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I’m allowed to ask how my sissy journey might end

"for those of you following probably not a surprise"

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My cock cage arrived 3 days ago, and I’ve been wearing it during the day and it’s surprisingly easy and comfortable to wear. Seeing my cage key hanging from Ellie’s necklace has made me very subservient and I’m even more eager to please her. Ellie has definitely enjoyed edging me by putting her hands inside my bra, and squeezing my nipples which makes my cock try to grow within the constraints of the cage. This posting is about last Saturday evening. After dinner Ellie told me to shower then put on a black body stocking but no underwear to cover my cage. When I joined Ellie in the lounger she was again sitting on the larger sofa with a towel over her legs. I went straight to her and laid face down. I heard Ellie putting on rubber gloves then lube was poured down my crack. Ellie ran both her hands along my crack to coat her fingers in lube and then started to slide them one by one into my hole. “Sissy see how much easier it is for me to enter you than a few weeks ago. Your definitely getting used to this. So I’ve spoken a lot to Lillie this week, and we both agree that as the lockdown is easing more each week, it’s the right time for you to be giving an indication of how your journey will end. You are permitted to ask questions which I will answer. I’m going to put the inflatable butt plug in you first then you can ask me”. A couple of minutes later it’s in and the first two squeezes of the pump feel different. “Sissy if you’re wondering why your arse fills different it’s because this is a different plug from last time. This one is larger and will inflate a lot more” Ellie tells me. One thing is definitely different is my cock is pushing and straining against my cage but of course there’s no way I can get fully hard. “Okay sissy what questions do you want to ask me” says Ellie. Trying my best to concentrate I ask “Do you know the final outcome to my journey?” I ask. “Not fully, there’s 3 or 4 ways I’m discussing with Lilly but they all pretty much revolve around the same” Ellie answers then gives the butt plug a further air pump. “I forgot to mention every question you ask will result in more air being added to the plug in your arse. Think carefully before you ask”. That’s only 3 pumps so far but I’m already feeling the plug inside me. “Will my journeys end involve me sucking and taking a cock?” “When we started this back in March that wasn’t where I thought this would go, but the ease with which you have taken to swallowing your own cum and taking anal it has to happen. So yes you will be sucking and taking a real cock in your arse at some point”. A further air pump and my cock is trying to escape from its cage. “Do you have a man lined up for me to suck and fuck my arse?” “Good question sissy. No not yet we need to establish what sort of man your attracted to.” I don’t think I even registered the next air pump. Ellie wants me to find men attractive! “Can’t you just find me a man why do I need to be attracted to him?” “Well I could but I want this to be an enjoyable experience for you and one that you want to repeat. If your attracted to the man who’s fucking your arse your be more keen for him to do it again and again” The next air pump has me squirming on Ellie’s lap. The inside of my arse is feeling really stretched now. “How are you intending to find out if I’m attracted towards men and what type?” “Good question sissy. Next weekend I’m taking you out not as Amy but you will of course be wearing women’s underwear and you will be rating all the men we see and from that I’ll work out what your type is”. Another air pump and I’m really struggling which Ellie picks up on. She releases the air from the plug and removes it. Immediately her fingers are back inside me. It’s like she wants to see if the plug has made me easier to enter. Whatever she’s doing it feels wonderful. “Sissy I have 4 fingers and the top of my thumb inside you. I’m at my knuckles. A hard push and I think my hand would enter you”. She says. “Please Ellie don’t. I not ready for yet ready for that”. I plead. Ellie withdraws her fingers and tell me to go and get my glass bowl she wants me to wank and swallow my cum for her. When I return Ellie unlocks my cage and removes the ring. My cock immediately starts to grow. I’m told to kneel in front of Ellie. She gives me a rubber cock to suck on as I wank and I’m told to imagine that it’s my the first man I’m giving a blow job to. As I’m wanking Ellie is telling me to imagine I’m dressed as Amy on my knees with a hard cock in my mouth. I do not last long and in a couple of minutes I’m spurting cum into the glass bowl. “Take the cock out of your mouth and tip all the cum into your mouth sissy. Imagine that it’s your man’s cum that’s sliding down your throat” Ellie orders. I do exactly as I’m told even running my tongue round the bowl after I’ve swallowed so not to miss any which pleases Ellie. Whilst I’ve probably known for a few weeks that I would be sucking and taking a cock at some point the lockdown has always made it seem a long way away. But with the changes to the 2 meters and other things today along with Ellie answering my questions that day seems to be more real now. When I’m hidden behind the makeup and wig of Amy I definitely act and feel different, but will I find other men attractive? Any help and suggestions from the community will be gladly received. Amy xx
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Written by Amy

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