Crossdressing With Mom

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Crossdressing with mom

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Crossdressing With Mom -

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Crossdressing With Mom -

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I enjoy the stories as much as the pics and videos, they all get to the right part of me. Any help would be great.

It feels so good to be bad. This is a print version of story crossdressing with my moms friend by hornyTVluvr from xHamster.

But most embarrasing Coming out as bi-curious now would have destroyed her! Mom had a glass of wine and was slurring her words. Linda however repremanded her for her mocking tone.

She seemed starngely clued up Linda then turned to me. I tried to insist that i didn't need to talk to anyone and that i didn't even want to dress up anymore which was a lie I'd not dressed since mom caught me and was now desperate to slip into something feminine reluctantly i agreed.

We arranged for me to visit after school, I'd go for tea and then we'd chat, before she ran me home. God knows what she thought she "knew" that was going to make thing better.

I got to her house at about I knocked, she answered she was wearing a black tailored skirt suit, and white blouse with black patent heels.

I've been for a job interview. This seemed unlikely, Linda worked from home and judging by the decor was doing quite well. She'd prepared a full cooked dinner, like we only had on Sundays at home.

Linda wasn't an attractive woman, but not ugly she was short, but around my height in her heels. She was single.

Mom had told me the gory details of how her boyfriend had left her for a much younger woman. Over the meal we made small talk about school, about whether I had a girlfriend I didn't a boyfriend?

I'd tried to avoid the subject hoping she'd just be happy with the small talk but eventually she'd asked how long i'd been dressing.

It didn't make him gay in fact we had some great night with him dressed as briany" "erm ok" We went upstairs to what I assume was Linda's room.

It was pretty and floral with a huge 4 poster bed, a little over the top in a room this size, but still nice. Laid out on the bed were several items of clothing But as I said earlier, I'd not dressed up now for around 8 weeks and the urge to raid my mom' knicker drawer was becoming too much.

Here was linda, with a wardrobe full of stuff for me to wear! I'd kind of assumed she'd have left me alone to try them on.

I undressed. Linda giggled "your so smooth" I didn't shave, I just hadn't got bodily hairy like most of the other boys at school.

Finally I stood before her in just my pants. This whole little charade was pointles as when Linda opened her eyes, the black panties barely hid my erection.

Linda grinned. She fastened me in, it was tight, but so feminine, finished in black and purple satin, with black lace trim around the cleavage and thighs.

Linda said "sit down" and handed me a pair of black lace topped fishnet stockings, "put these one" she said I rolled back the stockings and slid them up my legs.

Linda looked on. Clearly enjoying what she saw. I smiled at her. Finally Linda reached below the bed, and pulled out a pair of black heels.

I'd never worn girls shoes before. I slipped them on, they were a little tight, but not too bad. Maybe just a size too small. Holding my hands Linda helped me to my feet.

I was now taller than her. She kissed me, full on the lips, tongue probing my mouth. The story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother.

My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like.

That's important because four years ago after discovering a number of chat sites where men present themselves in women's underwear, I began to become interested myself.

Now, once a month, I dress in very fine sheer black stay up stockings, lace panties and a bustier with cups small enough to fit me.

I had thought of getting high heels but it was almost impossible to fit my size 13 feet. My mother is 62 years old and still quite attractive for that or any age.

She's slender and her breasts are nicely large but not ridiculously so. One night recently, that changed dramatically and I would say, for the better.

Mom was going Out of town for three days to see a friend providing me with a good opportunity to go a little crazy, dress up, drink some fine wine and maybe toke a bit.

An hour or so after she left the house I started my ritual, bringing out my underwear and choosing the set I wanted to put on.

I had chilled some wine and found my stash. I would then go to one of the camrooms where men would masturbate together and some of those men would be in women's underwear.

I started broadcasting sure that I would get compliments for my underwear but also for my hardening cock that would eventually burst from the tiny panties.

My real goal though was to be asked to Skype with someone who was also online and on cam so that I could check out his goods.

Most often, he would cum and I would go back to the chat rooms to show myself off again. I'd do this about two or three times and then I finally I hoped find somebody I would cum with.

I had done my first show and skyped with a large man in little girl underwear with a thick uncut cock who came beautifully.

Then I returned to the camroom. The sound was on so I didn't hear the door open behind me. What I soon noticed was the reflection of my mother standing in the doorway a look of shock on her face.

I covered myself and spun around to face her. You shouldn't be seeing this. It won't happen again. My mother's expression of shock slowly changed to one of wonder.

Actually I shouldn't be surprised. You're old enough and I saw a pair of panties in your dresser drawer.

Now it's all clear. Please don't worry. I suppose what you do is like a hobby, with benefits. This is just fun and I'm sorry that you had to see it.

In the background a number of tabs were open with men in panties stroking themselves so my mother was shocked not just by me but by my audience of cocks.

This has obviously been a very closed part of your life that you've kept from me. I'd like that to change that right now.

I'll be back in about 10 minutes. It wasn't easy to refocus. I had a bunch of hard cocks being masturbated in front of me. The vision of my mother coming into the room made me tremble, but after about five minutes I was able to divert myself with the cams.

I was avoiding the inevitable when my mother came back into the room. True to her word she was back in exactly 10 minutes.

I kept facing the computer trying desperately to avoid turning around. Eventually I had to and it was my turn to be shocked.

Mom was wearing almost the same kind of undergarments as me except that she had perfect high heels on and the cups of her bustier were overflowing with her ample breasts.

Her panties barely covered her hairy pussy and she wore a garter belt to hold up her sheer black stockings. She stood in the doorway striking a very sexy pose.

My shock turned to arousal as my cock swelled in my own panties. You might have wondered where was I was going on those trips out of town.

In some cases it was to meet friends who enjoy it when I dress like this. I'm still uncomfortable with this although I'm also very excited and I find that alarming.

After all, you ARE my mother.

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