For about an hour, they stripped, danced around naked, took off most of Preston’s clothes, and otherwise did their best to entertain us. They worked their way around the room from one guest to another, and I got a good look at just about all of them.
I was sitting on one of the couches in a corner of the room, and at one point, I had one of the blondes—a cute little thing who looked all of twenty, if that—in my lap while one of the redheads was next to me on someone else’s. After displaying their breasts and privates to us from several different angles, they leaned together to kiss for a few seconds as the guys around us yelled encouragements. The redhead reached over to caress the blonde girl’s breasts, then they separated and moved on.
As my view cleared, I looked over at Preston, seeing him down to his boxers with one of the brunettes rubbing herself all over him. He seemed to be enjoying himself.
The girls finally took a break and went back to the bedroom, and the limo driver then announced that the “love act” was next. More whooping and cheering greeted that announcement.
The analyst I had played golf with that morning had been on couch with me, and he got up now to refill his drink. Phillip was standing by the bar, and I saw them talking as he poured himself another glass of whiskey.
He returned a moment later and nudged me, grinning, as he sat down.
“Jake was right. They’re all hookers, and they’ve all been paid for already.”
“Paid for?”
“Yep. Preston and Phillip worked something out with the escort service. When they get done with the show, they’re all available if you want them.”
I wanted to ask “Preston did this?” except I knew the answer to that question already. Instead I just tried to nod and grin.
“Which one do you like?” he asked.
“I don’t know. Maybe that blonde who was on my lap.”
“I want that redhead with the big tits. Man, she gave me some wood.”
The girls returned, still naked, and as the limo driver put on some slow romantic music, they came together in a clump in the middle of the room, kissing and fondling each other. I tried to relax and enjoy this, but I kept looking over at Preston, wondering if he was really going screw one of these girls tonight. And I wondered what Kate was doing at that moment, how she would react to this bacchanal we had orchestrated, to seeing her fiance’ cheering and laughing over the mass of limbs at his feet, mouths locked to breasts, to pussies, all sorts of feigned cries of ecstasy in the air.
After about ten minutes, the mass orgy began to break up, and the girls split up into pairs to continue performing around the room. The blonde and the redhead who had danced on the couch before returned to us, to the analyst’s delight. The blonde girl straddled me, leaning in to suck on my earlobe, before lying flat across our laps. The redhead bent down, pulling her partner’s thigh up onto her shoulder, and commenced eating her.
The blonde girl writhed around, gripping her breasts, moaning softly, groping at us. She reached for my crotch and began massaging me, trying to give me an erection. To my mild embarrassment, she succeeded. The redhead continued to eat and finger the blonde until her partner feigned a massive orgasm after a few minutes.
Then they switched places, the redhead climbing onto the back of the couch between us, propping her feet on our shoulders. The blonde girl knelt in front of her and leaned in to lick at her. Her friend moaned and writhed around and clawed at our hair.
The analyst apparently could no longer stand to just be a spectator at this, and reached over to stroke the blonde girl’s butt. I expected her to stop him, but she didn’t, even when he reached in to play with her little tits. Instead, she reached over to me, took my hand, and pulled me into the action. I was more than a little surprised at this until I remembered that these girls had already been paid to have sex with all of us, so a little fondling was hardly out of bounds.
Similar scenes were taking place around the room, and I looked again for Preston. I wished I hadn’t.
He was across the room with one of the brunettes and the other redhead, lying on his back. The brunette was straddling his face, and although I couldn’t quite see what was going on, it was obvious enough what he was doing. The redhead stood over them with her legs in a V while the brunette leaned forward to eat her.
The redhead on the back of the couch grabbed my head and turned me back around to watch her and her friend, looking down at me and licking her lips. The blonde was still licking and sucking on her friend’s clit and labia, and the analyst now had his hand between the blonde’s legs, rubbing away.
The redhead cried out, clawing again at my hair and the analyst’s, and thrashed around as if she were in agony. When her “orgasm” subsided, she pulled the blonde up to kiss her. Then they slid off the couch and went to perform for another group.
I got up to make myself another drink, and that taken care of, I stood by the bar finishing my Cohiba and watching the various performances around the room. Preston was still engaged with the brunette and the redhead, but I tried not to watch. The less I saw, the less I had to tell Kate.
Phillip appeared and took the stool beside me.
“Pretty wild, huh?”
“No kidding.”
“My cousin just got out of the Navy. He was a SEAL, and he told me a couple of times about stuff like this they used to get into in Thailand.”
I grinned.
“Probably a lot cheaper though.”
Phillip laughed.
“No shit.”
“Did I hear right earlier, you guys bought all these girls for the night?”
“Yep.” He laughed again. “Don’t ask how much it cost, but yeah. They’re here until three, and whatever you want, they’ll do.”
I heard whooping and cheering from where Preston had been performing, and we looked over to see him standing up with the two girls. As the other guys cheered him on, he led them into the bedroom and shut the door.
I sucked my front teeth in disgust and sighed.
“Hard to believe Preston is getting married.”
Phillip chuckled.
“I know what you mean.”
---
One by one, the girls were taken off to the bedrooms. I was still trying to decide if I really wanted to do anything myself, battling my horniness at not having gotten laid in several months and my embarrassment at taking the last plunge into this debauch.
Preston reappeared after about half an hour, wearing nothing but a bathrobe, and his girls were immediately claimed by other guests. He did a series of shots with some of his fraternity brothers and finally passed out on the couch around midnight.
With the entire floor cleared of uninvited guests, the party was soon drifting from room to room, the girls still naked and many of the guest nearly so. I wandered around, either watching or trying not to.
Though we had the girls until three, things seemed like they were going to wind down before then. The guests began passing out or disappearing into their rooms one by one, and the girls slowly returned to the big suite in the back. I was by the bar around one-thirty when the blonde girl who had danced for me earlier came up, looking a little worse for wear.
“Hi. Make me a drink?”
“What do you want?”
“A rum and coke.”
I mixed her the drink and handed it to her. She took a long swig and then wiped her mouth.
“Thanks.” She looked me up and down, smiling at my still-neat appearance. “Are you staying out of this?”
“I’m deciding.”
“Married?”
“Nope. Not even steady.”
I felt a little weird having a conversation with a completely naked girl, so I tried to keep my eyes on her face.
“Why, then?”
“I don’t know. Maybe because the bride is a good friend of mine, and I’m still dealing with watching her fiance cheating on her.”
She smiled, nodding.
“Ah. Got it.”
&n
bsp; “What’s your name?” I asked.
“Tammi. You?”
“Tom.”
“What do you do?”
“I’m a lawyer in New York City.”
She looked around the room.
“You guys must be doing pretty well. I’ve never been to something like this before, six girls at once. I thought only, like, the Arab oil guys did stuff like this.”
“Preston is pretty loaded. I think he paid for all of it.”
“What’s he do?”
“Sits on his butt spending his family’s money from what I know. I don’t really know him that well.”
She smiled, then took one of my fingers, stroking it lightly with her thumb.
“So have you decided yet?”
“About—oh. I don’t know.”
“You’re cute. I’d like to, if you want.”
“Have you already worked tonight?”
“Yeah. But I cleaned up. Is that a problem?”
“No. That’s not it.”
“Could be me and somebody else if you want.” She looked over at the sitting area, where several of the other girls were lounging around, talking with the few remaining guests. “See anything you like?”
I almost turned her down, and had this encounter occurred earlier in the night, I probably would have. But I had been watching so much debauchery tonight, and had been walking around in various states of tumescence for so long, that I let myself consider it. And that led to the inevitable question, When am I going to get a chance like this again?
“Uh . . . okay.”
“Who else?”
I saw the redhead she had danced with, sitting across the room.
“Her.”
She smiled.
“Cool. She’s my bud. We work together a lot.”
She took my hand and led me toward her. Her friend looked up as we approached, and Tammi bent down to whisper something to her. The redhead smiled and stood up, and the two guys she was talking to laughed and whooped at me, pumping their fists in the air.
“This is Kelly.”
“Hi,” I said. She shook my hand.
“Hey.”
“Where’s your room?” Tammi asked.
“Back up the hall.”
They followed me there and shut the door behind us. Then they began undressing me.
Tammi, as I said, was a little thing, about 5’2” and slim, with pointy little breasts and a smooth little butt. Kelly was a few inches taller but with the same athletic physique, except for her oversized and artificial tits. They had me naked in a few moments, and then dropped to their knees in front of me.
In the back of my mind, I was rapidly growing disgusted with myself, no matter how much I tried to give in to my gonads and enjoy it. I kept thinking of Kate as the two girls alternately fellated me, wondering if she would be as upset at my participation in this as she might be about Preston’s. And suspecting that she probably wouldn’t much care, which made me feel even worse.
I drew the girls up from the floor and got them to work on each other for a while. They were either good actresses or genuinely getting into it, and I didn’t make myself think too hard about which it might be. I found a condom, rolled it on, and slipped into Tammi from behind as she continued eating her friend. Kelly thrashed around in front of us, putting on a good show, and Tammi worked her butt back at me as best she could.
By this point, I simply wanted this over with, but I couldn’t reach orgasm in this position. I pulled Tammi off her friend and rolled her on her back. She pulled me back into her, and I thrust into her rapidly for about a minute, thinking of Kate however much I tried to stop myself.
I came, withdrew, and tried to catch my breath. The girls lay with me for a minute or two, pretending to be sated, then got up.
“Thanks,” Tammi said. “See ya.”
When they left, I took a long shower and tried to get to sleep.
VI.
Now and then back at Yale, when I was feeling depressed about the futility of my affections toward Kate, I would console myself with a little inside joke: Even if I couldn’t date her, I was at least the only guy who got to sleep with her regularly. It was one of those jokes more pathetic than funny, which was why I never shared it with anyone. The pathos came from the fact that Kate and I never once had intercourse of anything but the intellectual variety (and for all I knew, she had left Yale a virgin, the way she arrived), but she nevertheless slept in my room fairly often, even when I was dating Mara.
Kate did not get a room at her sorority until midway through her junior year, while I moved into my fraternity after having been at Yale just one semester. Kate’s roommate her first year could, most charitably, be referred to as having an active sex drive, and as a result, she often asked Kate to sleep somewhere else. That “somewhere else” usually meant my room. I slept on the floor the first couple of times she came over, but eventually she declared that she felt too guilty about evicting me from my bed, and we did our best to share it.
Only once, that first April, did my eighteen-year-old horniness get the better of me. We had gone out to dinner and a movie that night, and I misinterpreted the signals she was giving me, thinking that her tipsy flirtiness was something other than playful. When we got back to my room and went to bed, I tried cuddling up to her. She let me, at first, until I started kissing her neck. That earned me an elbow in the ribs and a threat to sleep on a bus bench until I apologized and promised to behave. These nights together stopped during the height of my engagements with Mara, but after I broke up with Mara that last summer before my senior year, Kate again returned to my bed, and my fixation with her returned as well.
The break-up with Mara had left me lonely and confused, and Kate was the only other girl I had any sort of bond with at all. We had become almost like brother and sister over the last three years, and I clung to the stubborn hope that I could nurture that feeling into something more.
One frigid Connecticut morning in March of our last year at Yale, I woke up beside her wondering what was going to happen after we graduated. I had already been accepted to the Law School and would start there that fall, but Kate simply planned to go home to Newport after a lengthy trip through Europe. We had, briefly, discussed going to Europe together, but her parents had scotched the idea despite Kate’s protestations that I was “just a friend.” (And even after four years, it had hurt me to the core to hear her say that.)
Kate was still asleep, and she lay on her side facing me, scrunched up under the duvet. She wore the same oversized Patriots T-shirt that she wore to bed every night, and the neck hole had fallen open as it often did while she slept. I had, over the years of sleeping with her, caught various glimpses of her breasts or brief views of dark pubic hair peeking out the leg holes of her panties, and I had by now a pretty good idea of what Kate looked like naked. I could see her left nipple now, small and dark, and I felt, as I always did, as if I were sitting in front of a big pile of cash that I could never possess.
I wanted, so badly that it hurt, to reach out and run my fingers through her tousled hair, to slide closer and kiss her awake. I was close enough to smell her breath and feel her warmth under the covers. I let myself fantasize that we were two young lovers hidden away from the rest of the world, sharing something no one else could ever understand. I indulged this fantasy several times a month, and sometimes it seemed so close that I could reach out and touch it, but I always came crashing back to earth when I remembered the impenetrable wall that stood between us. The inevitable disappointment was sometimes so intense that I almost brought myself to tears. Had I been wiser, I would have stopped letting her sleep with me, but there was about as much chance of that as there was of my leaping into the air and jumping over the moon.
Kate stirred in her sleep, moving closer to me. I pretended to be still asleep myself, and I rolled on my side toward her. The action left us with Kate’s head against my chest and my arm across her waist above the covers. I closed my eyes and lay sti
ll beside her.
I had not awoken with an erection, but in such close proximity to a female body, I found myself with one rather quickly. It stirred from my boxers, emerged from the fly, and soon rested against Kate’s leg. With one arm trapped above the covers and the other trapped under my pillow, I could not undo this inadvertent exposure unless I rolled away from her, and that I did not want to do.
Whether my arousal was the cause or not, Kate seemed to wake up at that moment. Her leg moved against my penis, then stopped. A few moments later, I felt her arm moving slowly under the covers, reaching down to where my erection lay against her knee. Very gingerly, she felt around, as if to be certain of what it was.
Feeling her gently touching my penis, I could no longer feign being asleep, and I slowly stretched out beside her. Kate’s hand withdrew instantly, but she stayed where she was.
I still had my arm over her waist, and I snuggled with her sleepily. She mumbled something, nuzzling her head against my chin. Sharing my narrow bed as we had to do, it was not unusual for us to end up like this simply by rolling around in our sleep, but as Kate made clear early on, it would never go beyond that.
Except, that last morning, it did. Even now, on the eve of her wedding, I still didn’t know what was going through her mind that day. Curiosity perhaps, though afterward she would insist endlessly that it had been a mistake and that she was sorry to have let it happen. We fought. I didn’t speak to her for nearly a month.
We had been awake for a minute or so. I felt her hand moving again. It found my erection, touching it gently, exploring. My breath caught in my throat as I realized what she was doing, not wanting to move for fear it would end. She took me in her hand, enveloping me. She began to stroke me softly.
I remained paralyzed beside her, not believing what was happening. She kept up a steady rhythm over me, and when I began to leak in arousal, she used it to lubricate her hand. She sped up. I began to twitch and shake beside her. After a few minutes of this, she brought me to the brink, and with a restrained grunt, I ejaculated all over the sheets between us.
The Teaser Page 4
