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Posts Tagged ‘orgasm’

Last Tuesday night was a fun night with Type Geek. Being with him is always this great mix of sweetness and naughtiness. I never feel like I need to play a charade or be something I am not with these two boys I am seeing right now. I have tried to step it up with the dresses a bit and play up the girly factor a little bit more, since they both seem to really enjoy that, but it isn’t something that comes unnaturally. I was always a very femme girl. The time and effort are what stopped my sometimes, not the dress and the cute shoes. So, as I was saying, it’s nice to wake up next to someone and be able to just be yourself.

I was wondering how this was going to work, now that Type Geek and Cooper Fiennes are back in the same city, hell, the same neighborhood. So far, it’s interested. This past weekend was the first experiment in how this will work. I have this weird thing in my mind, If I am going to see the two boys on back to back nights, I need to see Type Geek and then Cooper Fiennes the next. I would be embarrassed to say this, to admit it to some people, BUT, this is anonymous and only a very few of you know my real identity…so what the hell. I feel like it’s unfair to have sex with the well endowed energizer bunny the night before the average guy. Average is NOT bad, but I get a different, more primal, being fucked kind of feeling from my Spaniard. There are times, and certain positions, that are almost painful. Not quite painful, but almost. Type Geek is wonderful, but I don’t get that feeling from him. I really enjoy sex with both of them, but there is something about fucking a man with a perfectly toned body, a large cock and a great sense of humor, that sometimes trumps the guaranteed orgasm the other can give you.  Cooper Fiennes is a piece of fruit with an expiration date, and I want to savor it while I have it. Type Geek lives here, is a permanent resident, has relationship potential, if I decide I want a relationship with a man again.

So, I was hoping to see Type Geek on Thursday or Friday, with Cooper Fiennes following up on Friday or Saturday. Plans with Type Geek kept getting turned around, post-poned and canceled due to work and family emergencies. I understand and truthfully, I am not bothered by it. I feel badly for some of the drama he is digging through at the moment. It’s hard to come back from vacation and step right back into chaos. So, then I tried to make a date with Cooper Fiennes. We had lunch later in the week, Thursday. That was nice, but not naked. Friday night he was exhausted. He ran 7 miles, played soccer and had gone rowing for 2 hours. He was done by 10 pm and hoping to be in bed by 11. We had a big gay brunch to go to on Saturday morning. June is always gay pride month, as many of us are aware, and I was invited to a brunch by a couple I know. Cooper Fiennes and I went, stood in the rain and watched some big gay festivities, I came out to my former neighbor as a recently reformed cock lover (which elicited an interesting response that I will touch base on in my next post), and then my dog and I walked C.F. across town to a bar for the World Cup games. I then headed home and had fingers crossed that I was seeing my Type Geek that night.

As the hours stretched by, it seemed likely I would be stuck at home alone for the night. T.G. had family stuff that needed to be dealt with and C.F. was being less than responsive to my texts wondering what he was up to after he was done hanging with his work friends. his work friends do NOT know the true nature of our relationship. I think some have an idea BUT it is a little complicated. Prior to meeting me, he had a very brief fling with one of their fellow colleagues. C.F. is married, but with no hope of reconciliation. His wife wanted something different and she told him so and moved on. he can’t finalize the divorce until he goes back to Spain. His colleague was cheating on her husband to be with him. Because of this, and how attached she was for their situations, C.F. ended it. She has been a bit passive aggressive ever since. Also, he is semi private about his divorce. While they know he isn’t living with her anymore and that I seem to show up at weird places and weird times, nothing has been said. Eventually, I’m taking a bath at 9 pm. It will prove to either be for a quick shave so I can molest C.F. or a pre bed soak. Midway through my bath, C.F. says he will meet up. Yay, sex !!

We met on the train platform, I stuck the fishnets back on, with my boots, a hot little silky black dress I hadn’t worn yet and minimal eye makeup. I knew the makeup wasn’t what he would be looking at. As we sat next to each other on the train, I slid his hand under the edge of the dress so he could feel that I had on garters. Happy boy. We picked up some ice and made it back to his house in record time. As I made us a couple of cocktails, he tried to distract me. We started on the kitchen counter and then he picked me up and moved me to the bed. Damn, it’s really hot to be physically picked up and moved around by someone like that. Again, stockings stayed on, sex rocked and we actually finished before dawn. We then finished our drinks and had a really great conversation about us and his marriage and our philosophies on life and dating and sex, etc. Next thing I know, we are having sex again. He is exhausted, I’m sore, and we really just need to sleep cause the birds are singing and he has to meet his colleagues to support a team event they are participating in. We look at each other and just pull up the blankets and stop. Then the phone rings. The event is starting early, in a half hour to be precise. I was planning on heading home, grabbing the dog and meeting back up, as if we hadn’t been in bed with eachother all night. That was not going to happen however. He jumped in the shower, I just threw on my non naughty clothes I brought to change into and we ran over to the event site.

Within a half hour, his colleagues all noticed I was there, and it was early and hmmm. One woman made comments. We think she knows. She kept saying things to illicit responses from either of us, specifically me and I would play deaf, ignorant or just laugh and change the topic whenever she said a word. I’m curious how this will all play out for him now that the week has started back up. Meanwhile, I held out mini hopes that maybe I could hang out with Type Geek on Sunday evening, but his brother is just too ill and needed him there for the night. The brother is being brought back to the hospital today. Hopefully they find an answer to his months of problems and I get my boy back soon.

Now, it’s the beginning of the week. I am going to try to avoid chatting up my Spaniard and try to get some errands taken care of. I want him to contact me next time he wants sex or company. I shouldn’t be doing the chasing all the time. He needs to work for it a bit, I have been too easy for him.

Tuesday Posts are web-syndicated by www.thenewgay.net For more intelligent queer commentary… check them out!

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What an interesting week I had! I got laid 3 times, in 4 days… by two different men. One, uber needy and slighty stalkeresque. The other, unexpectedly fabulous. But again, wow, no sex for MONTHS…and then 2 men in 4 days. I feel so… dirty, no. Naughty? No. Hmm, what is that word? Oh, relieved. Ha! YES, that IS what I feel.

In a week so much has changed though. Mr. Lawyer McBratty, whom I slept with on Wednesday night and whose bedroom skills fell into the category of pleasant mediocrity, was just TOO much to bear in terms of personality flaws. He began systematically insulting everything I was passionate about if he didn’t understand it or like it. From my musical tastes to my spiritual and philosophical leanings to my relationships with animals. He said that I was intelligent with good common sense, so why was I being irrational in my interests? He was being argumentative in order to make my arguments more precise, he explained. Oh, I thought it was to ensure that he would never get laid again. Needless to say, but, he is completely out of the picture in only 6 days!

Type Geek has won himself the gift of regular sex after taking a surprise turn from shy non move maker to my new oral sex rock god. Can we all say hallelujah?! All hail the man who can get me to curl up in a ball and break into hysterics. (Does anyone else out there laugh hysterically when they cum? Am I an anomaly?)

Now, the bookends. In my weekend post I mentioned having chatted up a hot McHotty from Spain on the dating site and arranging to have coffee with him on Saturday afternoon, prior to my date with Type Geek. The hottie, in person, was even hotter than he was in virtual 2-d. Yes, I keep saying hot. A mix of Bradley Cooper and Ralph Fiennes, I nicknamed him Cooper Fiennes. We had a great few hours together on Saturday. Very easy to spend time with him.

My date with Type Geek spanned the Saturday evening into Sunday early afternoon. Evening and morning sex, multiple meals, and lots of time spent naked in bed. An excellent pinnacle to the weekend. I spent a few hours at home on Sunday, wrote a post for this blog, showered, ate a real meal and then I received an email from Cooper Fiennes. He was in the city with his childhood best friend, a man visiting from Spain. If I was in the city, would I like to meet up with them for coffee? The dog and I decided that coffee was a great idea, if it meant strolling around with a dangerously handsome man who finds me attractive.

His friend was a darling man. I bought all of us coffee and we sat in the sun with my dog. The boys even took turns walking her, something they found entertaining because of her inherent youthful exuberance. When she and I walked them to the train and said our ciao’s, she whined frantically as they ascended the escalators to the platform. They had made quite the impression on my little girl. It was a nice end to a very fun, very sexy weekend. Great sex bookended by coffee with a gorgeous foreigner. Yes, please.

Now, the new week has begun. It has already begun to fall into place. I had a re-exam by my dentist, you may remember him as the youngster who likes rough sex… but later admitted that it was only because he was trying to emotionally protect himself. He is a doll…and now, he is my dentist. He graduates in a few short weeks and will be moving to Minnesota sadly, so, we have three appointments this week in order to ensure he has completed all my fillings prior to his getting signed off and cleared for diploma. In addition to that, I was going to go to NYC to see my Virtual Sex Guru pal present an art piece he has been working on, however, things fell apart at the 10 o’clock hour. With a sudden free evening, Cooper Fiennes has stepped up for a night of cocktails and the cinema. Saturday is an outdoor music festival with Type Geek and my pooch, with a high potential for naughtiness later that evening. The topper of the week, however, is this. Guess who started texting the hell out of me this afternoon? Guess who really wants to see me and have lunch. Guess who might need to wait til next week. If you said Brooklyn, you would be correct. My feelings for him have not changed, however, until HIS ability to process and respectively assimilate his feelings for me into his life, in a way other than how he has been doing it the last couple of months, I refuse to jump through hoops and make myself available at his whim. I will not contort my reality in order to fit him in. It’s not my job.

Sigh. I think this may be a very interesting summer. A hot summer fling with a divorced Spanish man who is unnecessarily good-looking, regular naughtiness with an ocd designer, and the myriad of other men who may happen upon my lap, or I upon theirs, in the coming months. May we all have some adventures worth talking about.

Tuesday posts are web syndicated by www.thenewgay.net

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Yeah, schmuck, I meant TODAY. When you agree to meet a woman for coffee at a certain time, you show up. In light of the lack of LOCAL natural disasters, bomb threats, massive city shut downs, emergency weather conditions, or paralysis, I can come to only one reason you wouldn’t appear. It seems, Schmucky Insomniac Artist with a late night cake baking obsession, is an ass. Seriously though, WHO does that? We are all in our 30’s-40’s here. (I mean, myself and the majority of the men I am going out with, not you the reader. But, please be over 16, some of the stuff I say is NOT suitable for minors.)

I arrived a few minutes late to my favorite coffee shop, but he knew that was a possibility due to my schedule. I even called the coffee shop and told my 3rd favorite (the 2nd was on the bar and the 1st wasn’t working) barista to let him know I would be a few minutes late, when he arrived. Only, he never arrives. No voicemail, no text message, no email… he never arrives. What makes this even more annoying is that we JUST made the plans yesterday! These weren’t plans mentioned long ago that were possibly forgotten, this was, “How does coffee in 16 hours sound?”!!! Men in this city are intimidated by sexually confident women and feel emasculated at the drop of a hat, rather than stepping up and grabbing the hat before it hits the ground and then OWNING that hat… running off with it proudly and boldly on their heads! So, Mr. Baker Man…. your runway skills sucked and you are outta the running to be America’s Next Lesbian Dating Experiment.

On a high note, I have a 2nd date with the Atheist Jewish Hipster Musician/Writer/Producer guy tomorrow. Just coffee in the late afternoon, but I am looking forward to it. He seems like a genuinely awesome guy who was dealt a shitty hand by his recent girlfriend. He’s no Jewish Internet Webcam Sex Master BUT he is only 3 miles away, not 200. Can’t beat convenience.

And speaking of beating, I was woken up at 3 am this morning by a horny text from said Jewish Internet Webcam Sex Master who had just arrived home, found my email containing some photos of myself and promptly contacted me complaining of the current state of his cock. He requested my presence for an abbreviated performance via Skype and then we said our good nights. What I really enjoy about our video play is how quickly and seamlessly he transitions from incredibly turned on grunting beast to his dorky post orgasmic coy smirky smiles and soft eyes. It’s excellent.

So, that brings us current. Oh, except I just started my period a few hours ago and between the life affirming cramps and a massive toothache, I want to step in front of a city bus. Reminder to self: Don’t speak much on date tomorrow unless willing to say some crazy hormonally charged nonsense that sounds like speaking in tongues but equates to buzz kill for all men.

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These dating sites use an algorithmic approach to matching its members. Sometimes it works, some what. Other times it thinks I should date the 5’7 fattie with horseshoe pattern baldness and a desk job at a tech company in some suburban office park. Whooot! Yup, that’s my match alright! Well, last night it matched me with this man who has eyes the color of Australia’s famed Coral Coast and a face full of angles and bones and absolute brilliance. He’s 200 miles away I noticed, so the algorithm failed BUT, I decided that if I could do it for a year with my exfiancé, I could do it for a man whose eyes burn through you.

So, I  IM’d him. For those of you unfamiliar with internet lingo terms, that is Instant Messaged. There was a ten minute delay in his response, I assumed the distance was a turnoff. When he did respond we easily fell into a friendly rapport, that shifted once I asked his first name. I found his name peculiar, so I googled it in hopes of finding a cultural lineage association. When that search turned up nothing, I added his city, NOT ever thinking the first site that wouldappear would be his website. Suddenly I was intimately familiar in a painfully voyeuristic sense, with many aspects of his person, including his cock. Which, upon seeing, might I add, I suddenly clicked back to his profile and looked at his face and sighed. I then asked him, after remembering what he said in his profile, if he is culturally Jewish. He stated he was an atheist and I didn’t assume by his facial features, I didn’t see it UNTIL I saw the picture of his cock. Then I knew. I should just assume that if I find them attractive… probably got some Jew in there somewhere. My track record is Ashkenazic, I do NOT know why. I don’t go forSephardic or the Egyptian or African Jew, it must be Eastern European. Some people are Anglophiles, apparently I am a Judaiophile. What are ya’ gonna do? Sit around and kvetch about it or find some nice Jew schlong? Excellent choice.

I think I need to clarify WHY he has explicit photos of himself posted on-line. Aside from being an exhibitionist (SCORE!) and a voyeur (SCORE x 2!) he is also an established mixed media artist. He works in interactive visual realms such as video, and performance, as well as, creating through painting, writing, and photography. Hence, the nudity with such robust sociocultural statements attached.

Because I had now seen him in his full glory, I felt as if I was being unfair if I didn’t send over some pics of myself.  An eye for an eye, a tit for a cock? So, we began some in-depth chatting of our particular sexual proclivities and predilections. His proclamation of ALWAYS being a top is quite exciting actually. Now, how to get him a few hours closer?

Eventually all things must cum to an end, so we switched to Skype. I brushed my hair as I hadn’t yet taken off my winter hat and was sporting the worst hair EVER and changed out of my grandma sweater. This video call was NOT about me doing anything except watching. (clap clap clap) So, I watched. Oy vey, did I ever. We signed off so we could both get some work done, that we had happily avoided for hours, however I was not incredibly turned on and wanting my own personal happy moment.  I wrote out a fairly descriptive scenario to get my mind working, emailed it to him so I could think of him getting excited reading it, and set sail for my own little journey.

This morning I received an email from him explaining how, between our conversation, the webcam voyeur /exhibitionist play, my pics and my story, he had masturbated no less than 4 times… in under 9 hours. He slept for 6 of those. I felt very proud of myself. I still do. Of course we know that the chances of hot virtual sex ever being nearly that good in person are rare. I am definitely interested in getting to know this one a bit more though. I told him that I would be interested in actually spending time with him, in addition to shtuping him. He seemed to agree, but the afterglow of 4 orgasms might have him confused and easily agreeable.

Now, after a canceled date with a turk, which I will explain next post, and too many shots of espresso, the aggravation of two playful mice that are running around my kitchen and NOT getting caught by either my dog or my traps, and finally, a really hot shower, I am going to go to bed.

Ciao.

Update: I received an email letting me know that in under 24 hours the total number rose to 5.  Almost 6, but he “didn’t have the time to fully commit to it.” I like someone who shows passion and commitment to the things that are really important , don’t you?

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