Should I tell her

My girlfriend knows I fantasise about being a cuckold, shes yet to find out I enjoy wearing her lingerie as well and that I have some of my own. Should I tell her and how?
Pic of me and her included

I would find out if she finds men in lingerie attractive. A lot of women do. Especially masculine men.

hmmm, how would you bring that up?

Find an image of a very hot man in panties and see if she finds it attractive.

A very long time ago I showed up at my girlfriend's (at the time) place of work to meet her for lunch. I had on a pair of jeans with a hole in the left cheek and a long shirt that covered the hole. When I put my hands in my front pockets, the shirt lifted enough to see the hole and fishnet stockings I was wearing under the jeans.

As I led the way to the lunchroom, I put my hands in my front pockets so she could have a view. Let's just say the entire lunch was spent in the staff washroom. She never knew I was so inclined before that day. I took a chance and she loved it.

From what I can see you both look great.
Vancouver BC, Canada

Thanks for your reply and particulary the compliment. Im not sure i could suprise her like that though i have worn similar under my day clothes i guess more for the thrill of its feeling and the thought of being caught. I may try the picture idea or try to bring up in conversation.

Try some suggestions, ask her if she likes you touching her undies, talk to her about how sexy they look and how you envy her, but be carefull, many women see cross dressing almost the same as having an affair. Try doing things for her, cooking, cleaning, espicially the bathroom, but please take it gently. It has taken me years and even know i can't dress infront of my wife. Another problem you may have is, you do look very sexy, she may resent this, well fingers crossed and do let us know how you get on. Husband of AnneMarie

Lansclad- I can't say what you should do, but I started occasionally just putting a pair of my wife's panties on as a "joke", which she loved. Before I knew it, she was picking panties out for me to wear, a a "joke", and we progressed from there. It is a non-threatening way to see how she respomds, and who knows? She might just like the idea! Good luck!
Sissy Delilah
DelilahSissy

Hi lancslad well i have a sissy i luv her wearing panties pvc or whatever i choose for her such a turn on!! She is very masculine too makes things more horny !! good luck!! if you ever just wanna chat let me know!!;)
domboss2

Things have moved on a bit went to a party with her at new year and left her alone for awhile whlst talking to friends and came back to find her dancing very closely with a stranger so just stood and watched, then in bed last night talked about her with another man and she ended up calling out the name of male friend we have as I fucked her it sure made me cum quick!

Excellent !

Things are still progressing last night she let me blindfold her naked on the bed I then left the room telling her I was going to let the man she has mentioned fancying into the house to fuck her. I then left the room put some different aftershave on and came back and fucked her hard whilst she moaned out his name to fuck her hard and deep, again I came violently inside her. Not sure what to do next but having fun experimenting.

If she is open to all that, I suggest just broaching the issue directly. Next time your fucking and talking up a fantasy about her screwing another guy, throw in a line about you being powerd to watch while dressed lika a sissy in garter belt and panties and see how she reacts. You can take it from there.

If you really feel you need to broach it with her indirectly, try finding a porno movie that includes such a scene. (But not the whole tape.) Watch as if you don't know that scene is in it and then see how she reacts when you get to it. Or even safer, you could get a mainstream comedy like Les Cage Aux Folles and the subject matter can then be used to spark a conversation that leads to your indicating that you think a little bit of that stuff can sometimes be hot.

However you do it, you definately have to. Failure to be honest about your deep dark secrets is a relationship *******er.
Pantalone, Wittol, oblate, abnegator, fellator, pathic, irrumatiophile,fop, epicene, cotquean, skivvy, thrall, and pilgarlic.

:shamef course ,you have to tell her immediately ,stop playing with yourself,,,and get a proper chastity-belt and get locked up by her A.S.A.P.,,,,do you understand?????

always secured!!

this is how a sissy should look like!!

Stay locked in a NEOSTEEL MASTERPIECE "ARCH" at all times!

A bit of an update I discussed weareing her panties and she made me wear hers to work yesterday things are moving slowly but Im turned on none the less all the time. Will try to post some pics of me in her panties

oooohhhhhhh,,we are looking impatient forward.. reg.GWENY
Stay locked in a NEOSTEEL MASTERPIECE "ARCH" at all times!

Pics of me in her a panties

Pics of me in her panties

lancslad u sissy now u need to suck some cock !!
domboss2

Done some more pics

hi lancslad1 ,, ,very good to start !! where are your high heels?/? stop playing with yourself and i feel it is high time now to get locked up in a proper chastity-belt ,the way it is suppose to be done for good sissy`s .!!!!!!!
Stay locked in a NEOSTEEL MASTERPIECE "ARCH" at all times!

hi lancslad1 ,, ,very good to start !! where are your high heels?/? stop playing with yourself and i feel it is high time now to get locked up in a proper chastity-belt ,the way it is suppose to be done for good sissy`s .!!!!!!!
Stay locked in a NEOSTEEL MASTERPIECE "ARCH" at all times!

Not posted for a while think she has cucked me but is keeping stum about it will post more when i know