Part 2

Waking up with Sky’s face glued to my chest, her head slowly bobbing up and down in the early morning’s light with each breath I take, I silently shake my head in disbelief at my good fortune. Amazingly, her hand was still sitting firmly atop my cock from the night before. As I run one hand softly through her long blonde hair and slowly down her back, I'm surprised to hear her speak in a quiet mocking voice - “Finalllllly - I thought I was going to have to wait all day!” followed by a series of long, wet kisses to my chest, leading steadily down towards my cock.

With a small flip of her hips, Sky repositions herself to lay across my hip, her legs running past the left side of my head, leaving her beautiful heart-shaped ass staring right at me while her mouth fully consumes my rapidly hardening cock.

As her head begins bobbing up and down on my cock, my head now shakes in ecstasy rather than disbelief.

A satisfied “Mmmmmm,” turning into deep low rumble follows from her mouth - almost as if she is purring in satisfaction as my left hand grabs her ass. Slipping it between her ass, I begin rubbing her warm pussy for the first time that morning. She’s already dripping wet - “How long has she been awake playing with my cock?”

Slowly rubbing my hand from the back of her pussy towards her front, I lightly brush over her clit. As I do so, I feel Sky’s mouth trade my cock for my balls as her left hand begins slowly jerking me off. The intense pleasure of feeling her tongue dancing around my balls as her mouth attempted to suck them dry nearly overwhelming me.

Massaging her clit between my pointer and middle finger with each pass, her purrs of satisfaction transform into moans of pleasure to match my own. Her mouth returns to swallowing my cock as her hand snakes around my hips and begins firmly squeezing my ass.

As my hand becomes slicker from her pussy, each trip towards her ass begins lightly slipping towards - and lightly brushing against - her asshole. Remembering her comment from the night prior, the brushing becomes more purposeful, earning deeper moans in response. Taking the pointer finger from my free right hand in my mouth, I make sure that it’s nice and wet with my saliva and begin teasing her asshole - repeatedly tracing around the rim before placing it against her with a soft pressure; enough for her to know it’s there, but not enough to penetrate.

With my left hand continuing to pleasure her pussy and clit and my right teasing her ass, Sky’s bobbing on my cock becomes more aggressive and her hold on my ass more secure.

As our moans grow louder, her pace begins to quicken and I feel the illusion of my self-control disappearing. Whispering that I’m about to cum, Sky acknowledges by using her right hand - previously used to prop her up over me - to instead grab my other ass cheek, causing her to slip down and begin deepthroating my cock. Groaning in pleasure, my back arches upwards against my will, the finger teasing her ass accidentally slipping inside without thought. As her arms pull her deeper onto my cock, the rest of her body begins to tighten as she thrust her hips back and forth, fucking her own ass with my finger.

As my cum begins hitting the back of her throat, she releases her hold on my ass, propping herself back up as she attempts to suck every drop from my orgasming cock - my toes curling backwards and legs shaking uncontrollably as she refuses to relent. Consumed by ecstasy, the following seconds masquerade as an eternity; the pleasure of her tongue dancing along the tip of my cock as her mouth suctions up every remaining ounce of cum destroying all other thoughts beyond that wonderful moment.

Finally satisfied with her work, Sky pops me out of her mouth as one would a lollipop, shifting her hips to the side. Grinning back at me, she says, “Good morning, Sir!” before slyly adding, “I hope you’ve enjoyed your new toy.”

Feeling lightheaded from the lingering pleasure-high, all I can muster in return is a weak thumbs up, earning a hearty laugh from her.

As we get up to clean up, I marvel at her body. Somehow, this tall, tanned blonde with a tight athletic ass and beautiful large tits had just got done swallowing my cum for the second time in mere hours - jesus fucking christ this must be a dream.

As I pull on clothes, I invite her to join me in the main living room for a gift, grabbing her gift bag from the entertainment room on my way. As she walked in, I realized that I’d forgotten how slutty her dress from the night before had been - it wasn’t so much lacking in subtlety as it was just lacking in fabric. God I hoped she would agree to the relationship that I had in mind.

Giving her the gift bag, I tell her its contents as well as the terms of what hoped would be our new relationship: a new Iphone Pro, a $1000 visa gift card, and a business card for a local women’s clothing boutique with my name and number written on the back.

“I expect you to be exclusive to me. I expect you to be honest with me about your limits, both physically and emotionally. If this gets to be too much for you, we can stop or dial it back.”

“Yes Sir,” she replied.

"I will provide you with regular gifts to show my appreciation for your companionship; their size is not contingent on the comfort that you provide, but rather the duration of our relationship. Do not confuse yourself into thinking that offering more of yourself than you desire to will get you something more."

"Yes Sir," Sky nodded appreciatively.

“I understand if this upsets you; while I demand that you remain exclusive to me, I will continue to pursue other women beyond just you and if you want, I would love for you to meet them.”

I had been worried about this part of it - it’d take a real slut to agree to something so perverted with someone that they had just met. Sky’s surprise was evident - as opposed to the quick agreement from before, she was clearly thinking it over. “How many other women would there be?”

“I’m honestly not sure - this is a first for me, to be honest. I don’t think that I have the energy for too many, but I can certainly foresee the possibility of a few more.”

“I know that it may not have seemed like it before, but I’ve never done something like this either and it’s honestly a lot to process. Can I have some time to think about it and let you know?” Sky tentatively replied.

“Of course! The gifts are for you regardless of your decision - consider them a token of friendship. When you go to the boutique, show them the backside of the business card; it has my name and number. They’ll know to put your purchases on my account, so don’t worry about the price - get whatever outfit you want. If you decide to continue with our relationship, use the number to text me. If I don’t hear from you, absolutely zero worries,” I delivered with a wink.

After assuring me that she’ll think it over, I order her a car and we head downstairs. As her driver pulls in and goes to open the door for her, Sky turns around, giving me a long hug, before delivering a deep, passionate kiss. Telling me that she hopes to see me soon, she hops in and her car speeds away.

After a quick shower, I pop across the street for a quick breakfast from the local bagel shop. After the cute cashier assures me - her name was Leilani - that their bacon, egg, and cheese on an everything bagel is to die for, I take her advice and wait for my order. Stealing a second glance at Leilani, I notice how striking she looks. The characteristic golden-brown skin of native hawaiians was adorned with jet black hair tinged with strands of deep, dark blue traveling down past her shoulders. Behind the counter and register, it’s difficult to see her body, but judging from her toned arms, she was probably banging.

“One bacon, egg, and cheese on everything!” rang out. Grabbing it, I profess my thanks and head towards the nearby farmer’s market. Absolutely delicious - Leilani was on point. I envisioned quickly becoming a regular.

Licking my fingers of the last bits of dripping cheese, I drop off my trash and walk in. Stall after stall of fresh produce - pineapples, mangos, coconuts, papaya, guava, macadamia nuts - a full rainbow of fresh foods colored every stall with locally produced jewelry and random knick knacks interspersed throughout as well.

Gazing around for the next stall to visit while sipping a fresh tropical smoothie in one hand and a bag of mangos in the other, I notice a familiar figure, or rather backside. “That’s the maitre d’ from last night, right?” I think to myself. After another second of staring, I was sure of it - that ass was certainly hers.

As I wonder how to best approach her, I notice someone else walk up and begin talking to her. “Fuuuuck…she’s not single.” Just before turning away in disappointment,I notice that it looks as if she was trying to wave the guy away? Re-intrigued, I continue watching, seeing the guy try to grab her arm as she wrenches it free. Realizing that something’s wrong, I began walking towards them, smoothie in hand and yell out, “Kate! There you are! I’ve been looking all over for you!”

Reaching them, the guy turns to me, telling me to fuck off as Kate aggressively grabs me for an over the top hug. Handing her my smoothie, I tell her that I’d gotten her favorite before turning to square up with the douchebag accosting her. “Listen man, I totally get that you’re interested in my girl - everybody loves a redhead, am I right?” I say in a light tone.

“I told you to fuck off already - she told me she’s here with friends. I didn’t hear anything about no boyfriend.”

“I told you that so you’d leave me the fuck alone,” is Kate’s heated reply as she gulps down a sip of my smoothie.

“I’m really supposed to believe that this asshole is your boyfriend? Get the fuck out of here, bitch.”

Before I can tell him that it was time to go somewhere private, Kate spins me around, using her free hand to grab mine, placing it squarely on her ass as she leans in and kisses me, tongue and all. Turning back to the douchebag, she smirks, “Would I really do that with a stranger?”

Placing my arm around her waist, I glare at him, asking whether he needs more proof? Perhaps he was into some weird shit and wanted to watch us fuck in front of him too? Shaking his head in frustrated anger, he turns around, muttering, “Whatever. I wouldn’t want to be with such a slut anyways,” under his breath as he walks away.

“What did you s–?” Kate cuts me off before I can finish, telling me that I’ve already done enough.

“THANK YOU! THANK YOU! THANK YOU!” she exclaims, still sipping from my smoothie. After another quick hug, she asks, “How can I repay my knight in shining armor?”

“Just consider it thanks for the awesome dinner I enjoyed last night,” I reply with a wink.

“OH YEAH! I knew you looked familiar!” Looking around, Kate asks loudly, “So where’s that sexy date of yours? Things not go as well as hoped?”

“Haha, no, things went even better than I could have dreamed of,” I laugh.

“Oh?” Kate replies with a hint of disappointment, “Oh my god! Is this smoothie hers?!” she says embarrassedly, thrusting it back towards me.

“No, no no, no!” I laugh, “That was mine…but considering your ordeal, it’s all yours. No, my date went home this morning and I’m nervously waiting to hear if there’s going to be a round two.”

“If she left this morning, why would you be nervous?” Smirking, “Please don’t tell me you choked in the bedroom?”

Blushing slightly, my surprise at her directness causes me to hesitate before answering. “I can assure you that it’s not that - we just…have a…complicated relationship,” I stammer.

“You said it was your first date! How complicated could it be?!” she mockingly jokes. “You’re not siblings or anything, are you?”

“Oh man, you got me,” I said rolling my eyes in faux consternation.

“I knew there was some perverted shit going on between you two last night,” Kate says, playfully punching me in the arm. “So what’s the rest of your day looking like?”

“Oh, I think I’m going to stop by the marina and have a look at some sail boats I might be interested in,” I reply.

“No shit? I’ve been sailing since I could walk! You want a hand?”

Shrugging, I tell her that I’d be happy for her advice, but first I need to stop by my condo to drop off my fresh mangoes. Taking another deep sip from her smoothie, Kate tells me she’s down while grasping my free hand in hers and asking me to show her the way.

“Oh fuck me…” was her first words as she gazed out the same windows that Sky had stood at mere hours earlier. As I return from placing my mangoes in the pantry, I return to her waving a familiar note from the night before - Sky’s “Hide & Seek” invitation. “What’s this?” she says coyly. “A memento from last night,” I blushed.

“So you weren’t lying about it going well then?” Kate says as she places the note on the table next to us.

“No,” I say, stepping towards her. Adopting a more authoritative tone, “We fucked last night and she sucked me off this morning. I am, in fact, waiting to hear if she wants me to be her sugar daddy.”

Her eyes grew wide at my words; a meek “Oh,” was all that she could muster in response.

Looking her body up and down, I place my right hand on her shoulder and tell her how cute her fire-red hair was; how sexy it is contrasted against her lightly tanned skin. Silently, I begin tracing my hand from her shoulder down to her chest, a shallow gasp her only response. “In a way, you remind me of her,” I said, as my hand brushed over her nipples, “One look at you and I think to myself, ‘How I would like to spoil her.’”

A soft moan escapes her. “In fact,” I whisper, “I look at you and think how I would like to do other things to you,” as my hand reaches where her shirt and shorts meet.

“What other things?” is Kate’s soft reply as she grabs my hand.

Without answering, I step into her, forcing her back against the window overlooking the ocean as my thigh splits her legs. Her hand releases mine, and I shove mine down inside her shorts as she gasps in shock - I experience my own as I discover that she isn’t wearing panties. Grabbing the back of my head, she pulls me in for our second kiss - this time, pure animalistic passion is the only thing on her mind. My hand slips between her legs and I feel that she’s soaking wet.

Her arms shoot up against the glass as I begin rubbing her pussy; her hips gyrating against my hand, her moans grow louder when my other hand travels up her shirt and I begin forcefully playing with her tits. Without direction, Kate quickly throws off her shirt, her moans replaced by hungered panting. Staring into my eyes, she begins to lower herself to her knees, but halfway down, I pull her back up, staring back at her as I pin her naked torso to the window. “I’m going to fuck you against this window and I want you to tell me how it makes you feel.”

With that, I grab her beautiful red hair and spin her around, her tits pressed against the window as her head is pulled back sharply by my hand. I whisper into her ear “Tell me, Kate, are you a good girl or a bad girl?” Hearing her response, “I’m whatever you want me to be,” I immediately tear off her shorts, exposing her large round ass to my crotch. In between moans, Kate groans, “Treat me like your fucking toy…use me however you want…please”

Tearing my own clothes off, I position my cock behind her pussy and thrust in as deeply as I can. The rhythmic slapping of her ass against my balls is disrupted only by her moans of pleasure.

As I pull her hair back even more, she screams, “Fuuuuuckkkk meeeee! Fuuuuuckkk meee!” as her voice trails off. As I feel the familiar pleasure inside of me expand, I drag her to her knees and began roughly fucking her mouth while staring at her ass’s reflection against my window. Using both hands, I slide her throat back and forth over my cock until the moment of my release. Holding her head down, the back of her throat feels divine as my cock begins to spasm. I let go of her head, leaning my arms against the glass for balance.

Looking down, I’m surprised to see her grabbing my ass for leverage as she pulls herself back down onto my cock. The sounds of her choking and slobbering against my cock and cum turning me on more and more, I begin thrusting into her, lost in frenzied passion. Finally, I feel her hands release from my ass and she slides herself back off my cock.

Looking down at her as she leans back on her knees, her tits bouncing up and down as she gasps for air, a puddle of spit and cum laying at her feet, I see her grinning back up at me.

Before I can say anything, she bends down and begins to lick the puddle from the ground, only breaking eye contact when physically forced to do so. Satisfied with herself, she leans back again, asking, “Are you satisfied with your cum-slut?”

Taken aback, I stammer that yes I am. I would NOT have pegged Kate for this minutes earlier.

After cleaning up, as Kate lay alongside me on the couch half-asleep, my phone goes off. Grabbing it, I see that it’s from Sky. Heart-beating, I open the message.

“After thinking it over, I want nothing more than to be your spoiled sex-toy, even if it means sharing you with others. Until you next need me - Sky”

Setting my phone down, another ding rings out. Another message from Sky - this time, no words, just a selfie of her naked body taken from over her shoulder; her tits prominently displayed with her free hand clearly pleasuring her pussy. “Jesus Christ,” I reflexively utter.

“What’s up?” Kate’s head lifts up. “Is everything ok?”

“Yea - sorry. I just got that message I was waiting for.”

“Oh yea?” she questions, “What does it say?”

As I struggle to find the best way to respond, Kate snatches my phone, looking for herself. Letting out a loud gasp, she yells, “God damn that bitch is gorgeous!” before turning back to me, laughing and pouting. “I guess if you already have a sex-toy, you don’t need me?”

“I guess so,” I replied. “But… I could still use a good cum-slut,” I deliver with a hopeful laugh as I give her a soft pat on the ass. Sitting up excitedly, Kate smirks, “I’d love nothing more…there’s just one thing.”

“Oh?” I questioned.

“Your new cum-slut wants to meet your new sex-toy.”