Trip to Spain - Part 1

So it's time to take a much deserved vacation from "overseeing a private residence where sex parties occur."
But my blog never takes a vacation (unless I'm having a sexless reunion with the family)!
And where should my fancy take me?
None other than Barcelona, Spain!



Yes, there was a lot of beach time and having incredible dinners out and siteseeing (Gaudi's Sagrada Familia -- woohoo! ...zzzzz.)

(It looks better in photos than it does from street level!)



But this blog is about sex and isnt that really what you want to hear about?
Well, here it comes... (so to speak)...
The first night out: a sex club called "Open Mind" or what I like to refer to as the "Open Hole."



Located in the gay district known as Eixample (or "Gayxample") my traveling companions and I entered a nondescript building around 11pm on a Sunday night. The cost was 17 Euros, we signed some documents, were given two free drink passes and buzzed through the door. We put all our clothes (we're nudists, but most people were in their underwear) in our assigned lockers, keeping the key on an elastic wrist band and headed into the seemingly spacious two floored club.

I always do a tour before anything, so I know the lay of the land: know where the exits are, the bathrooms and condom and lube stations. It had a more-active second level which seemed the naughtier place to hang out, so after the once-around and re-connecting with my boys, I headed back upstairs to see what I might encounter.

In an instant, the first cute guy I saw immediately came on to me! (Wow, I like this town!)
He was young (late 20's), Spanish, short dark hair and lean with nice everything. He was wearing low cut white boxer briefs that almost looked like a swimsuit.
Suddenly being Causcasian with blue eyes was considered exotic and attractive! I asked if he wanted to get fucked (I get to the point quickly!), he said he liked having his ass eaten. Uh -- hello -- I prefer that (if it's a nice ass -- and it was)!

After two minutes of aggressive ass eating, though, he walked away saying he wasn't feeling right.
Huh?
For the rest of the night I watched every other person in the club eat his ass. I guess that was his thing!
Maybe he has sexual A.D.D. or maybe my whiskers were rubbing him the wrong way.
Still, that was a first - someone not liking my rimming capabilities!

Time for a break...

My main traveling companion Herb smoked pot with Mr. Ass Eaten (small world!) prompting Herb to finally relax into the space (he was exhausted from no sleep the night before), allowing him to suck multiple cocks at once (including mine) and then getting fisted by the end of the night. Go Herb!



The space had an edgy feel to it with lots of kinky hardcore art on the walls and a giant industrial fan situated above the entrance to the bathrooms that dominated the decor. It moved slowly, so I wasn't sure if it served a function or was merely decorative.

Speaking of the bathrooms, for the first time ever I used one of those bizarre toilets that's built into the ground with a foot pad on each side of it. That's where you put your feet. You then squat down and shit in a porcelain hole -- almost like a urinal built into the floor that one straddles.
It was easier to use than I expected, and the placement of the feet allows for proper "placement" of the feces, but thank god I was naked, otherwise my clothes could get in the way or I wouldn't be able to spread my legs far enough apart with my pants down.
As for flushing, it was an avalanche of water from a hose above the toilet yielding very little result.
Still, as a person who loves his bathrooms, I'm glad I got to experience something so... so... crude. (I've seen them before but never used one. And trust me, the public ones can look very messy when you encounter them! Eww.)



Back to work...

Out of the bathroom and back into the Open Mind, perhaps the highlight for me was spitting on and slapping a guy who was doing the same to me. (Try negotiating that when you don't speak the same language. On second thought, I think we did speak the same language!) Unfortunately he wasn't fucking me at the time, which would've made it even better with his nice fat cock.

Actually Herb's sucking his cock is what started the whole orgy, including the involvement of a very hot stand off-ish guy with the biggest cock in the place.
Herb sucked his cock, too, as I felt up his butt, but his ass was flat and a real turnoff, even though he had a good looking face and a giant dick (more long than thick -- I prefer the opposite).

Eventually at another location upstairs a while later, a very aggressive top man with a nice dick and solid body treated me in a way that felt domineering yet acceptable (it has to be done just right or I won't take it!) When it was clear he wanted to fuck me and intended to use condoms (unlike all the other barebackers in Barcelona and worldwide) I escorted him over to a perfectly located sling in a dark corner of the piss room.

But once I got in the sling, I knew it would be problematic when I felt his fingertips trying to find my hole (maybe even a fingernail was there, but nothing sharp or dangerous). I don't like fingers up my ass -- they're hard like sticks. I prefer a hard softness: something with pliability, but firm enough to penetrate a reluctant (yet willing!) ass. His attempt to find it was a bad sign -- there's not much else down there!

Short-story-long: it was a bad fuck. I tried to enjoy it, but he wasn't really hard enough and I wasn't feeling enough of the in-and-out friction that makes it pleasurable. (As a top I try to create that sensation as much as possible.)
So that was the end of that encounter.

Speaking of being a pleasuring top, I also recall fucking a sexy short Spanish guy with a great bubble ass in the piss area as another shorter Italian-looking one watched me with smoldering eyes -- I kissed the Italian as I fucked the Spaniard. And that kissing is what was really keeping me hard, since the bottom was becoming too relaxed, loose and greedy (a turn off)!

After about five to ten minutes of aggressive fucking (One of my traveling companions refers to me as "a monster" the way I can fuck so hard -- but I don't start off that way!) that scene also ended and the assembled group that had gathered to watch, dispersed.

...I hadn't come in almost a week and after hours of build up I knew it would be a big eruption. I tried to draw the attention of the Italian (and his new partner) that I was about to cum, indicating they should look -- most guys like to see cum shots.
Alas, they were into their own thing together and could care less about my proud display of virility!
Look at me! Look at IT!!
Okay, don't.

On the way out of the club with my friends, I asked the manager how much an "Open Mind" t-shirt cost. He gave them to us free!
Yay to making new friends!

That was Barcelona, Spain.
But one last note about my favorite seaside area near the city:


I bid adieu to my favorite nude outdoor gay spot "Chernobyl Beach!" (Google it.)
The young Spanish gentleman above let me snap this photo at the beach, which is adjacent to a Power Plant that challenges all attempts to feel like you're in nature, hence the local name "Chernobyl Beach."
My advice: look in the other direction!

And P.S. the water is cleaner here than Barcelona's major beaches. It's also more naked and gay. (Take the Metro to Playa De Sant Adria De Besos and walk past the huge pipes that go into the water!) Trust.



The next day we traveled to Sitges, a gay resort town about 30 miles south of Barcelona and THE summer destination for all of Europe's gays!



Our first night out (Monday) brought us to a club called "Queens" and a talent show "Sitges' Got Talent" hosted by the inimitable Lady Diamond. She looked and sounded like an older Boy George, very saucy and flirty. And her transformation into a nun and getting everyone to sing karaoke style from The Sound of Music really gave Pickles some ideas for SPAM! (Maybe Pickles will do that for September's "Back to Catholic School" party!)
The winner of the talent contest was an older man from Moscow named Alexander, who sang "Strangers in the Night" and later stole the mic from Lady Diamond as she was doing her OWN karaoke number. It was funny as she explained how lucky Alexander was that she wasn't a diva, otherwise she'd cut off his legs!
I also appreciated that Lady Diamond spoke mostly in English (but was clearly multi-lingual -- as are most people in Catalonia). Everyone seems to know some English -- even Alexander the Karaoke King from the Kremlin.

After that we went across the street to "Dark Sitges," a bar with an underwear (or nothing) party. Complete with active backroom.



The space wasn't very big and instead of a locker, we put ALL our clothes into a white plastic bag. Again, two free drinks were included with the cost of admission (8 Euros).
The space was more like a bar with an extended backroom. A long narrow lounge/hallway that led to a sexually active playroom at the very back.

I got sucked by a couple guys. It was pretty boring although the two guys I played with were sexy -- one Spanish (big surprise there) with a bubble butt (ditto) and the other a mildly hairy Mediterranean looking guy with a great smile and odd shaped penis. He was very much into sucking my dick (and many others) and kissing.

Should I be worried about kissing a mouth that's sucked so many other cocks?
I could be, but I think my exposure to small amounts of so much over time has sort of built up an immunity for me. I don't do drugs or smoke and I rarely drink and I don't bareback... so I think my immune system is pretty strong.

Regarding Dark Sitges Bar and others like it -- it always astounds me that a bar with a liquor license will allow nudity and sex. That's illegal in New York City, which is why so many parties have gone underground (although we don't sell alcohol).
But in Europe it seems that having at least a back room is the norm. The bars with "underwear parties" make no bones about their purpose. It seems sex is expected if you're in your underwear! And it's allowed. With no requirement of condom use, although safe sex always seems to be encouraged via signage.

All in all, I think I was taking a break from a very active night before at the Open Mind in Barcelona. So receiving a couple blow jobs and making out at Dark Sitges Bar was fine with me.
There was one particularly cute white boy there though with a moppy hairdo and a HUGE cock. I mean, like 12 inches. And not because he was so short. It was that big. Like a porn star. And bent! A guy was standing behind him faux-fucking him and jerking on his monster cock. Watching that happen silhouetted against the one light in the room was enough to help me achieve orgasm. And truth-be-told with something that big, I'd prefer to watch from a distance. Ok, I might try to take it up my ass (even with its strange shape), but sucking it would be out of the question, my mouth and throat just aren't that accommodating!

On Tuesday, we spent the whole day at the BEST gay/nude area in Sitges: Balmins Beach. It's close to the city (unlike a remote area on the south side of town Playa Del Muerto (!) with a rocky beach) and is full of naked men walking along the shore line, laying out on towels and cruising in the sea 50 yards out (the water is very shallow.)



We ran into Alexander the Karaoke King from the Kremlin that performed Monday at Queens; he was now completely naked, weathered by the sun but a handsome fit man in his 60's. He had a great life force and was clearly into Herb. As he talked to Herb, his large uncut penis grew, but not to full erection. I like that!

The biggest information we got from Alexander (other than his upcoming international travel plans) was that THE place to go to is a bar one floor above "Queens" (the club where he sang) called "Bears."
So that became our plan for Tuesday night.



Several hours later Herb and I indeed ended up in the dark backroom area of Bears, without even having to buy a drink or pay a cover. Immediately upon our arrival a young handsome man was standing right next to us. My playmate Herb didn't even notice him, but my attention was immediate and clear: you are the object of my affection.
Herb pulled out his own large already-erect penis and within seconds an older man was down on it, sucking.

But what about the shaved headed Vin Diesel looking boy here? (He looked like Vin Diesel only because of the shaved head.) I tapped on Herb's shoulder to bring his attention to Vin who was already touching me to show mutual attraction. Noticing how hot he was, Herb turned around and within seconds the three of us were in an adjacent booth with a draped camouflage door, surrounded by slats of wood that allowed semi-privacy.

Once inside our booth, Herb and I took turns sucking Vin. It was incredibly cramped, but somehow Herb managed to stick his ass out enough for Vin to start fingering it as Herb sucked his dick. I made a gesture with my fist to show Vin that Herb liked being fisted.
Within minutes I was fucking Vin's bubble butt (he gave me a condom without my even having to ask for one -- I love that!) as he attempted to fist Herb.

For a while even Herb (who strongly favors bottoming) fucked Vin. But it was while I was fucking Vin that he eventually came. There was also lots of kissing throughout and a genuine sense of fun in the midst of the passion.
Upon his climax, we moved to the bar area where drinks were served and we discussed future options.

As it turned out, Vin was from Moscow and only 21 years old, staying at the hotel next to ours. He invited us there. So we left Bear Bar and landed at the front desk of his hotel were Vin asked for the key. The concierge said "There is only one person registered for your room," inferring that he wasn't allowed to have anyone else there at night, when only one is paying. "These are my friends," he said. After which he continued up to his room with us following, not even allowing the concierge to deny us entry!

His room was the penthouse -- one level above the elevator's final stop.
Wow! Penthouse! But when he opened the door, the room was the size of a shoe box, barely able to fit the bed! And the bathroom was tiny. Our 2-star Hotel room was twice the size -- as was our bathroom.
Even though the room was tiny, I figured we could make it work for a fisting scene with Herb, which is kind of where this was all headed. I was ready for bed, but was happy to explore new territory.
Before we started I looked out the sliding glass doors, thinking maybe he had a small balcony with a view.
No -- It was a HUGE balcony twice the size of the room overlooking the city with complete privacy!

I immediately summoned Herb to check it out, prompting Vin to open the door to allow us to explore. Herb was the first one out on the balcony. But before I could even get a true grasp of the view outside, Herb had already stripped completely naked!

It was a balmy night, a near full moon so everything was well illuminated and even though we could see everything, no one could see us. Exposure and privacy -- exceptional.

We insisted that Vin also strip naked. He was a bit shy at the bar and now we could see why -- he was a bit chunkier than we imagined and he had white spots all over his incredibly tanned hairless body. It looked like a mild case of Vitiligo, not on his face, but all over his chest and even surrounding his asshole when it was spread (as I am known to do)! It was a bit disconcerting, but that face was stunning. And he seemed into fisting Herb.



Essentially it came down to me fucking Vin as he fisted Herb. And then me attempting to fist Vin as he punch-fucked Herb, who had one foot up on the balcony railing (!) and was probably waking up half the neighborhood with his loud rooftop moans and grunts (it was about 3:00am) on a Tuesday night/Wednesday morning.
I shot my load while my other hand was in Vin.
After that I decided to call it a night, leaving Herb and Vin to continue on (which they did for another hour).

Luckily our hotel was next door, so getting home and in bed was a breeze. I was half asleep when Herb stumbled in -- not drunk, but tired and worn.
I think he took a much needed bath to calm his asshole.

Even though it was an intense evening of sex (for the bottoms!), with a spectacular view, our best night in Sitges was still yet to unfold...

The Deluge

I hadn't been near the space for a few days, assuming that when I arrived an hour before the promoters of the Bear Party to help them set up, that everything would be normal. If there were any emergencies, the landlord would call me, right?
Wrong.
The place had flooded. Again.
Only this time a new twist: it flooded from above, collapsing areas of the ceiling and creating a mess throughout the party space. That's in addition to the water on the floor that also had to be cleared.

The good news was that the source of the flooding had been stopped so no more water was coming from the ceiling. But the damage had been done and the landlord was nowhere to be found.

I went to the supermarket on the ground floor and asked if something had happened.
Apparently I "missed the show!"
A hose to the kitchen sink on the second floor had burst, flooding the kitchen and hallway, which then flooded the supermarket below (just before they opened for the day) and that water then found its way to the basement. The amount of water was so intense that the supermarket was pushing it out the door to the street. People didn't know what was going on.

All that water soaked the basement ceiling enough to collapse parts of it.
Luckily it only happened in a few areas where I was able to quickly sweep up the plaster. Then I cleaned up the edges of the tattered holes in the ceiling with a utility knife, prepping them for patching at a later time.

There were already other areas of the ceiling that could use some patching, so this just added to the list of things to work on, but ultimately it didn't affect the party; throw some camouflage over it! Done.

Then I squeegeed the puddles to the drains and turned fans on to dry them up as much as possible before the doors opened on time (!) for the Bear Party.

If only they knew the condition of the space just before they arrived.

When I finally got a hold of the landlord, he was upstate and said he thought I had already left on an upcoming trip to Spain and was out of town, so no phone call to alert me was needed.

Still, it was a shock.
Also it was a hot summer afternoon and the usually cool basement was now very humid with all the moisture. But with several fans going and an air conditioner, we made do and had the Bear Party up and running on time.

Anything of note at the Bear Party?
Just the usual: any really sexy guys that are there are into Bears, so although I may look "good" compared to someone much bigger and older, it's all about someone's preference and that sexy guy the about the same age as me that I'm eyeing is looking for a daddy, not a peer. Duly noted.

And interestingly, the one person I arranged to meet with at the Bear Party decided that when it was time for him to have his orgasm, he'd share it with someone else!
The nerve!
I do all the prep work (playing with each other for quite some time) and then someone else gets to experience the completion of my investment!

He did suggest I take a shower before we played (I was sweaty from having just cleaned up a collapsed ceiling!) so maybe my "scent"/odor had returned and was keeping him from cumming.
But most guys prefer my manly stink smell!

Four hours after the Bear Party ended was the one we have for the entire LGBT community.

Coatcheck Smelly Kelly and I performed again, only via pre-recorded music.
It was a country theme and we did two versions of the sitcom theme song for "Green Acres." Plus I sang "Jolene" and Kelly sang "I'm from the Country." As usual we changed the lyrics to make them appropriate for where we were. And also as usual, our efforts were appreciated by maybe five people (mostly other people working there!)
It was fun to hear the songs play over the speakers, but clearly not as exciting as lipsynching to ourselves onstage as we did at last month's soiree.
I think when September rolls around, we'll have to put on a "Back to (Catholic) School" show!

To make the evening fun, I wore several outfits. "Israeli Giraffe" attended again and counted me in five outfits!
It was fun to hear people respond to my attempts at entertainment -- I usually only do outfit changes at the trannie party, so there was a new appreciation for my efforts at this one.

Also at the LGBT party I met a sexy young girl who wanted to be "part of the family."
She noticed how we all seemed to know each other and she wanted to be part of that.
Great! Another freak to join in our parade!
And we could use a sexy young girl (whom we noticed likes to make out with boys!) as part of our group. I wonder if she's into grandpas like me?
I don't care what she's into -- I'll do whatever she wants!
How about a GrandMA?!

Now there's a bridge I haven't crossed yet -- fucking (or getting fucked by) a biological girl!
Okay, so maybe I fucked a 40-something year old woman once when I was 20, but that's the only time I've done it. It's time to reverse the ages and fuck a 20 year old girl now that I'm 40-something!
The challenge begins now!

"Latin Muscles" was supposed to show up and spend the night and I was horny for him! But alas he never did.

By the time Sunday rolled around, it was clear that the parties were a little off this weekend -- in numbers and in ambiance. Perhaps it was the summer heat and humidity keeping things just shy of really coalescing.

I didn't have the energy to play when "Latin Muscles" finally did show up for Sunday's piss party and proposed overnight.
I was exhausted and had to be focused on Monday's departure to Spain for a 2 1/2 week adventure in Barcelona and the nearby gay resort town of Sitges!

Maybe I could get some play across the Ocean.
Undoubtedly!

A Video Intermission

I have three new postings I'm almost ready to submit, including two postings from a recent trip to Spain, that include fisting at a foam party!

Until then, here's a video my roommate shot mostly in our East Village apartment. For a better version of it, do a search on YouTube for "Cazwell" and "Ice Cream Truck."
And if you like ass like I do, you will have a great appreciation for this video!

Cleaning Up is a Drag

What is it with me and drag?

I can remember being a little kid (8 or 9 years old?) and running around the front yard in a wet t-shirt with water balloons tucked underneath for boobs, loving how they bounced around like the real thing!
Then I remember my dad telling me to stop.
I also remember crouching down and often wrapping my t-shirt over my knees so it looked like I had big breasts. Did other kids do this?
Or maybe it was every Halloween when my procrastination led me to the last-minute-necessity of wearing my mom's clothes (and modest heels!) out for the night. I mean, it was Halloween, right? I was allowed!

But I never dressed up like that because I felt like a woman inside, I just liked pretending I was a girl. And really, isn't there something inherently sexy about girls? Something sexy about stereotypical femininity and softness? (Not that all girls are feminine by any means!)
Maybe for most gay guys it's not a sexual thing, but for bisexuals, trannie chasers and straight men, there's certainly an allure!
And truth be told, as written about in previous posts, the men that one can attract by dressing this way can be outstanding. And for whatever oddball reason, the more I dress like this, the more I become attracted to the same: femininity in others. Be it in a biological woman or a drag queen.
I've seen/heard of it happening to other trannies: they were gay men who transitioned into women and became lesbians! Fascinating.
So my situation is certainly not unique.

With all that in mind (and perhaps the part that is unique) was when the young-guy piss party was coming to a close and everyone was tired and not looking forward to the thorough cleanup that was about to unfold. Myself included.
So to mix things up and create some fun, I ran upstairs to my private chambers and changed into drag to clean up the mess!

The first outfit was a leopard print nightgown with slits up the front of both legs -- all the way to the navel; incredibly revealing, especially without underwear! I also wore the giant dark brown/magenta five-wig combo (worn by the Israeli Giraffe) and had scandals on for practical purposes -- with the hosing down of the entire space my feet were sure to get wet.
But alas as I bent over to pick up trash and empty out beverage bottles for recycling, my negligee kept falling onto the wet floor; I can only hope it was the wet area already hosed down. After getting wet, the garment would stick to my body. Cold and wet = really unpleasant. And who knows what that wetness really was! A change was called for.

I went back upstairs and put on something more practical: my high-heeled black patent leather platform boots, a short hot pink dress with black trim, matching hot pink full length gloves, my white flip wig and makeup (black lips and mascara).
The other cleanup boys approved -- and it only took me five minutes to transform so it's not like I was trying to get out of work!

So there I was, kneeling down in my high-heeled platform boots, picking up the sometimes-slightly-browned condoms that were stuck to the floor. Only this time, I had put latex gloves over the full length opera gloves, so as not to get cum, lube, piss, shit stains or stank on my gloriously textiled fingers...
Because I'm a girl with class!

To continue in that classy tradition on that sunny Sunday morning at 5:30am, I was out on the streets of Brooklyn, sticking out that hot pink opera gloved thumb as if hitchhiking for a ride to nowhere. There were no takers. And as the cleanup crew drove away in the promoter's SUV, I started bending over to show them my ass and lifting up the dress to show anyone looking that underneath the elaborate facade, I wasn't really a girl.

As if there was any doubt.

How I Got Fucked in Drag Live on the Internet

Was it a bad idea to pit two dueling Monsters against each other? No, I'm not referring to Godzilla, Mothra, Rodan or Ghidorah but rather the equally epic Dominican Donky Dick Lesbian vs. The Israeli Giraffe, two pivotal players in my story (this blog) so far.

Ok, so maybe it's not that epic, but I certainly wondered what would happen when two prior play partners showed on the same night for the same party -- upon my request.

I often invite more than one person to a party because its so rare to actually get someone out to Brooklyn for an event. But the last time these two showed up, enough happened that I wrote about them. And both ended up eating out from brunch with the staff after the party ended. And that's really considered being a part of the inner circle.

Dominic Donkey Dick Lesbian (D.D.D.L.) was the first to arrive. Interesting that D.L. should be part of his moniker. He still lives with his family in Jersey and is very much on the Down Low, not out to even his best friend and certainly not sharing his penchant for getting dressed as a girl and playing with the same (other guys dressed as girls -- hence the Lesbian part of the name).

I have another Jersey friend who likes to dress up for the trannie parties and D.D.D.L. used that friend's wig to complete "her" ensemble. Before D.D.D.L. arrived, I dispersed all my drag clothes, wigs, makeup and accessories across the floor in the living room, including five new dresses I bought at the nearby Salvation Army.

As soon as he stripped naked to begin the transformation, he got an erection. WOW! I remember now why he was referred to as Donkey Dick. And I loved that just getting naked surrounded by women's clothes (and me!) was enough to get him turned on. I'm sure it helps to be 19, too!
But I also know how it is with closeted people who finally get to encounter their fetish after weeks/months/years in a stifling environment: arousal is the usually first thing to appear, whether they want it to or not. The anticipation has been overwhelming.

With all the fun dresses and accoutrement I had laid out, D.D.D.L. was only interested in what he had just purchased for himself -- a long white tank top that served as a tight fitting dress and printed tights to cover his unshaven legs. Once dressed (pre-makeup and wig) he looked like a football player (a lean running back, not a linesman!) though, not a girl. And I must say, his 5'9" body was rock solid: broad muscular shoulders, beautiful pecs, a washboard stomach and narrow hips with a bubble butt, and muscular thighs that framed a dick that looked more like an infant's entire body (forget the arm!) than anything reasonably belonging to someone of his size and age. And yet, not overly sized like a body builder, but in perfect proportion: stunning!

But apart from all that, D.D.D.L. has a charming visage with full curvy lips that smile frequently and sparkling eyes that could probably get him whatever he wanted. This, as they say, is a player. A young charismatic guy that can get whatever he wants.
And on this night, he was on the prowl for "girls."

And I was there to help him with his search!
Was I being generous again, by helping another fetish freak find his kink or was I creating a girl (a la Pygmalion) and hoping she might turn her affections toward her teacher?
I could only hope I might get lucky again, but in the meantime I couldn't believe the perfectly sculpted athletic body that stood before me, wanting my help. How lucky was I? Damn. And I was allowed to kiss and fondle him too. He let me grab his dick , since it was hard and calling out my name, as much as an infant can speak English at such a young age. D.D.D.L. smiled, clearly liking the attention and validation.

Then The Israeli Giraffe arrived!
Whoa! Two potential play partners at once? My fortune had doubled! But could I really give my attention to two people?

So instead of trying to get naughty I focused on getting the girls their outfits. And truth be told, The Israeli Giraffe wasn't really into getting dressed up. Yes, it was fun the first time as part of a whole seduction when I was also in drag and I was offering him the clothes off my back, but in this scenario, with no shoes for him and a masculine face that would take a lot of work to feminize, it seemed that on this night, he would have to remain a man. And so he went downstairs in his underwear and a robe that would be removed upon his arrival.

With The Israeli Giraffe out of the picture I was able to focus on finishing D.D.D.L.'s transformation into a woman. He put some foundation on his face and I applied liquid eye liner and yellow eye shadow to lighten his darker skin tone and make his eyes stand out a bit more. Then he finished it off with a dark wavy wig and some lip gloss to that always-smiling mouth!

But I couldn't send him to the party looking like a football player!
So we found some white tights that downplayed the size of his thighs better than the busy printed ones. And he put a dress over the tank top to give his upper body more of a feminine shape. Perfect! Hair brushed out. "She" was ready to go!

As we were about to embark on another adventure downstairs, The Israeli Giraffe reappeared saying that he didn't care for what was going on downstairs: he was the only person in his underwear and no one was really doing anything.

I explained that this party was different from the LGBT one he had been at before and that most of the guys at this event stayed completely clothed, even though it's a sex party. It creates a very different ambiance. And the guys are into trannies, not guys, so if you're looking for a bisexual man into you as a man, this is not the party to be at!

That said, he returned the party with me and D.D.D.L. perhaps to play with us -- we'd have to wait and see. And if memory serves correctly, The Israeli Giraffe has a small Jewish child of his own hiding under those BVD's!

We had taken so long to get ready though, that by the time we arrived, some of the girls that had arrived earlier had already left and that put more focus on us (which would've been there already) to deliver our goods to the boys. And truth be told, that's never D.D.D.L.'s intention: she's there to play with the girls, not the men.

I, on the other hand, was open to whatever/whomever might come my way. And D.D.D.L. gave me the freedom to do that.

First on the agenda: The Israeli Giraffe. Now that we were in the club together, it was our chance to pick up where we left off before, which was my sucking his large cock very publicly (in the DJ lounge area) at the LGBT party. Was he going to fuck me now?
Wait... I want him to suck my dick first! And prove that he really was into guys and not all about being serviced and having only his needs met.
Alas, he was not into sucking dicks, which included mine.
Suddenly my interest faded. It didn't seem a fair exchange! I put all this work into my appearance and I serve his needs?
No, at a trannie party, it's girl's choice and this trannie wanted a blow job.
But The Israeli Giraffe was not having it. So I (tried to) politely move my attention elsewhere. He was clearly disappointed that I wasn't interested in playing with him anymore, but if we're not sexually compatible, well, that's the end of that -- at least when you're at a sex club.
We can be friends, but as sexual play partners, it can't be all about you and your needs, there has to be some give and take (unless one person always wants to give and the other person always wants to take.) But I'm versatile and doing the same thing over and over again can get boring.

(Side note: The Israeli Giraffe later told me he had sucked a dick once and he didn't like the taste of the guy's pre-cum. And sexually speaking, his activity is very limited. So maybe in the future he will try it again. But I know it can be tough to go there: the first cut is always the deepest, isn't it?)

Turning my attention now to D.D.D.L. I was more than happy to (try to) suck her stiff Dominican Horse Cock. She sucked mine at the last party, so I knew she was versatile -- at least where oral sex was concerned.
With regard to fucking, she was a top and things seemed to be headed in that direction at the last party. Might that happen this time? (Please?!!!)

The party was coming to an end, The Israeli Giraffe had long since left and neither myself nor D.D.D.L had gotten any play, except for my sucking her dick.
She had a long drive home, and was anxious to leave unless there was something else to keep her there.
I dangled a new option: sex on the internet!

Ever since a recent trip to California, upon the advice of a friend in Florida, I encountered a free website where people have sex on camera and broadcast it out to the world via internet. This has been going on for years, but it was new for me and it was a new play toy for me before bed. I had done one "show" of my own, but for the most part was happy to jerk off watching others play with themselves. (I didn't show my face while I did mine.)

But I had to create a profile (male, bisexual) and that's what I logged into when I brought D.D.D.L. into my bedroom. She was up for it!

We were going to broadcast a trannie sex show live to the whole world!

The thing is, my profile said I was a guy, so when we signed into the "Couples" area, people would check in, hoping to find two guys going at it.

And what did they see instead? Me sucking D.D.D.L.'s dick, with my white flip wig covering my face, pulling the flip to the side so the viewing audience could see the Dominican Horse Cock I was going down on!

The website has areas for men, women, shemales, couples and "parties" so I thought we might find some interested trannie chasers.
Nope.
Instead, we drew in guys wanting to see gay male sex and their posts were insulting to say the least: "ewww, it's two ugly drag queens!" was the one that stood out the most.

Okay, so we had a hater or two, but the more we did it, the profile image might change from a male image to the live feed, and the trannie chasers would come running. They didn't. Or if they did, they certainly weren't writing anything in the dialogue box.

Undaunted, I asked D.D.D.L. if she wanted to fuck. She did!
Yesssss! Finally! I was gonna get that beautiful infant's body inside me -- a reverse birthing, if you will, only up my ass. It had been a while since the last time I was fucked, but I was willing to give it a try and see if I could take it.

I asked what he wanted me to wear: he suggested the tutu, so he could lift it up and feel like he was fucking a girl.
So I ran into the living to find the appropriately alluring item to entice my partner.
Done!
Next?

I turned the laptop to the edge of the bed so I could bend over while standing on the floor. He said he liked to watch while he fucked, and did I have a mirror I could put across from us?
Done.

Let the games begin.
So with the laptop and mirror in their designated spots and alluring tutu in place, with a condom and lube we began our live sex webcam show.
He was stiff as a 19 year old could be and putting the condom on it was shear pleasure, but not as good as trying to take it up my ass. A true challenge, but one I took willingly! And take it I did. Slowly at first, but then to the hilt.

We had to stop briefly to apply more lube -- I was just so tight and he was so big, that my sphincter was scraping the lube off his condom!

Once he was back inside, I totally lost it -- verbally. As often happens when I get fucked, I lose my shit (verbally, not literally!) and start whimpering like I'm about to cry. It's just too much!
Too much HEAVEN!

And within minutes he shot his load.
I have to say the fucking couldn't have gone on for more than five minutes, which was fine with me. It was too overwhelming to take for much longer. And I was glad to see he was satisfied! One girl serving the needs of another. Such sisterly love!

I took some photos as he stripped naked. I had to document how fucking amazing he looked. And that dick was just. A monster! He took a shower and left when I made it clear I wasn't ready to cum yet. Besides, I knew he was in a hurry to leave.

After he was gone I watched the live male shows on the cam website and pleasured myself to completion. As I did I fantasized about the reality I had just created for myself, a reality that the whole world had the opportunity to witness. But I don't think I'll be doing it again anytime soon.

Porn on the Fourth of July

It was Fourth of July weekend and someone needed to be liberated -- first in the form of flogging, and then later in the form of running in tandem naked through Prospect Park.

I had invited a very cute young looking Latin guy (delicious caramel skin, bright blue eyes -- love that combination -- and an amazing ass) to the first-Saturday-of-the-month party.
He bursts with youthful energy and oozes sexiness. And he showed up! We have talked about it for over a year and we've always had a certain amount of sexual tension between us, but I came to believe he was just a cock tease, wanting to be desired, without any intention of ever following through.

And here he was at my party, ready for... something ... and I wasn't there. And least not downstairs in the play area.
I guess he wasn't feeling the crowd, so he left early and I caught him on his way out:

Leaving? No, you can't leave! You came all the way out to Brooklyn, you can't go already!
I invited him back into the basement with me to just hang out. No pressure! (Was he even interested in hanging out with me in a sexual environment?)

But he insisted on leaving. Or at least not going back downstairs!
I touched his ass to encourage him to stay, still he declined. Just touching his ass though gave me a hardon, so I directed his hand to my crotch. He happily grabbed it, but still didn't want to re-join the party.

How about if we go upstairs? I have something I want to do...
And there's another friend coming that you will likely be very attracted to...
He took the bait!

So I brought him to my private lair upstairs on the second floor and asked him to lay down on the couch in the living room -- on his stomach. I told him I was going to give him "a form of massage." And then I went into my bedroom and brought back The Flogger!
The Flogger is a whip of sorts, made of soft deer skin leather. The braided handle is about 8 inches long and the whip part is comprised of just over 50 strips of soft leather that are 16 inches long and a half inch wide -- each strip is black on one side and purple on the other. And incredibly soft.
The thing is, it doesn't hurt when you get hit with it (unless you're whipping as hard as you can!) It's more like a hard pillow fight, perhaps similar to monks' self flagellation creating ecstatic states or the thrashing of oak or birch leaves at a Russian Bath House.

Whatever it resembles, my young sexy cock teaser was open to trying.
As his head was face down in a pillow on the couch, I began!
I stood on the side of the over-sized moss green davenport with lots of room to swing the flogger. The first strike hit one side of his upper back.
He immediately liked the feeling. The noise it made was misleading though; it sounded worse than it felt.
After striking the upper side of his back, I dragged the strips across his body and head and then pulled back up and struck the other side of his upper back.

It wasn't long before I got a rhythm going, hitting one shoulder, dragging the whip over his body and then hitting the other shoulder. Then I decided I needed to give his amazing bubbly ass some attention! I asked first and he was eager to give it a try, so I twisted my body around and did to his ass what I was doing to his upper torso. Dragging the strips between his legs, across his body and over his head and then whipping it across his rounded ass. It was a full body experience.

After doing this for about ten minutes and really putting my guest into a relaxed state, I noticed a shadow passed by. Was someone there? Low and behold, hiding in a shadow against the wall behind us, was the Latin guy I power-topped for 90 minutes at the last LGBT party (when I performed in drag)! He was there to join in -- as planned.

I asked the Flog Boy how he felt about someone joining us.
He was into it.
Oh --- and by the way; he's already here in the room with us!
Flog Boy was startled but totally got into it once he saw how hot and muscly the Latin guy was.

So I flogged for a bit more and asked about stripping down. Before long, all three of us were naked and Latin Muscles was sucking Flog Boy's cock.

Suddenly we were interrupted and my presence was required downstairs.
Oh fuck -- that's right -- I have a party to run!
Apparently someone didn't want to take off their pants and was walking around clothed, against the rules. He said he had burn scars on his legs and was too embarassed to take his pants off. I offered him a Union Suit (underwear that covers the legs and arms, usually used during the winter.) He declined and went home, leaving his friends to fend for themselves.
Situation dealt with.
Now, back upstairs.

When I returned Latin Muscle was eating Flog Boy's ass. I was jealous!
After a while it became clear Flog Boy didn't want to fuck or get fucked or suck anyone. Latin Muscle grew bored and went downstairs to join in the party. I would be down their shortly...

Alone again with the caramel skinned blue eyed cock tease, I asked Flog Boy if I could eat his ass. He was up for it, but only if I was good(!), because we was getting tired and wanted to go home.

And so I ate his ass. And ate and ate and ate.
He said it was good, which was evident from his moaning, which turned me on even more! I went on for quite some time -- as is usual in situations like this. I was in heaven!

I have to admit, I don't even remember if he came. But something must've happened for it all to come to an end, for him to leave and for me to join Latin Muscle at the party.

Overall I was glad to eat the ass of someone I've lusted after for about two years -- when I first met him working the door at a party in the East Village. That club no longer exists but he certainly left an indelible mark! And I got to finally make a fantasy come true. Maybe next time -- if there is one -- he'll let me fuck his bubble butt.

With Flog Boy out the door, it was now time to join Latin Muscle. He was already into the party being a pig, squatting down on the floor, sucking a big dick. I watched. And on occasion interacted. But feeling I had already experienced my highlight of the night -- fulfilling a long standing fantasy, I was more than happy to be a voyeur, and I ended up shooting my load for the night all over Latin Muscle's face as he deep throated a bisexual guy's big dick.

As planned, Latin Muscle spent the night, the next day being the Fourth of July. We spent the entire day together, a large part of it just lounging and chatting, doing some more flogging and getting to know each other better. We even had a fucking session that ended with lots of bite marks and hickies on Latin Muscle's upper back. How did that happen?! :-)

After watching the Macy's Fireworks on tv (we tried to see them from our Brooklyn rooftop, but the Manhattan Skyline blocked our view) it seemed like the right time to go to Prospect Park. It was balmy out and about 10:30pm. When did the Park close? I heard there was a cruisy area called the "Vale of Cashmere," but there'd been a gay murder there in the past and in 2000 four gay men were attacked over a period of two weeks by someone dressed as a ninja!
Was it even safe to be going there at night?

Latin Muscle hadn't heard those stories, though, and there's always strength in numbers -- unless our "number two" met up with a "gang of five" teenagers out looking for trouble on the Fourth. I crossed my fingers as Latin Muscle proceeded in blissful ignorance.

He had only one thing on his mind: to be naked in nature. And dammit if he didn't strip down completely as soon as we were in a secluded area. I happily joined in, always aware of potential police cruisers on adjacent roadways or any light colored lumps in the landscape that might turn out to be people. It was that dark.

After getting rimmed aggressively by Latin Muscle on one of the many paths we traversed, we finally made it to the Park's biggest waterfall.
Were we even near the Vale of Cashmere? Who knows, but L.M. stuck out his ass and demanded to be fucked. I felt the area was too well lit and recommended a more shadowed area. He didn't want to do it at my location... or maybe I chickened out.
Point: we didn't fuck in Prospect Park. But he did eat my ass and we ran around naked a lot and encountered only one person (uneventfully) on the paths in our state of undress. We even saw a raccoon. It was an exhilarating experience. Equals parts scary and liberating!
And clearly something best done with a partner.

It was a nice way to end a holiday weekend that was full of flogging and aggressive sex: by watching fireworks in the sky and getting naked in the woods!

And I think I haven't seen the last of hombre latino del músculo!

The Halftime Report

It was six months ago when I began this blog, with the intention of writing entries for one year -- about the sex party space that I oversee.
That makes this halftime -- a chance to recap before I proceed with the second half of this year's parties.

But it seems like what's come out is more about my own sex life and less about running a space -- except for the excruciatingly detailed entries about the oft backed up sewer system (no more, I promise; I've heard the complaints!)

So, how about the highlights and low points, thus far?

The low points are really the sewer backing up. (Sorry, there I go -- mentioning it again!) It ruins everything, especially if it happens in the middle of a party. It's a lot to deal with, which is probably why I write about it in detail, a cathartic way of purging the experience, eliminating it from my system, so to speak. But being backed up is... draining to say the least.

And I have to say, we've been pretty fortunate in not having any dangerous stuff happen, which is shocking considering the level of insanity that happens behind these closed doors. Perhaps those Affirmation Circles before the parties are working! Or maybe what we're doing just isn't so dangerous after all.

Perhaps kicking four people out for barebacking in the span of 20 minutes was also a low point -- and kind of a slap in the face (Mmmm, humiliation!) -- an affront to the clearly posted rule to not bareback. And a threat to my livelihood -- FUCK YOU guys! (Nice to purge again!)

The highlights?

Bringing in the doctor who tests for HIV/STDs has been a very good thing and, along with the strict no-barebacking policy, ups the ante in our attempt to provide positive options and send a clear message of healthy responsibility to the sexually active community.

It's also been a lot of fun starting the new trannie event, getting dressed up and liberating other men to do the same. It makes me realize what an important role these parties can have in peoples' lives. This is the fringe of the fringe, so for people to find a place that accepts us and embraces our kinkiness -- yay to that.

I've even gotten more into the performing aspect with the singing on stage, some lipsynching and hosting of shows. It's something that hasn't come easy as a shy middle child from the Midwest. Sex in public is easy for me, but formally entertaining on stage? Not easy, unless I get to be the host/hostess in charge and then it's fun!
In real life I think I'm pretty animated and goofy and somewhat entertaining, so why not do it on stage? And now, after a few attempts, I've faced those fears head on and succeeded -- all accomplished amongst friends who are non-judgmental and accepting (at least on the surface)!

It's liberating. And isn't that what this is all about?

To that end, I think I'll start telling more about myself in this blog, since I've stayed pretty anonymous through the first six months. Granted, most people reading this are linked to it via my Facebook page so they already know me (perhaps too well, now)!

But there might be people who don't. And for those people, let me introduce myself, my name is Michael Wakefield and I was born in Michigan in 1962. (I may be old on the outside, but I feel very youthful on the inside.)

FYI to my NYC friends: actually I was born Michael Cash Backman, but changed my name as soon as I moved to NYC in the Spring of 1985 after getting a Bachelor's Degree in Design/Photography at the University of Michigan School of Art in Ann Arbor.

That's enough for now. Let's not get carried away! There will be more to come.

As the next six months progress, I'll let you know how I came to host sex parties and share a story that was published about being arrested at one of my own events.

Yes, I am a sexual outlaw. And I have the mugshot to prove it.
(Not that I've ever seen it, but I'd like to.)