[M/F] kindergarten Mom final update | 2016

OK, so first off I'm sorry it took so long to update you guys, I've been kind of busy the past few days and this sorta turned into a novel. Secondly, this turned into a novel, lol. So sorry it's so long. Lastly, go to my posting history and read the other stories for context if you'd like. OK, so now to the story. I'll start off with Friday night.

We had been planning on spending the weekend together for a few weeks now. I had invited her to go see a local band that Friday, and as she was into the same kind of music as me for the most part, I figured she might be into it. Then we were to spend the rest of the weekend feverishly humping away at each other I guess. Hadn't really planned anything out specifically other than her staying at my apartment. Since I don't typically get home until around 630, I asked her to meet me at my place around 7-ish since we wouldn't have a whole lot of time before the show started, but when I got home she was already there. When I rolled into my spot she seen my car and got out of her truck. Good god did she look fucking dynamite.

She was wearing this kind of pale light green dress. It was pretty tight up top with tank top like straps that showed off her sexy collarbone and flared out a few inches below her boobs (full coverage so no cleavage). Very classy looking despite it being pretty damn short. She already has long legs, but they seemed like they went for days. Probably a mixture of the shortness of her dress, and the fairly tall nude colored heels she had on. Her legs looked Long, toned and tan (she's part Mexican so her skin kind of has this year around sun kissed look.) When I walked up and gave her a kiss she was only a couple inches short of being as tall as me. I was immediately reminded of fix Felix jr. "You're face... Look at that high definition!" (Sorry, dad joke.) Probably a combo of not seeing her in make-up and without her glasses very often. But she was gorgeous. Her eyes were the perfect amount of dramatic, not too much, but enough to draw attention. She doesn't wear make-up much, but she definitely knows what she's doing.

I couldn't help but think about how she might be a little over dressed, but I doubt she gets to dress up very often and she looked amazing so I wasn't complaining at all. I actually was kind of apprehensive about it. I know my opinion is a little bias here, but honestly she looked like the kind of women that would turn the head of every guy in the room. I'm not used being with women that draw that kind of attention (I think about these things.) Anyways that's enough already, I think you get the point.

So I let us in and jumped in the shower real quick. I switched to some chinos and wingtips to try and match her level a bit. I got ready pretty quick, and then we took my car to the city. It's about an hour drive (Oakland, not SF). We talked a little about the band and our day, but we mostly just sat there in silence and held hands. I loved how she'd rub the top of my hand with her thumb. My eyes were drawn to her legs like a moth to a flame. I think I might have looked at them more than the actual road on the way there lol. They looked so damn good, very toned. You could see the definition in her quads and calves even just sitting there. I'd steal a rub off her thigh every now and again. I'd slide up fairly high, but restrain myself before getting under the dress. I know it sounds weird but she looked so elegant I didn't want to cheapen it (at least not yet.)

When we got there parking was a bitch. Downtown isn't really known for its bountiful cheap parking. The closest parking garage was full, but I found a little lot like 10 blocks away. The lot was small, like 30-40 cars max. There wasn't even an attendant. They just had this big board with these little slots you mash your money through. There wasn't much traffic so we got there kind of early. We took our time walking to the theater.

It was kind of weird being almost eye level with a women. I'd never seen her in heels before, and while my ex-wife wore them a lot, she is only like 5'3. When we got inside it was already pretty full. Everyone seemed fairly dressed up too so I didn't feel out of place. Little faith in my peers apparently. I wasn't sure she'd want to stand in heels all night, but she had opted for gen admission instead of the balcony so that's what we were stuck with. The band I wanted to see was great (tumbleweed wanders, look um up) but didn't really pay much mind to the headliner. I paid more attention to my lady the remainder of the show. I stood behind her most of the night. Hands around her waist eventually turned into hands on her hips, and eventually down her legs. I nibbled at her neck and ear a bit while caressing her thighs. Yep, was totally that guy. I mean we were shoulder to shoulder with strangers, but it was dark and loud so I doubt anybody was bothered. She mostly let me do my thing and only stopped me when I got a little fresh and slid my hand a little too high under her dress. After awhile I stopped fighting it and my chubb went full hard on. My chinos weren't exactly hiding it, and she must have felt a fairly prominent poke from behind, as she started lightly pushing her ass into me a little. We just kind of teased at each other for the rest of the show.

After it was over we found a place to sit and stuck around talking until most of the people cleared out. I love how she looks so beautiful and elegant, but she's really just a big goofball. We ended up seeing a friend of mine there that I had knew would be there. I felt a little bad putting Jen on the spot like that, but she didn't seemed bothered. I was more than happy to show her off to him. We talked to him and his wife for a few minutes until they split. Once almost everyone was gone we finally slowly tripped back to the car. We were kind of all over each other. Normally I'm against that as I feel like it's a little childish, but I couldn't help it, she makes me feel like a kid.

We finally get to the lot and is was almost empty. There was still a few cars littered around. Like I said earlier, the lot was super small, up against an old brick building. Really grubby, Very dark. I walked her over to the passenger side grabbing and kissing at her. I had been sliding my hands up and down the back of her legs on the way back to the car, occasionally sliding my fingers up between them. As soon my fingertips would hit the bottom lip of her ass, she'd pull my hand away. We did that a few times : ) I pressed her against the car and gave her a good deep kiss. She smelled so good. I don't usually care for perfume, but whatever she was wearing smelled delicious. I just don't care for the taste on the neck. She'd try to open the door from behind her but I wouldn't unlock it. She'd plead a little in between kisses with me to let her in, but I was having too much fun to stop. After a little bit of uncontested kissing went on I got a little brave and grabbed a healthy handful of ass. She tensed up a bit but didn't knock me away that time. I was a little surprised to feel the warm skin of her ass cheek. I remember being way turned on thinking about her being sans panties with such a short dress on. (I later felt that she had a thong on.) We kind of just went at it for a minute. Her, under my shirt rubbing my back and stomach while I groped away at her legs and ass. It all became a little much when she grabbed me and started jerking me through my pants. That, combined with the fact that us and parking lots had unfinished business made me really just want her right then and there.

We were only like 50 feet from the main street, but with it being really dark and my car in between us and the sidewalk, I doubt anybody would notice. It had to have been after midnight too, so I don't think there were very many people out and about anyways. I decided to just put it out there and tell her there was no time like the present. I halfway expected her to be offended. But to my surprise she just kinda stared at me for a few seconds not saying anything before finally saying:

"I think I have some condoms in my purse."

I popped the trunk and waited on the edge of my seat like a fucking dope fein while she rummaged through her purse. Apparently she had brought some with her but left them in her overnight bag at the house. I also had some there but a fuckton of good 2 boxes of condoms does an hour away. She made a crack about me having to wait until my place like she initially told me, but I could tell she was frustrated too.

I closed the trunk and walked her back to the passenger door mulling over my next move. We kind of just stood there staring at each other for a minute before I finally just started kissing her again. This time I went straight for the goods and started rubbing her through her panties. She didn't stop me. Very warm and moist down there considering it was fairly chilly (nothing turns me on more than a girl that's wet for it). Her thong felt pretty streamlined without a whole lot of fabric going on. A little lacy, couldn't wait to see it. As I got no resistance, I figured I'd push the envelope, and try to slip a finger in. But no sooner then I actually got underneath them and wet my fingertips, she pushed me off and said "fuck it". She unzipped me with one hand and reached under her dress with the other. I wanted to yell 'yes!' with a success fist when I seen her start pulling her panties down lol (don't worry I didn't.) I quickly turned her around and leaned her against the car. I helped her with her thong pulling it down to her knees while she spread her legs a little.

I thought about telling her that I'd had a vasectomy a few years back when she asked me not to finish inside her, but figured now wasn't the time, so I just said ok. I felt the pressure as I struggled to get my fully erect penis through the open zipper on my pants (no small feat I might ad.) It probably only took a few seconds, but it seemed like it took forever watching her head dart around nervously. I couldn't believe she actually was down with this. I finally got my dick out and lifted her dress. It was dark as shit and I couldn't see what I was doing very well so she reached around, grabbed my shaft, and guided me in.

Hol-ee fuck.

Let me remind everyone that this was only the second time I've had sex in two years, and the first time without a condom. Now I don't know if her vagina just has magical powers or what but I honestly didn't remember pussy feeling this amazing. She was tight, but received me smoothly. Overly wet, I swear this women lubes up like a teenager. I gripped her hips and pushed in deep. Not really sure why, but something about having sex with this beautiful women in this desolate place was so damn hot.

After a few slow insertions to savor the feeling, I started pumping. I made a conscious effort to not just smash her and pushed slowly but firmly instead (all I really wanted to do was wildly hump away like a dog.) She felt so good. I had to stop myself from moaning like a fucking idiot. She wasn't making much noise as usual, just some soft humming sounds in rhythm with our fucking. I remember thinking about how much more comfortable this was compared to her kitchen strangely enough. With her wearing heels her lady bits lined up almost perfectly with my dick (I was squatting down quite a bit in her kitchen when entering from behind.) I wanted to feel her breasts as I pumped away, but they were tightly tucked away under her dress, so I went for the lower half instead. Her dress wasn't really getting in the way too much considering how short it was, but I held it up anyways mostly so I could see her ass as we fucked. I picked up the pace a bit and found a steady rhythm, with us making a satisfying clap as I pumped away.

I was so engrossed in watching the task at hand that I had kind of neglected the fact that we were having sex in a very public place. I guess subconsciously I expected her to be the look out the way she was looking around earlier, so I was as little surprised to see her head resting against the car when I looked up. There wasn't anybody that I could see other than the occasional car (Not that I'd probably had cared if there had been.) I focused back on the task at hand, and reached around to give her clit a little stimulation as I started going a little faster, which resulted in some fingernails in my forearm. At this point I actually got some audible noises out of her. A 'mmmm' sound (kind of like the Campbell's soup slogan) that jostled every time my body hit hers.

Now I'd like to tell you I fought the good fight here and gave it to her 6 ways to Sunday, but it just wasn't meant to be. I doubt 5 minutes had gone by before I was ready to cum. I grabbed her hips and slowly slid in and out trying to get my bearings. Not sure if it was just the position or lack of lighting or what, but my very average sized Johnson looked especially long for some reason, watching it side in and out. I was enjoying just watching it disappear inside her for a moment.

I must have made it apparent I was close the way I was dicking around back there, because she turned her head and asked me. When I said yes she told me to just go ahead and finish. With every minute passing being one closer to possibly having someone show up in the parking lot, I didn't contest. It probably only took another 10 seconds of aggressive pumping before I felt the familiar nut tensing. I pulled out and started stroking to finish, but she took over for me almost right away. She jerked me off as I shot my load onto the ground near our feet. It was probably the blue balls I'd had since I first laid eyes on her earlier that evening, but I'm proud to say I shot a decent sized load a good distance. I doubt women actually care about that, but it's nice to me when there's a decent shot. Nobody likes a dribble (mental thing I guess.) She kissed my neck and ran her fingers through my hair as I came.

She pulled her panties up and I just put my sloppy dick back in my pants as I didn't really have anything to wipe off with. She didn't make me feel bad about her not cumming, but I promised to take care of her when we got home. I don't have the energy to give you the play by play, by we had a good time. We actually got completing naked for once, so that was a plus. We didn't actually have sex again that night, but she wasn't complaining. I think I kissed and tasted every inch of her body. Spend most of my time going down on her. She had a very well manicured fairly thin landing strip. I had mentioned previously that I liked the strip the first time I seen her, so I like to think that was the inspiration. I'm also strangely proud to admit that I ate ass for the first time. It was right there and just looked so cute, so what the hell.

The next day was pretty good too. We mostly stayed at my apartment, lounging around in sweats and leggings. I made food/Redbox runs, but that's about it. We'd cop a feel of each other every now and again (she seemed to like just playing with my flaccid penis lol), but we didn't spend the whole weekend screwing like initially planned. It was nice to just have nowhere to be and spend time with her. Ok, so this is a good time as any to address some of the backlash at my feelings for this women.

The anonymity of the the internet has granted me a platform where I can be very open about my feelings/iinsecurities throughout this whole situation. Please don't confuse my openness with naivety. It's not lost on me that there are things wrong with what we are doing. Is also not lost on me that the situation between her and her husband is toxic, and won't last. But it's not really my place to tell this woman to get a divorce. Divorces are messy. She hasn't worked in over 5 years, there's alimony, and child support to consider. Someone would have to move out. I'm not exactly telling her to move in here either. I'm looking to date the women, not get married again (one step at a time here.) Look, I'm not saying she shouldn't, I'm just saying what the hell do I know.

Despite the fact that I know the chances of this working it out are slim, I choose to proceed due to the fact that I enjoy being with her. The sex, the company, the companionship. She's funny, loving, sexy, and if I give her just a little bit of happiness throughout this whole affair, it was worth it to me. If it doesn't work out, at least I had a good time. There, I said my peace.

So anyways, like I said the rest of the weekend was great. While we didn't screw like bunnys the whole time, we did end up having sex again Saturday night/Sunday morning. It had to have been like 2 or 3 in the morning. I literally woke up with my dick in her mouth. We never turned the lights on and had sex in almost complete darkness. I remember it seeming very quiet too (My apartment had pretty good sound isolation.) We didn't say more than two words the whole time. Just the sound of sheets and skin. You know how you could hear the rustling of clothes and stuff on soap operas? Kind if like that. We tried a few different positions, but mostly she was on top riding. I had told her earlier about my vasectomy. Even showed her the paper proof (I went back and got the test done again after getting divorced, as I figured it might come up. She has an implant anyways, so asking me to pull out Friday must have just been an extra precaution. We didn't use a condom again (I know, I know) and I came inside her per her request. Sunday morning I cooked breakfast while she showered. She stayed until about noon before leaving to go get her daughter. She left fairly nonchalantly. She gave me a kiss and said she'd see me tomorrow (at school.) I know it sounds cheesy/pathetic, but it was a little depressing. It felt like she was just going to run errands or something and be back later.

Things have been great ever since. Just like last time we had sex we haven't really been sexting or talking dirty too much (here and there), but we still text and talk more than ever. I seen her husband for the first time yesterday morning. That was kind of awkward (not that he knows that I'm boning his wife as far as I know.) He came to drop off their daughter for some reason (when I asked, she just said he had the day so he just did it.) He's shorter than I imagined. Probably about 5'9. He's pretty stocky though, he could probably kick my ass. He looks like he's some type of pacific islander or something. Looks kinda older. At almost 15 years my senior it shows. Anyways. That's about all I could think of sharing. I probably won't be posting anymore either, or at least not for awhile. This took forever to write out lol. Maybe a quick update of the status if there are some major changes, but it takes too long to write out these very descriptive stories. Anyways thanks for reading and for all the advise everyone. I really do appreciate it.