u/reinnah_2354

▲ 137 r/Sissy

Things that made my husband fall deep in sissyhood. We talked about it seriously and we see no way out of the lifestyle for her.

It will be nearly 1 year since my husband started his sissyfication journey and today my sissy partner goes by the name of Tiffany.

Tiffany's adventure started as a harmless experiment of trying codressing and exploring this side of always wanting to try it last June and my husband was hooked. It started gradually, panties, lingerie, makeup, wigs, women clothes to finally sleeping with other men while being in sissy mode.

And now, around 1 year later, we say down and spoke about it and she told me that she doesn't see herself going back and like being her sissy self. The dressing up, feeling cute and sexy and also the various men who visited her, well she's feeling at ease with her current situation and I'm so glad I had this conversation with her and you all don't know how proud I am of her.

So there are 3 things that got my husband hooked and during our conversation we tried to break it down to see what factors really brought us to our current situation.

  1. Women clothing and makeup feel better

She told me that it was probably one of the first things that started and trying my panties for fun really got to her. They werre sexy, comfortable and really made her feel beautiful. Also introducing her to makeup was mesmerizing for her as she couldn't believe how beautiful her face looked all dolled up

  1. Sissygasms

My husband was able to have prostate orgasms well before the sissy journey but there's a thing about getting fucked by man and suddenly started leaking cum that really fucked with her senses and feelings. I gotta agree on this because the first time she has a sissygasm while in sissygear was with my dildo. We were on our bed and she was fucking herself with it and climaxed. I could see the expression on her face and inside me I knew something changed forever inside her. After cumming she stopped and we joked about it but yeah, I remember. And as time went by and having more prostate orgasms along the line, she told me she prefers cumming like this now and sex in her head always ends with her having a sissygasm. Those thing are dangerous lol.

  1. My acceptance of Tiffany

It seriously came up and I was surprised. But she told me that she wouldn't have continued exploring herself if I weren't letting her do so. I mean, I am a partner in this relationship, and I won't lie saying that I didn't love watching Tiffany get born. It was deeply amazing to see her progress.

We also talked about how a certain hypno (I think you know what I am referring to) messed her brains up when she was starting and I kind you not, she must have had gone over that all hypno 5-6 times already. So I think it had something to do.

This was my husband's sissy journey till now. We are definitely not planning on stopping because we were honest to each other about wanting to continue like this. I am not hiding that we had some challenges (mainly socially), but for what it's worth, our 2 close friends (couple we swing a lot before) know about the new dynamics and we're amazed how Tiffany's sissyfication started a while ago and they didn't know anything. They were impressed with the clothes selection and yeah, it's going great for now.

Sissyfication is a wonderful thing to explore. If you want to try it, I highly recommend, Tiffany highly recommends. Start slow and see how you feel about it. It worked for us. What started with a couple of panties tryouts became a full blown sissy adventure for us. Don't be scared to try it as once you cross this line, you'll realize how wonderful it feels for yourself. Also things always remain behind closed doors, so have fun.

reddit.com
u/reinnah_2354 — 12 hours ago
▲ 35 r/Sissy

Could you suggest some things to try for hubby's sissy anniversary?

Hello.

In a couple of days we'll be entering Pride month and on the 12th of June would mark my husband's sissy journey anniversary. It actually started as an innocent joke between us and thing we would like to try during pride month and he ended up trying to sissify himself with my help and yeah, she fell deep in the rabbit hole.

She's now a complete sissy tbh and I'm pretty proud of her. As June will be coming around, we do have some sex stuff planned but wanted some ideas to suggest to her or possibly try with her for her anniversary.

It can be sexual or non sexual, but the idea is to have fun.

I already have her gifts, that is a couple of new panties, lingerie, several makeup items and a flat cage. I was thinking about a new dildo but she already has quite a lot for now.

Could you please suggest anything that comes in mind

Thanks a lot.

reddit.com
u/reinnah_2354 — 4 days ago

TW: How can I pair CNC with cuckolding while keeping everyone safe.

It was a long and through talk with my husband and boyfriend but I wanted to explore force play at it's fullest and thought about my fantasies of being....well forced. It is still in the discussion phases and there's a lot to talk about and unwrap.

Until now, both my men are onboarding with it with my bull being against the use of excessive force (was my idea but I understand him) and my husband is against being fucked by my bull while he's tied up, however agreed for cleanup and oral if applicable. Bondage is a huge go for all of us and we already settled for a common safe word and safe signal(s).

Has anyone ever experimented with going on that route successfully and what are common pitfalls to that.

We also had the idea to record ourselves on video agreeing to that type of play for better assurance and protection for all parties.

reddit.com
u/reinnah_2354 — 15 days ago