sissy cuckold club

[bradisalpha]

I’ve had couple of partners since, but never been after sex with them. I keep having fantasies now about ex partner I was with for over 2 years (only tried sex, unsuccessfully with her once), imagining her agreeing that sex between us should never happen and her dressing me up like my ex wife did, inviting a mutual male friend we had round.

Thought of me opening her front door, wearing a pink long sleeve skirted leotard, hold ups and 6” stilettos, the look of shock and him laughing at me as I let him in. Explaining to him how my GF has always fancied him and that if he felt same, I would support them in having a full sexual relationship and although we would remain a couple, she would exclude me from any sexual contact with her.

My ex wife would always help me dress, if I was getting her ready to be fucked, but she always kept that part away from her BFs. Couple of them would send me pictures of them with her, text me saying what they were planning, what I should get her to wear.

It wasn’t till I said I wanted a divorce that she then said she would find someone I could be involved with as well, be dressed etc, also she said she would help with couple of public humiliation dares I wanted to follow though with, talked about me sucking him whilst they kissed. Still have a lot of ‘what ifs’, divorce was right thing, but she would have done anything to stop it.

catsuit,

You walked away from “who you are” when you divorced your ex wife. Now you realize that you cannot escape those feelings.. and in fact, progress further as a sissy cuckold with a hot wife/girlfriend. This situation is going to be difficult to find again. What are your plans going forward ??

Brad

[bradisalpha]

I’ve had couple of partners since, but never been after sex with them. I keep having fantasies now about ex partner I was with for over 2 years (only tried sex, unsuccessfully with her once), imagining her agreeing that sex between us should never happen and her dressing me up like my ex wife did, inviting a mutual male friend we had round.

Thought of me opening her front door, wearing a pink long sleeve skirted leotard, hold ups and 6” stilettos, the look of shock and him laughing at me as I let him in. Explaining to him how my GF has always fancied him and that if he felt same, I would support them in having a full sexual relationship and although we would remain a couple, she would exclude me from any sexual contact with her.

My ex wife would always help me dress, if I was getting her ready to be fucked, but she always kept that part away from her BFs. Couple of them would send me pictures of them with her, text me saying what they were planning, what I should get her to wear.

It wasn’t till I said I wanted a divorce that she then said she would find someone I could be involved with as well, be dressed etc, also she said she would help with couple of public humiliation dares I wanted to follow though with, talked about me sucking him whilst they kissed. Still have a lot of ‘what ifs’, divorce was right thing, but she would have done anything to stop it.

catsuit,

Your past experiences have brought you to “who you are” now. I am sure you have second guessed your divorce many times now, but you cannot go back. You must go forward now. Finding what you lost is going to be difficult and, as you know, settling for less is not easy. What are your plans ???

Brad

[wannabecuck69]

Advice please. My wife is 54, I’m early 60’s and our sex life is non existent due to marriage issues (seeing a therapist). I’ve always fantasized about being a sissy cuckold which she hates but now she is working out and playing pickleball with these younger men her age and has kinda of abandoned me. She might eventually cuckold me, perhaps she already has? In any event if we end up divorced, my options are to find a more loving women for me, try and find a dominant woman to cuckold me or maybe become a sissy slut for a dominant daddy.
I’m 6’1, 190, 7” clit and live to dress up and feel feminine.

[uk cuck wannabe]

I wrote earlier in the thread about my dressing and love of feeling femme. My wife more than suspects I dress at this stage and has dropped some big hints about her shoes, tights and panties. She’s even said something about big puffy dresses being pretty, as she gave me a knowing smirk.
As time passes, I have become more and more addicted to Tumblr memes and my Tumblr feed is wall to wall sissy, cuck and bi sex, and I have found myself being very turned on by hard cocks.
It’s a rabbit hole I can’t and don’t want to get out of now.

I’m only 5-6 and have small size 6 feet, so can fit into most of her clothes.

[bradisalpha]

I wrote earlier in the thread about my dressing and love of feeling femme. My wife more than suspects I dress at this stage and has dropped some big hints about her shoes, tights and panties. She’s even said something about big puffy dresses being pretty, as she gave me a knowing smirk.
As time passes, I have become more and more addicted to Tumblr memes and my Tumblr feed is wall to wall sissy, cuck and bi sex, and I have found myself being very turned on by hard cocks.
It’s a rabbit hole I can’t and don’t want to get out of now.

I’m only 5-6 and have small size 6 feet, so can fit into most of her clothes.

wannabe,

It sounds like you have given hints or are obviously submissive for your wife to give you suggestions and a knowing smirk. At 5’ 6” I am sure you will make a cute sissy dressed in her clothes !!

I think we have not heard the whole story here. I will expect a more detailed update.

Brad

[Mysecret]

As a cuck who also has a bull side he's exploring...I am finding all of this to be really hot.
Would love to hear more sissy stories!

[Mysecret]

I wrote earlier in the thread about my dressing and love of feeling femme. My wife more than suspects I dress at this stage and has dropped some big hints about her shoes, tights and panties. She’s even said something about big puffy dresses being pretty, as she gave me a knowing smirk.
As time passes, I have become more and more addicted to Tumblr memes and my Tumblr feed is wall to wall sissy, cuck and bi sex, and I have found myself being very turned on by hard cocks.
It’s a rabbit hole I can’t and don’t want to get out of now.

I’m only 5-6 and have small size 6 feet, so can fit into most of her clothes.

Why bot start chatting with a Daddy?

[uk cuck wannabe]

I wrote earlier in the thread about my dressing and love of feeling femme. My wife more than suspects I dress at this stage and has dropped some big hints about her shoes, tights and panties. She’s even said something about big puffy dresses being pretty, as she gave me a knowing smirk.
As time passes, I have become more and more addicted to Tumblr memes and my Tumblr feed is wall to wall sissy, cuck and bi sex, and I have found myself being very turned on by hard cocks.
It’s a rabbit hole I can’t and don’t want to get out of now.

I’m only 5-6 and have small size 6 feet, so can fit into most of her clothes.

Why bot start chatting with a Daddy?

I have become more intrigued and aroused by that thought. I often now find myself fantasising about being guided by an assertive bull or daddy. From becoming less of a man and assuming a more natural femme role with him.

[Mysecret]

I wrote earlier in the thread about my dressing and love of feeling femme. My wife more than suspects I dress at this stage and has dropped some big hints about her shoes, tights and panties. She’s even said something about big puffy dresses being pretty, as she gave me a knowing smirk.
As time passes, I have become more and more addicted to Tumblr memes and my Tumblr feed is wall to wall sissy, cuck and bi sex, and I have found myself being very turned on by hard cocks.
It’s a rabbit hole I can’t and don’t want to get out of now.

I’m only 5-6 and have small size 6 feet, so can fit into most of her clothes.

Why bot start chatting with a Daddy?

I have become more intrigued and aroused by that thought. I often now find myself fantasising about being guided by an assertive bull or daddy. From becoming less of a man and assuming a more natural femme role with him.

I'm experimenting with being a virtual Daddy for a wonder trans women and it's been fun so far

[Catsuit123]

I’ve had couple of partners since, but never been after sex with them. I keep having fantasies now about ex partner I was with for over 2 years (only tried sex, unsuccessfully with her once), imagining her agreeing that sex between us should never happen and her dressing me up like my ex wife did, inviting a mutual male friend we had round.

Thought of me opening her front door, wearing a pink long sleeve skirted leotard, hold ups and 6” stilettos, the look of shock and him laughing at me as I let him in. Explaining to him how my GF has always fancied him and that if he felt same, I would support them in having a full sexual relationship and although we would remain a couple, she would exclude me from any sexual contact with her.

My ex wife would always help me dress, if I was getting her ready to be fucked, but she always kept that part away from her BFs. Couple of them would send me pictures of them with her, text me saying what they were planning, what I should get her to wear.

It wasn’t till I said I wanted a divorce that she then said she would find someone I could be involved with as well, be dressed etc, also she said she would help with couple of public humiliation dares I wanted to follow though with, talked about me sucking him whilst they kissed. Still have a lot of ‘what ifs’, divorce was right thing, but she would have done anything to stop it.

catsuit,

You walked away from “who you are” when you divorced your ex wife. Now you realize that you cannot escape those feelings.. and in fact, progress further as a sissy cuckold with a hot wife/girlfriend. This situation is going to be difficult to find again. What are your plans going forward ??

Brad

I don’t have any plans for future, I have lots of fantasies. Over years with ex wife, we did a lot of fairly extreme things. There were also fantasies I’d have loved to have carried out that she would wank me and talk about, but made clear were strictly fantasies. When I said I was filing for divorce (was 100% right thing to do, but still have lots of what if’s that go though my head) she begged me not to and tried to promise that she would help me act out any fantasy, started saying how we could do them.

There is also part of me that worried that could push things to far as the rush from the risk became addictive and that fear that I’d take too greater risk as that desire to push my personal boundaries and lose everything.

[MallardStreet-3]

I’m on this site because I’m a trans woman and I fantasize about being with a strong man who will share me with others, help me find men and encourage me to serve men. I’ve connected with one man who has been wonderful in this regard, though completely an online relationship whereas in time I woul like to meet a man in person soon.

[Catsuit123]

Unsure how much people want to hear my story, I did outline it previously, but the became sissy fairly early on after putting myself up for a humiliation dare as my entry into becoming a cuckold.

Brief synopsis, if people want I can post more details;
2011, I found out wife was having an affair, when confronted with evidence she confessed to having multiple men she was sleeping with as well as affair. I didn’t want to have sex with her anymore mainly at that point because of thought that she could have contracted any number of STDs, passed them on to me, then try and accuse me of being one who gave to her.

She saw I was getting aroused through the tears, when she was telling me details and answering in quite graphic detail of some of her exploits.

Following day I said I would stay with her, mainly through fear of losing kids etc, but she had to choose to either; promise to say faithful to me or, no intimacy with me and I would support her doing whatever she wanted, with whoever, wherever she wanted, as long as not illegal, nothing off limits.

She chose the latter, we arranged for about a week later for us to be home alone, arranged male escort, I put my cock in her mouth for last time ever, but for him to watch her bite it (had agreed, no attempt to pleasure me and when biting not hard enough to draw blood, but that was only limits) and I handed her over, watched them passionately kiss, her suck him and them have sex both holes.

She asked what I wanted, I said because I’d got so aroused from the humiliation I’d love to take that further. I put myself up on Truth or Dare forum, explained situation, always been into Lycra, watching Magicians assistants, female escapologists, trapeze artists etc (I used to play on trapeze in my earlier years). Along with various daft suggestions, had one person who came up with dare, I agreed, followed through and rest is history…


I do have some surviving photos and also some videos on Flickr of first and some of subsequent dares. Most public/humiliating was probably having to stand as part of shop window display in sexy dance costume, whilst wife was at home fucking. I got text to say they were heading upstairs, which was my cue to get into window display. Then Sue the shop owner had my phone, took pictures, had a good laugh, with people walking past and trying not to look and talking about me to customers, till she told me I had text saying he had left. The whole thing, from wife helping me put on costume, sewing collar so I couldn’t remove, driving to shop, being on display, driving home, waking her to get her to release me, then lying on the bed, her teasing my cock with her fingers, telling me the details of her afternoon was more arousing and more intense an orgasm than I’d ever had from sex.

[elina]

Dear Catsuit,

I think you should start your own thread and go into details on this relationship.
I am sure many readers will be interested.

If you want to share photos, I would suggest using the BDSM forum also because the people reading that forum tend to be more liberal than what you may find if you post your stories in the Hotties forum (which is where most pictures are posted).

Sincerely
elina

[bradisalpha]

As you are aware, I enjoy my cuckolds in chastity.. some for extended times and some when they are in my presence.. depending on the relationship of he and his wife.

I am also a big fan of a cuckold in very small cages and flat cages.. mostly the inverted flat type.

I recently have had two cuckolds use FuFu Chastity Clips and these are fast becoming my favorites !! They press his dickey inside him the same as the inverted flat type do.. but it also pulls his balls up and in using the flap of skin from the scrotum to feed through the Clip and give the appearance of a pussy in place of his dickie and balls. It shows smooth against his body and with panties on it protrudes the same as a pussy would. It really drives home being a sissy. Both wives love it the appearance and think it looks “cute” .. as I do also !!

They’ve gotten popular quickly and only cost about $16.00 or $18,00 so well worth the investment. You can Google “FuFu Chasity Clip” for information.

I have a link showing how to use it but I do not believe we are allowed to put the link here. You may PM me for the link if you like.

Brad

[wannabecuck69]

Sir Brad,

Just wow! Googled images of fufu Chasity clip and really makes a sissy's clit look like a real pussy. Us sissy and wannabe's need this. Once your wife, gf, Mistress or Bull sees this, your days of a man or over:)

Thanks for sharing!