Showing posts with label pov cum eating. Show all posts
Showing posts with label pov cum eating. Show all posts

Monday, August 13, 2018

My Sissy Boy



This was a custom fantasy fulfillment. To be considered, email me at diane (at) insatiablemilf (dot) com 


"What I'm thinking is it'd start out with you peeking through a
crack in the door and then you open it and say son what is going on here?
You will have caught me on your bed looking at dirty pictures of
you while I'm jacking off with your worn panties and maybe sniffing or
tasting the toy you left laying around.

You're upset with me, but you also understand boys have needs and
desires. You tell me it's ok to masturbate but not to steal your
stuff to do it. You're going to let me finish what I started, but you are
going to watch and when I finish I'm going to have to do it into my
(or your) hand eat all of my dirty hot sticky cum.

You tell me to go ahead and start masturbating my penis and as I do
so you're surprised to see it's very tiny. Daddy's is very big so you
can't believe how small mine is. You tell me to rub it harder so it
grows. I try, but it just won't get hard for me and it's still so
tiny I'm about to cry. You think I may just need something to look at so
you take your shirt off and let me see your breasts in person. That
helps me a little and I rub faster but it's still not enough. You
go ahead and take your bottoms off and let me see and sniff your pussy
as you spread it, then turn around and do the same with your butthole.
I like it a lot and tell you it's pretty, but I'm still not fully
hard.

You sit down next to me and tell me it's ok but you need to ask me
a few more questions. You know that I must like girls because I was
sniffing your panties and looking at the nude pics daddy took of
you. You have a sneaking suspicion though that I might be at least
partly a sissy boy. Did I try wearing your panties? After all my penis is
very small, and would look cute in them. And you did catch me tasting
your dildo. You ask if I just wanted to see what you taste like, or if
secretly I wanted to see what it was like to have a penis in my
mouth.

All of that talk has an effect on me. My little dick starts to get
harder, by no means hard yet, but it twitches a bit. You think
maybe I like that talk about being a sissy boy and you have an idea. You
lube the toy up and slide it into my butthole

You gently use the toy on me and immediately you can tell I like
it. My penis is finally getting hard. Still tiny, but hard. You remind
me that I have to masturbate for you and when the hot sticky cum
shoots out of my small penis I have to catch it in my hand so I can eat
and savor my puddle of shame."



Tuesday, May 2, 2017

Cuckold Training



This was a custom order - no name used. To submit a request, email me at diane (at) insatiablemilf (dot) com. Please submit a full and detailed request for my review.


"My other idea would be a followup.  The sex ed teacher calls you again the following night and tells you I was a good boy today. She worked with me personally in front of the class and I did a good job licking her pussy and stuck my tongue as far as I could in her anus and was eager to suck on it and that I didn't miss a drop when I ate my semen out of my hand. 

She goes on to tell you that tomorrow we start our unit on bisexuality, but before we start that because of my size issue she'd like to use my as an example and explain the concept of cuckolds. She'll tell the class some men have little penises and can't get a woman off in the normal way and they have to lick the woman while men with big dicks fuck them, then be sissy cuckolds and eat not just the woman's juices but the man's cum also. She also tells you she'd like to use me for the intro to bisexuality. You agree to everything she says and hang up.

You tell me what a good little boy I am and explain to me what's going to happen at school tomorrow. 

Tomorrow to start out one of the other boys with a big penis will put it in the teacher's vagina. While he's doing that I will have to tongue her anus like I did so well today. Any juices that come from her vagina I will have to lick up, and I will occasionally have to lick the other boy too. When he shoots his semen into the teacher it will be my job to eat it all out of her and make sure she's cleaned up. Also clean his penis with my mouth.

You go on to explain to me that the teacher wants to use me as the "bottom" in the lesson on gay/bi sex. I ask what that means and you explain I'm going to have to suck on the male teacher's penis until he ejaculates in my mouth (maybe some of the other boys too!) He's then going to some things with/to my butt. You explain that he'll have me spread it open and put some oil in the hole before he sticks his fingers and a penis shaped rubber toy in it. When it gets hard again he'll have me spread my cheeks open wide while he slides his penis into me and pushes it in and out until he ejaculates again.

You can tell I'm scared about this and you tell me not to cry it will all be ok and won't hurt me too bad, but you can tell I'm also getting a little erection hearing about it. Maybe I'm naturally a little dicked sissy. You tell me to take my pants off and we'll do a little homework to get me ready.

You get out a dildo, making it a point to say it's the size of most men's dicks. Much much bigger than what I have. Have me stroke my little thing for you you lube up my hole and start showing me what will happen tomorrow first with your finger then the toy. You can tell I really enjoy having things in my butt because my penis is much harder than normal. You tell me how when I cum I'm going to eat it again, but there's some extra involved this time. Go on like before with the small penis and cum eating talk, maybe also call me a sissy who just might like boys. After a couple minutes of that when I'm about to you'll pull the dildo out of me and have me shoot my load on it. It'll be dirty from having been inside me and also covered with my cum but sissies don't mind that you tell me as you put it in my mouth and tell me to clean it all up. When it's all cleaned up you tell me I'm a good boy and I'll do fine in school tomorrow."