After Jerry kissed me goodnight and returned to his own room, I had time to reflect. Sex with him was so different than it had been with Jack. Jack took his time, slowly and steadily pumping his hard shaft in my man-pussy and making me feel like his special girl. Jerry was passionate and urgent, riding me hard and making me feel special in a whole different, slutty, way. I was Jerry’s special little slut, and I loved every second of being pummeled by his big thick cock. There was no doubt that I had made the right decision in revealing myself to Jerry. I stepped into the shower and imagined the possibilities for the rest of our week together in Denver.
The following day at work was a constant struggle: being so close to Jerry, wanting him to take me in his arms and ravage me once more, and knowing that would have to wait until work was done. I was in a constant state of arousal as I daydreamed of kneeling before him and wrapping my lips around his magnificent cock. Though, when we did get a moment alone together, I did lower my jeans enough to give him a quick glance of my sexy black panties and lacy stocking tops. Never before had I worn panties under my work clothes, but that day I wore them just for my new man and I felt so sexy and feminine that I vowed to wear them every day in the future.
We were able to sneak out of work a little early and Jerry drove us back to the hotel while I rubbed the steadily growing bulge in his jeans. Luckily, our hotel was only a mile or so from the job site and we were there in under five minutes. I just had time to strip off my work clothes and apply my makeup and wig while Jerry went to his room to grab a few things. Jerry knocked on my door just as I hooked my lacy black bra and stepped into my black pumps before opening the door for him. Setting his things on the dresser, Jerry took me in his strong arms.
“You’ve had my dick hard all day, you little slut,” he growled, pressing his hot lips to mine and forcing his tongue into my mouth.
Jerry devastated me with his kiss and my body melted in his arms. I was his dirty little slut and he could do anything he wanted with me. He spun me around, pushing me forward so I bent at the waist, making me support myself with my arms on the bed.
“Now, you’re going to finish what you started,” he growled over the sound of his jeans being unzipped.
Jerry gave me a playful swat on the ass before pulling my panties down to give him unimpeded access to my waiting hole. My breath caught as his strong, lubricated finger pushed into me.
“How’s that, Baby? Do you like that?” he asked, working his finger in my hole.
“Yes, Daddy. I love it. It feels so good in my tight pussy. Fuck me, Daddy, please,” I breathed as his ministrations made me hotter by the second.
“You’re a horny little slut, aren’t you?” Jerry asked, stretching me further by pushing another finger in my tight man-pussy.
“Yes, Daddy, I’m your horny little slut,” I panted, wishing he’d replace those fingers with his hard cock.
Jerry’s fingers slipped out of me and I felt the warm tip of his hard shaft press between my cheeks and slide back and forth over my needy hole. “Is this what you want, slut?” he asked.
“Mmmm. Yes, please, Daddy. I need your big hard cock in my pussy,” I whimpered.
Jerry pressed his thick tip to my puckered entrance and I moaned as my rosebud stretched around his thick shaft. I’d been anticipating this moment all day and now that it was here, my whole body trembled with pleasure. Jerry’s hips pressed against my ass as he took hold of my hips and buried his shaft completely in me.
“Take that cock, Slut. You like my big cock in your tight pussy, don’t you?” he growled.
“Oh yes, Daddy. I love your big cock in my tight pussy. Fuck me, Daddy Fuck me hard,” I moaned, pushing back on his thick shaft.
Jerry held my hips and began jackhammering his thick rod into my tight hole, rocking my body with every thrust. Throwing my head back, I moaned each time his thick rod bottomed out in my hot ass. Jerry’s strong hands moved up to my shoulders, pulling me back to meet his thrusts.
“Is this what you want, Slut? My big cock in your tight little hole?” Jerry grunted.
“Oh yes, Daddy. I love your big cock,” I moaned as my body began to shake with orgasm. I squeezed my man pussy tight around his hard shaft.
“Oh fuck!” Jerry shouted as hot jets of cum scorched my bowels.
Jerry fell forward onto the bed with me beneath him, his hot cock still jerking within me. He kissed my neck and slowly stroked his spent rod in my dripping hole.
“Oh, God. You’re the best fuck I’ve ever had,” he breathed in my ear.
After a brief rest to catch our breath, Jerry rolled off of me and we cleaned up before ordering dinner from room service. I slipped on my favorite pink lace nightie and sat beside Jerry on the bed. We opened our laptops as we waited for the food. Jerry suddenly chuckled as he typed.
“Have you ever chatted with Rocketman68?” he asked.
“Hmm. Not that I can recall,” I answered after pausing to scan my memory.
“He’s been curious about crossdressers, too. He’s sent me eight e-mails since last night wanting to know how it went,” he laughed.
“You told him we were meeting?” I asked, feeling somewhat alarmed.
“I told him I was finally going to live out my fantasy, I didn’t tell him who it was with,” Jerry said, putting his arm around my shoulders and giving me a squeeze.
I smiled and leaned into him. I should have known he wouldn’t betray my trust. I read Jerry’s reply as he typed, telling Rocketman how hot I was and how amazing the sex had been. Room service arrived just as he clicked send. I pulled the sheet up to cover myself as Jerry went to open the door. I was still smiling at the wonderful things Jerry had typed in the e-mail and the waiter seemed to think I was smiling at him as he shot a lusty gaze my way.
“I think you have a new admirer,” Jerry chuckled as the door clicked shut behind the waiter.
“If he only knew,” I laughed.
“Maybe he did,” Jerry said raising his eyebrows at me.
We had both worked up an appetite and ate quickly with very little conversation. Afterwards, Jerry set the room service tray out for pick-up while I went to freshen my makeup. When I returned to the bedroom, Jerry had his laptop open and was laughing at something.
“Come see this. Rocketman is begging me for pictures of you,” he said.
I crawled on the bed beside him and read the conversation on the screen. Jerry’s description of our sexual encounter had Rocketman in a frenzy and he was practically begging for pictures of me.
“Tell him I want a picture of him first, then he can have one of me,” I said grinning.
Jerry chuckled and quickly typed the message. It took a few minutes for Rocketman to respond. Jerry clicked his messages and a photo of Rocketman’s engorged penis appeared on the screen.
“Should I send one back?” Jerry asked.
“I’ve got a good one to send him,” I said, grabbing my laptop and flipping it open.
I selected a picture of me wearing the red outfit I’d worn for Jerry the previous evening and sent it. It didn’t take long for Rocketman to reply, saying how hot I was and asking for more pictures. I of course asked for another of him first. We traded four photos each before a naughty idea popped into my head. I told Jerry to get his phone as I crawled between his legs and pulled his pants off.
“What are you doing?” Jerry asked, retrieving his phone from the nightstand.
“Send him a picture of this,” I smiled wickedly and lowered my mouth to suck one of his full balls into my mouth.
Jerry sighed with pleasure, snapped the picture, and started to send it.
“Wow, this is a lot harder to do when you’re doing that,” Jerry said as I continued sucking and licking his hairy sack.
“See if it’s easier when I do this,” I smiled, lifting my head and lowering my mouth over his hardening shaft.
Jerry managed to take and send two pictures of me sucking his cock before setting his phone and computer aside. I kissed and licked my way up his stomach and chest, paying particular attention to his nipples, until I was straddling his hips and his hard cock was pressed against my panty covered crotch.
“Rocketman is going to be upset there aren’t any more pictures,” I giggled, kissing Jerry passionately.
“He’ll live,” Jerry said between kisses, his strong hands sliding down to squeeze my ass.
I slid my hand down between our heated bodies to squeeze Jerry’s hard shaft. I just loved the feel of his hard cock sliding through my fingers. All of the wonderful naughty things Rocketman had said about my pictures, and the thought of him jerking his big cock to them, had me so hot I couldn’t wait for Jerry to slide his hard cock into me. As Jerry’s hand slipped inside my panties to tease my needy hole, a wicked idea popped into my head.
“We should make a video for him,” I panted, pulling my mouth away from Jerry’s.
“Really? He would go crazy over that,” Jerry said, looking at me with a mischievous grin.
I returned the grin and kissed him again. “Set up the camera,” I smiled.
I climbed off the bed and fixed my hair and makeup in the mirror while Jerry set up his computer to record. When it was ready, I struck a few poses while begging Jerry to fuck me. I bent over showing my ass to the camera and slowly lowered my panties before reaching back to plunge a finger deep into my man-pussy. I wriggled and moaned, putting on a show for the camera. It felt so dirty flaunting myself for someone I didn’t even know, and the more I carried on, the hotter it made me.
“Come here you dirty little slut,” Jerry growled pulling me onto the bed and spreading my legs wide. Lowering his face between my legs, he drove his tongue straight into my greedy hole.
“Oh, yessss, eat my pussy, Daddy,” I moaned, stroking my stiff little clitty as Jerry’s expert tongue worked my hole.
Jerry pulled my panties the rest of the way off and kissed his way up my body, and he hooked my knees over his broad shoulders.
“Oh, fuck me, Daddy. Fuck your little whore,” I moaned as Jerry began thrusting into me.
His strokes were long and powerful, sending hot ripples of pleasure through my entire body. Lying there being fucked like a real woman and knowing it was all being recorded for others to witness made it all even more intense. I writhed and bucked as Jerry pounded my greedy hole. Our lips locked and our tongues danced together as Jerry’s hips thrust ever faster and harder. I pinched and teased his nipples as his thick knob rocked my most sensitive spot. My stiff clitty erupted with warm juices and my man-pussy tightened around Jerry’s shaft as climax ripped through my body. Jerry roared as he unloaded inside me, filling me with his hot sweet cream. We continued to kiss and his body quaked until he collapsed on me.
Once we recovered our energy, Jerry edited the video a bit so our faces couldn’t be seen then sent it to our friend. Afterwards, we cuddled on the bed and watched our video together. Which led to another long, slow, passionate fuck.
The following day at work was hell, as we were both completely worn out, and a little sore. Jerry checked his e-mail while we were having lunch.
“Rocketman really loved the video,” he laughed. “He’s sent five messages since last night. Says he’ll catch a flight and be here tonight if we tell him where we are.”
A warm tingle started at my ass and travelled up my spine as I thought of Jerry’s sweet cock filling me as Rocketman’s thick shaft slid through my hot lips. Jerry’s eyes widened with surprise as he looked at me.
“You’re thinking about it, aren’t you? You slut,” he chuckled.
“Yeah, well, not seriously. I don’t even know him, but the thought of fucking you and another guy at the same time is pretty hot,” I explained, my face turning red as I did.
A crooked smile crossed Jerry’s handsome face. “It would be hot. He’ll probably do it, if you want,” he said.
I could feel a wet spot forming in my panties as my brain spun with the thought of being ravaged by two men. Just thinking about it felt so dirty, I wanted Jerry to mount me right there in the restaurant.
“I don’t know. How well do you know him? I mean he could be some kind of psycho or something, but it would be so hot. The two of you….” My voice trailed off as a warm shiver ran through me.
“I’ve talked to him quite a bit; he seems pretty normal. I don’t think he’s dangerous, at least. And, yes it would be amazing. Let’s think about it a little before we decide. We need to get back to work anyway,” Jerry said.
The remainder of my afternoon was spent waffling between enthusiastically embracing my true inner slut and chastising myself for even thinking about doing something so reckless. Needless to say, I accomplished exactly nothing as far as work was concerned and headed back to the hotel still undecided and hornier than I had ever imagined possible.
I asked Jerry to give me a little extra time to get ready as I wanted to look extra good for him. I showered and shaved myself smooth before putting on my favorite outfit: blue silk g-string trimmed with white lace; white stockings and garter belt; matching blue and white corset that pinched my waist and created the illusion of breasts and cleavage; white scrappy sandals; and short blue mini that barely covered my round ass. With wig affixed, makeup applied, and a mist of my favorite perfume I dialed my lover’s room to tell him I was ready for him.
I poured drinks for us while I awaited Jerry’s arrival and gave myself a once over in the mirror. I loved how my ass just peeked out under my skirt and the cleavage created by the corset. I looked hot. I dimmed the lights before opening the door and greeting Jerry with my best sultry smile and sexy feminine pose.
“There’s my dirty girl,” Jerry smiled, slipping his arm around my waist and pulling me into his warm body.
I returned his lusty smile, slid my hand across his broad chest, and kissed him. Every time we kissed, it was like live current was coursing through my body. I let my hand trail down over his stomach to the firm bulge in his pants.
Jerry kicked the door closed and pulled his lips away from mine. “That’ll have to wait just a little longer,” he said, placing his hand over mine. “I’ve got something to show you,” he added, holding up his laptop. “Rocketman isn’t the only one who enjoyed the video,” he said setting up the laptop on the table. “My wife loved it and sent one of her own.”
“You… your wife knows about me? And you sent her a video of us fucking?” I asked, stunned by this news.
Jerry just looked at me with that crooked smile that I found so charming. “Of course. We tell each other everything. I’d never keep secrets from Sarah,” he stated as though every married couple was so open with each other. “She thought it was really hot and she wants to meet you, too. Wait till you see the video she sent back,” he continued.
I swallowed half my drink in one gulp as I tried to process all that he was telling me. “So, she wants to have a threesome with us?” I asked, unable to believe what I was hearing.
“Yeah, she thinks you’re hot. She wants to fly in and spend the weekend here with us,” Jerry said, hardly able to contain his excitement.
I had to sit down and take another big gulp of my drink. First the possibility of another man joining us for a threesome, and now a threesome with Jerry’s wife. Things were happening too fast and I was having trouble catching my breath. Jerry placed his strong hand on my shoulder and squeezed.
“Hey, relax. We don’t have to do anything you’re not comfortable with,” he said.
Taking a couple of deep breaths, and another sip of whiskey, to calm myself, I squeezed Jerry’s hand. “I know. I just never thought you’d tell your wife about me, or that she might want to join us. It was all just a little overwhelming for a minute,” I explained.
“Sarah’s an amazing, kinky, woman and I’m sure you’ll really like her, but if you’re not comfortable, that’s okay too. Besides, after you see the video she sent, I’m sure you’re going to want to meet her,” Jerry said, giving me a sensual shoulder massage.
Jerry’s strong hands felt so good on my bare shoulders and I let my head fall back to rest against his flat stomach. “I don’t know. I was just about to tell you we should arrange to meet Rocketman. I’ve never had a threesome before and suddenly we’re gonna have two. I guess that would make me a real slut,” I giggled.
“My slut,” Jerry said, leaning down to kiss me.
As our tongues slid together through our joined lips, Jerry’s hands travelled down along my collarbone to my tits and he began teasing my nipples. I moaned into his mouth and reached for the growing bulge in his pants. Without breaking the contact of our lips, Jerry flipped the laptop open and started the video. Jerry dropped his pants and moved to the bed, pulling me onto his lap.
A beautiful woman with long waves of golden hair cascading over her shoulders, wearing a black silk robe, appeared on the screen. “Hi, Honey,. Hi, Shauna. I loved your video so much, I thought I should make one for you. Hope you enjoy it as much as I enjoyed yours, and hope we can all play together soon.”
She smiled and dropped the robe, revealing her lovely C cup breasts, trim tanned figure, and narrow strip of golden curls above a pretty, pink pussy. Sarah turned, displaying a firm round ass for the camera before crawling onto the bed and reaching back between her legs to slide a finger along the length of her puffy pink slit.
Jerry’s thick cock twitched against my thigh as he planted soft kisses on my shoulder. I slipped my hand between his legs to stroke his hefty bulge as his lovely wife’s finger pushed inside her moist pussy. Jerry lightly bit my neck as his strong hand squeezed my breast. Leaning back into Jerry’s strong warm body, I moaned as his wife slid a second finger into her slit and reached back with her other hand to trace a finger around her tiny puckered hole.
Sarah’s fingers worked both her tight holes as I freed her husband’s swollen cock from his tight jeans. Jerry’s hand slipped inside my panties to tease my own tight hole. I stroked Jerry’s stiff pole as his fingers worked my ass and his wife flipped onto her back and produced a large pink vibrator. I let Jerry pull my panties down and slowly settled down on his thick cock as the pink phallus slid into Sarah’s wet pussy. Jerry tweaked my nipples and stroked my swollen clitty as I rode his stiff pole, moaning in unison with his hot wife.
I rose and fell faster and faster on Jerry’s fat cock as we watched Sarah fuck herself with the vibrator while playing with her stiff pink nipples. The room echoed with the mingled sounds of our mutual pleasures. Sarah looked so hot with her pussy stuffed as she writhed on the bed. Watching her only heightened the intensity of Jerry’s thick cock plundering my tight hole. Pleasure radiated out from my stretched hole setting my body on fire. Crying out in ecstasy, my body began to quake as Sarah reached her climax. Jerry slammed his cock hard into me as it erupted, filling me with his sweet hot cream. I went limp in Jerry’s arms and he kissed my neck as his hot wife let the large pink phallus slip from her sated opening and turned to the camera.
“Hope you two had as much fun watching this as I did making it. See you soon,” she smiled before switching the camera off.
“What do you think? Want to meet Lilly this weekend?” Jerry asked, kissing my shoulder.
“Oh God, yes,” I answered, leaning into his powerful chest.
“What about Rocketman? Should we invite him, too?” Jerry asked, his spent cock beginning to stiffen inside me.
A shiver ran through me and I squeezed my ass around him. “It’s going to be a hell of a weekend.”