Tonight Sir is taking them to the next level. Princess has been wanting to conquer her fear of anal play. Tonight, he is going to help her own her own demons. It has always been a difficult topic for her, but she has been insistent on working to conquer it. They have talked about it for a long time. He has been reassuring that it is not something that he has to have from her. However, it is because he has been so comforting and patient that she is finally ready to take the leap of faith.
It seems like it takes forever for Sir to calmly walk toward her and she licks her lips slowly in anticipation. He is so hard as he watches her like this. Kneeling in front of him. Naked, open, spread wide for him. She can see the outline of his cock pressing against his pants. She arouses him to the point of pain and his cock is throbbing and twitching at the sight of her kneeling before him.
"Open your mouth" Sir commands and she does as she is told.
He releases his thick cock from it's confines and slides just the purple bulbus crown into her hot wet mouth, sliding it across her tongue. She welcomes him greedily circling and licking the tight smooth skin like a lollipop. She can feel each vein pulsing on her tongue and the roof of her mouth. Each time he slides in and out, it goes deeper and deeper. A slow and methodical pace at first, which serves to build the excitement within her with each plunge.
Sir grabs the back of her head and forces his full thick length into the back of her throat. Although she is caught off guard., she draws in a deep breath to adjust to its glorious size in her mouth. She can feel the tip of his cock at the back of her throat and she forces herself not to gag. It is difficult, but she manages to hold it back. He holds himself there for longer than she expected this time and the gag comes despite her attempts to breathe through it. He pulls out again barely giving her a gasp at a shallow breath and thrusts back in forcefully holding her in place. This time she gags hard causing her whole body to jump. She knows she is in for a spanking this time. He pulls back and lets her catch her breath.
Smiling to himself, he knows the drill. It has taken some getting used to, but she is so turned on by the idea of being spanked. She had been surprised by how much she enjoyed spankings, and the results were unreal for him too, quite unexpected. She responds to every smack of his hand. She has come to crave them really. Her beautiful cheeks turning pink with each swat. He rarely uses a paddle; he prefers to feel the heat of her skin and he can control the amount of force he uses better this way.
"You know what has to happen now, don't you Princess?" Sir states in his calm tone.
"Yes, sir" she says calmly.
"Then stand-up"
Sir leads her to the table, her hands still bound in front of her. She knows the rules now too and spreads her legs apart at shoulder width as she rests her elbows on the edge of the table for stability. Her ass is perched up with the arch of her back. Displaying Sir's property for his inspection.
"That's my good girl, Princess. You have come so far." Sir praises her.
"Thank you, Sir" she says smiling as she looks back at him.
Sir stands just staring at the sight of her spread like this for him and his cock twitches with eagerness. He opens his pants wider, pulls them slightly down and rubs the shaft between her cheeks as he held each cheek in his hands, squeezing them. They feel so good in his hands. He will never get enough of this gorgeous ass of hers. A growl escapes his throat as his finger dig into her cheeks. He then grabs the bottle of oil to drizzle it over each globe, massaging the oils into her pretty pink sink. His cock twitches again commanding his attention and he slides it up and down the perfect crack of her ass. He is careful to make sure that she was well lubricated as he has plans for her tonight. He allows himself a bit of indulgence as he continues to rock up and down, placing the oil back on the table.
With a sigh, Sir moves away and steps to the side of the table. Princess is such a good girl. She never makes a peep, knowing that this is for him as much as for her. He draws back and smacks her hard at the base of her cheeks, across her sweet spot. She jumps forward a little and quickly back into position again. Her whimper is not of fear, but of excitement. He rubs her cheeks again to spread the heat rising to the surface and repeats the smacks and rubbing. Sir is careful to strike a different spot each time. Her cheeks are so pink now and she is absolutely panting. True to her training, she doesn't make a peep. Grabbing the back of her hair, he nibbles her ear and whispers to her.
"I'm going to fuck you hard now baby girl." Sir declares in his commanding tone.
Holding her down and in place with his forearm, Sir continues his hold on her hair at the nape. Her head tingles from the grip, but in a delicious way. His other hand is positioned at her waste, holding her securely. In one fluid motion, Sir impales her to the hilt. She is slick with the oils and he drives into her easily. He goes so deep. Grinding in even further, Sir whispers in her ear with each thrust. Telling her how much he loves the feel of her tight sweet spot. How it feels so good to be so far inside her. The thrusts are slow at first, but then he begins to pick up speed, as his own excitement mounts. Harder and faster. She is panting and gasping with each thrust until she is ready to burst. Sir pulls out quickly, denying her the release she desperately wants. She cries out with her frustration.
"Only good girls get to climax, patience my Princess. You only get to climax when I tell you that you can."
Sir positions her so that her hips are up against the edge of the table. She can't move forward any further. He then spreads her legs as far as possible without her feet leaving the ground and binds her ankles to the legs of the table. He then walks to the front of the table and pulls her wrists forward so that her cheek rests on the cool surface of the table. He secures her bound wrists to the strap attached at the front end of the table and tightens it so that she has no wiggle room.
Walking back to stand behind her, Sir smacks her exposed pussy again with his open palm briskly. A quiet moan escapes her lips. Princess can no longer see his face or gauge his temperament, but she can feel his heat. Feel his desire radiating off of him in waves. Another hard smack to her pussy again is followed by him rubbing her clit. His hand pulls away and suddenly smacks her sweet spot again. This time he drives a finger quickly into her soft swollen pussy. Massaging her G spot back and forth.
He pulls away again after a few seconds and smacks her pussy again a little harder this time. He then guides two fingers into her pussy this time and one rimming her rosebud surprising her. On the second pass, he slides the tip of his finger into her bud. Not far, but enough to open her bud a little. She lets out a moan of ecstasy and she is surprised by her own body's reaction. He holds his fingers still to allow her to adjust to the feeling. She is so tight and hot. Gripping his finger like a vise. He soothes her nerves by stroking her back and whispering in her ear how sexy she is. How good she feels.
Sir drizzles more oils down the crease of her round cheeks and allowed it pool around his fingers. He starts moving slowly after a few seconds, in and out allowing the oil to lubricate her opening. Once she is fully accustomed to the sensation, he quickens the pace to match her groans and moans. With her increased breathing, he knows where her mind is going and grabs her hair roughly. Princess' head snaps back and her back is arched so that there is nothing she could do but take what Sir is offering. She is sent to the edge of orgasm causing her to shiver. Sensing her impending orgasm he pulls his fingers out abruptly.
Princess curses like a banshee wanting to go over the edge. Sir just grins again, stands up behind her, and take his pants off the rest of the way. Widening his stance, he pushes the head of his cock into her sweet spot. Just the tip of his cock. At the same time, his finger enters her rosebud, just slightly. Rimming it, allowing the oil to slip into her darkest haven. In and out with his cock and finger in tempo. Once his finger is knuckle deep, he does not move from this position allowing her to acclimate to the feeling again. However, Princess wants more and attempts to push her ass up to take more of him. He grabbed her hair roughly again with his free hand, making sure she was firmly planted against the table so she couldn't move.
"Tell me you want this Princess." Sir says gently. Knowing that it is important to ensure that she is fully ready for what is about to happen.
"Yes, please Sir. Please take me!!" She begs.
Sir begins to move again. Sliding his finger in a little deeper each time before pulling back out. She is so tight, but with each slow stroke, she begins to relax and take more of him into her hot depths. Groaning with each push and pull. His pace is so methodical. So deliberate, until he is fully seated deep in her canal and his finger deep in her ass. The muscles deep in her ass are contracting around his finger and the muscles in her sweet canal are gripping his cock tightly. She feels so good that he can't help but begin to shake. He knows that he needs to hold still and regain his composure before he loses his control. He is determined to make this as good for Princess as it is for him.
Once he is in control again, he draws back slowly. Then without warning he drives forward forcefully until he is buried all the way inside again. His finger staying in place the entire time. This time she is pinned not being able to move forward. It is the hardest he has been in a long time and his length strokes up against her cervix. Her eyes bolt open as the deeper penetration coupled with his stroking finger add additional stimulation that is electric. Wow! Her whole body goes into a continuous spasm without warning as he quickly drives into her over and over again. He pulls her hair even harder. It's obvious that there is nothing left but animalistic urges as he holds her hair with one hand, his finger pumping in and out of her ass and hammering into her constantly like he is trying to drive through her.