by Amy Brent
“Okay…” I said with a cautious frown. “What do you want me to do?”
Wynn moved to stand behind me. I could feel the head of his hard cock sliding up my back. He put his hands on my hips and gently pulled me back onto him. His long cock slid beneath my twat like the bar of a bicycle.
“Just lean back against me,” Wynn said softly in my ear, sliding his hands down my sides. “Do you trust me?’
I leaned my head back against his shoulder and said, “I trust you.”
When I leaned back against him, Wynn braced me with his arms and slid his hands under my ass to literally lift me off the tile floor. He pressed his back to the wall to steady himself. He was so strong. I knew he wouldn’t drop me. It was like being a baby that was lifted up by an adult and set in a swing. I felt like I was hovering above the floor with Wynn’s hands under my ass and my legs spread wide, not to mention his cock under my ass for support.
“You good?” Holden asked us both. I nodded, and Wynn did the same.
“Okay, time for a nice pussy shower,” Holden said. He took the handheld shower head in his right hand and adjusted the pulsating jets to a narrow flow. The water jettisoned from the shower head, pulsing from hard to soft. It dawned on me what Holden was about to do. I held my breath and waited for the pleasure I knew was about to come.
With Wynn’s hands bracing beneath my ass and my legs spread wide to expose my entire cunt and ass, Holden directed the pulsating jets over my clit. My body immediately jerked from the sensation. Holden used his free hand to pull back the hood from my clit so he could direct the spray directly onto my clit nub, which was swollen and pink. When the steamy water hit the little man in the boat, I jerked against Wynn and moaned.
“Oh... fuck... me…” I said, the words echoing off the tile walls. “Fuck… that’s… oh… oh… shit… oh…”
“That feel good, baby?” Holden asked, grinning at me like a kid who had discovered a new toy.
“God… yes… yes…”
As the water pulsed against my clit, I could feel Wynn’s hard shaft beneath my ass, helping to support my weight. The hot water hitting my clit was also soaking his shaft. My asshole slid up and down it as my body spasmed from the clit job Holden was so adeptly giving me.
“Mmmm… nice and clean…” Holden said. He soaped up his free hand, then rubbed the lather over my clit. I was two seconds from orgasming and he knew it. He directed the pulsating jets toward my pussy lips as he rolled my clit back and forth, back and forth, back and forth.
“You’re cumming,” Wynn said in my ear. “I can feel your body tensing.”
“Yes…” I moaned. “Yes… I’m… cumming… oh… fuck…” With the jets now hitting my pussy hole and Holden’s fingers on my clit, I erupted in orgasm. My cunt bucked, and my body jerked. For a moment, I was worried that Wynn might drop me, but he held on tight. My ass clenched around his long shaft for support. Holden didn’t stop teasing my clit until I gasped for air and begged him to stop.
“Mmmm, that’s my teacher’s pet,” Holden said, humming the words. With my clit squeaky clean, he went to work on my pussy. He got to his knees in front of me and soaped up his fingers again, then started cleaning my pussy with them lather.
“Is my cock in your way?” Wynn asked, smiling down at Holden with his lips at my ear.
Holden smiled up at him. “If you don’t mind, perhaps you could just back that monster out a bit. I love you, but I’m not giving you a shower. You can take that thing to a car wash.”
“Certainly,” Wynn said playfully. Without loosening the grip he had on my ass, he pulled his hips back to move his long cock out of Holden’s way. I felt the length of him go up my back. He started sliding his cock up and down the crack of my ass, pressing his balls against my soapy flesh. Holden now had full access to my pussy without Wynn’s monster cock getting in the way.
“Much better, thanks,” Holden said. He smiled up at me again. “Ready for a little pussy shower?”
I held my breath and nodded. “Yes. Please.”
Holden smiled for a second more, then used his left hand to spread my pussy lips as he brought the shower head up and pointed it directly at my hole. The steaming water and pulsating jets set every nerve in my cunt on fire. It felt like a thousand tiny tongues were licking my pussy, probing my hole, driving deep inside me at once. The fire consumed my body, making me sweat. It was hard to breathe. I couldn’t catch my breath. Every time I gasped for air another wave of ecstasy raged through me. Within seconds, I was immediately on the edge of another orgasm.
“Oh... oooh… ooohhhh… fuck… fuck… oh… Holden…fuck… fuck.. me… I’m going to… fuck… going to… oh… shit… cum… I’m going to… cum…”
“Not yet,” I heard Holden say. He pressed the shower head to my cunt and the water shot deep inside my pussy, making me tremble against Wynn, who was sliding his cock up and down my spine like a great soapy snake.
“Oh… god… oh… god… oh… goddddd…” And with that, my pussy literally erupted. The orgasm was overwhelming. My pussy gushed hot juices back over the shower head. Holden quickly dropped the shower head and replaced it with his fingers. He rammed them hard in and out of my cunt, in and out, in and out, and when the orgasm hit I squirted like never before, spraying him, showering his hand and chest and face with juices, shooting it halfway across the shower, drenching him and the walls behind him.
I heard Wynn grunting in my ear. He was whispering, “Cum, baby, cum… Jeez… squirt that cum… that’s it… yes… yes… fuck…”
After I stopped shaking, I looked down to see Holden rinsing me off again. He was gently massaging lather into my folds now. I sighed because it felt so fucking good.
“So, who got the shower?” Wynn asked, grinning at Holden as he rinsed my juices off is face and body. Wynn carefully lowered my feet to the floor and brought his hands up to my aching breasts. He pulled me back onto him again, his long cock sliding between my pussy lips. I glanced down to see the head of his cock peeking out from beneath my clit. He put his hands on my hips and started sliding me back and forth over the length of him.
“I think I got the shower after all,” Holden said, getting to his feet. He soaped up his right hand and started lathering up his cock with the suds. He moved in close and pressed his lips to mine. His tongue slid into my mouth as his soapy hands moved to my breasts.
I finally caught my breath as my body came back down to earth. Wynn’s cock was sliding between my legs from the rear and Holden’s cock was sliding up and down my belly as he kissed me. I took them both in hand and gave them a wicked smile.
“I want both these inside me,” I said. “My pussy and my ass. I assume you’ve done that before.”
Wynn and Holden exchanged a quick glance, then gave me a cautious look. “Are you sure you can take it?” Holden asked. “It might be a bit… tight.”
“I guess we’ll just have to see,” I said, my hands working their shafts, sliding, squeezing. “Just tell me what to do.
Holden gazed into my eyes for a moment with his forehead pressed to mine. “You know you don’t have to do anything you don’t want to do.”
“Uh, I suggested it,” I said. “Come on, let me just try it. If it’s too much, we’ll stop.” I glanced over my shoulder at Wynn, who was staring back at me with his eyebrows arched.
“You’re sure?” he asked.
“Yes,” I said. “I’m sure. I want both of you to fuck me at once.
Chapter Ten: Jude
“Okay, I’m going to lie down at the foot of the bed and you get on top of me,” Wynn said, talking with his hands. Since his cock was the longer of the two, it was decided that he should be in my pussy while Holden slid inside my ass—or attempted to.
I won’t lie. I was nervous as fuck at the prospect of having both their cocks inside of me at once. I mean, I’d had one in my mouth and one in my pussy several times already. And I’d had anal sex lots of times. I loved anal. In fact, it was right up t
here with vaginal and oral sex in my book. Sure, it was a little uncomfortable a little at first, but when things got lubed up really good and everyone took their time, it could feel incredible. I could orgasm just from anal. No lie. I had done so many times.
But now…
My heart was beating faster than normal. I could feel it pounding in my chest. Adrenaline was coursing through my veins. I wondered if this was what it felt like the first time you stood at the open doorway getting ready to jump out a plane. It was both exciting and a little scary. At least I wasn’t in danger of splattering all over the ground, I told myself. I mean, there was that, right?
I loved anal, but now I was looking at having Wynn’s twelve-inch cock in my pussy, or however many inches I could take in. And Holden’s ten-inch cock in my ass, or however much. Nervous or not, just the anticipation of it was making my juices flow like a raging river. Yes, I was a little nervous, but I think the guys were even more nervous than I was.
Wynn lay back on the bed with his ass at the edge and his big cock sticking up like a branchless tree. His cock was not only long, but girthy and thick, mapped with veins. It was a beautiful thing to behold. And to hold. I wrapped my fingers around it and gave it a few strokes as I climbed on top to straddle him.
“Okay, you know how this part works,” Wynn said, putting his hands on my hips to slowly lower my pussy onto him. I paused for a moment when I felt the bulbous head press against my hole, but I was already super wet, so he slid in without a problem.
“Ohh… that’s so… nice…” I said, lowering myself onto him until I felt the tip of his cock hit my inner wall. I moved up and down on him a few times to get us both good and wet. Already, I was gushing like a leaky pipe.
“Now, me,” Holden said from behind. He moved to the edge of the bed, and with Wynn’s cock inside me, I pushed my ass out and invited Holden to join our little party.
Holden had brought a tube of KY from the bathroom and stood now slathering his cock with it. With enough KY, you could drive a Buick through the eye of a needle. In this scenario, my pussy was the eye...
“Let me grease you up, my dear,” Holden said with a grin. He squirted a glob of KY on his fingers and lubed up my ass good, rubbing the jelly around my hole and dipping in his finger a few times for good measure. I grunted and moaned each time his finger slid inside. When he decided I was ready, Holden put his hands on my ass and positioned the head of his cock at my anus.
“Just breathe,” Wynn said, looking up into my eyes. “And yell stop if you need to.”
“Yes,” Holden said, giving my ass a playful squeeze. “Do not let us hurt you.”
“I’m fine,” I said, forcing a smile for their benefit, trying to hide my nerves. The feeling of Wynn’s cock inside my pussy was overriding my fear. As I slowly slid up and down on Wynn’s pole, I gave Holden a nod to proceed.
I closed my eyes and breathed slowly in and out, focusing on the pleasure Wynn’s cock was already giving me. I knew from experience that gritting my teeth and holding my breath was not the right thing to do. Anal sex is about muscle control, relaxation, breathing, going slowly. Holden had done this many times. He knew what he was doing. I trusted him completely.
When the head of Holden’s cock slid into my ass, I gasped a little. Not because it hurt, but because it felt really crowded back there with Wynn’s cock already in my vagina. Holden asked if I was okay and I said yes. Keep going. Proceed. Please…
Holden slid in a little more, then a little more. When he was just at the right spot, I said, “There… right… there… oh… wow… do I feel… full…”
“Are you okay?” Wynn asked.
“Yes, just go slowly…” I said.
We started slowly at first, moving as one. As Wynn moved his hips up and down to fuck my pussy, Holden moved his hips in and out to fuck my ass. It didn’t take long. Soon, we were all in rhythm and I was convinced that if my heart didn’t stop, I was going to have the best orgasm of my life.
“Jeez… you’re so… fucking… tight…” Wynn said, his fingers digging into my hips. “Damn… Holden… gimme some room…”
Holden was trying not to laugh and not to cum. I knew my pussy was tight, but my ass was super tight, clenched around his shaft. And it had to feel incredible when the head of his cock slid in and out of my ass. His fingers pressed into my ass and he sped up a little, still being careful not to go to deep.
“Fuck… I can’t… fuck… hold it… anymore…” Holden said, his motion becoming erratic as the orgasm started to build. “Fuck… I’m gonna… cum…”
“Me… too…” Wynn said. I smiled. I was making them both cum at the same time. There had to be some kind of merit badge for such an auspicious accomplishment. I could only imagine what that little graphic would look like.
“I’m… oh… shit… shit… cumming… yes… yes… yes…” I moaned and forced myself not to jerk too quickly. I had two very large cocks inside of me. One wrong move on my part and we’d all end up in the emergency room trying to explain what happened.
Luckily, all three orgasms hit at once.
Our bodies twitched and jerked in unison.
Two seconds… three… four…
After a moment, we all blew out the breath we had been holding and collapsed in a sweaty, goopy heap on the bed.
A few minutes later, without saying a word, we all fell fast asleep.
For a very long time, I would remember this as the best Saturday night of my life.
Chapter Eleven: Lane
Sunday morning…
I chartered an early morning private Learjet to fly me directly from the tiny Northwoods airport to the equally-tiny Madison airport because I hated to fly commercial.
Call me a snob all you want, but when you’re the least bit famous and people see you in an airport, for some reason they think that gives them the right to accost you with hugs and slobbery kisses and demands for selfies and all number of other things. They think because they buy your books or watch you on TV that you owe them something in return. I know, you hear celebrities bitching about it all the time, but that truly is the downside of fame. Hell, I can’t even go to a dive bar and pickup cheap biker pussy anymore without TMZ waiting outside. And I loves me some cheap biker pussy… ;o)
I once had a professionally-dressed woman who appeared to be in her fifties (she looked like a lawyer or an accountant) approach me at LAX and stuff a pair of dirty panties into my hand. And when I say dirty, I mean dirty. And the funny thing was that she had written her name and cellphone number on the waistband in red permanent marker. Dolores something or other. Sorry, Dolores. I like a good pair of aromatic panties as much as the next guy, but I dropped those nasty things in a trashcan on my way out of baggage claim and found the nearest restroom so I could wash my hands. Several times.
The trip to Madison would have been a total bore if not for a travelling companion I did not expect. It was just after five AM California time, Sunday morning, and still dark outside. I was sitting in the charter service office waiting to board the Learjet when the manager came over and asked if I would mind having a companion on the private plane as far as Chicago. When I asked who this passenger was, he pointed toward a thin girl standing outside on the tarmac with a black duffle bag slung over her shoulder that was nearly as big as she was.
She was one of these goth girls who looked to be in her early twenties at most, with hair so black it shined blue under the lights and skin so pale it was almost translucent. Her eyes were heavy with black mascara and fake lashes. She wore crimson lipstick and black fingernail polish. She was dressed in ratty, skin tight black jeans tucked into unlaced combat boots, and a black t-shirt with the sleeves cut off. There was the huge face of a Blue Man on the front of her shirt. Her pale arms were adorned with colorful tattoos: a parrot, the virgin Mary, a dancing skeleton. She had a dozen or more bracelets on each wrist and rings on every finger. Everything about her appeared to be pierced or painted. I doubted she’d ever make it
through a metal detector without setting it off.
“What’s her story?” I asked. She glanced my way and we briefly locked eyes, then she looked away and started chewing on a thumbnail.
“Her father is a rich doctor in Chicago,” the manager said, a pleading tone to his voice, probably because he didn’t want her hanging out all day in his terminal scaring off his wealthy clients. “She was backpacking to Los Angeles and ran out of money. He’s willing to pay your tab all the way to Madison if you’ll let her hitch a ride as far as Chicago.”
The cost to charter the jet from Northwoods to Madison was nearly ten-grand. Not a lot of money in the grand scheme of things (I know, I’m a rich asshole), but why waste it when you don’t have to. Besides, she looked like she might be an interesting girl to get to know.
“Well, what do you say, Doc?” he asked, his eyes hopeful. I could have told him to drop on his knees to beg me and he probably would have.
I stared at her for a moment more, then shrugged and said, “Why not. As long as she behaves herself and doesn’t bug me along the way.”
“No, no, she’ll be good, I promise,” he said, sighing relief. “Okay, let me introduce you. We’ll be ready to take off shortly. Let me introduce you.”
Before I could tell him that wouldn’t be necessary, he waved her over and asked her to introduce herself. She stuck out her hand and told me her name was Gina, but I should call her G. When I started to tell her my name, she squeezed my hand and smiled.
“Oh, I know who you are,” she said. Her eyes were bloodshot. Her breath smelled like vodka. I couldn’t tell if she was tired or high. “You’re Dr. Lane Curtis.”
She reached into the duffle bag at her feet and brought out a dog-eared copy book of my book, Trade Offs: How Men and Women Use Sex and Love To Get What They Want, and handed it to me.
“I fuckin’ love your book,” she said excitedly. “Can I get an autograph?”
“Uh, sure,” I said, opening the book’s cover as I reached inside my jacket for a pen. When she leaned in close to watch me scribble my name in the book, I caught the strong whiff of marijuana wafting off her clothes and hair. Vodka and pot, ah, the smells of my misspent youth. They almost made me smile. Then the grown up in me kicked in. Sunday morning an hour before sunrise and she was already high as a kite. She looked me in the eye and smiled. I scribbled my name in the front of her book and handed it back to her.