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Consolation Prize

[Continued from Wing-Woman Wardrobe]

“What bar are you going to?” I asked Lo about her date with Jeremy.  To clarify, she was going to be his “wing-woman,” helping him to find a suitable companion in the aftermath of his recent divorce.

“What’s it to you?” she asked, indignantly as she sat in front of the mirror, nude, putting on her eyeliner.

“Well, you don’t have to be rude about it.  Am I being invasive if I would like to know where the love of my life is taking one of my good friends for drinks and to hook-up?”

“To be clear, yet again, I’m not the one who will be hooking-up with Jeremy.”

“Yes, I know that, but after your little performance trying to convince him to let you be his wing-woman, I have my doubts about whom Jeremy will be going home with tonight.  I imagine you won’t let him go home alone.”

“Not if I can help it.”

“So, where are you going with him?”

“I don’t think I’ll tell you.”

“Why not?”

“Because you’ll probably show up there and spy on us all night.”

“Am I really that transparent?”

“Mr. Cellophane.”

“So what?  I’ll stay out of sight.”

“No you won’t.”

“I will.  Promise.  Please.”

“Fine, but only because I get turned on by you seeing me in action.”

“And I get turned on by seeing you in action.”

“I know that.  That’s what turns me on.”

“Glad we clarified that.  So, where are you taking him?”

Lola told me the name of a trendy club downtown.

“You’re not actually taking him there, are you?”

“Yes.  Why not?”

“It’s so loud with that house music and the BOOM-BOOM-BOOM.”

“You’re just old.”

“How can anyone talk with that blaring?”

“Darling, they don’t have to talk.  They’re interested in the BOOM-BOOM-BOOM,” she said as she got up and pretended to be fucking me, slamming her hips into my ass with each “boom.”

“Suit yourself, but I know Jeremy won’t like it.”

We discussed it some more and agreed upon a less loud bar that we’d been to before.

Lo dolled herself up, threw on black lace thong panties, a short black skirt, and a transparent white blouse.  She wore some sparkly costume jewelry and cute heels.  I wished I was the one going out with her, but realized that I’ll have just as good a time watching her from a distance.

Lo Getting Ready for her Date

The doorbell rang and Jeremy was nervously waiting at the door like a kid picking up his prom date.

I let him in.

“All set for your debut?”

“You can joke, but this is nerve wracking.”

“Come on in.  Have a drink or two and calm yourself down.  Lola’s just finishing up.”

Jeremy came into the living room and I asked him what stiff drink he’d like.  Whiskey, one ice cube.  Easy enough for any bartender.

As I was pouring my 13-year-old scotch, Lola’s resounding voice could be heard billowing from the bedroom.  She was at it again.  It’s one of her favorite parlor tricks for our guests.

I walked into the living room with two drinks in hand.  As I passed Jeremy his, he looked up at me with a grave face of concern.  “Is she ok?” he asked.

“Lola?” I replied with a calming smile.  “Yeah, she’s fine.  She’s just getting the lead out.”

“She’s what?”

“Taking care of business.”

He was still perplexed.

“She’s masturbating until she’s silly,” I finally blurted out.

“Come on,” he replied in disbelief.

“Go see for yourself.  I’m sure she’d like that.”

Her howls were still the background to our conversation.  But they were taking shape now into her usual masturbatory mantra of “Fuck, fuck, fuck, FUCK!”

“And that should about do it,” I said to Jeremy.  “She’ll be out presently.”

About forty-five seconds later a flush Lola emerged into the living room, kissing Jeremy on the cheek.

“Hi, Lola,” he said rather embarrassed.

“Mind if I join you boys?” she asked, fixing herself a flute of champagne.

She sat in a chair next to Jeremy and very daintily placed one leg over the other as she drank.  I could see Jeremy admiring her sexy gams.  I wondered to myself if she crossed her legs because she was afraid she’d squirt if she didn’t.

We made some small talk until they both finished their drinks and then Lo gave me a little peck on the cheek and said, “Be good,” to me.

“Well, that’s no fun.”

She whispered, “And stay out of sight.”

That was her permission for me to show up at the bar to see her performance.

“Good luck,” I said to Jeremy.

“He won’t need luck,” interjected Lo, “He’s got me.”

I saw them get into his car and take off.

I quickly got myself dressed appropriately for a night out and sped off myself.

I heard from Lo after the fact that, on the way to the club, the following conversation took place:

 

Lola: You want me to jack you off?

Jeremy: What?

Lola: Jack you off.  You’re a bundle of nerves right now.  You need to relax.

Jeremy: Here, in the car, while I’m driving?
Lola: Yeah.  You never had road-head before?

Jeremy: Road-head?

Lola: Yeah, pull out your cock and I’ll blow you.

Jeremy: I think I’d crash.

Lola: Keep your eyes on the road.

Jeremy: I’ll pass.  It might make a mess.

Lola: Suit yourself.

Jeremy: Can I ask you a personal question?
Lola: Anything.  I love personal questions.

Jeremy: HH said that you were, uh, masturbating back at the house.

Lola: Yeah.

Jeremy: Is that true?

Lola: I wasn’t singing in the shower. Didn’t your ex masturbate?

Jeremy: Not that I know of.

Lola: Oh honey, no wonder she ran off with the plumber.

Jeremy: What do you mean by that?
Lola: She was so repressed.  She needed someone to unclog her pipe, if you know what I mean.

Jeremy: We had some regular sex.

Lola: Regular is boring.  Rough, ram-rod, raw-dog is what she needs.  Did she ever climax?
Jeremy: I don’t know.

Lola: Then that’s a no.

Jeremy: I grew up in a different era.

Lola: But women needed then what they need now.  Promise me that if you start dating again, you’ll come to me.

Jeremy: Come to you?
Lola: Yeah, for advice.

Jeremy: Oh.

Lola: What did you think I meant?

Jeremy: Nothing.

Lola: You thought I meant ‘cum to me,’ didn’t you?

Jeremy: Well, is that what you meant?

Lola: I wouldn’t be offended.

 

Road Head

They got to the bar.  Jeremy was hard under his pressed khaki pants.  Lola had teased him so.  But that was quickly replaced by nervousness and fear.  He hadn’t done something like this in over twenty years.  This wasn’t one of those super-trendy bars with the red velvet rope, the long line outside, the bouncer turning anyone away whom he thought didn’t add cache to the joint.  No, this was a regular bar in a desirable neighborhood that had a commanding view of our city.  The drinks weren’t cheap and the food was served on small plates.  The clientele had to be of a certain economic strata in order to afford it.  And that was Lola’s fatal flaw in her design for this evening.  Instead of taking Jeremy to some dive joint popular with the college age crowd, she took him to something that she knew would be upscale.  But, as a result, it meant that the only single women in the place were in their forties.  Maybe there were a few in their thirties.  But all the twenty-something women were on the arms of older men who could afford to treat their dates to a special evening.

I’m not judging or stereotyping.  I’m just describing what I saw.  Lo knows that she and I are frequently one of those December/May couples in an establishment like this.

Despite the fact that I had left the house after Jeremy and Lo, I arrived first.  My knowledge of the city streets is better than Jeremy’s navigation system.  I was inconspicuously hidden in a dark corner at a table for one.  I saw Lola confidently enter with Jeremy and I saw as she scanned the room for the optimal place to occupy with him for greatest effect and maximum visibility.  They took a spot at the center of the bar.  Lo ordered a fancy cocktail and Jeremy ordered a beer.  They were talking as if they were colleagues at work.  Lo was running her hand through her thick hair, smiling, and gently touching Jeremy’s elbow as she laughed.

At the club

I could see guys at the bar taking note of Lola.  More than one of them tried to chat her up, but she shut them down quick.

Jeremy looked stiff as a board, and not in a good way.  After a couple more drinks, they both were loosened up a bit.  So was the crowd.  More people filed into the already cramped bar area and eventually two women who were trying to order drinks near Lo and Jeremy struck up a conversation with them.  I couldn’t hear it, of course, but I later got the gist of it from Lola.

It turned out these two women were both in their forties and both newly divorced and trying to break into the dating scene.  Lo elicited all the information from them while masterfully directing their attention to Jeremy and attempting to remove herself from the equation by explaining that they are just friends.  But Lo overplayed her hand.  In order to fully dispel any doubt of her own intentions vis-à-vis Jeremy, Lo said she’s not into guys.

Oh boy, the eyes of the two women lit up!  Their conversation became animated.  They started regaling Lo with stories about flirting or kissing girls in college, always wanting to try it more, being married and confined by the marriage, and now, ready to explore new possibilities.

The two women were already quite intoxicated when they began talking with Lo and Jeremy.  Their inhibitions were down and their arousal at this young, fresh meat high.  They complimented and flirted with Lo, leaving Jeremy to watch dumbly.

Lo, for her part, cannot turn away from the attention.  And so, after a few paltry attempts to direct their interest toward Jeremy, Lo gave in.  Soon she was making out with one and then the other of the women, exchanging numbers, and, eventually, walking out with Jeremy.

On the ride home, Lo felt truly bad for her behavior.

 

Lola: I’m sorry about that.

Jeremy: About what?

Lola: The two women.  We came out for you, not me.

Jeremy: That’s ok.  I found it entertaining.

Lola: You like lesbians?

Jeremy: Who doesn’t?

Lola: You jack off to girl-on-girl porn?

Jeremy: [Uncomfortable.] Um, er, I have.

Lola: Are you hard now?

Jeremy: I’m driving.

Lola: I see that.  You can drive and be hard.

Jeremy: I’m. . .

Lola: [Feeling his crotch.]  Mmmm, you are hard.

Jeremy: There’s something about your voice.

Lola: That everything I say is dirty and depraved?

Jeremy: [Laughing.]

Lola: [Putting her right hand between her legs.] Did you want to see me with those two women?

Jeremy: I wouldn’t have objected.

Lola: Did your wife look at porn?

Jeremy: Ex-wife.

Lola: Did your ex-wife look at porn?

Jeremy: I told you, I don’t think so.

Lola: When you had sex, would she put her finger down on her clit and stroke it?

Jeremy: No.

Lola: Would she pull her pussy lips wide and stretch them out until it hurt?

Jeremy: No.

Lola: Would she curl her index finger up and inside her and finger herself when your cock was filling her up?

Jeremy: No.

Lola: Would she get so fucking wet that she could slide her entire hand inside and grab your cock while you fucked her?

Jeremy: No.

Lola: Would she beg you for another man to fuck her at the same time as you?

Jeremy: Never.

Lola: [Pulling out his dick.] You’re so hard right now.  That whole time at the bar must have made you so full-up.  Do you have blue-balls?

Jeremy: Uh.

Piss Slut

Just then they pulled up to the house.  Again, I was home before they and I pretended that I had never even left.  I was sitting on the couch.  I saw the car headlights outside.  Inside the car, Lola was climaxing.  She held Jeremy’s hand as she pressed her knees together tightly.  She squeezed Jeremy’s hand so firmly that he cried out.  Lo bit her lower lip.  When she finally relaxed, she turned to him and said, “I’m sorry for hurting you.  I was trying to hold it in.”

“Hold what in?”

“My squirt.”

“Squirt?”

“Yeah.  I didn’t want to leave a puddle on your seat.”  There was a long pause before Lo, realizing that Jeremy was thinking about leaving, said, “You can stay a while.  It’s a two-car garage, if you know what I mean.”

“I think I should go.”

“So soon?”

“Yeah.”

“What are you going to do?”

“Just go home.”

“And masturbate?”

Jeremy looked baffled at Lola.

“You can say it,” she coaxed gently.

“I might.”

“Why don’t you let me do it for you,” she said rather than asked.  She began to jerk his cock as he was in park.  Her mouth was very near to the tip of his cock.  She looked up at him.  “Do you wish you could have seen those two women hungrily and greedily fondling my naked body?  What do you think?  They each had two or three kids.  What do you think it would be like?  Them, with their sagging breasts, jealously pawing at my perky tits.  Sucking them.  Telling me to suck theirs.  One of them holding my ankles up in the air as the other buries her face in my bush.  Each of them telling the other to use me, to finger me, to fist me.  Maybe they had their own strap-ons and they wanted to take turns fucking me.  Maybe one wanted to fuck my cunt as the other fucked my ass.  What do you think?  How do you think I would like that?”

“I, I, I think you’d love that.”

Lola stroked faster.

“I totally would.  I’d like them to put a collar and leash on me and lead me around the house naked like a dog.  They could bring me to the bathroom and piss on me – in my hair, on my face, on my tits.  They could sit on the side of the tub and masturbate until they squirt on my body.  They’d call me their slut, their whore, their bitch.  They’d pull at my nipples and spank my ass.  One of them would hold my legs back as the other spanked my pussy.  They’d punish me for being young and beautiful.  They’d take out all their frustration on me.  You’d like that, wouldn’t you?”

Suddenly there was a massive ejaculation that shot from the tip of Jeremy’s cock to Lola’s face.  It wouldn’t stop spurting hot white cum all over her face.  It was as if he hadn’t cum for years!  Lola loved it!  He called out and moaned and pounded the ceiling of his car with his fist.

Finally, when he had calmed down, Lo sat back, her faced covered, her hair covered, her neck covered and dripping down her cleavage, and she said, “The icing on the cake!  HH will love this!”

“Oh shit,” said Jeremy, “HH.”

Lo laughed.  She repeated, “HH will love this.  Don’t worry.”

“You two have one strange relationship.”

“Not so strange.  You’ll see.  The world has changed a lot since you were single.”

“Well, Lola, thanks for a good night.”

“Sorry I had to be your consolation prize.”

“To be honest, you’re the one I wanted the most.”

“You’re so sweet!” said Lo as she leaned in and kissed Jeremy a long, open mouthed kiss, getting his own warm cum all over him.

“Good night,” she said as she hopped out of the car and walked in to greet me, the evidence of her evening covering her like a pearlescent halo that had melted.

“Hello Lo,” I said as she walked in.

She approached me and kissed me just as she had kissed Jeremy and then she dragged me to the bedroom to fuck her as she recounted for me every detail of the date, asking me, “Daddy, am I a slut?  Am I a total whore?  Am I bad?  Look at me, covered in another man’s cum.  Punish me.”  And through her mental masochism, she managed to bring herself to orgasm multiple times.

The cum on

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Impressive Size

[Prequel to Breeding Farm]

“It’s so big!” gasped Lo.  “It’s beautiful.  Stunning.  I just can’t believe it.”  She truly was impressed.  We had just pulled up in the driveway of Lily’s uncle’s mountain resort home.  Her uncle was traveling around Europe and, since Lily was one of his favorites, he gave her permission to use it and to host friends.  We happened to be the friends that she and Jim chose to invite up for a long weekend.

The air was crisp and the sky was clear and blue and radiant.  All the trees on the mountain were in their peak of autumn perfection.  We had the whole secluded house to ourselves.

Lily showed us around the grounds and gave us a tour of the home.  Then she showed us to our quarters.  The bed was enormous!  The bathroom and bathtub were almost as big!!!  This would be fun.  Lo and I looked at each other knowingly, expectantly.

Since it took us quite a while to get up there, winding through the dangerous mountain switchbacks, we made some dinner and then had some drinks.  We were all tired from the trip and Lo and I were eager to get to bed and get to each other.

Lo All Wet

She got naked and hopped into the clear glass encased shower as I drew a bath in the tub.  From inside her little chamber, she pressed her tits up against the glass and then turned and pressed her ass up against it as she used the hand-held showerhead to massage between her legs.

She came a couple of times, struggling to keep her screams to herself.  Then she emerged from the shower and slid her sexy self down upon my hard cock as I lay half-submerged in the water of the claw-foot white porcelain tub.

We had to be careful because we didn’t want to make too much noise or too much mess.  When she had finished cumming in reverse cowboy position, she turned and descended on my spear once more, this time facing me.  Grabbing her tits and pulling her nipples, she asked me, “Shall I be a good girl this weekend, Daddy, or a bad girl?”

“You’re already a bad girl,” I said, “so, you might as well not deny your nature.”

She came again and then urged me to get up and out and dry off so we could enjoy one another in the plush bed.  Bent over the side; face down in the down pillows; on her knees straddling me – we explored many positions, before she finally opted for being bent over a chair and seeing herself in the full-length mirror as I made her tits swing with my thrusts from behind her.

Just as we were both approaching the pinnacle of success in this position, she commanded, “Stop!”  She wasn’t kidding.  I did as she bade me.  “Get a towel and put it on the floor.”

I followed her command.  The towels were thick and heavy and the floor was wall-to-wall carpet.

“Get behind me and keep going, only harder.”

I again followed her command and within moments her clenching climax had pushed my member right out and she was squirting what seemed to be gallons on the towel beneath her.

She collapsed and said, breathlessly, “I knew that was going to happen.”

The next morning, after I had made everyone breakfast, we headed out on a hike.  I happily pulled up the rear, right behind Lo, whose behind, in her black athletic tights, was the best inspiration for me to keep going.

Lo – Tight

It was an exhilarating trek through the crisp air of the mountain tops.  The sights and the thrills were worth the exertion.

When we got back to the house, we were famished and we heated up a big pot of chili we had prepared before the trip.

We then settled into our vacation home and after a few glasses of wine, Jim suggested a game of cards.  We decided on poker and I raised the stakes by suggesting strip poker.  Lo kicked me under the table.  I didn’t know why at the moment.

Our friends were game and we got to playing.  Little did everyone (except Lo) know, but I’m a terrible poker player.  I can never keep straight which is the better hand.  Lo took pity on me and helped me all she could, to her own detriment.  She did her level best of spying on my cards to help me, to discard her good hand, to lift me up by lowering herself.  Doing that was tougher than actually winning!  But before too long, she was shirtless, sockless, and then pantless.  Not to be outdone by her rival, Lily went garment-for-garment with Lo.  After only a couple of rounds they were both braless.  It came down to a question of who was going to lose her panties first: Lo or Lilly?  You guessed it!  Lo was out and in her birthday suit.  She seemed more than happy to be the loser of the game.

During the hour or so that it took for Lo to win or lose, depending on how you’re scoring this, we had finished a bottle of wine and Jim and I had broke the seal on our special bottle of Scotch.

Eager to keep playing, Lo suggested that since she had no more clothes to offer, we play for certain “favors.”  These new rules started out tame enough.  First Lo had to bend over to pick up a napkin.  Then she had to get up and walk around the table to refresh my glass and Jim’s glass, with a little curtsy of course.  She had to remove Lily’s panties when Lilly lost.  But soon we moved on to having Lo’s writs be tied up around one of the support beams in the room as she bent over.  We found a riding crop that Lily’s uncle used as a decorative prop, and we used it, each taking turns swatting Lo’s ass and occasionally her pussy from behind.  Lily was the cruelest with the crop.  But then we gave Lo some aftercare.  Each of us got a turn fingering her from behind.  She came almost immediately for each of us.  After Lily’s turn (she went last), Lo pressed her legs together and commanded me to grab a towel, as she had the previous night.  When I had spread it at her feet, she spread her legs and looked as if she was putting out a fire from between her thighs!

“Holy shit!” cried Lily.  “I’ve never seen that actually happen in real life!!!”  She seemed thrilled.

Lo slowly slunk to the floor, exhausted.  She looked up, a smile on her face, a bit proud, her legs spread in a ‘V’ shape, and a puddle underneath her.  “Really?” she asked.

“It happens all the time to Lo,” I chimed in.

“I’ve read about it, I’ve seen it in videos, but never actually saw a woman squirt.  How do you do it?”

“I don’t do it.  It just happens.  Talent, I guess.”

Lily untied Lo’s wrists and helped her up.

“Do you think you could show Lily how to do that?” asked Jim, turning the tables on his bride, since she had been eager to have Lo teach Jim how to pleasure a woman despite his diminutive size.

“I know a lot of people claim to be able to teach it,” said Lo, “and there are a lot of websites out there dedicated to how to make a woman squirt, but I don’t know.  I only know that it works for me when I’m super aroused.”

“It’s more of a problem than a talent,” I said.

Lo frowned at me.  “What do you mean by that?” she asked.

“Come on, Lo,” I said, “you know that you sometimes accidentally squirt at very inconvenient times.”

“Oh, that’s true.”

“And the number of sheets we have to go through. . .”

“Yeah, it makes for a lot of laundry.”

“And how you shoot me right out of you mid-coitus.”

“That’s true too,” she admitted.

“I don’t need to squirt,” interrupted Lily, “I just would like to cum when having sex.”  She blurted it out and I could see that Jim’s request of Lo and Lo’s performance clearly were making her feel inadequate and so she turned the tables right back on Jim.

“Look,” said Lo, always the peace maker, “I have an idea to help everyone.  I’ve done this before, or a variation of this.  I’m already naked.  Why don’t we all get naked, light a candle, sit in a circle, and speak openly, honestly, candidly about sex, love, and relationships.  As long as the light of the candle is illuminating our circle, there is no judgment, no accusation, no falsity.  We will be vulnerable and compassionate with each other.  Our nudity is only an outward symbol of our inward vulnerability.”

Lily looked at Jim and he nodded his head that he was willing to give it a go.

We all got naked and for the first time I got a view of the little that Lilly had to work with.  Jim’s physique is fit, trim, and small.  Attractive, but tiny.  I’m not hung like a horse (horse cock being something Lo dearly likes), but compared to Jim I was.  I had to remind myself, by the candlelight, there is no judgment.  Right.

We all sat down in a circle with the candle at the center.  Jim and I were cross-legged and both Lola and Lily, being more flexible, sat full lotus position.

Lola started us off, “Sex is good, but sex without meaning, without connection, without intimacy can be empty and leave you cold.”

As Lo said these words, I couldn’t help but think of all the times she fucked guys, strangers, in the back seat of the car as I drove, or at the beach as men came all over her body, or. . . .  Wait, I reminded myself again, no judgment.  Got it.

“Yeah,” said Lily, picking up the thread of the conversation, “that’s true, but sometimes, while having that meaningful connection, I just want to get rammed home with a long, hard cock.  I want to submit to a domineering, rough, take-command partner.  That can be both hot and intimate.”

“Jim?” asked Lo.

“I know she likes that, but it’s just not me.  I’m kind, gentle by nature.  I love her.  I don’t want to. . .” he trailed off, not even able to articulate the deeds she wanted done to her.

“That’s totally understandable,” said Lo, “but there is a major gap between her desire and yours, or her idea of intimate intercourse and yours.”

“It’s clear you love each other,” I said, “but do you trust each other?”

“Completely,” said Lily right away.

Jim just nodded.

“If you trust each other,” I followed up my thought, “then maybe an open relationship.  Having a bull who will come over and do for Lily all the things she wants and needs could expand your relationship pallet.”

“A bull?” asked Jim naively.

“A man who fucks married women,” explained Lily.  She obviously had explored this herself.

“H.H. does that with me,” said Lo, “and he loves it.”

“I like to see her satisfied,” I said.  “If she likes to be fucked by another guy, then why should I stand in her way?”

“Come on,” said Lo, to me as if calling bullshit.  “You are not simply standing to the side while another guy fucks my brains out.  You love it.  You love to see it and to guide him through it and to hear all about it if you can’t be there in person.”

“She’s right,” I confessed.  “Honesty.”

Jim, who was very visibly uncomfortable by everything he was hearing, said, “I just don’t think I can do that.  I mean, we’ve given an open relationship a chance and it drove me crazy.  I almost called off the wedding because I was so enraged and jealous.”

“Jealously is a symptom, not a cause,” said Lo.

“A symptom of what?”

“Of so many things – a feeling of inadequacy, a fear of being left, anger with a previous girlfriend who hurt you.  I mean, it could stem from any number of deep-seated insecurities.  But mainly it’s a form of fear.”

“That doesn’t make it any less real.  Understanding it doesn’t remove it,” said Jim.

“No, you’re right.  I’m just pointing out that what you’re feeling doesn’t stem from what Lily is doing.  She loves you.  But she also has desires.  She wants to be with you.  But she also wants to have wild, earth-shattering orgasms.”

“And I want to be used, abused, humiliated, and tossed aside like a worthless fuckdoll” said Lily.

There was an awkward silence before Lo said, very reassuringly, “All healthy desires if channeled properly.”

I decided to be daring.  “Would you like me to demonstrate?” I asked, knowing full well that Lo’s jealousy would explode inside her heart like a hydrogen bomb.

“I’d love it,” said Lily looking at my limp cock.

Lo gave me a sidelong glance and said, “I don’t think right now is the time for that.  We’re making progress.”

“Oh,” I said, “I didn’t mean now.  I just meant. . .”  I was caught now, but it was worth it to get Lo’s ire up after that perfectly detached and clinical explanation of jealousy she just pronounced as if she were so far beyond and above it.  But I felt bad immediately after because it suddenly dawned on me that she might not have been talking from a superior position to jealousy, but from her intimate knowledge and understanding of it within her own heart.

As if to strike back at me, she then said, “Jim, I feel as if you’re bottling up your emotions and not letting them flow out.  What can I do to help you?”  As she said this, she caressed his knee with her left hand.  I saw his cock twitch at the unexpected touch.

“I just feel like I don’t know how to please her.”

Lo’s hand moved closer to his crotch.  “What do you want to know?” she asked.

“I want to find a way that I can be everything she needs,” he said.

Lo’s hand got to his balls and began fondling them as his micropenis started to grow.

“We cannot be everything for our partners.  We have to be content with who and what we are for them and who and what they are for us.”  She began stroking his little cock with her thumb and index finger.  “Do you like that?” asked Lo.

“Yeah,” he said, “it feels good.”

“Lie down,” said Lo.

He reclined on the carpet as Lo continued to jerk him off.  Her right hand was caressing his legs, spreading them apart.  Her left hand gently held his little member between her thumb and finger.

“You know, I wouldn’t even feel you if you were to penetrate me,” said Lo.

“I know,” said Jim as if in a hypnotic trance.

“But that wouldn’t matter to you, would it?” asked Lo.

“No,” said Jim, “I’d be really into it.”

“I know you would,” said Lo.

From where I was sitting, I could see Lily begin to stroke her pussy as she continued to sit in the lotus position.  She was enjoying this.

Lo lowered her mouth to Jim’s cock and tickled the tip with the tip of her tongue, clearly in order to let us see what she was doing.  Then she lifted up her mouth and said, “Don’t cum.”

“I’m trying not to cum, but it’s so hard.  It feels so good.”

“Stand up,” commanded Lo.

Jim stood up.

Lo pulled him forward and positioned him next to Lily as Lo, still on her knees, manipulated his tiny pud with her fingers.

“Close your eyes,” Lo said.

Jim closed his eyes.

Lo stroked faster and faster and lifted her mouth to his little balls to kiss and lick them.

“You may cum now,” she said, and no sooner did she say this than he came, right on Lily’s face.

“Open your eyes,” said Lo to Jim.

He followed her command and looked down at Lily who was covered in his ejaculate and smiling.

“There you go,” said Lo.  “Did you like that?”

Both of them said “Yes” at the same time.

By the way, I was hard as a rock at this point and I finally said, “Lo, any chance I will get to cum?”

“Oh, are you hard-up?” she said in a mocking manner.

“Yes.”

“Do you deserve to cum?” she asked with a look in her eye that told me I was being punished for my comment earlier.

“I sure do,” I said confidently.

She was feeling surly, but despite that, she indulged me and she told me to lie back.

I followed her instruction.  To my surprise, instead of doing to me what she had done to Jim, she sat on my face.  She was facing my toes and she invited Lily over as I began lapping Lo’s wet pussy lips like a thirsty dog.

Lily grabbed my cock and balls (I could tell it was Lily, though I couldn’t see her, because I know Lo’s touch) and began furtively fondling.  Then she began to jack me off.  I felt a mouth lower on my cock, but now I wasn’t too sure whose it was.  Lost in the mystery of it all, I gave in and came in heavy, forceful spurts.  Lo came as well, drenching my face.  I practically drowned.

When she got up and I sat up, Lily said, “You come almost as quickly as Jim does.”

“That’s not fair,” I said in my defense, “I’ve been watching Lo for over an hour now.  I was primed and ready.”

“Ready to be pumped dry,” said Lo.

“Well,” said Jim, “I think we all got something out of this.”

“Um,” said Lily, “of the four of us, three of us came.”

“Well Jim,” said Lo, “you got some work to do.”

Jim smiled and asked Lily, “Do you want to go to the bedroom?”

Lo looked at him, got up, exited the room into the mud room and returned with one of the dog leashes that was hanging there.  She put the collar around Lily’s neck and gave the handle to Jim.  “That’s not how you ask a slut like Lily.  Take her upstairs.”

Jim stood up and gently pulled on the leash.  Lily got on all fours and crawled like an obedient bitch at his side.  Off they went.

“Well done,” I said to Lo.

“Don’t give me that ‘well done’ bullshit.  You’re in big trouble mister.”

“Me?” I said innocently, “What did I do?”

“You know very well what you did.”

“Don’t tell me you’re jealous.”

“I’m not jealous.  I just want you to admit it.”

“OK, so maybe I tried to suggest that I do something with Lily.  But look at what you actually did with Jim.”

“There is no comparison.”

“How not?’

“Because I’m your slutty hotwife and you are my obedient, chaste, little stag.”

“Oh, I see.”

“Would you have it any other way?”

“No.  Actually I wouldn’t.  I was just teasing you to see if you would be jealous.”

“I wasn’t jealous.  I just want you to know your place.”

“Really?”

“Yeah, really.”

“And where is my place?”

“Right between my legs.”

 

Schrödinger’s Pussy

“Lily texted me,” I texted to Lola, “and she invited me to meet her at the bar to watch the World Series.”  It was the seventh game.  She was hoping to see her team win.  “Do you want to join?”

“Will Jim be there?”

“I don’t know.”

“Nah,” Lola texted, “I’ll stay in.”

I walked into the crowded watering hole after a long day at work.  Lily, was sitting at the bar, close to the TV.  To my surprise, she had saved me a stool next to her.  She gave me a hug and turned toward me.  Despite the cold October air, she was wearing only a short skirt and a thin, loose fitting blouse.  Her legs were spread a bit as she talked to me.

“Where’s Jim?” I inquired.

“He’s with some of his friends watching at their house.”

“You didn’t want to join them?”

I could see that she hadn’t invited me there just to watch the game.  She was already on her second drink of the night.  What was on her mind?

After just a little prodding (it didn’t take much), she revealed her true design.  She was looking for some free legal advice and simultaneously looking for some special attention.

She had recently graduated and got her Master’s in Sexuality and Gender Studies.  Now she was looking to do something with that degree and was interested in becoming a “Sex and Spirit Guide” to individuals and couples.  The question on her mind was, “If my therapeutic techniques involve hands-on help and I accept money for it, what’s the legal distinction between that and prostitution?”

It was a real zinger of a query – one that they don’t ask you in law school!  And my first inclination was to say, “I’m not sure I follow.  Could we please go back to your place and you can provide me with a demonstration in order that I understand what you do a little better?”  But I wisely withheld that request, which was purely for the academic purpose of gaining clarity, and I asked instead, “So you envision digitally manipulating and stimulating your clients?”

“Well, not only that, but possibly role-playing, BDSM experimenting, discovering their inhibitions through play therapy – you know, taking them on a real sexual and spiritual journey to the seat of their soul.”

“Wow!” I said, “It sounds very Jungian.”  Once more the images of Sabina Spielrein and Carl Jung came to mind.

“Yeah, this morning I had a professional photographer come to take some risqué photos to advertise my services.”

I got lost in my imagination as I envisioned the scene, but she continued.  “And Jim even joined for some of them.”

“Oooh,” I cooed, “Boudoir photos?”

“Some were,” she replied alluringly.  She began to pull out her phone as if ready to show me the raw, unedited shots.  I wanted to look.  I wanted to tell her all about the blog.  I wanted to divulge everything.  But I knew better.  First, it’s Lo’s secret to reveal, not mine.  That has always been the rule.  Second, I’ve learned that letting on to the blog to people who are in the blog creates a Schrödinger’s Pussy situation – where the knowledge of being observed contaminates the observation.

Again I got lost in my thoughts.

She was clearly trying to attract my attention.  She regained it as she unlocked her phone.  I fumbled for my words a bit and said something stupid like the answer to her legal question would take some research.  “A deep dive,” I remember saying.

“If you could advise me,” she said, playing the role of the helpless dancer in need of a savior, “I’d appreciate it so much.  I want to heal people, not get arrested.”

Her allusion to consequences kept me in check and I soon paid my tab and said a friendly farewell to her, looking forward to going home to my sweet slutwife.

I got in late.  I found Lola in bed, almost asleep, Stoya on my pillow.

“What’s this?” I asked.  “Are you trying to tell me something?”

“I’m sorry, Daddy,” she said.  “Come to bed.  I’ll explain.”

I removed my clothes, washed up, and got in bed.  She was on the verge of sleep.  I moved Stoya to the nightstand.

“I’m all ears. . . and a penis,” I said.

She rolled over toward me.  “I was bad,” she began.  I could have figured that.  “I was thinking of Heather and Erin and all the other women I’ve been with.  I was feeling like being with a woman tonight.”

“So you took out Stoya?”

“Yes.”

“And?”

“I tried a little experiment,” she said.

“Schrödinger’s Pussy,” I muttered under my breath, recalling my conversation of earlier in the evening.

“What?”

“Nothing.  Continue.”

“I fingered myself a bit, rubbed some of my girly juice on her lips, fingering her, and put her over my clit.  I fucked her pussy with my clit.”

“Did you cum?”

“Many times.  It really does feel pretty realistic.”

She hugged me and asked, “Are you mad?”

“No.  But I take it you didn’t wash her properly when done.”

“Sorry Daddy.”

I got out of bed and performed the recommended cleaning to Stoya’s pussy and then hung her out to airdry.

When I got back into bed, Lo was sound asleep on her tum.  I was on my back.  My right hand caressed her back.  Then her lower back.  Then the roundness of her rump.  Then between her legs.  I could feel how wet she was still.  My fingers circled around her pussy, becoming soaked.  I then slid one finger back and did circles around her other special spot.  Slowly, gently, furtively, I dipped in, just a bit.  No response.  Then a bit more.  Lo’s ass raised slightly.  A little more.  She either consciously or unconsciously elevated her hips.  She looked like an inchworm as my finger wormed its way into her bum.*

Then a moan.  Then a sigh.  Then a “Daddy, what are you doing?”

“Nothing, Lo.  Sleep.”

I was in up to my first knuckle.  I went deeper.  And deeper.  And then added a finger.  Her ass indicated it liked what it was getting.  It was completely relaxed and open to exploration.

And then, without warning, it seized up on my fingers.  It clenched like a vice and I heard Lo’s breathing accelerate.  After only a few seconds it was over.  I pulled my fingers out.  She was back to sleep.  I was hard-up.

“There’s always Stoya,” I thought.

 

* See the story, “Sin-esthesia” in which Lo gives her “blanket consent” to being fucked while asleep.