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This is a short story about an (yet) unfulfilled fantasy.. This is part two of this story. The first part can be read via this link:
https://www.reddit.com/r/sexstories/s/XBnXz6MkqR
For convenience, the last sentences of part 1 are repeated here.
After about fifteen minutes Claire says: let's freshen up, finish our drinks and then we'll start with the replay. Ewan looks at her hornily and knows exactly what awaits him. But before we start, I have to tell you something first, says Claire. You know my sex life was wild in the past, but that was the global version of the truth. More specifically, I was very often the dominant woman in bed. I was a mistress. I have kept this from you until now because I don't want to expose you to something you don't like. Also, our relationship is real and it is much more than just lust. I'm also afraid of hurting you. But when you started tonight about making our sex life more exciting, I immediately felt that I really missed the feeling of having the power in bed. To do this together, it is important to keep communicating. If you like something, I can see it in your eyes. But if you don't like something, I need to know that too. That's why when you notice that you are going to reach your limit, you say 'Orange'. Then I know I need to slow down or take a break. If you want me to stop immediately for any reason, say “Red”. I then stop immediately and the session is immediately over. Is that clear? Ewan nods willingly. Okay then Claire says from now on I am the mistress in this bed.
Lie down on your back, slave, Claire says in a tone that is clearly more commanding than usual. I will first determine how large the dildo should be that you will be dealing with. Claire ties Ewan up with the handcuffs and starts kissing his cock. She takes his semi-erected cock into her mouth and starts squeezing his balls, alternately softly and with a little more force. Ewan soon moans softly and his dick starts to grow again. Claire takes his cock deeper and deeper into her mouth until it is hard and standing tall. Let me measure now. Claire knows that Ewan is not well endowed and that he should be able to have a dildo equal to his own cock. Claire measures and then says: What do we have here, slave, 12 cm long and 3.5 cm thick. So you're going to get that in your ass and it's going to be hard because I can still feel my ass after the treatment you just gave me.
Claire walks away and returns after a few minutes with a strapon that has both an external dildo and an internal dildo. The external dildo is as big and thick as Ewan's cock. The internal dildo is shorter but also thicker. In her hand Claire also has a small remote control with which she can vibrate her internal part. She also has a paddle that has two sides. A soft side and a leather side that allows you to hit harder. Claire releases Ewans hand and orders him to sit down like a puppy. After this she ties both his hands again. She takes the lubricant and starts massaging his ass, slowly sliding a finger into his ass. After the first finger she also adds a second finger. She notices that Ewan is still very narrow and she therefore lets him get used to her two fingers. After a few minutes she removes her fingers and puts a generous dollop of lubricant on the external dildo of the strapon. She puts the tip against his ass and slowly penetrates him. The tip of the dildo goes in slowly and she lets him get used to the feeling. Then she slowly goes in inch by inch until she is completely inside. Part 1 is successful and she says she is proud of her slave. She notices that Ewan still has to get used to the feeling, but she starts to fuck him slowly anyway. After a minute she notices that he completely relaxes and surrenders, allowing her to increase her pace a bit. She also takes the paddle and gives him five taps on the buttocks and then fucks him again for 30 seconds. She increases the speed of her fucking after each spanking. She can tell by his breathing and his facial expression that he's starting to cross the line between pain and pleasure. On the sixth round of tapping his bottom, Claire grabs the other side of the paddle, making the intensity of the tapping much harder. Just before Claire wants to start the ninth round of spanking, Ewan moans “Orange”, “Orange”. Claire realizes that she is pushing Ewan beyond his limits and she doesn't want this to stop. She immediately takes the soft side of the paddle again and hits it a lot softer this time. She knows from experience that his buttocks are now so sensitive that you feel every touch. The 10th and last time she also gives mild strokes while in the meantime she is fucking Ewan's ass really roughly. He can handle the penetration and his soft moans reveal that he enjoys it. After the last series of slaps on his ass, she removes her dildo. she stands in front of Ewan. So slave, clean up now. Ewan takes the dildo in his mouth and licks the dildo clean. Good job, slave, Claire says as she releases him. Claire now lies on her back and gives Ewan the command to sit with his ass on the dildo. As he slowly sits on her, Claire says to Ewan: So and now you fuck yourself, if you do this right, I might give you permission to jerk off. While Claire says this, she uses the remote control to turn on the internal dildo, which starts to vibrate gently. The sight of Ewan ass fucking himself in combination with the vibrations makes her incredibly horny. After a few minutes, Claire gives Ewan permission to jerk off. Ewan doesn't let this be said twice and immediately starts jerking off while the dildo continues to go deep into his ass. Both Claire and Ewan are very excited and by looking at each other this horny feeling only increases. They both feel that this experience has only made their connection stronger. Claire is the first to come, moaning loudly. As a result, Ewan can no longer hold it and with a few quick pulling movements his climax comes. His seed sprays in large jets over Claire's big tits. After their orgasms, the compelling tone in Claire's voice also disappears. She asks if Ewan enjoyed it. Judging by his broad smile, this was certainly the case. After this there is silence and Ewan and Claire cuddle each other. Both lost in thoughts about what just happened and what this will mean for their sex lives in the future.
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