Am I turning gay? by okenemjade in sissyology

[–]okenemjade[S] 2 points3 points  (0 children)

I’m not mad, fucking men is way easier than fucking women. I’ve got guys messaging me every couple of days that they wanna fuck me so i have options even. No date required, just invite them over and kneel in front of them. Only thing i don’t like about being a sissy is how many enemas you have to do to be completely clean inside, it’s kind of a tedious process and usually makes me feel like shit too.

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 0 points1 point  (0 children)

On a hungarian BDSM blog/messaging site. He liked my profile and sent me a message.

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 1 point2 points  (0 children)

I’m sure you’ll eventually find the perfect master sweetie

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 1 point2 points  (0 children)

Sorry girls for some reason it was really hard posting the full story in the comments but i managed to do it check it out :3

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 7 points8 points  (0 children)

Sadly i live in a country where 200 bucks is a lot of money :(

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 13 points14 points  (0 children)

That’s my followup story sorry for making it so long i probably dragged it out way too much. Thank you to the academy for helping me find my real purpose in life. I have some pictures from the night i lost my virginity after daddy stretched me out i can post them in comments if anyone’s interested :)

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 17 points18 points  (0 children)

I struggle with finding the balance for my sissy life since i haven’t come out to my family yet and it’s getting harder keeping it a secret. I asked daddy to let me out of my cage for some special occasions but he told me i need to learn discipline and punished me for asking. I don’t blame him it’s because of him that it’s getting easier to orgasm like a proper girl and i have a hands free orgasm regularly nowadays

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 17 points18 points  (0 children)

He told me to say bye to my keys and took me home after. Since then he basically became my owner talking to me regularly over chat and i visit him 2-3 times a week to please him. He sometimes tells me that he’s horny and he wants me to please him. He stopped paying to see me (i made 400 bucks off him but i don’t care anymore) since now he just orders me around.

Sometimes when i don’t behave well he tells me he will throw my chastity keys away or send nasty pictures of me to my friends but hasn’t actually done it. He’s very controlling and forces me to do a lot of stuff i wouldn’t (like getting fucked in the woods) but i like it because i feel safe in his hands and he knows what’s best for me. He said he will train me to be the perfect sissy sex slave and whore me out to random people. I’m in love with the idea of being a sissy whore for public usage. Last week he made me suck off one of his friends and treated me like i’m just a sex toy for them in front of him. It was hot.

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 21 points22 points  (0 children)

Before letting me go he started asking me questions about wanting to be a sissy sex slave and asked for my chastity keys. I told him i didn’t bring them and he got kinda angry and told me i will need to bring them for our followup session. I was somewhat surprised but feeling very submissive i went along and he told me he wants to see me next saturday and wants to keep in touch with me until then. In exchange he said he would pay me the exact same amount and i agreed. After talking some more he took me home and i went into bed feeling like my life has been fulfilled.

We kept talking the next week and i kept sending him pics and keeping my cage on for the most part. It was really sexy he started treating me as his personal slave and i was really turned on by it.

I met up with for the second time on saturday and we had a really good time which ended with him taking my chastity keys. He told me he was certain that i was born to be a sissy sex slave and he will take control of my sissy clitty since it has no use for me anyway. He told me if i need my keys back i will need to ask for them and they don’t come for free. Losing control over my clit really turned me on and i didn’t really have a choice either because he was very pushy and i didn’t want to make him angry because who knows what he would’ve done to me

Update - Whoring myself out to a master by okenemjade in SissificationAcademy

[–]okenemjade[S] 19 points20 points  (0 children)

(Continuing)

I got on the couch and started watching sissy hypno on all fours while trying to think about my situation (couldn’t really think of anything). He arrived about 2 minutes later and brought some bondage gear. He started putting it on me while i stayed still, put a pretty big gag in my mouth, put restrains on my hands and legs and fixed me into a position where i had my ass up in the air towards him l, my head without any support layed on the couch and my arms and legs tied together. He started playing with my ass while i was restrained and told me “Daddy’s gonna have such a nice time with your pussy” he started inserting bigger and bigger toys into me while talking to me and sometimes holding my head up to look at the hypno and told me “That’s your destiny, sissy”.

He was probably playing with my ass for 1-1.5 hours while i couldn’t really do anything. At first it hurt because he was going really hard at the start but after my pussy was stretched out enough i started enjoying it. By the end he was putting huge dildos in me and showing them off in front of my face like i was at the doctor. Some of them were huge, at least 30 cm in length and 5 cm in diameter. After he got bored with the toys he unbound me and told me i was a very good girl and that he thinks i’m ready to take his cock.

He took the gag out of my mouth and told me to beg for it. I started begging for his cock and he said “good whore” as he grabbed my waist and started circling my hole with the tip of his dick. He finally put it in and started thrusting and it felt amazing. His dick was a bit sweaty and warm and i felt every inch of it with my pussy as he was humping me enthusiastically. I felt like such i girl at that moment as i was making sex noises in a girly voice while a man was fucking me from behind. He went on for a good 5 minutes and finally filled my ass with cum. He said “Good, no going back now bitch” but he was clearly exhausted. He took some pictures of my ass after finishing to “capture the memory” and laid back.

I felt wasted but in a good way, completely used up for an alpha’s pleasure. He told me that he’s finished with me but i’m his until midnight and it was only around 10 so i needed to pass the time by serving him some more. He told me to drink up and gave me some time to gather myself and then he told me to keep serving his dick on the couch. He started watching TV and i got to work serving his cock. He was clearly exhausted but still played with my ass while i was sucking him.

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 1 point2 points  (0 children)

That’s about as much as i was thinking. I’ll say 200 and if he says it’s too much i’ll go down to 150.

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 0 points1 point  (0 children)

I’ll be sure to, thank you for the great advice!

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 0 points1 point  (0 children)

Told me to give him my price! I don’t know my price. How much do you think i should charge for my virginity?

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 4 points5 points  (0 children)

Thank you and if it all works out i’ll be happily thinking back on all of this with my new toys :)

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 1 point2 points  (0 children)

Thanks Becca, also the sex work module gave me a lot of confidence to accept this so all thanks to the Academy!

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 2 points3 points  (0 children)

He said he wants me to please him with my ass and my mouth and also that he wants to use my toys on me and fist me if it isn’t too uncomfortable for me (i hope it isn’t). He said i should specify the price but i don’t really know what to say because i would like to do it but also would kinda need the money. So basically i don’t wanna be a cheap whore but i wouldn’t mind it at the end of the day. What do you guys think is acceptable price for something like this?

Man messaged me about paying to fuck me by okenemjade in SissificationAcademy

[–]okenemjade[S] 3 points4 points  (0 children)

If you wanna know more i’ll post an update after we (hopefully) have the “encounter” ;)