Bobby and Abby's Amazing Adventure Ch. 06

A few weeks later Clark was back in town, having dinner at our house. I served up a nice meal as Clark and Abby worked on a proposal they were pitching a new client. If they succeeded it would be a huge contract, leading to big bonuses for each of them. They had been working on it all day.

"Well, I think we have everything on the business side covered," Abby told Clark as she sliced her rare steak, "but we're going to have to wine and dine him, too. Do we know what he likes? Ball games? Theater?"

"Actually," Clark said, "I asked Joe about that - he used to work with him back in the old days."

"Ooooh, good!" Abby responded. "What is it?"

Clark chuckled. "Definitely not ball games, I can tell you that."

"What?" Abby said impatiently.

Ted shook his head. "Well, it seems he likes to go out on the town with high-end escorts."

"Escorts?" my wife asked.

"Yes," Clark confirmed, "escorts."

Abby looked unsure. "Well, we could arrange that, right?"

Clark nodded. "I've been looking around, trying to be discreet, but it's not easy. It turns out he likes 'ladymen' - guys who dress up as girls. Not that easy to find a classy one. Plus it could all blow up in our face if it goes bad. We could lose the contract and our jobs. "

Abby frowned. I could feel her frustration. They had worked so hard on the deal and now they had this major roadblock. It didn't seem fair.

"Yeah," Clark continued, "we've got everything nailed down but we have to get this one just right. Winning the contract could turn on it."

They sat in silence, trying to think their way through it. I had been listening quietly, impressed with their attention to every detail. I hated that they had to deal with this.

"Ummm, I have an idea," I chimed in. They both looked at me in surprise, almost like they forgot I was there.

"An idea?" Abby asked skeptically.

I nodded. "Well, you know, maybe . . . ummm . . . . maybe I could be the escort for your client?"

Clark laughed out loud but Abby furrowed her brow, pondering my offer. She looked at Clark, giving a subtle nod.

"Seriously?" Clark responded.

Abby had seen me dressed up before - every year my firm did a charity fashion show where the men dressed in the latest women's outfits and the women wore men's clothing. I always volunteered, strutting down the runway in dresses and skirts. We even got the makeup and hair people involved and some of us ended up looking pretty good!

"You?" Clark asked. "Really?"

I nodded.

"He could do it," Abby said softly. "He could definitely do it."

One week later I was sitting in one of the city's top restaurants, sipping a glass of white wine with Abby, Clark and their prospective client, Ted. Ted was the founder and CEO of an extremely successful startup. He was dark, handsome and oozed confidence and power.

I had spent all afternoon getting ready. My team at the fashion house did a fantastic job of grooming and styling me. I told them it was for a charity event - I don't think they really believed me - but nevertheless they pulled out all the stops. Andre, my assistant, picked out a short black skirt and a tight, white v-necked shirt with buttons down the front. Doris, my makeup and body expert, had me take a shower with a special hair-removal cream that had me smooth as a baby. She plucked my eyebrows and did my makeup, highlighting my cheekbones and making my eyes deep and mysterious. Ted wanted me to have shoulder-length brown hair and Andre found the perfect wig that Doris fitted to my head.

"So," Andre asked as he sorted through bra-and-panty options, "what cup size are you thinking about?"

I wasn't sure. I turned to Doris for a suggestion.

"Well," she said, "we can always give you falsies or a padded bra, but if you want to be adventurous you can try the new procedure we've been testing. It's called 'silicon-vapor osmosis' - it goes right through the skin, no marks or pain or anything. Just takes a few minutes and they look amazing. Totally real, and we can take them out whenever you want."

I looked to Andre. He gave me a 'why not?' look, so I said sure and Doris swabbed a little gel on my nipples and stuck something that looked like an oxygen mask to my hairless chest and pressed a button.

"How big do you want to go?" she asked excitedly. "Takes about a minute per cup size."

I thought for a moment. "How about two and a half minutes? Between a B and a C?"

"Good plan," she agreed. "You go too big and you start to get problems."

I nodded. When she was done I couldn't believe it - I had absolutely real, firm, medium-sized breasts, smooth with perfect shape and pronounced pink nipples. They were the tits of a twenty year old.

"Incredible!" I exclaimed.

"Well, then let's try this too," she said, and before I could respond she held an attachment to my lips and pressed the button, holding it for about ten seconds. "Just a little bump for your lips, honey - now you got that bee-stung look, you know what I mean?"

I looked in the mirror. Even without lipstick my lips were full and sexy, giving me a pouty, seductive look.

Doris applied a creamy peach lip gloss and painted my nails to match, and spritzed me with perfume. Andre fitted a pair of four-inch heels to my feet and spent a few minutes helping me walk in them, but with my previous experience I got the feel of it pretty quickly.

I strutted past a long mirror in the studio and couldn't believe how I looked. My legs were long and smooth, rising from my high heels to my short skirt. My body had sexy curves with a narrow waist and firm bust, my brown hair brushing my shoulders. My lips were moist and full and just begging to be kissed. I looked amazing.

I took an Uber to the restaurant to meet my wife and the men. I noticed the driver taking glances in the rear-view mirror, checking me out. I couldn't help but smile.

When the maître d led me to the table heads turned, the men and even some of the women drinking in my long legs and firm chest which was proudly on display in the thin, low-cut shirt.

Abby and Clark did a double take when they saw me, their jaws dropping, while Ted eagerly rose from his seat. He had an expression on his face like he hit the jackpot. Abby introduced me as "Bobbie, short for Roberta."

Dinner was wonderful. The wine flowed and Ted told stories, making us laugh. At one point Abby and I went to the ladies' room and she gushed about how great I looked and how happy Ted was, making it all but certain that they were going to win the job. She gave me a big hug and told me she loved me, then helped me fix my lipstick.

"Clark is going to be so happy with you, honey," she raved as we stepped back to our table, the men rising to pull out our chairs.

After dinner we rode in Ted's limo to an art gallery for an opening for one of Ted's favorite artists. Ted and I sat across from Clark and Abby, my short skirt rising up my bare leg as it pressed against Ted's grey slacks. I noticed he couldn't keep his eyes off me. Boldly, and with my wife watching out of the corner of her eye, I took Ted's hand in mine, my manicured fingers resting in his large paw. Ted looked at me and smiled, then put his arm around me, pulling me closer. I glanced at my wife who was still pretending not to watch, but I saw she had a huge smile on her face and gave me a subtle nod of encouragement.

Everyone knew Ted at the gallery. They greeted us warmly and brought champagne as we wandered past paintings and sculptures, with Ted telling me about each piece and asking me if I thought he should buy this or that. He was really turning on the charm.

We soon lost Clark and Abby, and Ted asked if I wanted to see the "special collection" upstairs. I was nervous, but reasoned that since I was Ted's 'escort' for the evening I should go. Ted punched a few numbers into a keypad and opened a door that led upstairs into a dimly lit gallery. There were wild multi-media pieces with moving parts, glowing lights and video screens. Ted wrapped his arm around my waist as he led me out onto a balcony overlooking the river. The moon was out, reflecting off the dark water.

We stood quietly looking out into the night, sipping champagne and feeling each other's warmth. Ted gently took my glass and set it down on a table, then took me in his arms, holding me close and looking into my eyes. I was anxious about being alone with Ted, but strangely aroused at the same time.

"Bobbie, you look so beautiful tonight," he said, then and leaned his face into mine, bringing our lips together. He kissed me softly, then pulled back. I could feel my heart pounding in my chest.

Ted looked up and down my body. "You are amazingly sexy, too," he continued, then leaned into me again. This time he held his lips against mine, soft and warm, while he pulled me close, pressing our bodies together. I could feel his hardness against me and it made me shudder. I had never felt like this before - the object of a man's desire. I realized that I liked it.

He pulled back again and exhaled, as if he was fighting to keep his composure. "You're getting me very excited, you know," he whispered into my ear.

"I know," I giggled, starting to feel confident. I pushed my body into him and whispered back, "I can feel it."

He leaned into me again for another kiss. I closed my eyes and kissed him back, and when I felt his tongue snaking against my lips I parted them, welcoming him into my mouth. His tongue swirled against mine, our lips softly pressing together. He pulled me close as we tasted each other. I could feel his long shaft pressing against me and I realized it excited me in a completely new way. I had flamed his passion. Ted wanted me desperately. I felt a strange, new type of power, one that women had known since the beginning of time, and now I possessed it.

"You are gorgeous," he said as he led me to a bench. I smiled, drinking in his attention. We sat, watching the moon, our arms wrapped around one another. He kissed me again and I eagerly responded, Frenching him, exploring his mouth with my tongue, giving him what he wanted, what he needed. He tasted wonderful.

I felt his hand wandering up my side and I turned to give him room. Gently his large hand roamed over the front of my thin shirt, rubbing my new breasts, his fingers playing over my nipples. I moaned into his mouth as he felt me up.

Ted took a button in his fingers and undid it, then worked his way down, opening each button until my shirt hung loosely on my shoulders. He pulled it open and I sat in the warm night air, my lacy bra in full view. As we kissed his hand wandered up my back and he undid the snap, then gently lifted the straps from my shoulders. The cups of my bra were now perched precariously on my firm tits, ready to fall away. He pulled back and fixed his gaze on my chest as he tipped it forward with his finger, exposing my smooth orbs to him. My nipples were hard and my body trembled.

Ted lightly caressed my breasts, his large hands cupping them, feeling them, taking my nipples between his thumb and forefinger and twisting them lightly, pulling on them, sending shock waves through my body. I felt like a teenage girl, experiencing this incredible pleasure for the first time.

"You have amazing tits," he whispered into my ear, then leaned down to take my right nipple in his mouth. He nibbled and licked my hard little nub, sucking it into his mouth like it was the most delicious thing in the world. I was on fire. My cock was hard as a rock.

Ted was all over my chest, licking, sucking and caressing my mounds as I held his head in my hands. I felt Ted's hand wander to my thigh and then up under my skirt and I spread my legs for him, encouraging his explorations. His hand found my hard shaft encased in my panties and he stroked it, taking it in his fist and pumping as he sucked my nipples.

Ted looked up at me, his chin coated in saliva, his hand still under my skirt. "You are the sexiest creature I've ever seen," he moaned, then took my left nipple back into his mouth, suckling me right there in the cool night air while he fisted my shaft.

As I looked down at Ted' sucking mouth and pumping hand I couldn't help but notice the giant bulge in his slacks. It was pressing against the fabric and lit up by the moon. It looked enormous. I felt as if it was calling to me, and suddenly I had an overwhelming urge to please him the way he was pleasing me.

I pulled his head back up to my face, kissing him hungrily, sucking his tongue into my mouth. I dropped my hand to his knee, then slowly grazed it upward along his thigh and into his lap.

"Oh, my God! You are so sexy!" he groaned as I slid my fingers along his length, measuring it, feeling the heat. He was big, much bigger than me. I curled my fingers around it and stroked, my creamy manicured hands sliding over his lap. As my fingers gripped his throbbing erection he moaned in anticipation into my mouth, his breath warm and sweet. It was heavenly, but I wanted more.

I gave him a kiss on the lips and slid down onto my knees between his legs. I looked up at him as I began to rub his bulge with both hands, softly circling his lap with my palms. I felt like a goddess, and I wanted to do everything I could to satisfy him.

Ted groaned and leaned back, looking up into the night sky. I reached up to undo his belt, sliding the leather through the buckle, and then unbuttoned his pants. Ted exhaled in anticipation.

I slid his zipper down and reached inside. I grasped his member, hot and hard, and carefully pulled it out into the night. It was beautiful - long, smooth and throbbing with energy. It was lined with pulsing veins and capped by a large mushroom head with a pronounced ridge. I began to stroke it, then leaned forward to press my glossy lips against him. I slid my lips along his shaft, kissing it, licking it, getting the feel of it.

My first brief experience with Clark's cock was hectic and uncertain, with my wife next to me commanding my efforts but now, alone with Ted, I was calm and in control as I kneeled before him. I took my time, enjoying having his beautiful member all to myself.

I tugged his slacks down the rest of the way and pulled them off as he lifted off the bench, helping me undress him. When I got him naked I lowered my head and went back to his shaft, kissing and licking all over, washing the head with my tongue then working my way down to the base of his shaft, covering it in my saliva.

His balls hung heavily down on the bench, wrinkled and furry. I gently lifted them and began to lick, then sucked them carefully into my mouth as I stroked his hardness in my ladylike hand. I rolled his nuts around in my mouth, eliciting happy groans from him, then licked my way back up his shaft, my tongue sliding around him, getting him even wetter.

I was enthralled by his erection. I held it in my hand and studied it, thinking of how I was going to suck him off, how I was going to finally feel a hard penis exploding in my mouth. My wife had been feeding me come for weeks now and I was obsessed with the taste, the feel of it, and now I was going to earn it for myself, gulping it directly from the head of a hard, squirting cock. I was shaking with excitement.

Looking up at him, I kissed my way to the tip of his shaft and wrapped my soft lips around his head. I slid my tongue sliding in slow circles around the crown, moaning with satisfaction. I slid his tool further into my mouth and began to bob my head. I cradled his ball sack in my left hand as my right gripped the bottom of his rod, keeping it firmly between my lips.

As I sucked his rod he slid his hand up into my hair, caressing me. I looked up at him, my eyes sparkling with joy. I rolled my tongue around his head, slowly, luxuriously, feeling every crease and ridge. He nodded at me, gasping with gratitude, and I worked him even deeper, taking him in slowly, letting him fill my mouth with hard, throbbing cock.

My new tits were tingling as I sucked him so I slid his saliva-covered shaft out of mouth and between my breasts, letting it ride against my hard nipples. I arched my back, pushing my mounds together, cradling his erection between them. He looked down at me, loving the sight of me kneeling before him, his huge glistening cock sliding between my tits, a thin trail of saliva hanging from my lips to the tip of his pole. I leaned forward, taking his head back into my mouth as I rocked his shaft in the valley of my cleavage.

I continued to lick his cock as I tit-fucked him, looking up at him, a huge smile on my face, my fingertips tickling his throbbing shaft and caressing his balls. He was groaning continuously now and I knew he couldn't last. I brought my mouth to the head of his cock, my tongue circling and dancing on the smooth crown, our eyes locked together.

"Mmmmmm," I purred and then engulfed him, taking in about half his length. I sucked him passionately, loving the feel of his hardness in my maw and eager to swallow his load. I took the remaining four inches in my right hand and fisted him, urgently massaging his balls with my left, working to coax the come out of his throbbing member and into my hungry mouth

With a grunt he gripped my head and stiffened up, holding me tight while I sucked him. I looked up expectantly, eager for a fountain of semen to erupt in my mouth. He was groaning and thrusting his hips and I was literally squealing with excitement, fisting and sucking madly. I wanted to eat him up, every drop.

"Oh, fuck yeah!" he gasped as his climax approached, "Suck it!! Oh, FUCK!"

When his wail turned to a shriek I felt the come rise through his shaft and blast into my mouth, soaking my tongue and teeth in his hot, salty semen. He shot spurt after spurt of sticky fluid - over my lips, onto my tongue and teeth, dripping out onto my chin. I sucked a huge load from his balls, my mouth swimming in semen. I loved it. It was delicious and I groaned in delight, on my knees, gulping and swallowing sperm from Ted's magnificent cock.

After he shot what seemed like a gallon of come the spurting ended and a slow stream continued to drip from his shaft. I kept him in my mouth, nursing him gently, rolling his balls softly in my hands, drinking down the last remaining drops. Finally, when I had milked him dry, I gave the head of his cock a wet, appreciative kiss and looked up at him with a huge smile.

"You came forever," I gushed. "It was wonderful."

He pulled me up and kissed me hungrily, our tongues swirling together, his arms almost crushing me with excitement.

"That was amazing," he said as he pushed me back on the bench. I wasn't expecting Ted to have any energy remaining, but he roughly pushed my skirt up and my panties down, freeing my stiff cock.

Ted devoured me with his eyes as I lay on the bench - my firm tits standing proudly in the moonlight, my skirt bunched around my waist and my boner pointing up to the stars - then he leaned down and took my stiff cock into his mouth in one smooth motion and sucked me hard, like a vacuum. I'd never experienced anything like it before. His mouth was powerful yet soft, and while his head bobbed up and down on my shaft I felt a long, fat finger wander down between my legs, pressing against my virgin asshole.

"Oh, my God!" I thought as Ted sucked my cock and rimmed me. His finger was big but slippery with saliva and after a few wet circles around my rosebud he placed his fingertip against my hole and pushed, invading my rear.

He pulled his mouth off my cock as he fingered me, letting me focus on this novel experience. It hurt at first, but soon pleasure began to mix with the pain. I closed my eyes and moaned as he forced his digit deeper, wiggling and twisting, pulling out a little then plunging back in until he bottomed out, his thick finger completely buried inside me. He held hit there for a moment, then leaned in to take my cock in his mouth again while at the same time pulling out then plunging back in, finger-fucking me while he sucked my cock down to my balls. The feeling was electrifying and I immediately exploded into the most intense orgasm I'd ever experienced. I shot spurt after spurt of come into Ted's sucking mouth as he reamed my ass. It felt like I was on fire, energy charging through my body, my cock and my ass tingling with sensation.