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So in my continuing series of journalling my sins, as usual we will be changing names to protect the naughty. The next of my sins was Jasmine, I met Jasmine though something I posted on orgasmcontrol subreddit. I responded to a post, I can't remember what it was of but I am sure my response was very erudite and witty. Anyway, after that post I got a chat request, unlike Jane, this was one of the 3H's, I think it was Hi. Followed was the statement, Daddy I really need to cum. That was the beginning of a beautiful relationship.
Jasmine was really into orgasm control, she didn't want to cum, but she was a weak selfish girl, who needed to be kept from thinking about her own pleasure. She was a good girl most of the time, she didn't cum often, but she needed a lot of encouragement to stop herself. We would talk at least 2 to 3 times a week.
Ironically I knew more about Jasmine that Jess or Jane from the get go, she was fairly open, would share her face in photos. She worked as an escort, I don't know if she did it full time, but she was advertise on reddit fairly often. As we got to know each other, I would ask her about it, particularly in relasion to her need for orgasm control, but she thought escorting as a job, this was her hobby. Since then I have had a few other "friends" who do OF etc and it's interesting they have the same view. Sex work, is predominantly work.
Jasmine would end up in Vegas fairly often, and I usually have to go for work, but also every year for the "disobey" conference, if you know you know ;).
We would be in Vegas at the same time, we had become good friends at this point so meeting up seemed natural. Unlike the other 2 confessions, playing or having a session wasn't necessarily on the table or expected. We met at the restaurant in the Mandalay which has the tower of wine, over discussions about the weird conference badge I was wearing and the more interesting aspects of my job and hers we had a fun time.
I find Vegas exhausting and after being there for a few days for business and then the first day of ******, I was ready to go to bed after a few hours.
I told Jasmine, I was ready to go back to the hotel, she smiled, stood up.
"OK Sir", expectations had been set, it was going to be one of those evenings.
I smiled, "Good Girl".
There was no teasing this time, there was no hands down panties in elevators. It was a practically civil trip compared to my other confessions. Just glances at each other, and the building tension of expectation.
We entered the room, I held the door open for her. She entered with a cockiness that I didn't think she deserved, she entered as a hunter, not the prey. We will be disabusing her of such notions.
She turned around, I shut the door behind me. She smiled, I smiled,
"Be a good girl for me, Inspection",
"Straight away?", "Yes and if you forget sir again, it will not be pleasant for you. Then again it's not going to be pleasant for you anyway, but I will have a lot more fun"
"Yes Sir, Sorry Sir".
"Get infront of the windows and do it slow", I have a room which is on a higher floor with a great view of the strip, I move my chair to watch her, with the lights behind her, her dark skin against the lights was ethereal.
After she had stripped, both hands spreading her cunt, "Give me your phone", she looks confused, reaches into her purse for it, her tits dangle in the most enticing way. She passes me her phone. I call myself on it, set it to video, prop the phone on the chair.
"Inspection", realization starts to form in her head, she dutifully assumes the position infront of the phone.
I smile, "Aren't you a smart princess?" , "Yes Sir", "Right, I am going for a shower, don't move princess, I will know won't I?" Tapping my phone as I walk to the bathroom. I prop my phone on the side as I take a long leisurely shower, washing the grime of the city off me, occasionally glancing at her, cunt spread.
After my lovely shower, I stroll back into the room.
"Have you been a good girl?" "Yes I have Sir", I come close to her, and start my inspection, I casually caress her breasts, she sighs, I take one of her nipples, I start to twist gently"But have you?", "Yes Sir!"
I start twisting it a little harder, she goes on her tip toes, but her hands don't move from her cunt. "Are you sure?" "Yes Sir! Please", "You forgot to call me sir, have you forgotten already?"
*Protip subs, my subs always slip up on this, don't be like them. Be better!
"I am sorry sir! I didn't mean to", I am beginning to stretch as well as twist, not enough to seriously hurt, Jasmine wasn't a pain slut like Jane, but she could take her punishments well.
"We need to learn from our mistakes don't we sweetie?" I keep on stretching
"Yes Sir"
"You want to be a good girl don't you?", her breathing is getting heavy
"Yes Sir"
"Punishments is to help good girls do better don't they?"
"Yes Sir"
"So if I didn't punish you, I wouldn't be helping you, and you want Daddy's help to be better don't you?"
"Yes Sir" I let go of the nipple,
"Good Girl! Daddy is proud of you" I say as my hand slides down her stomach towards her pussy. She has been a good girl, her hands haven't moved from her pussy in all this time. I slide two of my fingers into her, her juices flowing nicely on my fingers. She tries to push herself forward, to take more of my finger.
I laugh "Don't be slutty, you're meant to be a good girl". I take my fingers and inspect her juices, I gently push my fingers into her mouth.
"Both hands on the window", She looks at me, I know what she's thinking, I don't really care. She turns around and puts both her hands on the window. I push on her back so her ass is further sticking out with a nice arch.
I caress her ass. I am such a sucker for a good ass, and she had a lovely one. Now there's an art to spanking, it's important to have a system, to get the whole ass covered, understanding that certain parts of the ass can take more of a beating that other parts. We start on her right cheek, square on the middle of her rump. It's not a heavy smack, but it isn't a tickle either.
That solicits a yelp, "What do you say?", "Thank you Daddy!", it's off to a good start.
The next strike is on the other cheek, this time, just a grunt and a "Thank you Daddy". I start my first inspection, I slide 2 fingers into her, she pushes back, I laugh. We get into our stride, I work my way all around her beautiful ass and top of her legs, harder in some places, softer in others. The room fills with groans, grunts and "Thank you Daddy".
Jasmines dark skin makes it harder to gauge the impacts but I do my best. Her breathing is getting heavier and heavier, constantly moving her torso, trying to predict and compensate for the next blow. Desperately pushing back against my hand when I do inspection. My hand goes numb, finally we reach 20.
I go for my inspection, I slide my thumb into her, rubbing my palm on her clit. My other hand toys with her nipples, she keeps pushing back, the pleas have become incoherent, "please, please, please". I keep edging her, she's getting close, I can feel it in her, she is very close now. The begging is constant, I stop, smack her ass, "No Sweetie, I'm thirsty", turn and walk away.
The sound she makes is one edged in my brain, I don't know if it is more scream or groan but it was powerful and profound. She takes her hands off the glass and turns around. "SIIIRRRRRRRRRRR"
"Oh dear sweetie, who told you to move?" "SIRRRRR PLEASE", the frustration is coming off her in waves, she gets so whiny some times, I don't know why. I walk over to the minibar and I realize I don't have any ice.
"Now, Now, don't be selfish, go over there", I point to next to my chair I set up earlier. She stomps over to the chair, her eyes are glaring at me. "On all fours, in front of the chair". She puts herself down in front of the chair. "Daddy's. getting some ice for his drink, stay there, don't move", I throw on a tshirt and jeans and leave the room.
I take my time getting the ice, it's best if she has some time to reflect on things I decide. I go back into the room, she's been a good girl, she hasn't moved. "Oh Sweetie, haven't you been good!", I grab a glass, a bottle from the minibar, put it in the ice bucket and go over to her.
"Now be good for Daddy, don't move", I place the glass on her lovely ass, she gasps and flinches, I growl "Don't fucking move", "Yes sir". I put the bucket on her back, I take my drink and carefully pour it into the glass. "Don't split my drink sweetie", she groans, I "accidently" spill a little onto her ass, she jerks and cries out. "Sorry Sweetie". Then I place the half empty, cold glass bottle onto her other cheek. It's amazing what sounds you can make through gritted teeth. I strip naked, sit down and enjoy the view of the Vegas sky line. It really was a lovely night.
As I enjoy the view, I start idly toying with her clit, pinching it, rubbing it, every time she jerks I warn her again about my drink. As I caress her, I notice that she seems to be very hot, "Sweetie, your ass seems really hot and bothered", "Yes Sir", "We should do something about this", I take an ice cube from the bucket. Cheap ice just melts so quickly, it's a shame, I place the ice on her ass crack. The groan she makes is incredible,
"Please Sir, Please Sir, Please anything but this", "Oh Sweetie, sssh, Daddy is trying to enjoy the view".
I move the ice cube down her crack, the bottle is shaking too much, I decide to remove the bottle. I am a very generous person sometimes. I take the ice cube and move it further down her ass crack, we reach her asshole, I can feel in contract, she is shaking now, trying to move but not, I keep going south. Finally we reach the chosen land, I push the ice cube into her. She jumps, the drink and the ice fall, "SIRRRRRRRRRRRR", it really is a lovely night.
"Oh sweetie, you've made such a mess, don't take it out." I pick up the debris as she's waiting for the ice to melt inside her, she's constantly moving, it really is hypnotic.
"So Sweetie, you've disappointed me twice tonight".
"I am so sorry Sir. Sir Please, please, I need to cum, I need to cum sir, please."
"Hmmmmm, OK Sweetie, I will be generous, I can give you a chance to cum Sweetie, aren't I being generous?"
She looks at me hopefully but suspicious, "Thank you sir",
I flop onto the bed and tap the side of me, Jasmine climbs onto the bed. I tell her to sit on my cock. Her eyes light up, "Thank you sir", she slowly lowers herself onto my thobbing cock. Truthfully I needed to cum badly as well, but I am not going to admit anything.
"OK Sweetie, you can not move, you can not move your hips, all you can do is grind on Daddy", "DO NOT FUCK ME", another delicous feral groan from her. "I am going to give you a whole 5 minutes on Daddy's Cock. Aren't you lucky? If you can cum in that time, then you may". I set a timer on my watch, "Go on Sweetie", she starts grinding, she tries to reach for her clit, I smack her hand away. "Now Now Sweetie", another groan from her, she's trying to move her hips without my noticing, I smack her tit, "Follow the rules" I growl, she is milking my cock with her cunt, it's amazing. I am concentrating on not cumming.
"4 minutes left sweety", she starts grinding harder, again she tries to move her hips. Again I smack her other tit.
"3 minutes", "OH GOD, OH GOD, please, I need to cum" She is grinding very hard, she is trying to cum, she keeps trying to touch her clit. I don't allow it, I am seriously trying to think about anything but her amazing kegel control.
"2 minutes", just another feral groan from her soul. She is trying to force her cunt through my hips at this point, desperation is starting to show on her face. She's starting to panic she's not going to make it.
"1 minute left, better hurry", "PLEAAAASE, I need it, I am SO CLOSE, Please Sir, Please Sir", "Sssh you've got 50 seconds left". Her legs are so tensed so hard at this point, it's beginning to hurt me. I am counting down the seconds myself.
"30 seconds", we are now if full panic mode, she is desperately trying everything she can, the look on her eyes, the realization, that her opportunity is going to be missed, pulls at my heart, for a second.
"Times up sweetie, off you get", we now have dry sobs, as she rises off my cock, I can actually see her cunt spasming in desperation. I am about to cum. I need relief myself, I tell her to bend over, I put my cock just inside her, and I start to jerk off into her. "Oh god Sir, please, please", "Sssh, Daddy is busy". It doesn't take long, thick ropes of my cum go everywhere on her and in her. She dry sobs some more from frustration.
"Oh sweetie, look how pretty your cunt is".
"OK Sweetie, Daddy is tired, at least we tried. Maybe some other time","Please, Please, Please". "Come on sweetie, into bed", I toss open the covers. She climbs next to me and starts to hump my leg, "I need to cum Daddy, I need it more than anything, please, anything"
"Anything Sweetie?" "Yes" "Are you sure?" "Please Daddy anything", "So sweetie, you have a choice, you can go to sleep as a good girl, or Daddy can rub that needy cunt of yours, but he is going to rub it for 5 minutes, without stop. It's going to hurt sweetie, which do you want?","Please Daddy anything else", "No Sweetie". "....Daddy Please", "Give me an answer Sweetie", "...ok", "ok what?", "I will cum Daddy".
"Oh sweetie, I am disappointed in you, I thought you were going to be a good girl. So be it". I reach over the side of the bed and grab my belt. I move the cushions away, and sit up against the headrest. Spread my legs and pat for her to come between my legs. She scoots over, I grab her arms, and put her wrists together behind her back. I wrap my belt around her wrists, it's not ideal, but it'll have to do.
I push her back into me and tell her to spread her legs. Her cunt is really a mess at this point. I put my legs over hers, I am going to need to try and keep her legs open through this, it's not easy without a spreader bar and her being tied down, but we will make do.
Normally I would set a timer and do it to completion. But truthfully, I really feel sorry for her, so I don't bother to set a timer. I start slow, I start cupping her pussy, pressing my palm down on her mound, teasing my two fingers, she starts trying to hump my hand.
"Oh Daddy, thank you Daddy"
I push my two fingers into her and start reaching and trying to stroke her gspot, while grinding my palm against her clit. My other hand is playing with her nipples, She is pressing her ass onto my cock which is already hardening again.
It doesn't take long, she starts cumming within a few minutes. It starts slow, but then the dam bursts, she is thrusting her ass against me, curving her back, shaking her legs, I keep rubbing.
It gets too much, she starts trying to close her legs, she starts grunting, I keep rubbing.
She starts to try and move her arms and twist her body, I keep rubbing.
"Please, Please, it's too much Daddy", I keep rubbing.
Another groan, more thriving, I can't keep it up, I finally stop rubbing.
I let her go, I just watch as she tries to regain some sort of composure. My cock is throbbing again at the sight of her.
"Sweetie, I need you to help with the situation you've created", pointing at my cock. She smiles, "Yes Daddy".
It was a good night, Vegas is growing on me.
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