Cross Dressing for wife’s bull(s)

[Allankluge]

Hello,

I’ve been a longtime lurker, and TBH my journey to being a cuckold was shorter than I expected. I will try to share the details down the road. In the meantime…

My wife probably doesn’t fit the mold on this site. She is 50, and she’s not small. She wears sizes 16-18, and she is embarrassed at her belly as the result of 5 c-sections and a hysterectomy. Thankfully, different people have different preferences, so she has little problem finding would-be suitors. She’s “been with” 7 so far; some have lasted, others not so much. She has 2-4 in her stable, and at least one of them wants to take me in the rear. It might be as many as 2-4 since another is very interested.

Our desires/kinks have led me to being a lingerie crossdresser. I never wear clothes for the outside, because this is private. In fact people would be shocked if they knew. I love frilly stuff like sheer mesh, nylon, and lace. I can’t get enough ruffles, bows, and strangely enough, cotton. I tend to choose stuff with a lot of coverage, my favorite being high-waisted briefs, AKA “granny panties.”

She and her bull are planning a night for me to feel a cock in my ass, and it looks like this is happening in the next 3-5 weeks. Being the fashion-conscious sissy, I’m wondering what to wear. Should I just stay with lingerie? Should I by a frilly sissy dress to wear over it? Maybe I can borrow one from my wife. (Being a bigger girl, we can wear each other’s clothes.). Should I wear her heels? Any feedback would be appreciated.

[submissivedanny]

The first time one of my wife's lovers fucked me I was wearing lingerie with garters and stockings. I think that turned him on more.

[Allankluge]

Subdanny,

Thanks much! How did that meeting/date transpire? Were you home, did you meet somewhere? Were you present as he entered, or did your HW bring you out? Was there any conversation? Was there a little foreplay? I’m nervous and hearing other’s experiences would be helpful.

[Allankluge]

Is there anyone else who can tell me what their experience is like?

[submissivedanny]

Subdanny,

Thanks much! How did that meeting/date transpire? Were you home, did you meet somewhere? Were you present as he entered, or did your HW bring you out? Was there any conversation? Was there a little foreplay? I’m nervous and hearing other’s experiences would be helpful.

The way it happened was my wife's BF came over to fuck her but she wasn't feeling good so she suggested he fuck me. He said no way because he wasn't gay. My wife told him that he he was blind folded he wouldn't be able to tell the difference. He first agreed to let me suck his dick so my wife called me into the bedroom and told me to suck his dick. I got on my knees and took his cock out of his pants and began sucking it. He shot his load in my mouth and I left the bedroom. About a half hour later my wife called me into the bedroom again and told me I was going to get fucked. He had me bend over the bed and then he took my panties off and put a little lube on his dick and began to fuck me and shot his load in my ass. He was satisfied and so was I. He did fuck me again before my wife and him broke up.

[Allankluge]

Subdanny,

For some reason I expected this build-up to the moment when one of her boyfriends fucked you. Your account is exactly the opposite. (Forgive me if I get physical/emotional details wrong, and please correct any errors.)

You’re at home with your wife, and the boyfriend is coming over to fuck her. The best I can tell, you are already wearing the lingerie you described before. If not that, you heard/sensed there might be a change in plans of which you were a part, and you dressed yourself accordingly. She’s under the weather, makes a suggestion, and suddenly you are summoned to the bedroom where you are asked to suck his cock. You do it well enough that you’re asked back into the bedroom again and told you’re going to get fucked. You already are dressed in a garter belt stockings, and panties which are removed by him to enjoy the pleasure of you.

That’s hot! My wife and I have not evolved into the dom-sub roles that are part of being a cuckold/hotwife quite yet. Looking forward to getting there. For now, I think she’s going to build it up into an event for us all. I am turned onto coming out dolled up and letting her bull and I take it from there. I’ll let you know how it goes.

[canadianwittol]

Thankfully for me, I can't share any experience of being fucked by one of my wife's bulls, although we did have one who asked. Fortunately my wife has spared me that.

I have however been extensively crossdressed, including in public at the request of a bull purely to humiliate me. If humiliation is the goal, it certainly works.

[MartasBoy]

Occasionally my wife has brought a guy home who was initially uncomfortable, sleeping with a married woman, with me in the house.
My wife will tell them that I am nothing to worry about, because I am a bra and panty boy. She will have me show them, and suddenly any discomfort they have melts away.

At that point, they understand that they are pretty much the man of the house for the evening, or weekend.

[Allankluge]

I’m looking forward to having one of her lovers take me. She’s been pegging me in my sissy wear for quite a while, and she’s not one to skimp on the size she uses. This will be warm flesh and it will unload into me. The other benefit is to feel more submissive. All considered, I’m still nervous.

[emca753]

My wife's loved her manly boytoy and he wanted to subtly differentiate us by making me wear female jeans and female t shirts as we went out in public, as well as tweezing my eyebrows

[Celesissy]

I would be inclined to get a sissy maid dress suspenders stockings and heels, as it will show you have put some effort into the encounter. But ultimately unless you get told by your wife or bull what they would like you to wear it’s your choice.

[atl0707]

Make it skimpy but classy. I'd wear a stylish sequined cocktail dress, stockings, garter, and heels. A little lipstick would be nice to make you more feminine. Put on a pair of crotchless panties under that dress (do shave your bod if you haven't already) and prelube yourself so he can have his way with you as soon as he wants. Note that your man will want total and complete control, and you need to give it to him. Telling him to slow down or be gentle is a no-no. You're the sissy, and you are there to be used by a real man.

[Monarchist]

I would like a couple like you coz I'm a BullMaster.Would also like to have take some time the crossdresser hubby too .

[MartasBoy]

I would like a couple like you coz I'm a BullMaster.Would also like to have take some time the crossdresser hubby too .

So you could give us some idea of how you, as a bull, would like to have the husband dressed.
Would you prefer he be just dressed in a bra and panties, garter belt and stockings? Or would you prefer that he be completely dressed with a dress, petticoat, heels and all the undergarments, so that you can undress him and pull up his dress and feel like you are undressing a girl?

Would you prefer he be dressed in feminine street clothes, or a nightgown?

This is the original question, and something we all would like to know.

[usuallylost]

Hello,

I’ve been a longtime lurker, and TBH my journey to being a cuckold was shorter than I expected. I will try to share the details down the road. In the meantime…

She and her bull are planning a night for me to feel a cock in my ass, and it looks like this is happening in the next 3-5 weeks. Being the fashion-conscious sissy, I’m wondering what to wear. Should I just stay with lingerie? Should I by a frilly sissy dress to wear over it? Maybe I can borrow one from my wife. (Being a bigger girl, we can wear each other’s clothes.). Should I wear her heels? Any feedback would be appreciated.

Allankluge, it has been some time since you posted that it would be 3-5 weeks. Has your wife arranged that special night for you yet? If so, please elaborate. Was it what you expected? How bad were your butterfulies before he arrived? Did your wife get off on watching him take you?

As far as what to wear, I would certainly suggest a chemise or short nightgown with garters, stockings, and panties. A bra would be nice as well. I would also ask what color the two of them would prefer. I like the suggestion of the maid's outfit as well.

[NSEW1]

I’m looking forward to having one of her lovers take me. She’s been pegging me in my sissy wear for quite a while, and she’s not one to skimp on the size she uses. This will be warm flesh and it will unload into me. The other benefit is to feel more submissive. All considered, I’m still nervous.

Relax and breathe. It’s going to happen to you as an enjoyable exploration. Acceptance is key. The more you meditate on accepting it, the better you will enjoy it.

Be sure to shave well, especially around the genitals. Dress elegantly like a woman, not a baby sissy. Wear a long hair wig, weak a bra fitted with small oranges or tennis balls, and put on lipstick and heels and stockings to fit the part well. Learn to walk like a woman, heel to toe, holding your elbows close to the waist. Be prepared to do whatever the bull wants (within your limits), with the attitude that “I am a sissy cuckold whose purpose is to serve my wife and her bull and provide them pleasure.”

[Cdncuck]

Note that your man will want total and complete control, and you need to give it to him. Telling him to slow down or be gentle is a no-no. You're the sissy, and you are there to be used by a real man.

I would beg to differ. Subs have rights. They have every right to say slow down or be gentle or even stop. A good dominant respects his or her partners. If someone is asked to slow down or stop and they refuse, that's not a dominant. It's a sadist and there is a difference. If someone tells a dom to slow down or stop and they don't, it's not consensual sex anymore. It has just become assault.

Additionally, anyone we invite to join us in our home and in our bed is a guest. If they don't behave accordingly, they're out.

[atl0707]

Note that your man will want total and complete control, and you need to give it to him. Telling him to slow down or be gentle is a no-no. You're the sissy, and you are there to be used by a real man.

I would beg to differ. Subs have rights. They have every right to say slow down or be gentle or even stop. A good dominant respects his or her partners. If someone is asked to slow down or stop and they refuse, that's not a dominant. It's a sadist and there is a difference. If someone tells a dom to slow down or stop and they don't, it's not consensual sex anymore. It has just become assault.

Additionally, anyone we invite to join us in our home and in our bed is a guest. If they don't behave accordingly, they're out.

That’s not what I had in mind when I wrote that. The idea is to give him as much attention and gratification possible. It’s not to let some guy rape you involuntarily. As a sissy, you have to do some slutty things sometimes, so you might as well be mentally prepared.

[Allankluge]

Sorry for the delay, work has been crazy, so I haven’t been able to get on here much, let alone answer your questions.

My first time was OK. I was hoping he would appreciate me shaving, dressing well, the makeup. He never said a word, and while this may seem weird, there was no emotional connection. Wifey was disappointed more than me.

We have been trying to find another. She wants to find someone to treat me like a lady when they fuck me. She said that being a good boyfriend includes appreciating my “contributions” to please him.

FYI, Etsy is a good place for people like us to find things to wear.

[Allankluge]

I would like a couple like you coz I'm a BullMaster.Would also like to have take some time the crossdresser hubby too .

You’re a dream!

[Allankluge]

I’m looking forward to having one of her lovers take me. She’s been pegging me in my sissy wear for quite a while, and she’s not one to skimp on the size she uses. This will be warm flesh and it will unload into me. The other benefit is to feel more submissive. All considered, I’m still nervous.

Relax and breathe. It’s going to happen to you as an enjoyable exploration. Acceptance is key. The more you meditate on accepting it, the better you will enjoy it.

Be sure to shave well, especially around the genitals. Dress elegantly like a woman, not a baby sissy. Wear a long hair wig, weak a bra fitted with small oranges or tennis balls, and put on lipstick and heels and stockings to fit the part well. Learn to walk like a woman, heel to toe, holding your elbows close to the waist. Be prepared to do whatever the bull wants (within your limits), with the attitude that “I am a sissy cuckold whose purpose is to serve my wife and her bull and provide them pleasure.”

Oranges and/or tennis balls are nice. She bought be breast forms, which are so f-ing hot.

[Allankluge]

Note that your man will want total and complete control, and you need to give it to him. Telling him to slow down or be gentle is a no-no. You're the sissy, and you are there to be used by a real man.

I would beg to differ. Subs have rights. They have every right to say slow down or be gentle or even stop. A good dominant respects his or her partners. If someone is asked to slow down or stop and they refuse, that's not a dominant. It's a sadist and there is a difference. If someone tells a dom to slow down or stop and they don't, it's not consensual sex anymore. It has just become assault.

Additionally, anyone we invite to join us in our home and in our bed is a guest. If they don't behave accordingly, they're out.

Agreed!

[Allankluge]

We did round 2 tonight. I am so giddy with pleasure! I dressed like a somewhat classy woman. He treated me as such. The best part? This was a session not one act. It’s one thing to dress up, get on your knees, and take it. This was a delightful (and lustful) interaction between two people. I don’t keep a stopwatch for my encounters, but I think we went at it for 30-45 minutes.

We goofed around with hands and mouth exploring. After all of the touching, all I wanted to do was suck his cock and swallow it all. Mission accomplished, and it was super hot because I snowballed my wife. I had girlfriends in the past who reviled at the taste of semantic, and I don’t get it.

Back to kissing and petting; he slowly removed my undergarments to get access to my ass. It was actually…romantic. He wanted me to lie on my back so we could see each other’s faces. He was gentle at first, but then he stretched me so hard and fast. We both knew who was in charge, and it turned us on, especially wifey. Feeling him unload in me pushed me from super hot to orgasm in a heartbeat. He brought wifey close to smother her tits in my cum. Of course I had to clean it off.

I didn’t expect his next move: he used his hand to get the last of his load, and then he ran his hand over his tits and chin. He did it to make my mouth touch him where he wanted. My gosh, he loved that, and then we kissed.

[Allankluge]

He was gentle and intimate with me, and then he went into Dom bull mode. He told me I had to leave and go into the den, be still and listen to him please wifey like I never could. It was an hour, give or take 5-10 minutes. Hearing the moans and screams was hot and humiliating. When they were dine, he brought me in to clean them both up. He gently stroked my hair when I took his cock into my mouth and taste their shared juices.

I can’t describe how I felt. It was like I was a cloud in the sky, with no worries.

I hope this is the beggining of a beautiful understanding. He’s in charge, and he will be kind to me when it suits him.

[elina]

Thanks Alankluge,

Thank you for sharing, I love the way you are being forced to accept your proper place in your Wife's relationship with this Bull,
probably this Bull will enjoy pushing you further into submission?

What is very interesting to me is how this will impact the way your Wife now sees you and treaths you.
Obviously as She witnessed this, participated in your debasement, and then witness you obey Her Bull to go into another room where you could only hear how much your Wife enjoyed being taken by this bull before being brought back to clean both of them, I am guessing She will see you more as a sissy than before.

This provides Her with wonderful opportunities to exploit this to turn you into Her sissy-servant maid while She evolves into a more dominant Lady. Have you spoken to Her about this?

Maybe the best idea is for you to be dressed in your sissy outfits, on your knees in front of Your Fully clothed Wife as the two of you discuss, and She decides?, on the next step here?

Sincerely
elina