Mommy putting a strap-on in your bum...

I wouldn't mind as long as she started off easy

Well, like several of the posters here, I too have had it both ways. The real thing is the most pleasurable, obviously. Iwas dressed as a sissy baby whenit happened the first time in a threesome with my wife. That was awesome. But is is pretty hot when she take me with a strap on as a submissive little sissy boy, also.

On My back feet in the air holding my ankles OMG! toes curled legs quivered!!! love it

I've been married since September. My wife knows about my crossdressing and my diaper wearing. She states that I have to limit my crossdressing and limit my diaper wearing to wetting. This is fine with me because I love her and willing to work with her. She knows I play with didoes and I plan to introduce her to strap-on sex. I think she would be receptive to this. So I hope.

Love to be in diapers and feminized and then have my girlfriend treat me as her sissy, pull my pants down and introduce me to her strap on.

Well, I have to say that I really love it when I'm attired in a feminine way and my wife takes me in the ass with a large dildo or strap-on. By the same token, I also love it when I can enter my wife's ass with myself or a dildo as we've done both. We are both very anal aware and really enjoy it in addition to the other things that we do. Be careful, but have fun.

I have always wanted to try a strapon. So much potential for role playing/reversal. I am not much of a sissy/fem most of the time, but I would probably get into it with the right girl.

-Pinkloyd

I have always wanted to try this. I almost have my ladyfriend convinced to try it. We've been to the 'toy' store and I think next time she will say she'll try it.

It really hacks me off when anyone equates anal play with being gay.... to all you "normal / straight" (whatever) men, have you never had your lady partner use her finger in your bum hole during sex...does this make you gay if you enjoyed it?, no, dident think so.

I am sad that the girlfriend that was the first and only one to use a strap-on on me moved away.

She was quite strange though in that she liked to lick me all over spending ages on my bottom especially when I was in stockings and suspenders.

My wife keeps me in panties 24 /7 and bras daily we have grown my breast to 38 b cup want c cup and she treats me as female and uses strap on quite often . I love the feal of panties and bras now and love the strap on being used Bobbie

I've never done this in real life, but I have an online male friend who is really into this. When we chat, he loves to call me "mommy" and have me put him in diapers, give him a nice enema and finish with a nice strap-on in his ass. He cums every time we chat like this, and I have to say it turns me on too.

As long as I can remember I have wanted a girl to strap-on me. Great post!!!

I think women who get pleasure out of degrading men by using dildos to defile their husbands' rear ends need to take a good hard look at their values; and the men who allow this have to do a significant check-up on their own self esteem.

This activity is nothing short of disgusting.

I like it.

Susie you tease! Nice about face.

😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁 😁

Although I am not "into" diapers I really like the comments regarding diapers. If I was going to be "taken" in the bum by a women I would want that person to be into diapers. Somehow "diaper people" seem kinder, more caring and gentle.

I love when my wife uses her strap on on me. She'll do me in several positions ,she makes sure that she has at least 3 to 4 orgasms. I usually have an orgasm before her second one.

it amazes me how fast I reach orgasm with her fucking me without ever touching my cock.

Usually we start with me laying on my back on our liberator black label wage/ramp combo this is a great item it puts you in the perfect position most of the time she will restrain my ankles and thighs way up in the air with my knees into my chest and my wrists are cuffed to the head rest making sure I can't touch my self and blindfolding me so I can't see what dildo she's gonna be using on me given her great access to my ass

she usually starts lubing my ass up with our hands and fingers almost get her whole fist in me.

she starts soft and slow and then starts pounding away on me I love the feeling of when she's slamming against my ass cheeks I usually can't help myself and cum all over my chest she will wipe it off my chest with her hands and make sure I lick her hands clean.

after my orgasm she will take off all the restraints and flipped me over having me laying on my chest with my ass high up in the air shall attach thigh restraints so that my knees are to my chest my ass is way up in the air she will take me from behind pounding my ass.

I love the feeling of her holding me by my hips and pulled me into her hard She'll have at least one to two more orgasms in that position by this time I'm around again,

knowing how good she's feeling by just her fucking my ass.

Now it's my turn to fuck her pussy I'll laid her on her back and start licking her extremely hot wet pussy, she's dripping wet by this time.

She is very orgasmic woman she will come in my mouth within seconds of me putting my tongue into her wet pussy she will grab me by the hair and fuck herself with my tongue

I would enjoy several slow warm gentle enemas being given to me and then have a strap on being inserted in me that was attached to the woman who just gave me the enemas. It's a very nice thought that has never materialized.

There is nothing like a warm enema Than a strapon Try it you will love it

I am straight but I have also thought about this and I have no attraction to men whatsoever

I love getting a rough fucking by my wife wearing the Strapon. I wish she'd do that to me everyday.

Both my girlfriend and I are extremely kinky and I love it when we play out our deepest desires together. Our favorite scenario involves me locked in my chastity cage while she pounds me in my bum with her strap on. She enjoys finding new ways to get me to orgasm without even talking off the cage because she knows I'll be so desperate to cum for her in any way I'm able to. Usually we start with me on my back with my hands and legs restrained to the bed frame spread eagle and sometimes she uses a pacifier gag as well. She starts off slowly and then gets faster gradually and usually I've already had an orgasm before she even gets close to one and then she'll tease my inadequate sexual performance as she gets herself off to my whining all the while continuing to fuck me. Then we finish off with her sticking her pussy in my face 69 style and I'll use my tounge to get her to her fourth orgasm before she puts my diaper on for the night. Another thing she enjoys is letting me hump on her leg before my last diaper change while I'm wet and very poopy.

Mummy told me only the other day that she wants to punish me for being a bad girl by fucking me in my ass with a big strapon.

I begged her if I can have my dummy as a gag

She said she will think about it.

Mummy says that all weekend I will be punished.

I really can't wait for tomorrow to be over.

I hope all goes well and that mommy teaches you a good lesson.

I love being bent over by a women with my diapers pulled down and her having her way with me!!

Mistress pegs me daily usually after I have been retaining my 3qrt enema

I enjoy it! So much so I can cum with out any stimulation to my "boy-clitty" what so ever. =)

I would like to be taken with a strap-on I love to being a sissy baby there would be nothing more humiliating than having my nappy taken of and my mummy using a strap-on on me

I have not tried this, but it does sound awesome.