Sunday, October 19, 2014

J, the 35 year old movie studio interior designer (10/2014)

I sent J a simple, "You look great. (my name)" on a Friday night. She responded quite fast with a "Thank you. What are you up to tonight?" I responded with what I was up to and she said she was going out with a couple friends that were in town and that I should join them with a couple of my buddies. It was a bit late notice and she lived on the other side of town. No go that night, but we did make plans for a couple nights later.

J was one of the few I did not screen at all - very light/mild to none at all. She simply knew that I found her attractive and I was pretty sure she found me attractive as well.

The next day she txted me and asked if she could call me to talk on the phone. I told her I was eating and I will call her after I am done. J sounded pleasant on the phone. Kind of ditsy, but I liked her voice. I teased her as to whether she did this with all guys and she said she didn't, but she wanted to make sure I was who I was and there was some flow in the conversation. I suppose I passed because she agreed to meet up the next night at a low key bar in her part of town.

Did my standard calling to let her know I was on my way right before meeting up for our first 'date'. I arrived a bit early and waited in my car until she txted me that she was waiting inside. I got out of my car, walked to the bar, entered, then gave her a hug and told her she looked nice - great cleavage on display with nice skin tone and smile.

Conversation was very easy and smooth flowing with J on our first meet. It almost took us too long to glance at the menu to decide what we were going to order because we were already engaging each other with good conversation as the server made the rounds asking us if we knew what we wanted. J got some type of cocktail and I got my standard beer. In all honesty, i'm better at communicating with women sober. It used to feel as it were the opposite just a few years ago. Anyways, our drinks came out fast as we continued to talk about hobbies, work and life, including treading maturely on a sexual topic or two. Once I was done with my drink, she ordered another cocktail - this girl can throw them down. Turns out she had a background in serving at a club in her 20s. Oh, yeah, and our tastes in music were almost the same, which is always nice.

After she was done with her drinks she got her credit card out and payed for them willingly as I threw her some for the tip and my beer. Easy peasy. No expectations that I should pay or anything. Cool. We walked out together towards her car. I kind of felt she'd invite me back to her place, especially since she was a bit boozed up with a couple cocktails in her. As we were walking I got the vibe that she wanted me to grab her hand. I hesitated and didn't, but all was well because I ended up giving her a hug and then went in for a peck on the lips as I was starting to pull away from the hug. She was very responsive and then we started to make out as I spun her around to check her out a bit more. Such a sexy chick, looking more in her late 20s than mid 30s. I wished J well and to let me know when she's free again so we can plan something out. She txted me 10-minutes later telling me she got home safe along with sending me a selfie she had just taken.

In the coming days we would txt around midday about random stuff that was happening in our week. I then told her I was thinking of seeing a DJ I liked midweek and that she was welcome to join. She had plans that night already, but instead told me she was going to go see another group at a well known place on Friday and if I would like to be her +1 - she had a lot of hookups in the city and could get concert tickets for free apparently. I agreed and was actually looking forward to seeing her again. Each day leading up to Friday she would reach out to me with random stuff, mainly music related, still not screening her or her DTF-ness.

Friday had arrived and I was ready for a great night ahead. We touched base around 3PM that day as she told me the time the band was going on at. I responded with a, "Great. Pick you up at 930PM". "Perfect" she said before sending the address.

J was looking sexy again that night. I gave her a hug inside the car as she kissed the side of my neck. We talked about how our days and nights before went. The venue was only a couple miles away, which was nice as we were there entering the parking car garage in no time. This is the venue she worked at some years ago and apparently she knew almost everyone, from the managers, to bouncers and bartenders. Yikes. I knew she was going to introduce me to them, which to me made it seem like I was already dubbed as her bf of some sorts. All good.

As I parked and she began to get out of the car I told her that she had forgotten something and pulled her arm back inside and proceeded to kiss her to more or less continue where we had left off. We walked outside the garage and to the venue together. Surprise surprise she knew the 3 guys standing in front. She introduced me. They were nice to me, but I know they probably hated my guts because they likely never got that there access. She went up to the box office and got our tickets and wrist bands which were comped by some entity. Inside we went, and to greet more people she knew, including the bartender that would get us free drinks. Vodka and soda it was. Two please.

We then made our way to a section that had chairs and tables, where I suppose the wristbands came in handy. We were a tad early, so we sat down next to each other and started talking and enjoying our company, while sipping on our drinks. Smiling, laughing, touching and sneaky kisses away from the people she knew were had throughout the hour long gig. It basically felt like I was her boyfriend as she put her legs on my knees, allowing me to touch and feel all I want. Among the smoothest legs I felt - her exfoliation regimen, as she put it, kept them that way.

It was 11:30PM and the show ended. We said goodbye to her friends, including the guys at the front door, and walked hand and hand back to my car. She said how it was still quite early and how there is a cool, small club a couple blocks from her place that we could go dancing. I said fine, but honestly didn't really want to go and just wanted to go back to her place to 'chill'.

Once back on her street and in front of her car, she said I could park and come in and how she needs to change shoes. In I went. Her place was low key and comfy. She made me a vodka soda and her male roommate, who is in his late 40s, came out. Now, she'd told me about her having a male roommate before, but though this guy was nice and all, he did not come off as the type that could get her - writer/bookworm/articulate type. J made us a drink as her roommate went back into his room. We settled down on the couch as she went in her room to pull out a couple pairs of shoes that she tried on for me to decide which to take out dancing. I chose which ones looked best on her with her dress and she put them on and sat next to me on the couch. We chatted a bit more about the night with our drinks in our hands. She asked if my drink was too strong, and I told her it was just right, but that I thought she tasted better, as I went in to kiss her, this time with more groping. In the back of my mind was the roommate coming out, but it was all in the back of my mind as we proceeded to make out some more. She then said, 'looks like we're not going to go dancing then?' and got on top of me and said 'oh is this what you want?', allowing me to grope her ass and motorboat her tits through the dress.

J then said something along the lines of how we weren't going to have sex, but that we could cuddle. For half a second my rational mind thought "fuck", but then I remembered how it wasn't the first time i'd heard that in that kind of situation and it definitely would not be the last. I led her to her room, where she then turned on some music from her iPad and lit some candles. I pushed her down on the bed and started kissing her heavily with my knee putting pressure towards her pussy. She was not deflecting any of my actions and was quite welcoming in fact to me touching her on her inner thighs and squeezing her ass underneath her dress, until I was able to slide my fingers down and into her pussy. She had a very small vagina that two fingers was pushing it. I put her hand on my pants so she'd feel my rock hard cock through my jeans. She didn't hesitate to unbutton my shirt and pants from there on as I proceeded to continue to finger bang and rub her in every which way as I licked her tits and we nibbled on each others lips. She moaned louder and louder, growing wetter and wetter, that I told her, 'shhh' because of the roommate. "I don't give a fuck", she said in a moaning tone as she stroked my cock.

J's oral skills were quite average as in she wouldn't let me bust in her mouth, but willingly licked my balls and up to the shaft like the good girl she was/is. She told me she wanted me to fuck her, so I did, gladly. Fucking her at first was like fucking a girl in the ass - I could not thrust and she had to go at her own speed/pace. I'm not huge, by the way, in case you were wondering. Anyways, I came rather fast, but knew it was inevitable with all of the four play that we'd been doing. All good. Round 2 (for me) would be coming up fast. As long as I was continuing to work her pussy with my hands and fingers, J was a happy girl.

I don't eat pussy willingly. It has to be clean shaven/smooth and not smell too horrid, for me to want to go near it. Suffice to say, my mouth and tongue was all over her. Tasty. "Put a finger up there", she said. You got it. I then fucked her again, this time her pussy adjusted allowing me to go harder until I finally came. We then got under her covers naked and cuddled with my cock pressed up against the top of her ass. Felt nice. Oh yes it did.

Then she asked about how many women i'd been with that were older than me and how she bet my mom's friends all wanted to fuck me. As well as jokingly saying that she wasn't a bootycall and that next time we'll go on an actual date. Basically jumping two steps ahead. This I suppose was the down fall as I told her I had to go. She wanted me to spend the night and make breakfast when we woke up. It was already nearly 4AM, but I simply told her that I don't do sleep overs on the first time. She understood and told me she wanted me to fuck her again and how horny she is (masturbated every day).

J layed down on her back and I proceeded to fuck her tits until I came, giving her a nice pearl necklace that made its way to parts of her hair. "This is great", I thought, before giving her one last kiss and getting my pants on and out of there.

We've not contacted each other since. Personally I like the woman to engage first after sex no matter if it's a simple 'hello'.

Anyways, it's my birthday tomorrow and she knows it too. I suppose if I don't get a 'happy birthday' from her then it is over.

I'd like to see her again though. If not, I wish her well.






P, the 30-something techy (10/2014)

I found P from the popular app as well a couple days before my nite with Y. I semi screened her more than others and in the process found out she was on there looking for a 'new boy toy'. We exchanged numbers and made plans to grab drinks at the end of the week. She seemed really busy with work, yet on the odd night before meeting up, she'd reach out wondering what I was up to, sending me light sexual innuendo. I then proceeded to send a cock picture (not mine, but looks like it could be mine) that she responded well to - just another part of my arsenal that I use in the screening process sometimes.

As Sunday came around, we agreed to meet at at a bar a walk from where she lives. I stopped by the market before to do my weekly grocery shopping and then called her that I was on my way and was running a few minutes late. She was appreciative of me letting her know and sounded very sweet. This was two days after my nite with Y and I was feeling good going into it.

P was waiting for me at the bar. I greeted her with a hug and told her that she looked great. She was really silly and laughed at almost anything I said - weird, but cute. We ordered some beers and talked about travels and she told me a bit about her unique tech job. P was smart and quirky. She had a degree from one of the top colleges in the state and then returned later to get her masters. Now smart girls can sometimes be a drag and be ball busting, but P did not seem that way - for now.

We finished up our drinks and I told her I had to go. We walked outside and towards her apartment and my car. The vibe was weird. Could not read whether she was into me or what was going on. There we were on the sidewalk right as I was going to cross the street to get in my car. I asked her what she thought. She just laughed and said, 'well if you want to walk me home...'

I grabbed her hand and walked her to her apartment a few blocks away. At the lobby, she thanked me and was still acting strange, without hinting that she would like me to come in. It's basically as if she was dismissing me there and sending mixed signals. Somehow I was able to deflect some of these "well I think i'm too old for you" and "don't think i'm your type" responses and slid past the main door with her and headed in the elevator with her apartment shortly in sight. I felt like i'd just gotten away with something, as I passed her shit tests right and left.

Once inside. I complimented her place and even asked her how much she paid for it. She offered me a drink - which I obliged and felt I deserved at that point. She was on one of the top floors of the apartment complex overlooking a series of palm trees and the city brightly lit in sight. She grabbed me a beer and made her self a vodka redbull. I perched myself outside on the patio deck, where she would meet me and I planted my first kiss on her. P was a great kisser. She loved to make out and use her tongue to the maximum.

We drank our drinks outside and found out more about each other and how we shared a few commonalities in tastes in music. When I finished my drink and she hers, I headed inside to look around more and she followed close behind. We then settled down on her couch and I started to grope her as we made out more, this time harder - something she said she didn't really like and thought I was too aggressive. Okay, if I wasn't persistent and aggressive, I would have never made it up here. Could this girl be more of a tease/sender of mixed signals?

The last minute resistance was strong with P. One of the strongest i've had. She was fine with making out and all, but when it came to me trying to squeeze her ass, put my hands on her inner thighs and getting her on top of me, she would deflect and push them aside, telling me to not squeeze her so tight and to be more compassionate and slow. I tried how she said she liked to be held and began kissing slower. Still the cockblocking was happening.

It was around 11PM and I got up then and there and told her that's all I had and it was obvious she was not into me. Not in a bad way, kind of in a smirky kind of way as I told her it was nice to meet her and I was leaving. She walked me to the door and opened it for me. At the end of the hallway was a blond girl in her 20s walking towards us. I told P, "well I guess i'm going to try and get laid from her then".

Right then and there she grabbed my hand and brought me back inside saying, "i'm not going to let her see you do the walk of shame just like that. I feel bad". I closed the door and we made out again with my back against the door this time, focusing on being more 'soft' and 'passionate'. Before relocating to the same couch, she brought up whether the cock picture I had sent was really of me and whether it was just an angle. I told her it was me and then put her hand inside my pants so she could feel how hard she made me. I then unzipped them and she began giving me a hand job, not saying anything about whether it was not me in the picture or not. I, too, began to put my hand on her pussy, finally getting my hands down there, rubbing her good. She was ultra sensitive and it did not take much for her to orgasm and quiver while shaking her legs together in a moan.

At that point I sat up as she was continuing to stroke me. I then hinted for her to give me oral and pushed her head in a down motion in which she responded, "i'm not going to suck your cock". She did ask whether I had a condom or not however. I said I did. She laughed. I told her, "hey I carry it in my wallet just in case". I took her hand and relocated us to her bedroom where I strapped on and went to town slowly. She was really tight and I even had to apologize for going in too fast at first. It was at that moment that I could see her in her natural, submissive state, looking up at me - I was very turned on to say the least. We dirty talked a little bit as I licked her tits and thrusted deeper and deeper before I came.

It was a really hot night and I was sweating like crazy. She became irritated at me standing up next to the open window trying to get a breather, instead of laying down with her to cuddle. We talked briefly as I got on my clothes, cracking little jokes here and there.

I knew I wasn't going to see P again, and I wish her well.








Y, the 21 year old foreigner (10/2014)


Met Y from a popular 'dating' app. She initiated and we chatted back and forth until I dropped my number and had her txt me.

Happens that Y had only been in the USA for around 3 years. She was here studying from a South Eastern Asian country which I had been to before. I thought that was pretty unique and interesting so I txted her some pictures of my trip. I could tell with that commonality between us she felt comfortable.

Though at first I thought Y being from so and so country would be brought up conservative and religious, it turned out that she was sort of a rebel, and caught up fast with the good 'ol ways of the West dating scene this day in age. For example, over txt, she'd ask quirky things like 'you're not just looking for a hookup now are you???' I felt she'd require a couple dates to loosen up, but was pleasantly surprised and wrong when I bantered with her and sent sexual innuendos via txt to see on what level she was at.

With the weekend here and me house sitting a family friends place, including their dog and cats, we picked up the txting, I sent her pictures of the view and set up i'm currently at and then told her 'I just want to pick you up and bring you back here'. She was game.

Y had no car and took the bus everywhere. She lived with her aunt, uncle and cousin 20 or so miles away. I got in my car, picked up the phone and called her to tell her I was on my way and to be prepared for some fun times ahead. I got there faster than expected, greeted her with a hug and then drove back to the place I was watching over for the weekend.

She had a strong accent, was very thin and feminine. Just a sweet girl in general. No touching or real flirting was going on during the drive. Just basically talking about where she goes out at night and what she does for fun.

We arrived and I showed her the pad. We stepped on the deck upstairs and heard the waves crashing while looking up at the stars. It was then when I kissed her and began making out. I then picked her up and put her down on the couch where we began to make out hard and I applied pressure onto her pussy area with my right knee.

No lmr or games. Her tight body was free for me to explore.

In the past when i'd gotten with an Asian girl, they weren't too fond of giving oral. Was sort of the same with Y, though she did attempt to I suppose. Kind of a turn-off. So I then just fingered her hard until the moaning continued to grow louder and louder. Meanwhile the dog was walking around freely behind us - kind of distracting. Put on a rubber and banged in missionary and doggy until I came. Very tight.

We hung out a bit after upstairs. She had to be back before a certain time that night, so we got in the car and I dropped her off. Wasn't awkward or anything. Just small talk. Laughing. Smiling. Good experience in general.

Y txted me the next day thanking me for getting her home safe. Obviously she wanted rd.2. With her not having a car, I didn't feel like driving to her and doing the whole thing over again so just txted her being friendly until a few days later she asked if I wanted to go to a fashion show with her.

I responded, but not very enthusiastically.

Y was a nice and sweet girl. Maybe I will see her again. Maybe I won't.

Either way, I wish her well.






L, the 21 year old intern (9/2014)


I'd been chatting off and on with L for a month or so. She lived a good 35 miles away from me and it was clear she was DTF. One week day night, when I was house sitting for my parents on a week day, she txted me earlier in the day seeing how I was. I asked what she was doing later and she said "nothing". I came up with the idea that she should take an Uber to come chill with me. After all my folks were coming back to town the next day. When she agreed on the terms of me dropping her back off 'on the way to work' in the morning, I knew it was on.

Before taking the Uber we talked on the phone for the first time. She still had her doubts, because according to her I was "too good looking" to be on the site i'd first see her on, so I sent a couple selfies of me holding two fingers and then three. Suffice to say she was down at my parents gate an hour or so later.

L was mixed Pacific Islander, 5'10" tall, and a bit more curvy in person than I wished, but eh I'd been on a month dry spell and she'd come all the way out here so felt the training wheels needed to come off again sooner than later.

She rang the gate and I went downstairs. I greeted her with a hug and then took her hand and led her up the drive way and inside the house where I proceeded to give her a tour. L was definitely not used to the luxury that my parents are fortunate to live in. I showed her the pool, jacuzzi, sauna, tennis court, before proceeding to pop open a bottle of wine. According to her, she only drank on special occasions. That's cool. Upon walking outside to view the darkly lit tennis court, I kissed her. We then sat down to drink and make small talk. From there I led her to my room and put on some tunes.

Though I don't recall what we talked about or what was said at this time, I do remember that there was no lmr whatsoever as I began to finger her and unzip my pants. I then proceeded to kneel down next to her head and have her give me oral sex while she moaned at me finger banging her. Her pussy was ultra sensitive, as she put it, and hinted that she was a squirter. I went to grab a towel just in case. L was not kidding. She squirted just from me fingering her and it managed to go through the towel and through the top of my bed sheets. Wild child.

L sucked cock like a champ. She had multiple tattoos and her boobs had bar piercings as well as having one underneath her tongue. I always make it a point to get the girl off first before I get off, and it was no different with L.

I strapped on a condom from there and fucked her in missionary and doggy until I came. Usually I will fuck a girl and cum more than once when i'm actually into her. Since I wasn't as much into L as she was into me, I just came once and after that we got dressed and talked over some tunes I began to play out of my computer. She then came over and put her chin on my knee like a puppy dog. Clearly she was trying to get all lovey dovey on me. Meh. Whatever. I showed her the guest room, before her asking if she could sleep with me.

Even if my bed happened to have been bigger, I would have still came up with an excuse as for her not being able to sleep with me.

I woke up early that morning as did she. We boarded my car and I dropped her off at home before telling her that if she comes out in town to let me know and maybe we'll meet up again. A month later, and still haven't received a txt from her.

That is okay. And I wish her well.