Another Sex Blog

I have been fortunate in the last few weeks to have some really excellent sex. I wrote a few posts ago about one of my encounters. But there have been two more since then.

There’s a guy whose picture had me drooling. On top of that he wrote completely legible emails. lol. And then. I met him.

(Actually, it took a while. He doesn’t live in Chicago, though he says he’s moving here

– aside: isn’t that a bit sad, that I have to say he “says” he’s moving here? This site is really jading me! –

so, it took a while for us to find a time when he was here and when I was free.)

He didn’t look exactly like his picture. I mean, I recognized he was the guy I was supposed to be meeting, but I wouldn’t have recognized him if I just randomly ran into him somewhere. He was better looking in real life. Though, I’m almost completely positive that that had more to do with chemistry/personality/aura/whatever than anything else. I liked him. It was just a bonus that he was hot.

That’s a slight problem, I think, with online dating. (Or whatever you want to call it; dating is just the most convenient term.) Chemistry just doesn’t translate online. I can think someone’s completely perfect from online, but IRL it just falls flat. There’s no spark. The opposite is also true; I can meet someone IRL that I just feel a click with but I’m able to figure out that I probably wouldn’t have been attracted to them on paper, or uhm, on screen. I want both, though, you know? I want all the stuff that *matters* to me — from philosophy of life to knowing the damn difference between you’re and your — AND to feel that WOW feeling. Sorry, I’m digressing.

So, I really liked talking to this guy. Of course, the benefit of this site, as opposed to the aforementioned minus, is that I already know that he’s not going to be put off by my wanting to have sex on the first “date” and he already knows that I’m… enthusiastic… about sex. Yay! Big plus. I don’t have to worry that I’m going to freak some guy out. I assume anyone reading this pretty much isn’t judging me for my sluttiness (no, that word doesn’t bother me. It’s the tone some people say it with that’s offensive, not the word itself.) but I also assume you know guys who *would* so you can imagine what I’m talking about.

Up to the hotel room. We met in the bar of the hotel he was staying at.

I’d had too much to drink. I almost always do the first time I meet someone. Also, since this particular date happened last week and I’ve had another since then, I’m not entirely sure about sequence of events.

He was a great kisser. I’m not really a fanatic about kissing. It’s far from the most important (sexual) trait or ability of a guy I’m interested in. But, it sure is nice when he’s good at it.

He has a near perfect cock. Well, for me. I’m sure different women like different features. If you’ve been reading anything I’ve written you know I LOVE giving head. And I liked it with him, too, but I even could just give him handjobs for forever. Ok, for as long as it took for my hand to cramp. lol.

Actually, he told me I could name him by his Adult FriendFinder name here, but for some reason, I’m not really comfortable doing that. I think I’ve just trained myself to NOT do that. When I first starting writing here I wanted to always share who I was talking about and I’d have to go back through my writing to make sure I didn’t really ID anyone. If you want to out yourself, you know who, feel free. Maybe you should wait to read the entire post, though.

I rarely actually LOOK at a guy’s penis. (I much prefer the word cock, but don’t like using the same word over and over when there’s alternatives!) I like closing my eyes during sexual activity. It’s not that I don’t LIKE looking, but I have a hard time on concentrating on more than one sensation at a time. If I’m looking than I’m enjoying that and not enjoying taste, or scent, or touch. Anyway, I’m admitting that I couldn’t pick out his cock in a lineup. I prefer uncircumcised over circumcised. NOT that I’d turn down a circumcised cock! hehe. But, I just like ‘em better. I don’t pay attention to that part of a guy’s profile, though. It’s not something that would make any difference in whether or not I reply to someone’s email or meet with them. So, I didn’t know going into the meeting that he was uncut. Just another YAY!

I am not at all being linear, am I? Oh well.

We had anal sex. Quite possible the most enjoyable anal I’ve ever had, other than, or equal to, when I’m full-out-party masturbating. I do like anal. SOMETIMES. <— emphasis so that I don’t get a gazillion guys who are only interested in that! Unlike my writing, I’m not very communicative talking. Not all guys really know what to do to make anal pleasurable, let alone not UNcomfortable. He totally did. (And a quiet thank you to others on here whom I’ve had good anal with, too.)

I can’t wait to have him inside me again. Any and all orifices. And I really hope I can spend a longer period of time with him. Not necessarily in the midst of all of our blood being in the lower half of our torsos, either.

I’m trying not to get TOO worked up and giddy over him. The last time, recently, I did that, I was very disappointed. I hate that.

The sex was out of this world. I really am grateful that I’ve been able to have so many fabulous sexual experiences. But I really think I’d be (slightly) disappointed, but ok if all he wanted was to chat sometimes. I’d be a little bit more disappointed if he only wanted to fuck and didn’t want to ever chat. I’m still waiting to find out if either, or neither, is going to be the case.

Oh, and the title of this post? I, like a LOT of women, refer to guys that I meet/date/fuck by some identifying nickname. I have a few friends that I can talk about my dates with and it’s easier for them if I refer to them as so-and-so guy than by their name. Especially since I’ve met with a ridiculous number of guys named Jay. But anyway… after I left his room and got into my car and was still in that post-orgasmic haze, I actually said out loud to myself “Oh my god, I just fucked George Clooney.” So, this guy is George Clooney guy. It’s not even a physical resemblance. He’s got the charm of GC. I don’t think he has a pet pig, though. Come to think of it, we didn’t talk about pets, so I don’t really know that for sure.

The last poll’s purpose was to give me some more procrastination time. And then I took even longer that that allowed for. I was never really planning on writing only or first about whatever topic got the highest votes — I was planning on writing about all of them — eventually.

Way back on the weekend of St. Pat’s, I went on a date with a guy from Adult FriendFinder. We met at a classy bar — a very nice locale for this sort of thing. He was very attractive, funny, intelligent. We had some great conversation, at least in my opinion. It was close to an idea first date. I liked him a lot and I knew that I’d like to spend more time with him. I’m pretty sure he wasn’t *repulsed* by me. So, what went wrong? Easy answer, I think. I got drunk. Wasted. Completely hammered.

It wasn’t intentional. Actually, I think the fact that I was having such a good time contributed to me not paying too much attention to my intake. Personally, I believe I’m somewhat more charming when slightly tipsy. But that wasn’t the case this time.

I only remember bits and pieces of the night between leaving the bar and leaving his place in the morning. Of course, not all of that memory loss is a result of too much booze (scotch in case you’re wondering.) Some is simply because it happened over a month ago. Yes, we did have sex. I don’t know how many times exactly. I’m pretty sure he came in my mouth, but I wouldn’t bet my life on it. I vaguely remember having anal sex, but I might be making that up.

I’m pretty sure I didn’t come. I’m noisy even when I don’t, though, so the gentleman I was with might think I did. That’s not a criticism of him, btw, just a descriptive fact.

Ok, to be honest, even though I’m not sharing details, the sex was just average. Not great. Not horrible. Just ok. So-so.

It’s important to me to acknowledge my part of the blame for the so-so-ness. (Or in anything that goes wrong for that matter.) But, having done that, yeah, he did some things wrongly, too. I’m not really comfortable publicly reporting them or denouncing him personally, though. I have no clue if he’s reading this and I think that would just be horribly rude.

I was really awkward the next morning when I left, too. Which I’m not usually. I just had no idea what he was thinking… was this intended to be a one-nighter or not? Usually I know. I was all discombobulated!! I think that maybe if I didn’t feel like I goofed things up by getting so drunk, I wouldn’t have trouble telling him what he did “wrong”. And so then if we *were* compatible, we could have discussed it and made everything all nice. At least in my fantasy world.

Oh well. The next night I had a date with another guy from Adult FriendFinder. And, uhm, yeah. WOW.

Maybe I’ll even blog about that soon.

I had a “poll” post on AFF as follows (with the number of votes as of July 3, 2006 11:30 p.m. for each option):

TMI?
Yesterday I was part of a gang-bang. Wanna know more?

YES! Gimmee details! (76)
Ok, I’m curious, but just the basics, please. (12)
ALL I want to know is how many guys were involved. (0)
You’ve already given enough information, thanks. (4)
Ewwww!!!! Gross!! No! (2)

That was posted at 7:32 p.m . on July 2nd.

Here’s tonight’s post –

Actually, I was planning on just posting whatever it was that came out of my brain through my fingers. I didn’t know if it would be detailed or not. Or, even what qualifies as “detailed.” I really just wanted to tell someone (uh… lots of someones) about what had happened, but was too lazy to write a full fledged post about it quite yet.

Disclaimer: Some details have been changed to protect the not-so-innocent.

For those who wanted the bare bones version: Nine (I think… I’m not sure) men and me. Hotel suite. Yes, condoms used for vaginal and anal protection. Generous use of lube. Extraordinarily nice, above average in looks, respectful, and gracious group of men who do this semi-regularly. I had a blast! (heehee, I crack myself up… that will make more sense if you read the detailed version.)

Detailed version:

I was guided into the room naked with my hands loosely bound behind my back, not blindfolded but unable to see clearly — no contacts and no glasses.

I was pushed, gently to my knees and there was a cock in front of my face waiting for me to suck it. I did, greedily, and then was offered another and another and another… There were nine men in attendance (I think), but I don’t know how many cocks I sucked in succession. I think I gave some handjobs at the same time…. or maybe that was later.

I had had a few drinks before the main event started, but I was completely aware of what was happening when it was happening. Remembering it, though… I’m not sure what happened when. Or how. Or how many times. Or simultaneously or separately.

The cuffs on my wrists were released. I was on my hands and knees with a cock in my mouth and another fucking me from behind.

For quite a long time I was riding on one man, giving blowjobs to a series of different men, and different men — 3, I think — fucked me in the ass. All three holes filled at once. The man beneath me joked that he was getting the best deal since he was getting to be inside me for the longest continuous amount of time.

Occasionally flashes from cameras went off. The one who had arranged this for me gave directions, sometimes followed, sometimes not. He demonstrated how I like to be fucked hard and handled roughly, but the others treated me much more gently. Maybe it was the shy and young librarian personality — which wasn’t an act. That IS how I act, especially around strangers. Their “dirty” talk was perfect — I remember in particular one guy saying that I was such a cute, pretty little cumslut. What a contrast in words. It was absolutely perfect.

Then the finale. My open mouth was filled with cum. One cock after another depositing a load. I can’t swear that the participants followed instructions, but they were asked to refrain from ejaculating for four days prior to that evening. Heavy loads for me to collect. And swirl with my tongue. And gargle. Which made me laugh and smile. And when the last of the cum filled my mouth, I swallowed it down.

Everything is on film. Or, digitally recorded anyway. But, “on film” sounds better. THAT really turned me on. Knowing it was all being captured for later visual retrieval.

Someone gave me Altoid Sours afterward which I immediately spit out with a “Yuck! Those are disgusting!” I guess having just swallowed a mouthful of cum made that seem like a very funny comment.

Someone had brought a DVD of another recent gangbang this group of men had participated in and they started playing it. Everyone standing around naked or half-dressed and having a great time. Slowly the men were leaving, but I didn’t entirely notice because I once more had three cocks near my face. Honestly, I’m not sure what happened then. I was fucked and fed more cum. I was tired.

I ended the night curled up spooning with one of the men. The one who had arranged all of this.

I wouldn’t say it was one of the most erotic or sexually exciting experience I’ve had, but it was one of the most fun and the most thrilling. It *is* something I’d like to try again. Especially with the same group of guys… my 2nd date rule is currently ONLY for guys from Adult FriendFinder. These guys were from elsewhere. What I’d really like is to try this again while bound. And I’d reassure these guys that I really DO like a bit more rough handling.

I received a few digital snapshots of events today. I got more turned on seeing those and thinking back on the experience than I did during the actual event. I suspected that would happen. That’s not a complaint at all, btw. Memories last a long time and I can’t wait to see the DVD.

I really need to get into better shape, too. I DID have a bit of trouble walking the next day, but much more today!

It’s weird to be reporting on a date (as I refer to the meetings I’ve had with people from Adult FriendFinder) knowing that said date is going to be reading this blog later. I actually told him I’d be blogging about tonight and he didn’t seem to have a problem with it. He said he was curious to find out how he rated.

So, this guy… I need to come up with a moniker for him. I am so not creative that way. Uhmmm…. ok, I’m going to call him Cx, which makes sense to me, but likely doesn’t to anyone else.

I responded to him originally because he has an incredibly awesome profile. And his photos indicated a great body. Which I’m particularly particular about. Not to spoil the ending, but it turns out he’s much hotter in real life.

Took us a while and a few mixups before we found a time to meet. Nice neutral public place. And the first time I’ve met someone sans alcohol. We chatted. He asked me a bit about my experiences on here which I started to tell him about. Then he asked if I found it hard to talk about. Oddly, I had forgotten to be embarrassed at all until he said that. Then I was. My headline, or whatever it’s called, on my profile is “blushing slut.” Or something similar to that. I don’t know if I blush or not, but I often feel like I’m blushing when I talk about sex. No, when I talk about sex and my own personal experiences, I mean. Not about the topic in general. Then somehow it was clear that it was time to go back to his place which was nearby.

He had a guest staying at his apartment who was there in the front room on the couch. I think he was watching tv, but I’m not sure. We went straight into Cx’s room. I felt kind of awkward. I mean, it was obvious what I was there for. What we were both there for, but it’s the beginning that’s difficult. IMO. I’m kind of wondering now as I write this if I remember everything the same way that Cx remembers it. Note that I don’t imply that either one of us remembers it more correctly than the other. But, that’s a whole ‘nother philosophical discussion. I don’t know nearly enough about quantum physics to get into that.

So, I kissed him. And we kissed and groped a bit. He asked me what I wanted. I don’t know if he was just used to asking girls that or if he was trying to get me to SAY what I wanted… which was to be used. To do whatever he wanted. To be told what to do. But really, that only occurred to me now. That he might have wanted me to say all of that out loud. Doh! Look, when you’re getting very turned on, sometimes obvious conclusions escape your attention. So, thankfully, he asked if I wanted to be TOLD what to do. Yes. I could say yes to that.

He told me to get on my knees. That alone got my clit throbbing. “Get on your knees.” That is a beautiful directive right there. He took off his jeans. He was hard already and I put his cock into my mouth. Not only did he have a gorgeous body and a cute face, he had a fabulous cock, too. The ideal size, in my humble opinion. Ah, but we don’t want to go into the details of that, do we? No, then I’d go off on a tangent about cock variations and personal preferences. Save that for another time when I need blogging material.

He had me lay on my back on the bed. He fucked my face. My mouth. I deep-throated him as much as I could. I love when having my throat stuffed with a cock, my eyes start to water. Seems like a goofy thing to enjoy, but I do. He wanted to fuck me. Well, he asked if I wanted him to fuck me, which we all know means HE wanted to. I wasn’t ready yet. I was enjoying tasting him. Eventually, though I did want him inside of me. Or, shall I say inside other parts of me.

Doggie style. There really should be another phrase for that. I’m sure there is and I’m just not remembering it right now. La la la… or as the cool kids say, yadda yadda yadda. He told me he was going to fuck my ass. Honestly, I don’t remember *exactly* what he said, but the gist was between asking me and telling me. And calling me a slut. And fucking me deep from behind. Which all together made me cum.

He wanted me kneeling on the floor. And… I couldn’t do it. I know, poor readers, you’re getting into the story and then I go and ruin it with reality. Ouch. It hurt! Now, I *have* had anal sex before. I’ve also NOT had it before. In other words, what happened tonight has happened before. Sure, I’m all ready and then NOOOO I’m not. Other times, I’m ready and no problem whatsoever. I have no clue what the difference is between those different times. No, it’s not size. I mean, sometimes it has been, but not always. I’m positive. I just don’t know. Let me give this guy extra extra praise for first, stopping when I was clearly in pain, then for trying again. Yes, for trying again. Good idea. But, no, it didn’t work. So, mostly I thank him for stopping — again — AND for not at ALL making me feel badly about it. I mean, how not cool is it for me to say yes to something and literally at the last second say no. Not nice. But he was cool.

Back to fucking me from behind. Deeply. Getting me immensely aroused again. I was afraid he was going to cum while he was inside me — uhm, just as a reassuring aside, yes, we were using protection — so I reminded him that I *really* wanted him to cum in my mouth. Now, here’s the kicker…

He asked me if I wanted to suck off his friend in the other room. Other guys have asked me similar questions before. And you know what? When I’ve said yes, they backed out of it. Which, made sense to me. I mean, group sex is great, but not if the other participants weren’t expecting to be involved. Don’t particularly want to be involved. Feel pressured to be involved. So, once again, I said yes.

Cx jumped up to go tell his friend to get ready for me. Actually, I’m not at all sure what he said to him. I think I said something about not making him join in if he didn’t want to. Or maybe I only thought that. Not sure. His friend seemed to think is was a great idea though. Yippee!

No, really. That’s what I was thinking. “Yippee! Cool! Fun!” I’m soooo weird.

Moving into the front room/common area. I’m naked. Oh, except I still had my socks on come to think of it. That’s such a dorky guy thing, right? But, they WERE cute socks. Multi shades of brown stripes knee highs. Anyway.

Lights are all on. I know there’s the theory that guys don’t care what you look like naked as long as you’re naked. And at the time I was way too psyched to worry about it. But, now I am, of course. Eck. Sooo… sucking Cx while CxFriend gets naked. Is it just me or does CxFriend look like a C++ object name? Yeah, I thought so.

CxFriend seems to be concerned that he’s not yet hard enough. Cx tells him not to worry that I’ll get him hard. Which of course I’m happy to do. Actually, I absolutely love that. I “absolutely love” lots of things, don’t I? I LOVE feeling a guy get hard and larger and more and more and more in my mouth. It’s much more tactile than feeling it in my hands. CxFriend in my mouth. CxFriend on his knees. Me on my knees bent over. Cx fucks me from behind. YES!

I was going to write a blog about how I would love to work my way through the Purity Test list. Well, already, I get one marked off! I’m ahead of schedule.

Seriously. It was awesome. Fast forward to each of them came in my mouth. And they both came A LOT.

All in all quite a delightful evening. And I got home in time to go to bed at a decent hour, too!

Even though this is another novel length post from me, I’m positive there is stuff I had intended to say that I’ve forgotten, so let this serve as a warning that I may refer again to this post and this evening again. Or maybe not.

The problem with meeting at a caffeine oriented rather than an alcohol oriented establishment is that now I’m not nearly as tired as I should be for this time of night. Damn.