I Cheated

I had a hotel date very recently.  It was my 2nd time to meet this woman. The backdrop for our getting together was practically written for me, right out of my own blog, out of my own fantasies.  This woman and I met nearly 6 months ago but didn't really hit it off.  I was curious though.  On that interesting night we went out as a group together, leaving the hotel and partying till late at night.  My date for that night was already established and I had no less than a good time, but I was curious what was happening in the other room next door with this girl.  She had me curious.  She's stunningly beautiful.  Fast forward to this past weekend, and the circumstances couldn't have been better. Here she is with me and she wants nothing more than a friend with benefits, a fuck buddy.  This, among other things was exactly what I was open for.

Before we met, we exchanged a few emails.  Both describing to each other why we wanted this kind of relationship and what the rules were.  I even came up with a "safe-word" that either one of could say if we thought the other was crossing the line.  She understood exactly what my situation was and promised me not to get clingy, or emotionally attached to me.  And vice versa.  It was a fairly easy discussion, and she admitted that she did not want to get involved with someone right now.  She wanted to get her life back on track, to take care of herself and not get caught up with someone while also acknowledging my need to not have to take care of another persons emotional needs now since I am already loaded in that department. It was almost like a business transaction, sprinkled with lust and passion.

We met, had dinner and wine, and chit chatted about things.  Nothing too deep, just small talk, and then off to the hotel.  Candles lit, music playing, and before you knew it we were kneeling on the bed facing each other and kissing.  Good kissing.....just right, hands exploring each other.  She undid my belt buckle and seemed to take pleasure in slowly unbuttoning my pants.  I watched her with eagerness and anticipation as her hands pulled my pants down then traveling over my underwear to find my cock, squeezing it and teasing me.  Underwear off, all of my clothes off and my cock in her mouth -  I am on my knees leaning back using one hand to hold me up on the bed as I enjoy the moment.  She took her time, not rushing it but just enjoying my member.  One hand squeezing the base of my cock, the other hand intermittently massaging my balls.  She had good technic ;).  Not great, but good.

Our fuckfest lasted for a good 10 hours, intermixed with a little bit of sleep here and there.  How does that happen and where did I get my mojo to keep it up for that long?  Well I cheated.  I took a Levitra pill before we got to the room.  Booking a hotel date happens once or twice a year and I wanted it to be spectacular.  I wanted it to last, and last it did.  Unfortunately for her, it did.  I came three separate times.  Apparently it took her 3 full days before she could  feel normal again, because I evidently bruised her cunt with the marathon episode.  For that I'm kind of sorry.  What does that feel like to walk around for 3 days feeling sore in your pussy?  I don't know. But is it wrong to sneak a Levitra in on a fuck-date, where you know that all you are doing is fucking?  She seemed to really enjoy it at the moment but didn't care so much for the after affects.

One final footnote --Ladies....I cannot for the life of me understand how I attract a woman who does not want me to go down on her !?!?  This is almost a joke.  When I tried to go there with her she pulled me back up and wouldn't let me? I almost stopped to ask, "Really, you read my blog...?  You've read how this has happened to me more often in the past year than I care to quantify?  Why don't YOU want me to do down on you?  I've heard a few reasons, but regardless, I wish you could just lay down spread em and let me have at it."  Ok, I didn't say that of course, but I was thinking it.  Or maybe I was thinking that she just needs to sit on my face and let go of whatever emotional or physical block she had built.  Anyhow, I can't complain too much.  She had exactly the body I have been craving.  And now I crave it just a little bit more.

Hallelujah

So this weekend didn't turn out to well, but I quickly got over it with the help of a new friend. I met this woman about 4 weeks ago at a coffee shop to discuss our AM prospecting. We did not meet with the intention of hooking up. I was clear that I was working on someone else at the time, Mind Fuck, and she too was also working on someone, or maybe two guys. It's kinda like two people from two companies (HR Dept.) coming together to talk about the hiring process, or the auditioning process. We had a nice hour long visit 4 weeks ago, and then about 2 weeks ago our messaging turned into more than just friendly. This was again, a new experience for me. I finally had met someone local, that I would consider having sexy time with (I promise, no more Borat references after that last one).

What captivated me about this woman? Well, it wasn't her age. She's 10 years older than me. Was it her body? Not exactly. . . but, her eyes. Yes, her eyes said it all. They mesmerized me almost into a trance; sexy eyes, and a beautiful voice, as well as a nice face. Physically, I wouldn't say that she is totally my type, since I prefer women who are equal with me in terms of being "fit", but she had other qualities that really turned me on. She knew, for instance, what to message me at midnight to get me just in the right mood. She is very smart too. Educated woman are a big plus, and add a sense of humor to that and you've got yourself a deal. We've certainly had a good connection for the past 4 weeks prior to meeting.

I met her at her place, and she locked the door behind me. I wasted not a second finding her lips and kissing her. They were nice - pleasant - soft lips. She kissed well. No small talk, no chit chat, just instantly tearing at each other. We had a nice hour together in her home, feeling each each others warm bodies, and caressing all the right spots. I bent her over and pulled her panties down, spreading her nice cunt and massaging her clit. She was so horny, and I don't think it was all because of me. She was rearin to go before I ever showed up with her nice wet pussy. I fingered her and played with all of her pussy. Then I methodically massaged her clit, as she stayed bent over, her rounded breasts laying nicely on the couch. She came in almost two minutes as I continued to massage her clit and tongue her pussy. And then, in what I consider to be quiet time, she laid there for two minutes, just melting into the couch, breathing heavily, body shaking, just soaking in her orgasm. Mission accomplished.

As we lay there, her hands felt for my cock, and then it was my turn. She pulled my underwear off and sucked me beautifully. A near perfect blow job, placing her lips and hands in all the right places, and then the words, which I hadn't expected to hear, "Cum in my mouth, I want to you cum in my mouth", were like a choir of angels singing hallelujah. As she worked my shaft and deepthroated me, I cautioned her that I was close, and with a deep resonance to her voice she moans, "uhh huuuh", and I knew at that moment that I had to let go and just be. Just be!! It was an intense orgasm. It lasted and lasted, and I moaned in a high pitched sound, almost as though it hurt but yet feels so good kinda way. She never stopped to ask me if I was done, she just kept going and going, and this Dewey, this Dewey . . . was a happy man. Happy indeed.

Now I'm not one to usually kiss and tell, or maybe I am, but the next morning I get a message that reads something like this: "I just have to say that I found you to be so ... what's the word I want ... there are a myriad of them, one will not do... delicious, assertive, passionate, mysterious, sweet, and fabulously three-dimensional ;-) I love how you moan... "

Again, I am very fortunate to have such good friends. Life is good.

O is for Orgasmic Meme

Via, Vanilla Impaired, and hat-tip to Hubman

These are geared toward women, but I like these questions so I'm going with it.

1. What’s your favourite way to have an orgasm?

My favorite way is when I can visually see launch and when launch includes a superb landing on some part of her.

2. Do you use a sex toy? Hands? or both?

I haven't used a sex toy for over a year with a partner or on myself. But I think the last time I used a toy for someone else's pleasure, it pretty much ruined me. I was using both hands and feeding dildos into two beautiful blonde women at the same time, while they both were masturbating right in front of me. Does it get better than that? I'll have to post the story of that weekend sometime.

3. Do you have a favourite time of day or night that you like to pleasure yourself or have sex?

Favorite time to pleasure myself is when I'm hungover. I don't know why that is, maybe hormone levels are stronger. Favorite time to have sex, as Hubman says, is anytime.

4. Do you feel you have different types of orgasms?

Yes. Sometimes an orgasm is weak and just almost numb, and other times, it's extended, its obscene, its vial. I prefer the latter more than the former.

5. Do you have a position or a technique that always guarantees an orgasm?

Yes and no, if I'm going to cum, then sometimes its any position, but if its taking a long time, then I like her to get on all fours and I'll pound it until she's practically begging me to stop, which usually brings me to the brink. Blastoff!

6. Is having your clit directly stimulated pleasurable for you? What about after an orgasm?

I love to watch a woman get herself off by rubbing her clit while I'm fucking. Go baby!

7. Do you masturbate/pleasure yourself?

If you're not masturbating at least occasionally, I don't think you'd even be here, reading my blog or anyone else's.

8. Has your self pleasuring repertoire/routine/technique changed or evolved over time?

Yes, the technique has gotten better, and I usually don't take too long to do it. Also the wife has conveniently place towels near the bedside table for me. She's improved her technique too.

9. Are sex toys part of your self pleasuring or with a partner? Or both?

They used to be more, but as of lately I haven't used any.

10. If you enjoy using sex toys how often do you upgrade your equipment?

Not often

11. Whats the most intense orgasm you have ever had?

I can't describe the place, or the time, but more or less how I felt and what it did to me. It's when I can hardly stand to have it. When I'm on the brink and my whole body is so tense, so exhausted, so sweaty, and the explosion is indescribable. My voice, my moan, my cry is super high pitched, it almost hurts, and yet it is the most amazing release.

12. How often do you orgasm? Daily, more than once a day, weekly, monthly….???

7 times a week, sometimes twice a day, sometimes I take 3 or 4 days off. Hormones probably affect that mood.

13. Do you regard orgasm to be a stress reliever?

Well it certainly never caused more stress.

14. What happens to you after orgasm? Full of energy, a bit lala or ready to go to sleep?

It depends on who I am with. Do I want to get out of this place right away :), or do I want to fuck again after the recharge.

15. Have you ever squirted?

I've been with a squirter once and it was just kinda odd.

16. Do you fantasize when you masturbate? Or do you just get right down to it?

It's all about fantasy, sometimes the porn makes it more of a reality.

17. What do you like about having an orgasm? Is it important you have an orgasm every time?

It's animalistic, its raw, its juicy, its me. No, it's not important every time. Sometimes if I'm too wasted, it's just never gonna happen, and I am usually more keen on my partners orgasm than me. That's just the way I was raised.

Working on Those Skills

I haven't tried this approach so its definitely new to me. What I'm talking about is how much interest you show in a girl that you're interested in. I've been working on my technique and I discovered that the less interest I showed, in fact let's call it apathy if you will, the more the woman became interested in me. I was hanging out with this girl on Friday night, and then again on Saturday morning and we talked about our mutual interest in each other. We agreed that I was not the right guy for her and then I continued to make that assessment as the day progressed. I reminded her that I was everything she was not looking for in a man. It was flirtatious, it was even physical, as she kept hitting me to show me how she didn't like my "married" situation. She was hitting me in a playful way, and while it hurt I kind of enjoyed it. I have some bruises to prove it. This woman chased me around the house like a horny desperate housewife. I shrugged her off, I ran, but deep down I wanted to suck her face, and taste the lip ring.

Eventually I moved to a room in this house I was visiting and she finds me an jumps all over me. Not only did I get to taste her lips, and her tongue, but I found some more piercings on her nipples, and I felt like a jovial treasure hunter, having found the jewels. Our make out session got hot and heavy. Her shirt is off, her huge breasts with the nipple rings exposed in my face, and wearing nothing but blue jeans she grabs my hair and I grab her hair. It's getting hot in this room, and the smell of hormones/pheromones could have set off smoke alarms. I grab her pussy, over her jeans and rub her for about 2 minutes. I love that moment when right after a woman reaches orgasm when her whole body shakes, she moves my hand off of her and she collapses in my arms. It's like she just ran a marathon and needs me to hold her up. God, somebody open the windows in here.

I never climaxed. I never asked to nor did I suggest that she do something for me. Everything we did made me happy and I didn't need to have an orgasm. I think she was happy too. The foreplay was amazing and unlike any other that I had experienced. I really need to get out more often.