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Chapter 29 by Jaylyn28
Convincing Nathanial
Doing what he wants
Jenny wanted no hair so that is exactly what I did, getting naked in the bathroom I take the hair removal cream put it everywhere over my body. Arms, legs, chest, back and crotch. Five minutes of waiting and then a rinse off to fine my skin is smoother than a baby’s bottom. Impressed and content I did just as she asked, I finish it with a round of lotion. Calm the new sensitivity but ensure a long lasting smoothness. I feel confident I can now ask Nathanial for help.
Walking out to the living room I can see him out on the porch doing his morning routine. Different calestetic poses to get blood flowing and induce just enough strain to start the day right. I must have been standing there for 30 minutes ogling his muscular body that he striped down to his boxers. He eventually gets me out of my trance by saying, “you can come closer to watch if you like what you see.” Unable to speak out of embarrassment I come out and he points to a point right in front of him.
Sitting down I can feel my little cock jump in it cage, trying to be hard from being so close to him. “So how is Jenny? Is she having fun?” His stretching allows me to see every little muscle in his body, I thought I would come here and find some sort of resistance but I feel as though I just lost all of it in one moment.
“She is good, great even. Um. Needed some more money that I sent her. She kinda likes how I look in her clothes so gonna have to send her more pictures.” Absent mindedly I just summarize everything even though he doesn’t need to know the extra bits. “I did ask her. About us. And she said yes, if I am willing to allow you to have sex with her once she is home. I said I am okay with it.” My staring has intensified and localized to one place; his crotch. Something about it is just so hypnotizing. He isn’t even fully hard, I know from seeing the tapes, but even like this he is double my hardest size.”
“Tell me Daniel, why do you even want me? You have her, just wait until she gets back right?” He plays dumb and pushes me further to realize what I really want.
“I don’t understand why I need to cum so bad but right now I am in **** need to cum. I hoped you could help me.” I started to sound like I am begging him.
“Hey if you need to cum then just go to the bathroom and jerk one off, I won’t judge.” He chuckles a little before sitting down to face me.
“Well I can’t. I have a chastity cage on right now and don’t know any way to get myself off.” My head hangs low out of shame that I have to tell him this.
“If you want my help, tell me why you have a cage on. I want to hear the full truth and hear it from you.” His hand lifts my chin up and I can see a devilish grin on his face.
“I am wearing this cage because Jenny and I started to have me masturbate to old sex tapes of you fucking her. Doing it so much has caused me to get aroused whenever I am near you. All I can think about is your big black cock deep in Jenny. So she got me this small pink cage to all me not get awkwardly erect in front of you.” Speaking almost too fast, I spill the full truth.
“Oh real good, so you know how big I am. Well if you want Daddy’s cock then you will have to do everything I say. And right now we will have to prepare you for what you want. Tell me are you willing to do anything to get that sweet release.” His eyes are intense and he has leaned in half way to me.
“Yes… Daddy. I am willing to do anything to cum. I need it so badly but do we really have to wait till tonight? I need to cum right now.” I beg him for release right now.
“You need to get properly ready to get the type of help I know you need to cum. Can’t use your cock, or should I really say the locked up clit. Yeah, that is what I will call it. You can’t use your little clit so we will need to get you off by your ass pussy. Beg me to use your ass pussy instead of your clit.” Nathanial knows no bounds of how humiliating it is to call my dick a clit, but he has me right where he wants me. The **** are so strong that I can barely think and on top of that for the past two weeks I haven’t been able to masturbate. Jenny getting me even more on edge by denying any freedom.
“I beg you. Help me cum by using my asspussy instead of my pathetic little clit.” He smiled and nodded with approval to the added humiliation that I give myself.
“Such a good little girl. Now come with me, we are gonna have a lot of fun today. Or really me, you are gonna see this as **** from how bad you want to cum” I go to stand but his strong hand pushes me back to the ground. “Follow me on your hands and knees.”
Becoming what he wants
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Befriending my girlfriend's Ex
Story of cuckholdry and feminization
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