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Messages - SissyDreaming

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1
Links to Sites of Interest / Re: Ultra-secure feminization forum
« on: August 06, 2025, 09:39:45 pm »
I am interested, please send me details

2
Male Feminization Discussions / Re: Piercings for Feminization
« on: May 14, 2024, 10:18:13 pm »
My Miss said it will be a silver small chain with a small pink heart and to tease me more will lock my chastity key onto the end of it

3
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 09, 2024, 02:32:49 pm »
Agreed Marcy and all sissies should know or will find out quickly that it is not easy but must preserve to ensure their Dominants are pleased even if that is at the sissy’s humiliation, or pain through corporal

4
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 07, 2024, 12:36:40 pm »
Sure She is always right Jan, as New Age Women always are.

As for me, know i have not fully accepted it yet as this was the first time and did feel pangs of jealousy as i was on my knees getting Him ready for Her and then being made to watch them have sex but sure it will eventually be there. Just have to keep in mind it is for Her pleasure.

5
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 06, 2024, 05:42:28 pm »
Hello Marcy,

Thank you for relaying your experience and that it does get easier. It was just so embarrassing because He is a friend also so to submit in that way really cemented my status in my mind to be able to please my Miss.

6
Male Feminization Discussions / Re: Piercings for Feminization
« on: May 05, 2024, 03:40:12 pm »
thank You for the words of encouragement and will definitely show it once my Miss takes me. God face is so red imagining going into the parlor.

7
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 05, 2024, 03:38:42 pm »
Oh yes your boi **** must be available and ready to please anytime anyplace.   There will be times when your wife is not available or willing and you will service his needs to assist her.   Not because you like it or anything like that… wink wink!

YEs know this is my role and will be expected of me as my Miss trains me up more to take Her Bull when She is not available or willing.

8
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 05, 2024, 03:37:30 pm »
You have not just become a cuckold you are a fluffer too. The next logical step to take is to offer him your backside for penetration.

EEEEEKKK and even though the biggest sissy humiliation to me, would do so. My Miss has said it will eventually happen so She is training me to take things easier in that area. And yes, definitely a fluffer from now on as my Miss has informed me i will be doing so very often and on a regular basis in the future.

9
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 05, 2024, 03:35:52 pm »
I am sure it helps you realize your proper place as you clean his long thick manly **** after he has finished breeding your wife….    Rather surprised you were not required to fluff him to hardness again so that he could mount and pleasure her even more…

Well all of us had an early day the following morning so my Miss decided to end the experience after She was satisfied but imagine if we did not have the early morning She would have required me to get Him hard again

10
Male Feminization Discussions / Re: Offically a Cuckolded Sissy
« on: May 04, 2024, 10:48:00 pm »
Hello sissyWife,

I was delegated to cleaning both of them after Her bull had pleasured Her and was in a very happy place seeing my Miss get pleasure i cannot give as She stated even before locking me up for the event. Was nervous and still embarrassed but my Miss said i will get used to my role more as She expects there to be many more times She will be with Her Bull

11
Male Feminization Discussions / Re: Piercings for Feminization
« on: May 01, 2024, 04:57:35 pm »
Further update, my Miss has decided i shall get my belly button pierced within the next two weeks. i did not think i could be any more humiliated but this will definitely cement my sissy status even more and want to please Her

12
Male Feminization Discussions / Offically a Cuckolded Sissy
« on: May 01, 2024, 04:55:36 pm »
Hello to all Female Dommes and my sissy sisters,

i am here to announce that as of last weekend i have now officially stepped into my role as my Miss's sissy cuckold. On Saturday my Miss announced we would be going to dinner with her new prospective bull, who She has known for a while. She ordered the night before to send messages to Her prospect of lingerie options for Her to wear the following night and also for me to be wearing already under male clothes when we go out to dinner. It was humiliating asking Him what He would like to see us both in but also exciting. He chose a aqua blue thong, stockings, and black bralette for me and a red thong and bra for my Miss. We went to dinner and i was very nervous but He was very nice or cordial even though at times i felt ignored as They flirted more and more. My Miss then said He should come over to my place and we arrived and chatted some more. Eventually my Miss ordered me down to my lingerie in front of Him. My face was burning but undressed. He said oh isnt she cute and then my Miss and Her bull started making out and She ordered me to get on my knees and make him hard (i of course was in chastity). i hesitated and moved slowly which my Miss did not like so She took me over Her lap and spanked me, then ordered me to get to work. It was so humiliating unbouttoning His shorts and pulling his member out and then He eventually got tired of waiting and shoved my mount down to pleasure Him. i proceeded to get him ready to please my Miss and They had fantastic sex right in front of me while i was ignored. The whole experience was embarrassing, humiliating but also exciting to know i pleased my Miss.

13
Male Feminization Discussions / Re: Piercings for Feminization
« on: February 21, 2024, 09:26:29 pm »
Not yet, not sure if my Mistress was only joking or if this is something She truly wants

14
Male Feminization Discussions / Re: Piercings for Feminization
« on: January 23, 2024, 09:26:37 pm »
My Miss is now also hinting at that as a possibility…oh going to feel so girly and one step closer to that sissy transformation

15
Male Feminization Discussions / Re: Piercings for Feminization
« on: January 18, 2024, 11:20:15 pm »
Very true and that was my thought also. Thank You, just nervous as i have never been pierced

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