Old Girlfriends

Overheard

2011-10-02T20:39:00.000-07:00

People forget that office buildings are built by the lowest bidder.

The walls are so thin that you can often hear conversations on the other side.

The building I'm in has several different companies in it. A wall by my office has one of the other companies on the other side.

Apparently there is a small room on the other side were a woman thinks she is having private conservations on her cell phone with her boyfriend and various girlfriends. She has a voice that carries and the topics catch the ear.

From her conversations, I know that she is fond of anal sex and has no problem telling her boyfriend that she wants his cock in her ass.

She also likes to get spanked. She was telling a friend that her ass is pale and unmarked currently. She was unhappy with this because she wanted to show off welts on her ass to another girl.

I've seen this woman around the building. She does have a great ass. She makes the most of it by wearing tight pants and shoes with 3 to 4 inch spike heels. It's not a skinny size 0 eat-a-sandwich-for-Gods-Sake ass either. It's got some meat on it, but it's not sloppy either. Nice firm bubble butt. It is her best feature. No wonder she likes to have it spanked and fucked.

Damn, she is good at maximizing her assets. High heels, tight white pants with black pinstripes and a short jacket. Getting that woman naked and on all fours would be a gift from a loving and kind Deity.

I love technology

2011-09-29T19:44:00.000-07:00

Combine the Internet with widespread use of digital cameras and what do you get?

I'll tell you what. Men posting nude photographs of their girlfriends and wives to various websites dedicated to that very noble purpose.

Technology is fucking great.

It is even better when you recognize one of those wives/girl friends out in public.

Like today. She is a serious MILF. Her husband used to post nude photographs of her on a picture sharing site.

Sadly, his account on that service is gone, along with the nude photographs of his hot wife.

With the way the Internet works, they are still around somewhere, bringing pleasure to those lucky enough to find them. I certainly post them on a regular, if infrequent basis.

She still looks damn good, even with her clothes on.

L's Pussy & Mouth

2011-09-28T19:03:00.000-07:00

That brings us to her pussy. Ahhh...the Gates to Paradise. Young, tight and it tasted so good! I spend a lot of time with my face in that sweet pussy. L was a joy to go down on. She kept herself clean, and the patch of strawberry blonde hair was soft and not overgrown.

I liked getting between her legs with her on her back. That way I could move her legs as I wanted while I kissed, licked and sucked her cunt.

L got nice and wet as she got excited, so it was easy to add finger fucking to the mix. Just fingers though. I have big hands, and while I'm dominate, I'm not a sadist.

She had a great mouth. A very good kisser and a outstanding cock sucker. I would rate her as number two in the rankings. A very close second to Y. (for overall sex, L had Y beat hands down!) She had damn good technique, gained from a lot of practice on my cock. She kissed, licked and took it in deep in her mouth and sucked. Short fast bobs to long deep strokes right down to the base of my cock. Big plus here, she leaned not to ignore my balls. She fondled, licked and sucked on them. I like getting my cock sucked, so L spent a lot of time doing it. It didn't take much training to get her to swallow. I started with cumming on her tits, then on her face and finally in her mouth. That is when she discovered that she liked the taste. It was fun to watch her wipe up my cum from her tits and then lick her fingers clean.

She said the sweetest things with that mouth too. Things like, "Can I stop sucking your cock for a while? My jaw is getting sore." Nice guy that I am, I let her. She just had go from being on her knees on the floor to being on her hands and knees on the bed so I could fuck her doggy style.

We also spent a fuck of lot of time with the classic 69 position. L liked being on top. Said it made it easier for her suck my cock. Who am I to argue with such logic? Being on the bottom freed up my hands to probe her cunt and ass while I sucked on her clit. I could also reach her head, which allowed me to train her to keep sucking while she orgasmed.

In addition to L sucking my cock, I also fucked her mouth. There is a major difference between these two activities. Typically the person performing oral sex is in control. When you fuck a woman's mouth, she does her best to keep up.

P would not like getting her mouth fucked. L did, and so did LT and D. D just didn't like the fact that she liked it.

I had two basic methods for fucking L's mouth.
The first started with me standing and her on her knees. She would be sucking my cock and I would take control. My hand on her head would take a firmer grip, holding her still as I thrust in and out of her mouth with the tempo, depth and force I wanted. The trick was to push her limits, not crash through them.

A variation on this is what I did with D (and L & LT multiple times). The woman is tied down (in some cases, she asked to be...who am I to deny a lady such a request), you straddle her face and after the required rubbing of of your cock head all over her face, the penis is inserted into to mouth either to be sucked or to fuck her mouth. It's amazing how much a woman's oral skills improve when she's been teased to the brink, but not quite to, orgasm three or five times.

The second method was much more premeditated, which had it's own set of mind games. I would have L lie on the bed, on her back, with her head hanging off the edge. This not only opened up her mouth nicely, it lined the throat up for very deep thrusts.

It also laid her body out beneath me as I fucked her face. It was fun to play with her clit while pumping my cock in and out her mouth. Sometimes I would have her masturbate while I fucked her mouth with my cock and fucked her cunt and asshole with my fingers.

After a good face fucking, I would typically reward her by licking her pussy. An act I enjoyed, and the way did it, I was in control. There were some aspects of sex where L was allowed some control. Fucking her mouth and me going down on her were not on the list.

While I was the sexually dominate one and generally driving the agenda, L was quite into the scene (i.e. Lots of really good sex) also.

She rearranged her bedroom furniture once, and I didn't catch on to why until she was getting up off of me after one of our marathon 69 sessions.

"You moved your bed so you could watch yourself suck my cock in the mirror." It wasn't a question. She smiled at me and replied, "Of course."

She was well in touch with her inner slut at the time and I was damn glad of it.

R

2011-09-26T08:44:00.000-07:00

R wasn't really a 'girlfriend', more of a friend with benefits.

When we first met, I was in college and she was a high school senior. She was dating GD and they had a rather active sex life. GD & I almost double teamed her once, but she wasn't ready for that quite yet. We got close, she was nearly naked and we were both probing her holes with our fingers while kissing her and massaging her tits.

And those were very nice tits, not in Y's class, but still damn nice. R was a petite girl with a small, but nicely rounded ass and a healthy rack for a girl her size. After that almost threesome, I stayed friends with both R and GD.

She went off to college and that limited our contact to letters and phone sex. I caught up with her when she was a junior. She was still dating GD and fucking one of her married professors. An important part of a girl's college eduction.

L's Body

2011-09-25T06:27:00.000-07:00

In addition to very cute face, L had a damn nice body. She had muscle tone, but wasn't a hard body. She had enough body fat to smooth things out without being sloppy. Her stomach was flat and smooth. Her ass was well rounded and firm, but soft enough to grab hold of while fucking doggie style. It turned a nice shade of red when spanked too. Her tits were small, but were definitely more than the fried eggs of most nonsurgical enhanced hard bodies. They were very sensitive and responsive as well. A feature I took great advantage of.

Let us return to L's stomach. I loved her belly. One of my favorite things to watch was her belly muscles dance while I licked her pussy. It was almost as good was watching my cock slide in and out of her mouth or cunt.

L was tall, but no overly so. A few inches shorter than me, but with long torso. She was an extremely convenient size for 69. Yet another reason why sex with L was so good.

L, the toy every boy should have.

2011-09-22T19:00:00.000-07:00

We both were young and horny. I figured out quickly that I like to be in control and she had a strong submissive streak. She really got off on pleasing me and would do anything I wanted.

I fucked all of her holes in a wide variety of positions and spent a lot of time licking that sweet strawberry blonde pussy. I tied her up and teased her for hours, I took her to porn theaters, she sucked my cock while I drove down the highway...

That's a short list. More to follow.

D

2011-09-19T20:36:00.000-07:00

D is another girl I knew for years before we started dating. We didn't date long, we lived in different cities at the time. The sex was good though. D was cute, with a nice body. Not tall, but she dressed well and looked good naked too. Not model thin, but with pleasant curves. She also had a great smile. That sounds trite, but you date these angsty (and more than mildly kinky) chicks for awhile and you really appreciate one who smiles because she's generally happy.

D had a healthy attitude toward sex. For straight intercourse, she was well versed in the basics. She enjoyed receiving oral. I really chowed down, complete with aggressive fingering of both the pink and the brown.
She wasn't so hot on the flip side. Her idea of giving head was to give the head of my cock a few quick licks.

D was a seriously loud moaner when she orgasmed. Not that I had a real problem with that, but the top in me wanted to be able to control it.

The simple way, position allowing was to forcefully kiss her when she started. If we doing doggie style, I'd reach around her head and put a finger or three in her mouth. She was more open to sucking on those than my cock and it cut down the volume.

It is my opinion that D liked being submissive sexually, but didn't like the fact that she liked it. It didn't fit her self-image of an independent career woman. She was working toward her doctorate in Sociology at the time. All that crap was probably getting in the way of her really enjoying herself.

For the most part I kept it pretty mild, pinning her hands during intercourse, teasing her orally, controlling her orgasm sort of stuff. Getting her close, and then backing off multiple times. Allowing her to cum only after several frustratingly close calls.

One night I decided to go a bit farther. We were going hot and heavy, and she made happy noises when the soft cord attached to my headboard bound her wrists together over her head. She liked that. I started slow, using my hands and mouth all over with teasing stops at her tits and cunt, making sure that after going down on her I kissed her deeply and long. She got a real good taste of her own pussy.

After enjoying teasing her without letting her cum for a while, I slipped in and fucked her good and hard, using my hands to move her legs, squeeze her ass, pinch her nipples and having her suck my pussy scented fingers. All while her hands were bound together over her head, leaving her helpless and at my mercy. I'm guessing she liked it because she came quite hard. I rode her through and past that orgasm, and then slide down and ate her out for another one.

Fun as that was, I was not done yet. Moving forward I straddled her chest so she was eye to oneeye with Mr Happy. I rubbed her closed mouth face with the head. When I said "Lick", her tongue slipped out and she obediently lapped around the head of my cock.

When I said "Open", she did. The head and bit of the shaft went in and she started to suck. That was nice, but I wanted more. So I started to thrust in and out, fucking her mouth. I was much more gentle than I was with her cunt earlier. She got in the rhythm and sucked on the in stokes. Of course I came in her mouth, which she liked. She wasn't too keen on my pulling out and cumming on her face with a later spurt. Oh well, I like the look of my cum on a woman's face.

L and Bondage

2011-09-19T20:33:00.000-07:00

As I have mentioned, I tied L up on multiple occasions. She was submissive enough to get off on it and I certainly did.

Most of it was straight forward tying her spread out to bed posts and then having my way with her. She would get off, after I teased her to the brink of, but not quite to orgasm at least four or five (or more) times.
L and I were together for a while, so I knew the details for bringing her to orgasm quickly and slowly. Part of the fun was making her work for it. During the process I would tell her that if she wanted to cum she would to suck my cock or lick my balls really good. Which of course the submissive little slut would. It would never be quite good enough though...

More than once after teasing her for more than a hour or two before letting her cum, she jumped me once she was untied.

I was then on my back as she would ride my cock for a few more orgasms. The ones I "cheated" her out of as she put it once. Not that I'm complaining here. :-) All that teasing was hard work. So it was just fair that I got to relax as she worked her tight cunt up and down my cock.

Other sessions were not so involved. I would tie or cuff her hands behind her back, force her to her knees and make her suck my cock. I'd cum in her mouth and also shoot off on her face, neck and tits. She would have to knee there as I admired the view. Then I would wipe my cum off her so she could suck off my fingers.

Another fun thing to do while she was cuffed was to bend her over anything handy and fuck her nice and hard.

L's Ass

2011-09-19T20:28:00.001-07:00

She had such a sweet ass. Well rounded, firm yet soft when her muscles were relaxed. Great to grab on to while fucking. I would spank her now and then, just because I wanted to, and she was submissive enough. Nothing hard, but enough to sting and get her ass rosy.

I liked fucking her doggy style, so with her asshole right there, naturally I started sticking things in it. First it was a finger or two while I was fucking her or going down on her. I used her cunt juice or her own spit for lube.

That worked up to straight up ass fucking. We didn't do it a lot, but she got cornholed at least a half dozen times over a couple of years.

I'm really not that into anal sex. I fucked her ass because I could, and it was part of having control over her body and mind.

Too be honest, anal sex is too much of pain in ass, OK more for her than me ;-}, to do very often. Unlike a woman's other holes, it doesn't lubricate on its own. You have to make sure she cums at least twice first to get things relaxed, and then you have tease the sphincter open and then lube properly.

It was much easier to fuck her pussy and mouth. As I said before, I'm only interested in anal sex as a part of dominance games. So, one way to fuck with her head was to fuck her in the ass.

LT

2011-09-19T20:23:00.000-07:00

LT was married when she decided she needed a fuck toy. I had some good karma in the soul bank, so that fuck toy was me. She wasn't even sleeping in the same room as her husband at the time and the lack of sex was driving her up the wall.

LT had one of those lean, long legged bodies that she could wrap around you and fuck for hours (as did P).
She was also your classic firecracker in bed. She came fast and often. A string of small ones followed a big shuddering one, then repeat until done screwing. She was also a biter when she came. I'd have a collection of bite bruises on my chest after a session with her. Needless to say, no 69 with LT.

She was a blast in the sack, and on the couch, and in the shower, and...you get the picture. We only hooked up sexually a few times, but WOW!

The first time we started on the living room couch. A few kisses, then she pulled down my pants, sucked my cock a bit in the way of getting know it. Then her pants came off as she stood up, and she hopped on for her first of very many orgasms of the evening. We moved from couch to floor, back to the couch, upstairs to a bed, into the shower, back to the bed, and then back down to the couch. Like I said, she had a lot of sexual energy to burn off.

LT was really a great fuck. To say she enjoyed sex is a massive understatement. She was nice and limber too, so it was possible to run through a whole catalog of sexual positions. I liked the ones where I could watch her face as I pumped in and out. You could see the orgasms hit her.

Her oral technique was not the long practiced deep throat method of Y or the "I'm in control of your orgasm" method of P. LT used short rapid head bobs, going at like my cock like it was a delicious Popsicle. LT, unlike S, J and P, had no bisexual tendencies. To paraphrase a line from one of Kevin Smith's movies, "She loved the cock."

LT was a smart, strong willed woman who knew what she wanted, in and out the sack. What she wanted in the sack was to be a woman. She liked to get fucked by large, masculine men. She wanted their hands on her body, their cocks in her cunt and mouth, plus she wanted her pussy licked until she came hard enough to tear a pillow in half. Simple enough. Her problem was finding someone for a long term relationship that would also treat her like an intelligent, competent woman out of bed. I didn't count, since I was not interested in a long term commitment. I was just the fuck toy. Not a bad position to be in at the time, mind you...

We stayed friends for years after we stopped fucking. It would have been nice to explore some her kinks a bit deeper. We were at my place for a nooner and when I pulled out the soft cords connected to my headboard, she said, "You're going tie me up? Good."
Ya gotta love that attitude in a woman.

Make Out

2011-06-08T07:20:00.001-07:00

One of the big news weeklies ran a cover story earlier this year on the increase in women having affairs. One woman interviewed only had "sex" with her husband, but had several male "make out buddies."

No sex. Just heavy kissing and fondling, through clothes. OK, the occasional hand up the shirt, but that was it.
Interesting concept. She viewed it as getting her "all hot and bothered", which made the sex with her husband better. Of course, her husband has no idea that the reason she's jumping his bones tonight is the 45 minute make out session she had with her personal trainer that afternoon.

As I have said before, I really like good makeout.
Properly done, it's extremely passionate and better than getting you worked up than formula porn with silicon titted, blonde from a bottle high school dropouts.

Y was very good at making out. S, the woman who introduced me to P, was also really good at it. Unlike Y, it went downhill from there. Sex with S never lived up to the promise of her kisses. She could talk a good game of erotic sex, but the follow through was lacking.

One of the best sexual encounters I had with S didn't involve much sex with her. S was still sleeping, and rarely still having sex, with her husband.

So she wouldn't screw me yet.

Now this didn't stop her from having a three way make out session between the two of us and her friend J. J was fairly cute, but not turn your head pretty. She did have a nice body and a healthy rack. As things got hot and heavy, S pulled out my cock and gave it a couple of licks and then went back to swapping spit with me. J, who already had her tits out and had those sucked by both of us, dove in and gave me a nice wet, sloppy blow job. Not as good as Y, but certainly better than anything I got from S.

JF

2011-06-08T07:17:00.001-07:00

I knew JF for years before we knew each other in the Biblical sense. She was good Catholic girl with amazing eyes, and a great ass. She had a long term boyfriend, while I was dating P, S, Y, and a few others. JF was also a virgin all that time. She finally did the nasty with her boyfriend after a long time. She dumped him shortly afterwards. JF was a bright girl and knew sex was supposed to be fun.

Like I said, JF may have been virginal, but she wasn't dumb or completely innocent. We started dating, with her goal to find out how it should done. Let me repeat the good Catholic girl part. Anal? Not even oral. But for straight fucking, she was enthusiastic and eager to learn. A Hell of a good lay and, big major plus here, a really good person to wake up next to.

We broke in her entire living room set in addition to giving her 4 poster bed plenty of exercise.

S

2011-06-08T07:13:00.001-07:00

I'm not going to write much about S, since the sex just wasn't that memorable. She did introduce me to P and made that nice blow job from J possible, so it wasn't all bad. Hell, even the average sex with S was better than no sex. We did screw a on regular basis, but honestly, a lot of plain sex is less memorable than a couple of bouts of really wild sex.

Y

2011-05-08T08:18:00.000-07:00

Looking at Y, one would think her greatest feature was her tits.

Lovely things, those tits. Twin milky white, perky nippled mountains raised to the glory of Aphrodite.

Y was 19 when I first got my hands on those wonderful love pillows. Firm, yet soft in that delightful way large breasts are in young women with nice bodies. They were a delight to fondle, lick and suck.
In case you haven't caught my drift yet, Y had really fantastic tits. Large without being sloppy. A bit more than a handful, and I've got big hands. They were responsive too. Y liked having her tits played with.
Yet these tits, as wonderful as those puppies were, was not Y's best feature.

For you see, Y gave head like a Goddess.

Now, sex with Y was good all around. She was delightfully responsive when I went down on her. She liked getting fucked missionary & doggy, but needed instruction on how to enjoy the ride when she was on top. I blame her boyfriend back at college for not training her properly in the basic fucking positions. On the other hand she must have spent scores of hours perfecting her oral skills on his cock, for which I'm extremely thankful.

Perhaps he was just too cheap to buy enough condoms...

Oh ya, Y was a great kisser. As much as I love hardcore down & dirty sex, I really appreciate good make out.

P and I were fucking from the first date (and I respect her for that), just about all of our kissing was done while we were naked and in the midst of intercourse.

Y, on the other hand, took some coaxing to get in the sack. She had that steady boyfriend back at college thing she kept going on about. I'm pretty sure I was not the only one she fucked besides the steady boyfriend back at college. The kicker was once, when we were naked, just getting started, and before she went down on me, she said that once she did that, guys didn't want to fuck her. Which strikes me as a shame. Ya, my cock in her mouth was a damn fine slice of Heaven, but she had a great little body! The whole package needed to be enjoyed.

P

2011-05-08T08:16:00.000-07:00

I would call P the most skilled lover I had. I met her in college. She was a friend of a girl I later dated, who won't be making the top five list.

P loved sex. She took it very seriously and worked to be good at it.
She liked oral sex, giving and receiving, and she swallowed.

Not the best head I ever got, but up there. Probably #3. I'll write about 1 and 2 later.

Besides sharing my passion for oral, P really liked to get fucked hard.
On top, underneath, and one of my favorites, doggy style. Woof!

Another plus was that she was on the Pill, so I could go bareback. In addition to just feeling sooo much better, when we wanted to finish off a hard fuck with 69, there was no icky rubber after taste.

One thing P didn't like was anal.
That was fine with me. I only like anal as part of dominance games. P and I were both tops, so that wasn't gonna fly. As I said, OK by me since she more than made up for it with the two holes I prefer anyway.

As I said, P had more than her share of a healthy sexual appetite and was a top. When she was one top, she was riding the pony. One of really great things about sex with P was that we trusted each other enough to let go a bit, knowing that we wouldn't play the games we both did with those less sexually aggressive than we were.

P gave good head. Not great, but good. It was your basic stoke the shaft with one hand while sucking on the head. The occasional ball fondling with the free hand was a nice touch.
Like I said before, she swallowed. She like the taste of cum and wanted to be rewarded for her efforts.

She did not do this for free. She expected the favor returned. This was cool by me. I love to go down on nice sweet pussy and P took care of herself. I liked starting with eating her out and then after she came good and strong, I'd flip her over and pound her pussy hard. This was good for at least another orgasm for her before I pumped my load. An extra bonus for me would to then lay back and have her suck my cunt and cum covered cock at that point.

We both liked 69. Let me rephrase, we both really liked 69. She prefered to be on top for that, but sometimes liked it on the bottom just for the change.

P also had some bisexual leanings. I know she had at least one encounter with J. If I had stuck with her longer, I'm sure I would have wound up in some threesomes or moresomes with her.