Femboy chronicles

Chris came home early because he was already over his hours, we had inventory earlier in the week. Being that it was Friday he was already over his 40 hours and the store wouldn’t pay for overtime. He must of left this detail out on purpose to catch me doing exactly this. I was fucking myself pretty aggressively with the dildo and my cock was leaking all over the floor even though I wasn’t touching it “oh Chris….. oh fuckkkkk, oh yessss” I was moaning. Chris then purposely closed the door making a pretty loud noise which startled me, I looked back and saw him standing there, the dildo was all the way in as I turned around when I saw him my jaw dropped “Chris!? What are you doing here so early “ I say as I come off the dildo as quickly as I can and jump on the couch to cover my bottom half with a pillow as I left my underwear and shorts in my room. “I’m over my 40 hours, they sent me home” he said smiling looking at me “looks like you were having fun” he say smugly “shut up man!” I say turning red as the dildo stares at me with my ass juices all over it “don’t let me stop you” says Chris as he walks through the living room “you could of told me you were coming home early” I say a bit annoyed at Chris. He sits down on the couch across from me, “you could have done this in your room?” He rebuttals. I give a heavy sigh as we sit for a solid minute “are you gonna go change or something, I don’t have bottoms on, you’ll see me mostly naked “ I say again a bit annoyed “you know I often wondered what you looked like naked, wondered if you shaved down there, how big you were and if you had big or small balls” he says all too casually. “Why would you think about this?” I ask a bit confused

“We’ll I always thought you were kind of cute Caly, so my mind often wondered” Chris says as he sits back on the couch making no indication that he is in any hurry to leave the area. “Y-you want to see my privates? I ask awkwardly not wanting to say penis or cock “yeah if you are looking to finish your session I don’t want to hold you back” I know I was really enjoying it and I never made myself cum from fucking my dildo but I felt that it was getting there, and then I remember I was moaning his name!!! “How long did you stand there watching me?” I ask “long enough to hear all the interesting things you were saying” he said smiling at me “no! Fuck, you didn’t, you liar!” I say pulling the pillow to my face as my face was turning red again. As I did this I forgot that I was using the pillow to cover myself up, so I showed Chris my 4 inch hard on as I covered my face. “Well you’re shaven just as I thought you’d be” he says to me in an upbeat tone “shoot!” I say as I put the pillow back down realizing what I did “looks like you’re still turned on, so I know you want to finish” he pauses and thinks for a while “let’s try this” he says leaning forward looking into my eyes “I am telling you to finish your session and I am going to watch” this no longer was him suggesting for me to do it, rather telling me to do it. Why did I feel obligated now to do it because he wants me to. I mean sure I want to get off, but I was ok waiting until he wasn’t right there, but now that he’s telling me, I feel like my opinion comes second and I should do what he says. As my mind makes sense of all this he says “Caly, go ahead and finish fucking yourself with your dildo” in a low but somehow assertive voice. When he says this my body acts by itself without letting my mind think. I get on all fours just a few feet from him and line up the dildo right back into my ass and push all the way in. God it felt fucking good, and I felt more turned on by Chris watching me, I didn’t dare look into his eyes but there was a sense on voyeurism as he watched, and I liked it? I started to get into a rhythm, going out and in I started moaning, still not looking   At him and I didn’t dare say what I was saying earlier . “Caly go ahead and moan out what you want to moan” he says to me, I felt comfortable saying it “fuck yes, fuck me” I would moan out loud “go ahead and say my name” he said in that same low assertive voice “Chris, fuck yes, thank you Chris, ohhhhhh fuck yes, Chris” I would say in an increasingly louder voice “fuckkkk Chris, fuckkk” I’d say as I made my motions with more intent “fuck me….. Chris fuck meeeee!!!” I didn’t know what I was blurting out, all I knew is that I was about to explode “fuck Chris! You’re gonna make me cummmm” I said in a final few seconds as I shot my load straight onto the tile flooring 3/4 ropes of cum landing right in front of me “good job Caly, I knew you could do it “ said Chris. I all of a sudden felt so what of post nut clarity, did I just moan out my bosses name as I fucked myself with the dildo and came all over his floor? I was ashamed as I got off the Dildo and sat on my knees cock was starting to go limp as I finally look up at Chris wondering what his reaction would be “I’m proud of you Caly” is all he said as he reached over pet my head softly, for some reason the touch sent shivers down my back, I liked it? I liked the attention, or maybe I felt good that he felt proud of me? Suddenly I felt a bit less humiliated that is until he said “you need to lick up your cum off the floor” he said pointing the the cum I shot right in front of me. I look at him and then look down “I’ve never tasted cum before”‘I say in a low voice “we’ll why not start with your own ti see if you’d like it!” He says as he again sits back on the couch, he was able to get a really good look at my naked bottom half, I was coming of my orgasm high that I made no attempt to cover up myself so he saw my flaccid penis and small balls. Knowing that he’s telling me to do it I again feel like I need to, it’s not an ask and I don’t even object it, i casually lean forward put my hands to my side as i slouch down and start licking up my own cum. My first lick got a decent amount I came back up on my knees as I let it sit in my mouth I move it around a bit wondering how I feel about it. Then Chris says “swallow it slowly, but when you do close your eyes” I close my eyes and swallow what’s inside, as I swallow I let out and involuntarily moan, what the fuck!? I really liked it, I mean the taste wasn’t great I think I enjoyed more Chris’s direction than the Actual taste. “Go ahead and lick the rest up I know you liked it” he says softly and I instinctively go back down and start licking it all up, not coming back up until I finish all of it and swallow it all. “Now clean your dildo with your mouth too” my body wasn’t giving my mind time to think I turn around to the dildo as it’s still suction cupped on the coffee table leg I bend down again and quickly wrap my lips around it and start sucking it off. As I did I didn’t realize that I was showing my tight pink hole to Chris as I did this, he quickly snapped some pictures, you could see my exposed little hole, round ass, tight fitted tank top the side of my face and eyes with the Dildo in my mouth as it looked like I was enjoying it. I sucked my dildo off a lot longer than what I needed to and I had gotten hard again but eventually stopped and wiped my lips off. As I came back to my knees facing away from Chris I again come back to my senses as I feel ashamed again by what I did, I didn’t want to look at Chris in the face. Eventually he said “stand up and face me” “Chris I don’t have bottoms on” I say obviously “yeah I know, stand up” Is it that I can’t fight him or am I Choosing not to? Nonetheless my body overwrites my mind and stands up on shaky knees still facing away from him, nothing to cover myself up. I slowly turn towards him and have my hands covering myself up. He moved his finger to call me over towards him. My feet love three steps towards him to be within reach of him. “Move your hands out of the way” he says and although I hesitate I do just that. I move my hands to my side showing him my small cock in close proximity. I wasn’t hard and when I’m like this my cock really looks like an adolescent one, small the balls hand below it and they are small as well. I look away as I can’t meet him in the eye and I feel humiliated. “God it looks so small and sexy” he said, this made me feel even more humiliated wasn’t. Sure if it was supposed to be a compliment or not? I stand still, and finally look down at him as he is inspecting it his face was close to it and he finally grand it lightly with his hand and lifted it to her a better view of my balls “your balls are nice and small too, I can tell because these are so small that you are meant to be on the submissive or bottom side” he says as he really does know. I twitched a bit as he examined it and finally let go “what d-do you mean im meant to be on the submissive side?” I ask curiosity, not even objecting that he just examined without any real consent.

“I mean you’re small, even when you are hard, far too small to be a dominant partner in many situations, so this is why you probably gravitate to being a sub bottom” he says as he sits back down on the couch putting his hands behind his head. “How big would someone have to be to be a Dom?” I ask stupidly “size is definitely important, but a lot of it has to do with your own personality, I mean everything you’ve done here recently has been at my direction and you honestly haven’t fought me on any of it, so you’re naturally submissive, it’s what gives you pleasure and what you enjoy doing” he says as I stand there still completely naked from the waist down taken it all in “well you don’t know that, I could have done it because I felt like it” I say trying to object weakly “really? Do you really think that to be true?” He asks me “Y-yes!” I exclaim unsure about it. “Take off your top so I can get a full picture of what you really look like” he says ever so casually. My arms instinctively reach to take my shirt off, but I stop myself knowing what he’s doing

“No no no, don’t fight it Caly, you know you want to because I want you to. You may feel uncomfortable doing it, but because I want you, you may feel obligated to do it” my face turns red because he’s absolutely right, my subconscious wants to just obey, I want to do it because he wants me to do it. I slowly take my shirt off and toss it off to the side, for the first time ever I was completely naked in front of someone else.

He is still laying back on the couch looking almost smugly at me as I don’t know what to do I just look away from him, my cock is still limp “you see, you’re submissive. I won’t push it too much today, we have the weekend to continue to explore. For now im just going to keep helping you explore this side of you, you may be uncomfortable at first but I think this will be good for you. You will be able to find yourself and truly be yourself. You see im trying to help you, im on your side, you just need a nudge in the right direction” Chris says to me as he continues to check me out completely naked. “I- idk Chris, I - I , idk if this is who I really am”‘I say not knowing what else to say. “Caly it’s ok, im here to guide you” Chris says standing up. “Now you’re free to stay naked if you’d like, but im gonna go change and well we have a free afternoon, what about we go grab dinner later?” He asks as he turns into the hallway looking back to see if im game to go. I couldn’t answer that question because for some reason I felt stuck… he said to stay naked if I wanted, which obviously leaves the choice up to me, but it wasn’t computing in my head. What did he want!? Idk what to do, what does he want me to do, does he want me to stay naked or put clothes on?? Why would I rather just have him tell me? “C-Chris, d-do you want me to put clothes on?” I ask as I take a step forward as I thought he was gonna go to his room before answering me. Chris chuckles “oh yeah, I guess I shouldn’t leave up to you then huh?” He asks “how about go ahead and get dressed, they’ll be plenty of times when you’ll be naked in here anyways “ he says as he retreats to his room.

Wait what the heck does he mean by that? Why would there be a lot of opportunities for me to be naked? I think to myself. Nonetheless I grab my shirt throw it on and go to my room to put on my bottoms as I head to my room I holler out to Chris “dinner tonight sounds great!” I say for some reason pitching my voice up to try and sound like a girl. “Great then let’s call it a date then Caly !” He says as he closed his door to change.

A date!?!? What the heck is going on??? And why the heck did that excite me??