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Female that writes Erotica/Smut short stories. These are FICTION. Some contain dark and possibly triggering content for some. I do not condone the actions in some of these stories. Again, it is FICTION.

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Sugar Daddy 19



Josephine


My hips lift from the bed as lube drizzles over my asshole, Gios finger rubbing it over my tight hole and massaging the muscle there as I feel my ass clench and I whimper. I know I can tell him no. Know I can tell him im not ready for this, but I don’t want to. Because I am. I am ready. I want Giovanni to have me  every way he wants me.


I hiss as his finger pushes inside of me slowly. A low groan rumbles from his chest as he gently fingers my ass slowly. Im gasping with each thrust his finger makes inside. Squirming and my ass lifting in response. I can’t believe how hard I came for him. On that machine, cumming so hard and so much that I’d cried. Then him kissing me. God I was so fucking desperate for that kiss. Hated how he’d made me wait for it. Then he’d fucked my pussy and Jesus Christ, Giovanni was more than I could handle. Yet I’d taken it, cumming so hard all over his big beautiful dick. And now he wanted more. My ass. I was going to let Giovanni put his cock inside of my ass and fuck me. 


I bite my lip and I let out a little cry as a second finger begins working me. 


“I don’t want to hurt you…so we’ve got to get your pretty little ass ready for me to make love to it Josephine”


I just nod. My hands fisting the covers on the bed as his two fingers pump and stretch me gently.


“You’re such a good girl Josephine, you know that? What a good little fucking girl you are?” He groans as I whimper and I feel him add even more lube to the area and feel it drip slightly.


“Such a beautiful girl, with this pretty little ass” he says and then his other hand is reaching under me and his fingers find my clit and rub and I let out a cry. Immediately I start to move my hips, pushing myself against his touch as he circles my clit and has me panting within seconds. 


“Daddy” I cry. 


He groans and his fingers bring me to the edge and then slip away leaving me panting as his fingers draw from my ass as well and I feel him move into position behind me. 


I’m laying flat with my legs together and Gio is straddling my thighs as he grabs my hands and lifts them above my head. 


“Keep your hands right there for me Josephine, just lay right here like a good girl while Daddy makes love to your pretty little ass” he says and I whimper. My hands staying above my head and clutching the covers and I feel Gios cock, the head pushing against my tightest hole and he hums as he nudges against it and pushes the head of his cock back and forth over it. 


“Do you want this Josephine? Do you want me to make love to your perfect ass?” He asks. 


“Yes daddy” I answer him and he groans. 


“Let me hear you say it Josephine” he says as his cock pressed against the ring of muscle and I inhale and then exhale shakily. 


“I want it” I breathe. “I want you to make love to my ass Daddy” I say as my hands clutch the bed covers tighter in my fists. 


“You are…fucking incredible Josephine” he says and I let out a yelp as I feel the pressure, the push of his cock and the head slipping and pushing inside of me. 


“Fuck!” I cry at the slight sting.it’s there and then gone. Just the uncomfortable stretch and odd sensation that I’m not used to. Gio holds still and his hands reach up and grab mine and pull them down so they rest by my head. His fingers slip through mine and wrap around my hands as he clasps them and his cock sinks deeper. 


“Shit!” I gasp. Gio groans and his dick moves out slowly. Then back in carefully. Giving me just a bit more each time as I gasp and my fingers squeeze around his as I feel him hovering over me and his mouth presses a kiss to the back of my head. His lips stay there and he groans into my hair as he pushes his cock deeper. 


“Baby” he groans. “Fuck”


I whimper and his hips move slowly, back out and then in, over and over. And he’s so slow, so gentle , giving me time to adjust , a lot more time than he gave my pussy. 


“Does it feel good baby?” He asks, his voice clearly trying to hold back on the obvious pleasure he’s getting from this. 


“Yes” I answer quietly as I pant. 


“I’m going to put every inch inside of you now Josephine, are you ready baby?” He asks and I whimper. Had he not already been doing that? There was so much inside me, I was so fucking full and he felt so fucking deep. But when I nod and tell him yes. My eyes go wide as the extra few inches that slide into me, bringing him even deeper and his hips resting against my ass as he lets out a low groan. 


“Fuck yes Baby girl” he groans and then kisses the back of my head over and over. Groaning as I let out little sounds as Gio slowly fucks me, giving me every inch, every time. 


“You’re perfect, so fucking perfect Josephine”


I moan and his hands push into mine. Pushing both of our hands into the mattress a bit more and his thrusts become just the slightest bit faster and I feel my ass slapping against his hips with each thrust he makes. 


I wasn’t sure if I enjoyed anal yet. But I was damn sure I enjoyed Giovanni enjoying it. It wasn’t terrible and he was being so good to me and had made it easy to adjust to his size, it just felt so strange having him inside me there. Such a foreign feeling. 


“Do you want it harder Josephine?” He groans. 


I knew why he was asking. Because HE wants to fuck me harder. And while I think I might be able to handle it, part of me wants to test what he’s really going to do if I say no. So I shake my head. 


“Not yet, just like this” I breathe and he kisses the side of my head and then kisses my temple. 


“Of course baby, whatever you want Josephine, whatever my girl needs” he says and then to his credit. Gio keeps the exact same pace, and if anything only slows down a bit and doesn’t go as deep inside me. His hips meeting my ass with less impact. 


“Is that good baby, like that?” He asks and I nod with a moan. 


“Thank you” I exhale and he groans. 


Being with Gio, he’s already ruined me for any other man. He was putting my expectations for men exactly where they should be. It didn’t have a thing to do with his money or status. But the respect of my body, while still making it his. The care and attention he paid to it while giving me pleasure. And multiple times now he’s proven that he won’t hurt me or make me do anything I don’t want to. Won’t guilt me into taking more or doing things for HIS benefit. Gio  claims he’s being “selfish” right now, but I don’t think the man even knows what the word means.


“I need to see your pretty face baby” he says and I gasp at how empty and weird it feels when he pulls out slowly and then turns me over onto my back. 


“Bring these back for daddy” he says as he gently pushes my legs up and back toward my chest and I hold my legs together and wrap my arms around them as I look up at him. 


“God” he groans and leans over and kisses me and I whimper against his mouth. 


“Youre so fucking gorgeous, your sexy eyes alone could make me cum Josephine” he says and kisses me again and I moan and gasp as his cock pushes into me. 


“Daddy!” I cry with a little yelp and he’s pausing. Waiting and then gently moving back in and out. Working me back up to taking all of him. 


“Your ass is perfect” he groans as he sits up and places his hands right under my ass and hips as he rocks into me and gently fucks my ass. 


“God, you gorgeous girl, your pretty pink cunt is so wet” he says. One hand lifting and I feel my mouth fall open and my eyes go wide as two of his fingers slide inside of my pussy. 


“Mmmm, fuck” he groans as he watches his cock in my ass and his fingers in my pussy. 


“Love feeling my cock through your walls” he says and I feel him push against the back wall of my pussy and whimper. 


“Love your wet little pussy soaking my fingers while I get to feel my cock making love to your precious little ass Josephine” 


“Daddy” I whimper. Because I could listen to this man talk to me all god damn day and night. I loved how he never stopped talking. How his words made my arousal heighten with each word he spoke. His fingers twist inside me. 


“Oh god” I cry as his fingers begin to curl against the front wall off my pussy and he gently strokes my g spot.  


I’d lost count already of how many times I’d cum tonight. All because of him. 


“Oh daddy” I cry as he brings me closer. 


“Mmmm, fuck you sound so sweet” he groans. 


His fingers keep their calm and expert pace , his cock in my ass has slowed as he focuses on my pleasure intently and licks his lips. 


“Cum for me my pretty baby” he says. His voice soft and quiet , a whisper on his lips as my own voice shatters from me with a high pitched wail as I cum for him again. 


“My fucking god, yes Josephine” he groans as I squirt on his fingers and hand and all over my pussy, his fingers remaining there coaxing more and more from me as he watches the mess he makes of me. 


“Jesus Christ , your fucking cunt is beautiful” he groans and draws his fingers out of me and then grabs my thighs and I still keep my arms wrapped around my legs as they shake. My body shaking as my orgasm still pulses and Gio fucks my ass slowly and moves deep as I cry out. 


“I’m gonna cum all over your pretty cunt and ass Josephine” he says and I let out another cry. 


He thrusts once, twice more, three times before he pulls out and then strokes his cock and I watch him. His face. His body and his cock as he erupts. 


It’s the hottest fucking thing I’ve ever seen. This man cumming. The hottest I’ve ever felt myself as Gios cum hits my pussy , rope after rope of his cum covering my pussy and my ass and I feel it dripping over me, covering me as he groans his release and strokes himself till ever last drop is decorating my skin. 


“Gio” I cry softly and he removes my arms from my legs and spreads them as he leans down. Hovering as his mouth comes down in a possessive claiming kiss. 


“You’re mine” he groans against my lips.


“I’m never letting you out of my sight, out of my fucking bed” he says and kisses me harder. Our mouths parting as he lowers himself to my side. His hand coming to my face and mine going to his as we kiss like the world around us is ending and we might never get to kiss each other again. 


Minutes pass and my lips are swollen when he finally pulls his mouth from mine and then kisses down my neck. 


“Let’s clean you up Josephine, so I can make a mess of you again”


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