First Time Sissy Creampie (What It Felt Like)

taking off pink panties

My hubby is a sissy, it has taken us a while to get to this point but we are finally here and although the ride was bumpy at times, it has been a wonderful discovery and now as soon as my husband is home from work and through the doors, he is my slutpuppy to be taken advantage of.

We found out my husband had a kink for sissy play early on in our marriage and although I was hesitant about it at first, I heard him out and we tried to incorporate things into our relationship that would sexually satisfy him. It started slow, things like him wearing my underwear, playing with his ass, dressing him up like a woman, etc, and it soon flourished into something beautiful.

I like to call my husband, Stacey when he is at home. I chose it, he didn’t, it was either that or cumbucket and I figured Stacey was generally easier to use on a day to day basis.

Stacey, my husband, has been in training for the last few years and she’s become a beautiful cum dump. It wasn’t a quick or an easy process but it was achievable and with lots of respect and time, my whore is now a lover of creampie and loves having her pussy filled with cum whenever she gets the chance. Having a sissy husband can be a hard task but with the right advice and understanding, it is an achievable goal for both of you and although I was unsure at first, now, I wouldn’t change a thing.

Below I am going to go into detail about how we got my husband to this point and I’ll let you know what it feels like, how to make the most of it, and how Stacey handled her first ever anal creampie.

Stacey Was Always Used To My Sloppy Seconds

sissy in lingerie on couch

At first, she just wanted her sissy nature to be between us but we soon realized that introducing a bull into the mix would be just what she needed. It all started just with a cuckold blowjob, just as it did for our online sissy friend Cindy and then things progressed, although slowly, they did begin to unravel and we learned that Stacey’s pussy wanted in on the action too.

Over the years Stacey and I had gone through a lot of sissy and slut training to get to this point. She was used to cleaning up after my bull, using her tongue like a mop, and licking up every last bit of cum that he left her. She loved being my sissy maid and she was also used as a cumdump, my bull would just coat her with his cum and treat her like a worthless rag, we even tried cum kisses/swapping, it was a lot so fun.

As time went on and Stacey got more and more involved with my bull and she began to want more and more from him. After she gave him a blowjob, it unlocked something for her, and I could see in her eyes that she wanted to be treated even more like a worthless whore.

I Could Tell My Sissy Wanted To Be Creampied

cum dripping down a sissies mouth

Up until this point I had seen Stacey had been a bad girl for my bull, making herself into a cum dump. She had learned to be a submissive bottom and he really started to feel out what she liked. She had been stretched out, she had learned how to deep throat like a hooker and it was like we were two slutty friends with a hot guy we both fancied and were trying to impress in the bedroom. Stacey would do anything for my bull and loved to feel like a desperate slut.

She was doing great in her journey but I could tell that she wanted more, she wanted to feel my bulls cum inside of her not just on her or in her mouth. She wanted him to fill her up with his seed and I was going to make it happen for my little sissy slut.

Her First Time Without A Condom

sissy having sex in doggy style

My gorgeous, cute cumslut hubby was about to get his taste of what a nice big cock without a condom feels like. She had felt his raw cock in her mouth and he had fucked her wearing his condom but seeing how much my hubby loved my sloppy seconds after my bull had come, I could tell she would love the feeling of a thick, raw dick sliding in and out of her man pussy.

We had arranged this meeting for weeks with my bull, he understands all things sissy and he had seen Stacey come on leaps and bounds since we had first met. He was excited too and he told me he was going to treat her just how all sluts deserved to be treated.

I got her all waxed, used her favorite floral perfume (something she was wearing to work now), we picked out some cute, but slutty lacey crotchless panties and I made her make up pop, lining her eyes with black liner, covering her lips in elegant red lipstick and securing her platinum blonde wig in place. She looked just like a sissy whore and it was perfect.

It Was The BIG Moment

sissy in doggy style

My bull was there waiting, I gave him a kiss, I was so horny we had a quickie whilst my sissy whore watched. I could see her clit dick hard inside of her tiny lacey panties, she was getting off watching my bull fuck me and she wanted it to be her. I had a great orgasm right in front of her and my bull made sure that he didn’t cum, he wanted his load to be nice and plentiful for my cum dumpster. I was so wet and ready for this, I lubed up his cock ready for my sissy to enjoy.

My sissies clit cock was straining at her lace crotchless panties, she was visibly nervous but excited to be fucked like the slut that she is.

It was time for me to enjoy what I had created. My husband the straight man that I married, the man who leaves for work every morning wearing panties yet nobody would ever know to now, being a whore that loves cock as much as I do standing in his cute little lingerie set, waiting to be filled up with another man’s cum. It was magic.

The Moment He Came Inside My Hubby’s Pussy

sissy that has just been creampied

My bull had Stacey on all fours, her waxed ass in the air, her legs spread, her made-up face pushed into the covers, her blonde wig slightly askew. He stretched her open with his cock, no condom in sight, he pumped into Stacey breathlessly, clearly enjoying how tight her slut ass was. Stacey groaned with a high-pitched squeal, her face buried now deep into the bed. Watching my bull mercilessly fucking her like a slut was incredible and everything this naughty little slut deserved.

Both my bull and my sissy husband were enjoying their time together, I felt a little left out but I knew that touching myself would get rid of those feelings. My bull smiled at me as he pumped away inside of Stacey, her heels clacking against the end of the bed with each thrust. My bull kept ahold of her straight hips, using them to force himself in and out of her. I could just about make out the pre-cum oozing from my dumb cum guzzling sissies clit inside of her lacey panties, she had never enjoyed something so much, that much was clear.

Before I knew it, my bull was beginning to cum inside of her, he began shooting his load deep inside of Stacey, filling her up with his cum, he kept on thrusting into her hard as he loaded her up and treated her like nothing. Stacey squealed with girlish delight as she felt my bull depositing his load inside of her, she moaned into the bedsheets, urging him to carry on but everyone knows that sissies don’t make requests like that or they must face punishments, I would deal with that later.

He pulled out of my sissy slut when he was done, his cock almost clean after leaving everything inside of her and wiping the remains on her smooth hairless ass. Both my bull and my sissy stayed still, breathless and in awe of what had just happened. I now had a complete sissy husband, he had enjoyed being an internal cum dump, being filled up and fucked like that had converted him even more so into an ass slut fuck bunny.

What Will Your First Sissy Creampie Feel Like?

caption of sissy having sex

After it was done we sat down like two slutty friends and she told me all about what it felt like, I asked her if not wearing a condom had a mad a difference and Stacey told me that it was so much better, she said that she could feel every inch of his thick cock inside of her and plus it felt extremely naughty for her to be doing.

She also mentioned how when he came he kept on fucking her and she felt his warm load fill up her man pussy and pulsate and throb inside of her and then she said she felt it dripping out of her man pussy and down her thighs which she said was just breathtaking. She told me how complete she felt too and what a whore it made her feel, especially as he wiped his dick on her.

I asked her if she knew she was being punished now after she ordered him to keep on fucking her and she nodded, she knew what she had done was wrong and I was cooking up something very exciting for her in my mind. I wasn’t sure if I was going to put her clit in a cock cage and make her beg to be let out or if she would be back on clean-up duty only for the foreseeable future, what do you think?

Getting to this point was all part of Stacey’s sissy training, she was working her way up to being this woman, and taking things step by step allowed her to really get the best experience. Going slowly and learning at every stage is what I advise every new sissy to do, it will make the world of difference.

We Are Thinking About Making A Video

We have been thinking long and hard about it but making a video with my cum slut sissy being the center of attention and having my bull fuck her seems like something we really want to capture on film. We want to remember these moments and look back on them.

Have you got any ideas that you want us to try or any ideas on how we can make our video better? We should have filmed her first creampie, that was a mistake so we will definitely have to film something as exciting as that. When and if we do it we will upload it to the membership for our discretion and privacy so let us know if you have anything you want us to add to our video or anything we can do to make it better. I want to show you, my hubby, in all her glory and I think it would be a phenomenal next step for us.

We’re Still Looking For Another Sissy To Join Us

Something else we want to try is having my hubby play with another sissy whilst my bull is there. We have yet to find anyone in our area, only online sissies to play with so if you are in Ohio and you are a sissy too, get in touch and we will get back to you.

Our only request is that you understand our relationship and you are solidified in your sissy fetish.

Cuckin is a place for people to share their cuckold experiences and stories to help others out in this beautiful lifestyle.

Comments:

  1. Yes, please make a video!! I am a cuck who is very turned on by the idea of being a sissy and have loved reading your journey.

  2. Ohio? Which part? Im in NKY region

    • Cincy OH here. BBC bull looking to fulfill some dark desires for dark meat …

      Holla back!

    • Stacey looks so feminine, is she taking any hormones? I’m interested in doing anything that can help me look like her.

  3. Hi

    I want to be a sissy
    I’ve read through your stories and want to be a sissy whore

    Can you let me know if you’re still looking for another sissy?

  4. Oh, to be a Sissy! I would adore to be sweet, feminine, subservient, to a nice, gentle male! Oh, to be in his arms, feeling his love, his lips on me, calling me sweet girly things, and being in his arms! OH! I simmply LOVE it!
    Roxanne,
    May I belong to you, Sir?
    PLEASE?

  5. Hi I’m in Ohio and would love to join as your sissy in your video ventures 🙂

  6. So glad to read that the bull gave Stacey a real good pounding for her first time. The first time for a sissy should be very memorable, & not gentle. I only regret that I wasn’t there to lick up the leakage, as it ran out of Stacey.

  7. I’m a bi male bottom slut that serves a Mistress. She loves calling me her sissy slut bitch and fucking me with her strap on dildo. She also wants to do a dual session with one of her other subs with me. I’m not sure what she’s planning but, I know I’d love it. Our big problem is timing and distance. To try and get three people together at the same time is difficult. I hope Mistress can make it happen soon. I’m a senior sub male and I know health wise, time is not on my side.

  8. I am Roxanne and I dream of having a sweet man to tell me what to doa nd to satisfy! I would love him forever, and be ever so pretty and feminine for him! Oh, where are the daddies out there who want to make this Sissy Gitrl feel so useful and loved? Oh, Please come and get me!
    Roxanne Lanyon

  9. I love dressing up in nylons and being a cum slut sissy. I like getting bred while laying on my back with my nylon clag legs over my bull’s shoulders; that way I can watch his face when he starts to cum in my man pussy.

  10. You have the most amazing relationship. I love to clean up my wife and her lover and prefer it when I’m dressed up (I’m bi cd sissy). His warm cum in her pussy is amazing. I even eat my own cum from her when it’s just the two of us. It’s just the best!

  11. Such a wonderful, beautiful story, I love every word of your stories, so lucky to have areal trainer and bull, thanks so much for sharing and caring, love tsdanae

  12. Such a hot story. Sorry I’m reading it now. A good punishment for filming would be to get another Bull and Spit-roast Stacey. That would be hot

  13. Sissy here in South Dakota!!
    Hi anyone in my area needing a sissy to serve you!?

  14. Hi I’m a sissy who would love to service your bull with your sissy husband

  15. Sissy maid Katie love to dress up to service your bull

  16. I’m in the toledo area and would love to be your sissy and be used like this. Let me know if you’re still looking and interested

  17. Ha sissy i would love to here how you would get DP in you asshole til creampied in you

  18. would love to here about double penatration with sissy

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