Lesson Learned

"Did you like that?" Cindy asked as we stopped. "Was it good for you?" I wasn't sure if she was asking me or Gregg. We both answered at the same time, "Amazing!" Our simultaneous and identical replies made us all laugh. "Well, it was just as good for me," Cindy stated. "I love the feel of your hard cock in my mouth. I love watching Tracy deep throat you. And I especially love sharing all of it with both of you." She stared at Gregg. "That was the best part." A look of understanding flitted across Gregg's face.

"It's our turn now, isn't it?" I asked. Cindy glared at me. "What I mean, is that it's our turn now." She smiled at my change of tone. "It would be my pleasure," Gregg said and motioned toward the lounger. Cindy's smile grew bigger. "You really do learn quickly."

"We can't do this the same way you two just did," Gregg began, "so I'd like to ask for your help." He shifted his gaze back and forth between Cindy and me. "You seem comfortable being intimate with each other, in fact it's very erotic watching you together." I couldn't help but smile. "If you wouldn't mind assisting me I'd appreciate it." It was clear what he wanted as he eased me down onto the chaise. "Oh my most excellent student, this will definitely be my pleasure," Cindy said and lay down next to me.

I have no idea how long Gregg and Cindy were on me, but I loved every second of it. Their hands were everywhere on me at once. Their lips and tongues covered every erogenous spot that I had and drove me wonderfully crazy. Gregg finished me off, triggering a massive orgasm, with his fingers buried deep in my pussy and his mouth locked on my clit, while Cindy's mouth was locked on my breasts. Their warm embrace was the perfect ending for my climax.

"Nobody gets left out," Gregg said after I came down from my orgasmic high. "No way," I added and pushed on Cindy's shoulder until she rolled over onto her back. With a queen-like demeanor she spread her legs wide and declared, "Do me!" It was an order that both Gregg and I filled with enthusiasm. We took turns, each of us using our fingers and mouths to make her squeal and squirm with pleasure. At one point, we managed to squeeze both of our heads between her legs and slide our fingers in and out of her sopping pussy. When I curled the tip of my finger onto her g-spot and Gregg buzzed his tongue on her clit, Cindy exploded, showering us with her juices in climactic release.

Once again wrapped up in a three-way post-orgasmic embrace I assumed that our night was at an end. We'd had a mind-boggling night of amazing sex. Cindy and I had led our friend to a new appreciation of how good sex can be when fully shared. I felt happy and satisfied, even though my pussy still ached to feel his hard dick. "Gregg," Cindy began as we cuddled on the lounger. "This has been an incredible evening." He nodded, but stayed quiet. "We love how you've learned to share yourself, and it's been fantastic." I hugged him tighter. "But there's farther that we can go." I propped myself up onto one elbow and stared at Cindy in surprise. "No way she's going there," I thought. We'd only talked about in the abstract what I suspected she was referring to. Cindy eyed me and nodded. "That is if you can trust us, I mean really trust us." I held my breath. "I called you my beautiful stud and promised that we'd take excellent care of you. I meant that and still do. Will you trust me and go to the next level, give us and yourself a final pleasure that we'd like to share with you?" My pulse raced as I waited on Gregg's answer.

"I trust you."

"Oh my god! We're really going to do this!" I screamed silently in my head.

"You have no idea how happy that makes me. And how absolutely amazing you're going to feel." Cindy stood up and stepped to the bench where she'd left a bag earlier in the evening. "Remember my promise to you Gregg, that we'd take excellent care of you." She rummaged in the satchel. "And hold on to the trust that you just pledged." A clutch caught in my chest as Cindy pulled out a harness. She and I had shared it and the matching double-ended, life-like strap-on dildo in the past. With it, I'd learned how much I enjoyed anal sex. Even more importantly, I'd experienced the thrill of possessing a cock. The pony end that pressed on my g-spot and clit felt great, but the real excitement, the head-spinning ecstasy, came from the role reversal of wearing it. I'd been the one thrusting my dick into Cindy's wet, burning pussy. I had run the fuck, and I'd absolutely loved it. She intended to use it on Gregg, like we'd talked about doing at some point in the distant future. I'd never imagined that future would come so quickly. My heart raced in anticipation of what carnal bliss might lie ahead, if Gregg didn't refuse. Cindy fitted the latex cock into the harness and stepped toward us. Her intent was crystal clear.

Gregg's eyes were wide in disbelief. I felt his body tense as Cindy moved closer. "You are beautiful," she began staring deep into his eyes. "Your body is the picture of manly perfection, handsome face, strong arms, and there is no penis, soft or hard anywhere in the world more spectacular than yours. You have shared it tonight with us and brought us immense physical pleasure. Your openness, your willingness to let go of control, to let us lead you, has amplified that sensuality. We'd like to reflect that back to you, take you with us to an even higher level, let you experience what I'm sure will be a new and wonderful pleasure. Let us join with you at the very peak of your manhood and truly share the climactic release we so badly want you to have." Cindy's eyes practically glowed as she finished.

I could feel Gregg's heart racing in his chest. He held his breath, eyes glued to Cindy's. "Please Gregg," I breathed in his ear, "please." The burning desire that I felt dripped from those three words. The throbbing in my pussy grew stronger still. "Yes," he whispered.

Wordlessly Cindy motioned me to help her with the strap-on. I nestled one end firmly into her pussy, which was even wetter than it had been after her orgasm. Together we buckled the straps around her thighs and waist securing it tightly. Cindy never took her eyes off Gregg. At the lunch date we'd had, Cindy and I had talked about how we might someday share Gregg like this. The logistics of two women on one man could have been awkward, but we'd figured out exactly what to do so that we could both get what we wanted. I grabbed the lube from the bag, pushed Gregg back so that he was lying flat, and straddled him reverse cowgirl style. "Let me have your legs," I ordered. He raised his knees and I hooked my arms around them. As muscular as he was, Gregg was also very flexible. I pulled his legs far backward so that his butt was exposed at the edge of the lounger. Cindy laid a folded towel on the deck and knelt. Her rigid cock bounced at her groin enticingly as she moved. I knew that inside, it was rubbing on her, stimulating her, arousing her. She leaned forward and kissed each of Gregg's upturned cheeks. "My god you look beautiful," she murmured loud enough for him to hear. Her fingers stroked back and forth over the pucker of his anus. Behind me Gregg sucked in a deep breath at the stimulus. The throbbing at my crotch intensified and wetness dribbled from me onto Gregg's chest where I was sitting. I wriggled, rubbing my juices onto him. As I did that, the tip of his cock which was squashed between us, pressed into my skin.

I let his legs rest against Cindy's shoulders, freeing my hands so that I too could caress Gregg. I smoothed my fingers over the creases of Gregg's hole where Cindy has just been. His orifice contracted at my touch and a thrill raced through me; I'd made that happen. I did it again. Beneath me Gregg squirmed. I pressed myself harder against his entrapped pole. "This will feel cold Gregg," Cindy said right before she dropped a large glob of lube onto him. He gasped at the sudden insult, but then moaned as he luxuriated in the sensations radiating from his many sensitive nerve endings. Gregg's anus reflexively spasmed in response to the cold jelly, alternating between shut tightly and invitingly open. It was mesmerizing. I dipped a finger into the slick goo and smeared it back and forth, rubbing up along his perineum to the base of his scrotum, and back down into the dimple of his entrance. Cindy did likewise and together our fingers massaged him. Gregg's escalating moans told us how much he enjoyed it.

"There's more my stud," Cindy cooed. She dropped more lube onto him and pressed firmly against his opening. With the added pressure, Gregg's tight stricture opened wider and the pad of Cindy's index finger sank into him. "That's it, relax, let me in," she encouraged. Little by little, Gregg relented and the first part of Cindy's finger disappeared into his anus. The site was breathtaking. More juice poured from me. I drove my wet crotch harder against his chest. "That feels so good, hot and tight." Cindy rotated her finger back and forth, rubbing firmly against the edge of his sphincter easing it farther open. Gregg gasped behind me. "I want more," Cindy said. I added lube. "Let me have more Gregg." Obediently he relaxed and Cindy drove her finger forward, deep into his rear until her knuckles were pressed tightly against him. They both gasped at her invasion.

We stayed still for a minute; Cindy's finger buried deep into Gregg's ass, him holding his breath, and me captivated by the site. Quicker than I thought, Gregg muscles accommodated to Cindy and he loosened more. "That is so good isn't it?" It was a rhetorical question. "This is better isn't it?" She withdrew her finger and then pushed it slowly back into him rotating it back and forth as she did. Gregg's exultant sounds grew louder and the heat coming from his penis, trapped between us intensified. "There's even more that Tracy and I have for you." Cindy glanced up at me. I knew what she wanted me to do. We had talked about it, and the mere thought of it magnified the ache in my already throbbing pussy. I laid my finger next to hers and pressed.

"Oh my god!" Gregg exclaimed as I penetrated him in one smooth motion, sliding my finger next to Cindy's. The pressure from his stretched sphincter was intense, but with a gentle rocking motion, we coaxed him to let go so that we could stretch him wider. To our delight in seconds we'd opened him up enough that we could easily thrust our fingers in and out of Gregg's still snug anus. Cindy motioned me to stop, then said, "This is your p-spot Gregg." We pressed upward against the firm, but spongy mass that was his prostate. I'd read that prostate stimulation felt good to a man. Gregg's shouts of bliss as we pressed there let me know that I read correctly. A stream of warm precum oozed from the tip of his penis under me and smeared over our skin. It was the preview of what I hoped to feel more of later.

"I can't stand it any more Gregg. I want you now. I need you now." Cindy and I had talked about how she would say something like that to make it mentally easier on Gregg when she pegged him, but her needy tone sounded genuine. The lust that had been simmering in her had overflowed. Cindy was desperate. She withdrew her finger, grabbed the lube, and squeezed a huge portion onto her faux dick. "I've got to have you," she called out. I pulled out of Gregg and wrapped my hand around the strap-on, guiding it to his now gaped entrance. "Let me have you now!"

Cindy paused, waiting with all her restraint for Gregg's permission, so that she could take him the way we'd planned and she so clearly wanted. The veins stood out on her forehead, and the vessels in her neck pulsating wildly as she fought to control herself. I held her cock still, centimeters from his hole, holding my breath, until Gregg consented. "Yes, yes!" He called out at last. "Take me!"

Cindy leaned forward. The slick phallus slid through my fingers, it's perfectly shaped tip pressed against Gregg's opening and vanished into his depths. Synchronized shouts of ecstasy burst from them both as she bottomed out inside of him. They stayed locked together, breathless for a minute until Cindy eased back. But before fully withdrawing, she shifted and re-impaled him. Another huff of excitement came from them both. Then she began thrusting in earnest. Relentlessly she drove her cock in and out of Gregg's rear in time with his grunts of passion. And with each stab, he rocked his hips, forcing himself back onto her, urging her on. That was my cue, what I'd been waiting for. I touched Cindy's shoulder to get her attention.

She looked, stunned, maybe disappointed that I'd stopped her. But then recognition of what I wanted came into her eyes. It was what we'd planned. She paused her thrusts thereby allowing me to shift positions, rotating so that I was over Gregg, typical cowgirl style, instead of reversed. I looked at him as I took ahold of his stiff erection. With a smile on my face, keeping my eyes on his, I guided the tip to my sodden folds and said, "Now, at last, it's my turn to have you." I dropped my full weight onto him.

I'd had plenty of opportunity to enjoy the feel of a hard penis inside of me. I'd never had a bad experience, but some had been better than others. Mounting Gregg, feeling his exquisite, rock hard, cock slide deep into me and fill me up, while Cindy pegged him was better than anything I'd ever known. The world spun before my eyes and everything faded away except for the three of us, together, locked in carnal bliss. I could have stayed that way forever.

The bump of Cindy's breasts against my back as she resumed thrusting into Gregg's ass brought me back to Earth. She was getting what she wanted, and I knew what I so badly wanted. I began pumping myself up and down on his stiff pole. Between the two of us, we made the lounger rattle as we mauled Gregg, taking our satisfaction from him and giving it back with everything that we had. He writhed beneath us, lost in his own world of pleasure, completely out of control. And he obviously loved it. "Yes! Yes! Yes!" Cindy panted from behind me as she pounded into his ass. "Oh god! Oh god!" Gregg cried out between incoherent grunts of pleasure. And I shouted my own calls of delight that rose into the night. Orgasm was swiftly approaching. I grabbed Cindy's hand and brought it around so that she could press against my clit. That touch was all it took and my climax overtook me like a tidal wave. Just as it was peaking, Gregg gave me what I'd been craving. His cock exploded. With firehose-like pressure, jet after jet of semen erupted from him filling my needy pussy, triggering more orgasmic surges from within me. Cindy burst at the same time, desperately clutching at me and screaming in elation at her release. We had all orgasmed together exactly as I'd hoped.

It seemed to go on forever, but all too soon it was over and we collapsed in a connected pile onto the lounger, sweat rolling off our skin. When flush of climax at last faded, and our hearts slowed down, we extricated ourselves from each other The sloppy wet sounds of withdrawal were a testament to the intensity of our combined orgasms. Not wanting to separate fully yet, we clung together on the chaise. It was Cindy who broke the silence. "I don't know what to say. I've never felt anything so powerful in my life. Tracy, Gregg, thank you for sharing yourselves, for sharing this moment."

"I don't say this lightly, and I really mean it," Gregg said. "You two have changed my life. I'll never think of sex the same way ever again. With you, I've walked through a door into a new world and learned what it really means to be intimate with another. Thank you." He squeezed us tighter. I sighed happily and returned the hug. "I'll never experience anything like this ever again."

Cindy and I both bolted upright and stared down at him. "What?!"

The look of confusion that Cindy and I had orchestrated earlier returned to Gregg's face. We kept staring until he finally understood us. "Well not exactly like that, but," he smiled, "I'd sure like to try."