The next month was going according to Ella's plans. She has one sessions for each week in mind and the first week she and her partner both sent me messages.
Day 1:
Nathan sent me a picture of Ella's ass bent over, it was a little shiny, it looked like a mix between sweat and massage oil that was covering it. He told me that I can jerk off to the image, obviously taunting me since he knew that I was locked in chastity.
Later that day Ella sent me a picture of her forearm next to her boyfriends erection with the caption "this is what a real man looks like."
Day 2:
Ella sent me a selfie fully clothed with my key visibly hanging around her neck while she was at work and wished me a nice day while Nathan sent me a short video of his POV as his erection penetrated a pussy, but nothing of the girl was visible, I had no idea if it was Ella or someone else, it was a short clip of his cock going balls deep in a vagina, going in dry and coming out wet. It reminded me how long he was.
Day 3 was radio silence.
Day 4:
I got a call late in the night and it was only the sound of sex, I guessed they were both in bed and made love with the phone next to them so I could listen. It went on for about ten minutes of Ella moaning loudly and heavy breathing from Nathan as he was stuffing her. The call eventually abruptly ended while they were still going.
Day 5:
Ella informed me that Nathan was on orgasm control until the next session and that she shaved his pubes and testicles, preparing him for both of us. She told me that I should groom myself as well to be presentable and to compliment him the last couple of days until I see him up close and personal so he feels appreciated. She also told me that she shaved herself as well and sent me a clip of her doing just that in the shower but deleted it after I watched it the first time.
Nathan later in the day sent me a clip of him dropping his pants and his horse cock jumping out. He was so stiff and ready but he had to wait a couple of days until his release. I complimented his girth and size just like I was supposed to.
The entire week was so erotic in a way. I was learning to deal being in chastity and didn't think about being released, of course I was horny given the sexy images they sent me but I was anticipating what she has planned next for me rather than just thinking about jerking off and cumming.
Day 6:
Ella sent me a picture of her point of view below Nathan's half hard cock. He was at the edge of the seat with his balls and rod hanging freely down-legs spread wide, his entire tool completely smooth and flawless. She told me to do the same pose and take a picture so I can send it to her.
I took my clothes off and spread my legs as far as I could while being on the edge of my bed, I had to retake the picture multiple times with my phone until I had a good lighting and angle. The final picture made it look as if me and Nathan were different genders, my caged dick look as big as one of his nuts, nothing hung down, it wasn't huge or imposing, it was pale and smooth but not manly like his.
After I sent it less than a minute later she sent me back a collage of Nathan's version right next to mine so the different was undeniable. He was so much bigger than me, I felt so mad at myself for being so small, I would do anything to have his size.
Not long after I received a shocking video of Ella very lightly stroking her lovers giant cock while the image I sent was next to it. He was rock hard and erect next to a phone with my caged tiny shaved penis on it. "Does it turn you on how much of a sissy he is? You're so hard baby, I bet you want to fuck him don't you? You want to stroke your perfect wide cock in his faggot pussy don't you?" Nathan moaned very quietly as he got jerked off to my picture.
I was scared beyond belief and shook to my core. Was I going in to my next session to get ass fucked? Would they turn me gay by force? I don't want that to happen, there was still an urge deep in me to be normal and have a good girlfriend and be happy with her.
"Ella please, I don't want to have sex that way, is that what you will do to me tomorrow?" I messaged her.
"That idea has been on my mind lately...a lot. But I won't force you into it. I think you should beg Nathan not to fuck you tomorrow just so there are no mix ups haha" she responded.
Frantically with shaky fingers I messaged her boyfriend "Please Nathan, don't fuck me in the ass. I'm not gay, please don't, just don't."
He responded with a clip of him stroking his own erect monster cock. That's the only message I got and nothing else the entire night, I barely slept and had cold sweat running down my body while I laid in bed.
That day of the week came and I was so nervous and my heart was pounding as I was in front of their Apartment and knocked on the door. Ella greeted me with a handshake this time and a smile, she was in a robe with her hair tied in a knot, like she was at a massage parlour.
She guided me to the bedroom where Nathan wore only a towel to cover his crotch area. The bed had all white sheets and two large pillows with a dozen lube bottles on the night stand.
"Take your clothes off, and take a seat." Ella invited me.
I stripped naked again in front of them and sat on the bed, she smiled down at me and let her robe fall down revealing her pale and perfect body, she slowly danced for me and touched her pussy "How's the cage? I know you probably want to take it off, I hope you know that you have to earn it." My key was hanging from the thin chain on her neck.