going and not let her cum. So I stopped rubbing her pussy. "You can't leave me like this! I'll tell you the rest later. I need to cum!"

"No. I want to hear now." I said calmly.

"Ugh! We fucked some more - a lot more - after we had been 69ing for a while. We did 'The Holy Trinity' (ha! that's what my wife and I call Missionary, Doggie, and Cowgirl positions), but he also held me up against a wall and fucked me with my legs wrapped around him. And I did Reverse Cowgirl with him. He said he liked seeing his cock disappear into my pussy. The first time he came was after he had pulled me to the edge of the bed and put my feet on his chest and then entered me from on top. He pulled out right before and he told me to put it in my mouth and then he came down my throat. But he wasn't done yet because after a couple minutes of cuddling/resting, he went back down and started eating my pussy out again. Even though he was piss drunk, he managed to cum two more times that night! I don't remember how many times I came. Could be more than all the number of times I came prior to that! If not, pretty close."

"By the time he passed out from exhaustion and being drunk, I looked over at the clock and we had been fucking for nearly 3 hours straight! And it was the most exercise I'd gotten in a couple of years. We were both drenched in sweat. I was covered in cum, both his and my own. He was aware enough of things to know not to cum inside me. We didn't use a condom and there was no reason for me to be on birth control at that point. So the last two times he came, he came on my tits and stomach and then my ass and back. I could smell his cum on my tits and I could also smell my own cum on my tits because he tit fucked me after just being in my cunt. It was the most raw sex I'd ever had. And I had a great time. I passed out myself at that point."

"What happened the next day?" I asked. "Was it awkward?"

*laughing* "No, not awkward at all! We woke up around Noon and what did he do? He went right out and came back into the bedroom with a shot of bourbon for each of us. I'll never forget what he said, "This is to kill the bacteria that builds up while you sleep." It was hilarious. After throwing it back, he got on top of me and started to kiss me again. We fucked one more time and I swallowed his cum again. Then i said, 'I need to go home and clean up.' he asked for my number and then I left."

"And so you dated him for how long?" I asked.

"About 6 months. 'Dated' might be too strong a word for what we were doing, though. We were really fuck buddies. He'd call me after a bartending shift on a Friday or Saturday night, and I'd allow him to come over at 1:30 am. He would start drinking then and of course I would, too. Then we'd fuck till 4am or 5am and then be in bed until after Noon the next day. It was really fun for the first few months. But then it started to not be fun. I didn't like being drunk every weekend, sometimes both Friday AND Saturday night. And I didn't like that we almost never did anything besides drink and fuck. We went to a few movies and some cheap dinners at places like Chili's, but it had never grown into him being my boyfriend. The sex was amazing, and i had started on the pill for him. We did everything. I even let him fuck my ass. That's probably what kept it going for 6 months instead of 4."

"He fucked you in the ass?! You never told me you let anyone fuck you in the ass!" I exclaimed, quite shocked by this development.

"Honey, I never told you ANY of the details of my sex life before! I just told you who and how many - well, except for Jakesh - and you filled in the blanks yourself." she said defensively.

"How did it happen? Him fucking you in the ass the first time, I mean."

"Pretty much like the rest of the time. We started partying and got drunk. Then we moved into the bedroom. He went down on me and started eating me out. That almost always included him tonguing my asshole. This time, though, when he went back to my pussy, he popped a finger into my asshole and started sawing away. I was drunk. I was horny. And it honestly felt good. He saw that I was enjoying it and said to me, 'Emma, I want to fuck you in the ass.' So I nodded and he flipped me onto all fours and got behind me and pushed in."

"Did it hurt?"

"Yes! It hurt a LOT at first. But the longer he was in there, the better it started to feel. And then he reached around and started playing with my clit and then it all started to feel so amazing. It was filling me up in much the same way Jakesh filled up my pussy. When he pushed in, I had to resist the urge to push back, so I tried to relax as much as possible. This was one of the good things about being drunk. I just kinda let it happen. With my clit being rubbed and his fat cock in my ass, I ended up having this huge orgasm that caused me to squirt! It was weird how all the fluid just jetted out of my pussy like a spray hose, but I must've squirted at least two or three times before finishing." she said. Her voice was regaining that throaty sound that she gets when she's horny, and she started to pinch her nipple again since I stopped playing with her pussy. "We didn't always ass fuck. It probably happened 5 or 6 times total."

"So what made you break it off?" I asked.

"I met a really nice guy." she said smiling at me.

"We were never that crazy in bed, though!" I said.

"I got 'crazy' out of my system. Yeah, it was fun, but I wanted to feel good about myself again. And I wanted to feel like someone wanted to be with me and not just fuck me. You were that guy. You were really sweet! Plus, you liked going down on me, too!"

"I still do. I don't know why we stopped doing that....." I said sadly.

"Oh, honey, I don't know either! But I think it's more my fault. We'll do this much more, like I promised!" she said. "Here, take that thing off."

I was still wearing the strap-on. I took off the harness to expose my own cock, which Emma then took into her mouth. She got me hard after a couple of minutes of working it and then she started to deep throat it. Since I'm only 5 inches, she didn't have to take too much down her throat, but it still felt amazing. It didn't take long before I came in her mouth and she swallowed my cum again.

"Mmmmm, thanks for giving me your cum, sweetie. That was nice...." said Emma.

"Thank YOU for sucking me so wonderfully, Emma!" i said. I noticed her legs were spread then. So I positioned my head at the apex and started to lick.

"Oh, yes, honey, that's what I want. You know how I like to be eaten! Ohhhhhhh...... soooooo good! That's right, eat me out completely, honey! Suck on my clit, please! Yes! Just like that! Ohhhhhh..... Mmmmmmm....... Unnnnnnngggggghhhhhhh!!!!!!" Relating all her sexual history to me had made her totally wet, so it didn't take long to get her to cum in my mouth.

Over the next several weeks, we started to have sex much more regularly. Instead of once or twice a month, we were now going twice a week (sometimes three!)! That's a HUGE improvement in my book. Emma was still coming home and taking showers, but she wasn't soaking her panties on a daily basis anymore. I would check sometimes and there were definitely times that her panties seemed to have just "regular" daily soiling to them. Her new found energy fueled her to get back into shape, too. She joined a USTA league that met one night a week for practice and a couple of weekends a month for matches. She even joined a Crossfit gym (I guess the Crossfit people call them "boxes") and started going to that in the morning before work. I'd heard crossfitters can get kinda culty about the whole thing, and soon she started to change our diet to be more "paleo". But it was all for the better as she started to change the shape of her body and lose weight. I even dropped some weight just from changing my diet.