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.
"I can't get hard because of it, I think about you all the time." I said.
"He doesn't have any issues getting hard, in fact, he's growing in size as we speak." Ella threw her sight on her man who walked up behind me next to her now with his towel gone. He was almost erect and jerking slowly.
"I know you've been worried that he'd be fucking you against your will, but don't worry, he's not going to fuck YOU in the ass" Ella slowly turned around and bent herself a little grabbing and spreading her plump ass cheeks exposing a butt plug "he's going to fuck ME in the ass."
"Oh my god!" Was my reaction. I was blindsided and shocked "how are you going to fit that thing in you??"
Ella turned her head to me while still showing me her ass "We've been stretching my hole with plugs and dildos getting me ready for his thick cock, it's going to be a challenge to take him but it's something he's always wanted. After he takes my anal virginity I'll be completely his and he would have claimed all my orifices. Since he agreed to have a guy touch him it's only fair that I complete his wish. He agreed to help me make you our bitch and for that he gets my ass..."
I had nothing to say. I felt the rush of blood going to my penis. I wanted to get hard but the chastity didn't let me.
"You're going to watch and be a helper. We need a lot of lube and that's going to be your job, you're going to be our little lube boy." Ella told me as Nathan grabbed the end of the plug in her ass and slowly pulled it out. It was a big one and her asshole was slightly agape. The plug was an aluminium one with a shiny grey metallic colour.
My lips went dry when I saw his cock at full mast, thinking about how it will be balls deep in her tight still virgin hole.
"Don't take it out of your mouth." Nathan directly ordered me as he put the plug in front of my lips with a swift motion of his arm. Being intimidated and taken by the whole situation I opened my mouth and did as he asked. I instantly tasted Ella on the metal and I felt bliss for a moment savouring the nasty taste.
"Now why don't you take a bottle of lube and get his fat cock ready for me?" Ella said while climbing on the bed and using a big pillow as a backrest, spreading her legs to freely give up her ass.
I grabbed a lube bottle and before I could use it Nathan stopped me "I'll put the lube, use both your hands to rub my dick." He was giving me sensual orderes on how to touch his massive cock in front of his picture perfect model girlfriend while I had a used but-plug in my mouth.
I put my hands on his shaft and he poured a single tiny drop of lube on his giant member. I looked at him puzzled and he just said "Stroke!" I tried to rub as much of his meat in with the small droplet of lube as I could and when my hands became dry he poured another small drop, repeating the process the entire time, making me stroke him over and over and over in front of his sexy naked partner.
"Get your caged clit closer to his perfect cock, play with his balls too!" Ella shouted enthusiastically while watching us. She used this opportunity to play with her pussy and masturbate to me struggling with her boyfriends cock. Even with two hands I couldn't wrap around his girth and now with just one it became so much more tiring. Now I also had to massage his balls which were heavy and cum filled. I brought my dick close to him and his swollen head looked bigger than my entire package which made me feel so pathetic when I saw the difference an inch away. He just has so much more meat between his legs. Nothing of me was even close to his size.
"Stop jerking and pull my balls more." Nathan gave me specific instructions. I held his pillar in one hand and with the other I pulled down on his nuts, them being wet they always slithered out of my grasp and I had to grab them again. He was moaning from pleasure, he liked how I was touching him.