Lolita Wolf's Predictions & Predilections

Tonight (Tuesday) I went to the Cinekink grand gala opening party at Bacchus. I volunteered and sold raffle tickets to benefit NCSF. My favorites were the customers who allowed me to sell them a measurement from crotch to floor. For them, I got down on my knees and started kissing and nibbling from their boots right up to their crotches. Some people were too shy for that. Others got into it, or should I say, let me get into it. I especially liked measuring the girl in the dress. I think she liked it, too. And I sold a length to Thor. I really got up in there to give the best deal I could. I soon gave up the roll of raffle tickets because a girl asked me to spank her for a donation to NCSF. I do like doing it for money!

And then we saw The Wet Spots perform. They have that hit called Do You Take It in The Ass? We sat in the front row. They are funny and talented. At one point, they asked for the person who was spanking earlier to come on stage. Oh, that was me! They wanted me to help them do a song. I got to spank Cass’ ass and then we switched and she spanked mine! I am a spanking star! I was rewarded with a CD of theirs. The crowd kept asking them back for encores until they finally admitted that they were doing the last song they knew.

And then it was time for the raffle drawing. I won twice! I won the complete Wet Spots collection, two CDs and a DVD. And I won an Njoy, a fabulous little shiny stainless steel butt plug that I can’t wait to use. I am feeling very lucky tonight.

I had my first close encounter with Dude at one of those parties hosted by close friends. A carefully chosen guest list. Favorite foods. Fun lighting. Some rules to make it safe for everybody. Mood music. A lot of puppy piles and touching. Very comfortable. Except for Dude.

“Oooo! I am touching Lolita. I can’t believe I am touching Lolita.” I extricated myself from that and left the room. It annoyed me. This was supposed to be comfortable friends being comfortable with each other. I didn’t like somebody who hardly knew me to be pawing me while awed by my celebrity. There are times when I am the celebrity and times when I just want to be one of the gang.

When the next party was being planned, I confided to Boymeat that I didn’t want Dude there. Boymeat countered, “Dude is a really good guy. He was just a bit nervous. Give him another chance.” I relented and it went okay. This may have been partially because I remained a bit aloof. I also suspected that Boymeat may have had a little chat with Dude.

After a few more parties, Dude and I became more comfortable with each other. (For the record, Dude says that I give a better blowjob than Boymeat.) And, now, Dude and his wife are in the running to be added to my stable of fuckbuddies. Oh, yes, I did say and his wife. He is married to Dudette and I happen to like her, too. I have a special fondness for couples.

Here’s the blurb from The Eulenspiegel Society:

Wednesday, October 11, 2006
TES Novice Group-Finding Your Way in the Scene w/ Lolita Wolf

It’s Back To School Night at TES and what better way to kick off the “school” year then with a visit from Lolita Wolf. Lolita is one of the most well known and respected people in our scene and she has been kind enough put together this very special evening just for our novice group! You’ll get Tips on finding connecting and attracting partners *and* how to keep those partners. What is proper protocol at BDSM events. Good etiquette and negotiation and other info that will increase your chances of getting all you want our of the BDSM Scene.

If you know anyone that might be interested in BDSM PLEASE bring them down, this is a great “first meeting” for a newbie. The Novice Group also welcomes back our college friends from, Conversio Virium and all other schools with FREE ADMISSION for students over 18 w/college ID.$4 for members of TES and other SM/leather orgs; $8 for others

260 West 36th Street, 3rd floor
Doors open 7:30pm (no early arrivals please!); meeting begins at 8pm

“Wait,” he said. “You like men?”
“Yes, of course. Sometimes, I even prefer them”
“I always thought you were a lesbian.”
I laughed. “That is a common misperception.”

Okay, I thought, things are getting interesting here. Jonah was one of the hottest leathermen I knew. An experienced player. I knew what kind of play he liked. He was totally up my ally, but I had always considered him unobtainable. I figured he was gay and not interested in play or sex with women and that he just liked me as a person. Sure, I do play with gay men, but I never even think of coming on to them. They usually approach me. And this encounter was starting to look like an approach. Oh, my!

I could see his mind whirring. “So, does my playing with men make a difference to you?”
“Um…” His eyes darted around the room. He shifted nervously. “Yes.”
“So, let’s play.”
“Not here.”
“Don’t want to ruin your chance of becoming Associate, huh?” I smirked.
He nodded.
“Good luck with that.”
I walked away.

Jefferson was on the phone when I got there. I stayed quiet because I figured he might be on a business call. But, no, he handed the phone to me. I heard a sexed up voice spilling a barrage of nastiness, “I’m going to fuck all your holes,” yadda yadda, “and then I’m going to fist you hard,” yadda yadda.

“Oh, hi, Marcus.” We chatted a minute and then he had to go.

“Yeah, Marcus can be abrupt on the phone,” said Jefferson.
“He wants to be my fuckbuddy.”
“Marcus is the best. You really can’t do any better than Marcus.”
“It’s not a competition.”

I thought about how I wanted them both. Separate and together. “You know I am trying to build my stable.”
“I shouldn’t mix metaphors but you could have a fuckbuddy in every port.”
“Yup, I have friends and play partners all over the country. I can have fuckbuddies all over, too.”

We sat at the dining table and ate bagels.
“Nice shirt,” I said.
“You know how it looks best?”
“Off!”
“On the floor.”
“Take it off.” He took it off and threw it on the chair next to him.
“That’s not on the floor.”
He threw it on the floor and I rushed over to look at it. “I am in awe of the beauty of this shirt against the backdrop of this rug.”

Gosh, I was being such a dork. I went back to him and stood behind him and looked down at body. “I like this view.”
“This view is what someone would see if they had my body.”
He has a nice chest and I like the hair on his tummy. I ran my fingers down his torso and we kissed.

Jefferson led me into the bedroom and we plopped onto the bed. He got on top of me and started kissing me. Jefferson loves to kiss and he is a good kisser. Not since high school have I ever been with a guy who likes to kiss so much. It’s sweet and I like it.

So, we’re kissing and Jefferson’s on top of me. He tends to migrate towards the top. And when he is on top of me, he likes to pin me down. I could just let him pin me and kiss me all day but we don’t have all day. It’s another nooner and the kids are going to have to be picked up from school. I struggle just a little bit and roll him off of me so that I am on top.

Somewhere along the line he had lost his pants. “How is it that I am always naked and you always have clothes on?” I roll off of him so that I can get naked too. He pulls off my shirt and then looks at my pants a bit befuddled. The pants have ties and buttons and zippers. I undo them.

“Oh the panties match!”
I misunderstand him. “What? You’re wearing pink panties, too?”
“No, yours do. I’m not wearing any. But you, if anybody, could make me.”
“Not today.” But I make a mental note of that.

He bites my tummy slow and deep and leaves a mark. It’s painful. I love marks.

He pulls off my pants and everything falls out of the pockets. He picks up my quarters, “Thanks, I can use these.”
“You can do laundry.”
“Or make a phone call.”
“Or shoot pool.”

I stand up and save him the awkwardness of unhooking my bra. My tits spill out and his eyes light up. I sink to my knees and consume his cock. I feel it grow big fast. I suck until I gag and then I suck some more. I suck until I can’t stand it anymore. It’s not my jaw that gives out. It’s my knees on that damn jute rug. I swear it is worse than kneeling on rice.

I climb back on the bed and he pins me down again and starts kissing me. Sweet kisses. And he shoves his fingers in my cunt and works my g-spot good. He continues that as he goes down on me. He works his lips and tongue on me and it’s magic. I can’t believe how good it is. I cum and cum and then he bites me. Yeah, he bites me down there and it feels perfect. I am amazed that he can play me so well. Wow!

And he’s kneeling on a pillow. I am so using a pillow for my knees next time.

We kiss and I whisper in his ear, “Fuckbuddy.”

I go down on him again and he cums big. I had been worried that he might have been all Madelined-out, but apparently not. He wipes some of the cum in my hair. “For nostalgia.”
“Fucker!”

We shower, dress and head out the door. He can’t be late.

I leave the quarters on the night table. He has no idea about my thing for quarters.

My leather family is so incestuous. We have a family motto: The family that plays together, stays together. We even have pins that were made up that say that.

Like, my Daddy plays with my boy, I play with Momma Bear’s two properties, etc. This interconnecting play happens pretty organically and there is never any drama about it. Outsiders sometimes try to stir shit up, but it always backfires. And Daddy can get pretty stark raving mad about that manipulative shit. I simply get quiet and watch those fireworks.

Really the only drama in my leather family is when a long term relationship breaks up. Me, I know to just back away and shut up. I’m one of the kids and I know my place. It can be painful to watch. I don’t pick sides.

Anyway this story takes place at the Pond House during the annual Wild Women in West Virginia weekend.

“Just wear the heels. Nothing else.” Lili’s got long athletic legs, killer thighs, and looked good in heels and nothing else.

I wanted to do a partial suspension with her. Something more strenuous than she and I had done in the past. “This is going to be more mean. But you’re strong and you can take it.” I wound the hemp rope around her torso and bound her arms.

Lili had been out to San Francisco for Folsom Street Fair and had spent time with my Daddy. That slut seemed to be just playing her way through my entire family.

“I’m going to tell your Daddy how mean you are. You’ll be in trouble,” she threatened.

“That is not going to work. I am the Princess and my Daddy loves me. Nothing you say can get me in trouble.” I tweaked her nipples and she tottered on one high heel. The ropes were bound such that she was unsteady, but would not fall and hurt herself.

“Others have tried to get me in trouble,” I continued. “It just doesn’t work. It may even backfire on you.” I grinned and smacked her pussy. She gasped, probably more from the shock than the pain. I smacked her some more. I got out my new vibrator and held it against her pussy. She was going nowhere.

“You love how incestuous this is. Playing with me, playing with my Daddy. You should call my Daddy.” That made her all hot.

Later, she called my Daddy. I gave her privacy, but after a while she brought the phone to me. I hear, “Hi, Princess!”
“Hi, Daddy! So, Lili’s trying to tell me all this stuff that she says that you said that I can’t do to her.”
“Only one thing, sweetie.”
“Oh?”
“Just don’t shove a crowbar up her ass.”
I laughed, “Okay.”
“Remember, sweetie. You can hurt Lili. She’s a masochist.”
“Okay, Daddy! Thanks!”
“I love you.”
“Love you, tooooo!”

I grinned at Lili. “You are so dead.”

The phone rings. “I know I am calling very late” It’s 8pm on Wednesday. “But I am hoping you have time for me on Friday night. I have this outfit that just needs a single tailing.”

“Well, I have a play date and she also has another play date…”
She cuts me off, “I know.”
“You know? You talked to her?” I am amused.
“Yes, and she told me that she has two play dates and one is with you.”
“Well, then you know we have to work on the timing so everyone can squeeze both their dates in.”
“Can you stay late? I have to be there late because I am on clean-up.”
“Okay. So, what are you wearing?”
“It’s a wench outfit. Wait til you see. It’s perfect for a single tailing.”

It’s a pirate party.

Saturday dinner at the Pond House was going to be late. Special, but late. We were expected to dress up. I wore something white and tight and convinced myself that I was mysterious and sexy. Music played and candles were lit. It was already dark outside. Em was on top of me grinding herself into me. My body responded and my hips rose and fell.

Hunger for sex was beginning to outweigh hunger for food. I could smell dinner. I could also smell sex. Maybe something could happen before dinner. “How long til dinner?”

“Dinner’s going to be ready very soon.”

I sighed. I wanted to go further with this, but good manners demand that I be at the dinner table on time. And, damn, I was going to behave like a good guest. “Get off me.” Em obeyed and rose. “Now, spank me,” and she did.

Dinner was ready. “Okay,” and the spanking stopped. I was all disheveled. I pulled my skirt down. It was a bit stretched out now. And I could feel that stickiness between my thighs.

The osso buco was intense. I was stunned by the flavor. I tried some of the risotto in the hopes of cutting the intensity of the veal. The risotto was amazing, but also overwhelming. Delicious and cheesy, but I couldn’t handle all this richness. I had to temper my palette with bread and salad.

I didn’t want dessert. Neither did anyone else.

I went up to shower and put on my leathers. My boots and chaps had gotten muddy from Dark Odyssey. Em wanted to bootblack them for me. She had me sit on the couch as she set up her kit. Em removed the laces from my boots. Removing the laces signaled to me that this bootblacking scene would be extra special. She washed my boots with a brush and then dipped her fingers into the Hubbards grease. Feeling her hands massaging my boots was just glorious. I melted into the couch. She then stood me up so that she could work on my chaps. She finished off by cleaning and massaging conditioner into my leather gloves. It felt very sensuous.

“C’mon up here and cuddle with me for a bit.” I made room for her on the couch and stroked her. And passed out. Yeah, hot girl, and I passed out. Well, she passed out, too. But that’s still not right.

I blame Glenda. Sure, she never made it to the weekend because of family issues, but she wanted the osso buco. That osso buco put me in a coma. It’s her fault.

One of the ways that CAPEX helps fund presenters like me to come and teach is to raffle off a scene with the presenter. So, I consented to be raffled off. Candice was all excited to be holding the winning ticket. She waved a huge wad of tickets, “Wow! I never win and this time I won!”

Candice had not played in six months. I was going to give her a good time. The party was held in a huge hotel suite with a sitting room/social area and 4 bedrooms that had been turned into play spaces. I picked a bed and Candice lay down in her pretty black bra with matching lace thong.

I sat by her and started lightly spanking her to get her warmed up and then started caning her lightly with a shorter cane. I switched to a longer cane and sat on the other bed. A comfortable position for me. Candice writhed and enjoyed what I was doing.

A small crowd had gathered to watch us play. I am very good at focusing on my scenes and filtering out the watchers. But one figure is directly in my line of vision and very distracting. The Tart is there squatting and sucking her thumb. She is a little ball of sexuality. I try to concentrate on Candice who is pumping her butt as she processes the sensations.

But The Tart’s extremely short black PVC mini-skirt is riding up and I can see her pink panties. She looks at me and sticks out her tongue. I just want to grab her pigtails and drag her down and kick the shit out of her, but Candice deserves my attention. Candice is a good girl.

I try to concentrate on showing Candice a good time. Candice is easy to read and responsive. She’s enjoying it and moaning into the pillow. The Tart sticks her fingers in her slit. She sticks her fingers in her mouth. I am sure she is tasty. She is being so bad.

Candice comes from the caning and I jump on top of her, using my weight to smother her, and I start biting. She’s happy and done. I look over and The Tart is gone.

Wed Oct 11 – NYC
TES Novice Group: teaching “Finding Your Way In The Scene”

Oct 13-15 – Portland, OR
Pacific Friction: teaching Sensory Deprivation & Control

Oct 17-22 – NYC
Cinekink: just watching

Tues Oct 24 – NYC
TES: teaching “Building Trust”

Nov 3-4 – Philadelphia, PA classes at Passional
Fri Nov 3. 7pm-9pm: “The Well-Hung Hand- Vaginal Fisting”
Sat, Nov 4. 1pm-3pm: “Sensory Depravation & Control”
Sat, Nov 4. 4pm-6pm: “Caning”

Wed Nov 15 – NYC
TES Bondage SIG: a hands-on Rope class with Michele Serchuck, Delano, Dov and me

Dec 1-3 – Washington, DC
Black Rose: teaching CBT, Sensory Deprivation & Control plus one other TBA

Wed Jan 10 – NYC
TES Novice SIG: teaching “How To Be A Greedy Pig – the 101 version”

Mar 16-18 – Chicago, IL
Sinsations in Leather: teaching TBA

April 5-8 – San Francisco, CA
International Ms Leather: teaching two classes TBA and emceeing Celebrity Auction