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ouroboros

anal masturbation and online flirtation

Posted on 2007.12.07 at 06:25
this morning in the shower I began to rub my asshole with my soapy fingers. it felt soooo good. sometimes my asshole is not that sensitive, and sometimes it is extra sensitive. today was one of those times. i rubbed it and fingered it, feeling like a woman playing with her pussy. my cock quickly became rock hard. but i did not have time to finish what i had started. i wish i had time to slowly masturbate myself to orgasm, then carefully shave my cock and balls bare and wear my cock ring to work. it's a delightful feeling.

there are two women i have been flirting heavily with online. one is a beautiful, curvaceous married woman who shares a lot of my tastes, interests and perspectives. she lives a few hours away from me but we have a sort of standing plan to get together someday. there is a nudist campsite a few hours in the other direction ... we'd like to go there someday to enjoy the experience of public nudity in the warm sunlight.

the other woman is much younger than me and lives in new zealand. she is even kinkier than i am. again, we share a lot of interests and tastes, and i think if we ever managed to get together, we'd probably fuck for hours and hours ........ and all kinds of other sexual escapades that aren't actually sex but are very exciting. such as public nudity and flashing.

not too much man action recently. tried to set up a meeting with an older man who shared my interest in dad-son scenes, but he backed out at the last minute. disappointment.

serpent + skeleton

this is for west syde slut

Posted on 2007.10.15 at 23:23
been a long time since I updated, oh well, here's the news:

-- the woman who went out of town several months ago returned and decided that we could not be lovers any more. I understand her reasons but I miss being with her, not just the sex but also the cuddling and conversations and many, many 'first times' we shared. we're still friends, though.

-- had an interesting experience the other night ... got an invitation to a crossdresser party at a local seedy motel ... when I showed up only two people were there, a middle-aged crossdresser and a large naked man. the door was unlocked, I walked right in to see her sucking his cock on the bed. they welcomed me, I took off my pants and sat next to the large naked man. a few minutes later he got up and got dressed, then got a camera and started taking pictures of the CD girl sucking my cock. soon the CD girl and I were in a 69; she had a lovely little hairless cock and ass. she brought me to orgasm quickly -- I came in her mouth while the large now-clothed man took pictures. it was very hot. afterwards we exchanged email addresses and she just added me to the Kentucky crossdresser email list. I clicked through their archives ... they have parties about once a month with CDs, pre-op transsexuals, a few women, and lots of horny men. looks like fun.

-- not much else happening right now, oh well

serpent + skeleton
Posted on 2007.05.02 at 21:32
Current Mood: sad
my lover just left town for several months. we have had so many lovely adventures in the past few months.

a few days ago -- our last day together -- we played with her new toy, vibrating anal beads. she had another anal orgasm. I knew this was possible but I've never had any lovers, male or female, capable of experiencing anal orgasms.

then we finally accomplished a feat we had been attempting for weeks: full blown anal sex. we had managed partial insertion before, with minimal thrusting, but this time I was able to fully penetrate her and thrust in and out. she came again, and so did I. she said she could feel me cum inside her, both the throb of my cock and the splash of my cum. it felt like a half pint of semen came out of me. it was magnificent.

I miss her already.

serpent + skeleton
Posted on 2007.04.24 at 18:34
goddamn, the hunger is upon me.

for the past month or so I've had a new lover, an old acquaintance who I hadn't seen in years. when we were teenagers we had a brief makeout session during a school function and were interrupted; we never got a chance to get together again. then several months ago she found me on the internets and we began chatting regularly.

one day while chatting she asked me "do you remember what happened at (name of our school) during dress rehearsal?"

I said "yes, I believe we have some unfinished business to take care of."

this led to a meeting at her workplace. we hid in an unused breakroom that had a large comfy couch and we had all kinds of sex. she was enthusiastic, daring and horny as she could be.

since then we have had sex about ten times. oral, vaginal, anal. she sticks two fingers up my ass while she sucks my cock; she sticks a vibrator in her ass while I fuck her. she is as experimental and as slutty as I am.

one morning I dropped by her house to surprise her and instead I got surprised: there was another man in her bed. she invited me to join them. the other dude didn't seem too enthusiastic but when she took off my pants and started sucking my cock, he started fucking her, so I guess he wasn't TOO upset about it. it was pretty fun but I had to cut it short because I had to leave.

I just left her house. we had brief, intense sex before she had to go to a work-related function. we are going to meet again this weekend and hopefully pick up a guy together. she wants to watch me get fucked by a man. I can't wait.

serpent + skeleton
Posted on 2006.12.29 at 23:56
finally got all the chat services working.

jabber: areyousordid
aim: theserpentcircle
ichat: theserpentcircle
yahoo: theserpentcircle

webcam activated, for now.



earlier today I went to one of the only adult bookstores in town with available glory holes. the booths are large and there are actually handles attached to the walls so you can hang on for dear life while getting sucked off by a stranger. Today's experience wasn't fantastic but I bet that place is amazing when it's busy.


webcam chatting with a very exciting woman right now. too bad she's literally on the other side of the planet.

serpent + skeleton
Posted on 2006.12.28 at 19:08
I'm so bad about neglecting this blog. Lots to catch up on.

-- the other day I had a three-way with two hot older men: salt-and-pepper hair, big cocks, one in his 40s and one in his 50s. We sucked and j/o'ed each other, then they both fucked me with condoms. I shot off while the older one was fucking me last -- a spray all over my chest and stomach. It was amazing.

-- a hookup with a gorgeous older woman fell through.

-- haven't seen the married hairy white guy or J (the sexy Korean man) in months. I miss them.

-- recent Craigslist postings and cruisingforsex.com postings have been fruitless.

-- I need to take more pics and post them someplace reliable and accessible.



I hope I'll have more to post later this week. Merry Christmas and Happy New Year.

serpent + skeleton
Posted on 2006.09.16 at 09:59
The chat room in gay.com can be rewarding or frustrating. I've met many hot men there but usually I just meet a bunch of frustrated trolls, queens and closeted breeders who would rather chat about sex than actually participate in it. Today I had a morning hard-on that I wanted to take care of, but when I got on chat I got messages only from the cybersex-types. I'm frustrated!!

serpent + skeleton
Posted on 2006.09.06 at 17:32
I was invited to a "party" with two men in their late 40s. I'm soooo tempted

serpent + skeleton
Posted on 2006.09.03 at 16:38
Jesus Christ I had a fucked up encounter today. I posted about it in wtf_omgz.

I never write in this thing .....or post photos .... or add friends. I need to be a better blogger.

serpent + skeleton
Posted on 2006.06.29 at 15:13
the crease unfolds
the sharp salty fluid
rushes, its own sound
echoing the sea
lapping forth
look down
I'm at your feet
drinking

serpent + skeleton
Posted on 2006.02.11 at 20:02
First post!