E. Rotica's Room at the Lounge

Blowing the dust off the door and coming back in. I can see the coats left on the rack by my previous Literotica incarnations... eliasrotica (god, wasn't I just so clever back then? ), Eliasroticatwo, eliasrotica3, sissyjane, sissypantyslut, thesissyjane. Each one abandoned in a purge, password lost forever.

But I wanted to keep using this as my main thread, a place to just talk about my situation and fantasies whether anyone is listening or not.

I'm very excited. I met a woman while shopping for lingerie. She was shopping at the same time and overheard me explaining to the salesgirl that I was shopping for lingerie for me. Before I left the store (with a new bra I'd tried on in the women's changing rooms, and panties of course), she stopped me and politely asked if she could ask me something. She confessed to hearing me and seeing me go back and try on the bra. She wanted to know why I bought a bra. I told her that I guess I was a sort of crossdresser but that I did it for 'private times'. She asked me in a surprisingly normal voice if that meant I was gay. I told her no but it was complicated.

Not sure how I was so quick on my feet (which I am usually terrible at) but I said I'd be glad to explain if she had time for a cup of coffee, indicating the mall's food court. She paid for her purchases (also lingerie) and we went and sat down.

I'm not sure if it helped her feel comfortable that we were in such a public place? It wasn't a busy time of day so we could sit at a table in the food court and basically not be overheard. I bought her a coffee and myself a hot chocolate (I hate coffee). We talked for about half an hour and I really took the plunge answering her questions honestly but making it as respectful as I could. She was pretty open to talking about sex. I did explain that all my relationships had been women but that when I was dressed I liked more too.

She's a nurse at a local hospital and told me she'd run into two different male patients wearing lingerie. One was in an accident and she felt bad cutting off his pretty lingerie, the other was for planned surgery but wore his lingerie anyway. She'd talked to them out of her own curiosity but never asked as much as she wanted as it wasn't really appropriate in that situation.

I gave her my number and told her I'd love to take her to dinner sometime... you know, in case she had any other questions. I'd been flirting during all this too and I think there's something there. She texted me that evening and we're finding a time soon to go to dinner.

I have NO idea where this could be going but I cannot resist exploring it.

Here are some videos I really like, most with hetero men in panties.

https://xhamster.com/videos/travelling-lingerie-sales-lady-955100#mlrelated
https://xhamster.com/videos/amy-562068?embed=related&from=player_related
https://xhamster.com/videos/pantysex-924295?embed=related&from=player_related
https://xhamster.com/videos/satin-panty-fun-6545799#mlrelated
https://xhamster.com/videos/pink-silk-satin-panty-fetish-and-dildo-play-5647190#mlrelated

Had dinner with Madelaine last night. Mondays are slow for restaurants so we had some natural privacy. It was a great time though I feel we're still dancing around why she's so interested. I was wearing elaborate satin lingerie under my guy clothes (as always) but spent most of the time talking with her like I would a normal date, asking about her, telling her a little about myself. I really like her, she's curvy and beautiful, and she looked like she was having a good time.

In the end I walked her to her car and gave her a quick kiss which got a smile from her. I asked her if she might want to go shopping together some time and she said that sounded like fun. We're going to check calendars and find a time that works. She travels a good bit.

I'm feeling pretty good about it all I must say.

Gemsissy said:

Had dinner with Madelaine last night. Mondays are slow for restaurants so we had some natural privacy. It was a great time though I feel we're still dancing around why she's so interested. I was wearing elaborate satin lingerie under my guy clothes (as always) but spent most of the time talking with her like I would a normal date, asking about her, telling her a little about myself. I really like her, she's curvy and beautiful, and she looked like she was having a good time.

In the end I walked her to her car and gave her a quick kiss which got a smile from her. I asked her if she might want to go shopping together some time and she said that sounded like fun. We're going to check calendars and find a time that works. She travels a good bit.

I'm feeling pretty good about it all I must say.

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That is wonderful, sweetie. I hope you two can have many adventures together!

Something you might find insightful and help you think about yourself in terms beyond the sexual, try this: http://www.howtobeagirlpodcast.com/

Hey, Gem, you still around? Or just lurking in your sexy panties and gobbling your cum loads?

Thank you, Annie! Yes, I'm still here, mostly quiet. Pantied 24/7 and a happy cum swallower. I wonder if I could meet your hubby some time...

I've been spending time with Madelaine. We've gone on three dates and three shopping 'adventures' together. More later, but she seems totally okay with my sissy dressing and I've told her "some" more detail about my wide sexual desires. We kissed extensively on the last date and I can tell you she wears a garter belt with thigh highs though she wouldn't answer when I asked if that was special for me. (I was wearing the same).

I think something is going to happy soon but I'm very happy to spend time and talk with her. She's wonderful.

That's wonderful, honey. Don't let all your sissy stuff overwhelm her. If you think this could be a love connection, show her all of you and sissy is only some of you. Be there for her (in all ways including sexually) as she seems to be willing to do for you.

Unlocking the door, flicking on the lights, brushing off the dust. Yep, I'm back!

Well, crazy, crazy month. Madelaine and I became a thing and then it ended almost as fast. I screwed up and crossed some lines. I broke it and I don't think I can fix it. Maybe we never really were in agreement or understanding about what I am and what I want... or maybe she was enjoying the novelty until she decided to pull the plug. I'm too close to it to be fair but it doesn't matter. It is over.

So I haven't felt very sexy for a couple weeks. It wasn't until I took a business trip and something happened that sort of snapped me out of it. I came back to my hotel room this evening after work meetings and dinner. I traveled with lingerie and my male clothes, nothing more elaborate.

Looking at the dresser, three pairs of my panties were laid out very carefully on the top, perfectly smooth satin. They were in my suitcase when I left the room in the morning. And there was more.

Tucked inside the top panties (a lovely pink satin string bikini) was a sheet from the hotel notepad with a big ink smiley face on it.

She left me a note.

Okay, I have no idea what it means. The maid was probably just having some fun with the "weird guest". It did spark my many "hotel" fantasies though. I'm going to have a fun night, hee hee.

Gemsissy said:

Unlocking the door, flicking on the lights, brushing off the dust. Yep, I'm back!

Well, crazy, crazy month. Madelaine and I became a thing and then it ended almost as fast. I screwed up and crossed some lines. I broke it and I don't think I can fix it. Maybe we never really were in agreement or understanding about what I am and what I want... or maybe she was enjoying the novelty until she decided to pull the plug. I'm too close to it to be fair but it doesn't matter. It is over.

So I haven't felt very sexy for a couple weeks. It wasn't until I took a business trip and something happened that sort of snapped me out of it. I came back to my hotel room this evening after work meetings and dinner. I traveled with lingerie and my male clothes, nothing more elaborate.

Looking at the dresser, three pairs of my panties were laid out very carefully on the top, perfectly smooth satin. They were in my suitcase when I left the room in the morning. And there was more.

Tucked inside the top panties (a lovely pink satin string bikini) was a sheet from the hotel notepad with a big ink smiley face on it.

She left me a note.

Okay, I have no idea what it means. The maid was probably just having some fun with the "weird guest". It did spark my many "hotel" fantasies though. I'm going to have a fun night, hee hee.

Click to expand...

Hi Gem! I just found this thread and I loved reading it. Omg that would really get my hotel fantasies going as well. One fantasy of mine is to be dressed in a hotel while someone "finds" me and completely makes me theirs. It would be amazing I'd you could've met that maid to see what she meant by that note.

The next day I left out three satiny panties, nice and neat, with the big TV remote sitting inside one in a very suggestive orientation (like a cock bulge). No note.

Well! If I thought this room got dusty last time, it needs a thorough clean out! Been away from sissy stuff for a lot of 2019 but as we all know, I couldn't resist coming back to it. At least I was smart enough to pack away my wardrobe so it was there when I came back to it. Back to wearing lingerie 24/7 and even threw out my male underwear. This is me, I'd better get used to it.

Been lurking a little here, catching up on old threads. Not sure if anyone is watching this thread any more but say hi if you are.

Welcome back, honey! Always welcome back even when you've had a purge episode.

Tell us how you're indulging yourself these days. Sexy shopping? Found someone special to share yourself with?

More turbulence in life but I think it has calmed down now. Lots of pent-up sissy urges need to be embraced.

I guess I'm too late but sorry to hear that, Annie. We all like to have our sexy fun but never want it to hurt anyone.

I'm starting to think about writing more sissy porn which I haven't done in a long time. (You can read back through my former screen names to see my old story postings). I'm open to suggestions of situations or moods to write about (as long as the man is in panties+ eventually. )

Found a really nice sissy video. This one is GFE (Girlfriend Experience) for a sissy discovered wearing her panties and she's more than fine with that. Gentle and erotic, perfectly toned for me.

https://www.redtube.com/18462391

So there is a female friend of mine that I've known for quite a long time. We see each other about once every two weeks in the company of other friends. My wife is not interested in our hobby so I'm always flying solo. As is my habit, once we're done for the evening I sort of loiter a bit. Her hubby goes off to bed as he has to get up early for work and the others head home. So sometimes she and I sit and chat.

I "came out" to her as a cross-dresser a few years ago. She was supportive of me being a crossdresser and we even went clothes shopping together a few times. When she noticed my erection in my panties in a changing room, we had another 'talk' where I admitted that it was more of a fetish than a non-sexual identity choice. She didn't feel right shopping with me any more but she was okay with it and teases me on occasion, when we are alone or she can slip a little tease under the radar of other conversation.

For some reason, last night, breasts came up and she was complaining about them and how they just get in the way. I replied that I'd love to swap with her and take on her burden which ignited a lovely conversation about breasts, fun with breasts, whether I had fake breasts (I do), what size I wore, etc. Sort of opened a door where she revealed quite a bit of curiosity about my 'private hobby'. I was glad to tell her everything she wanted to know and even give a glimpse of the yellow satin string bikini panties waist to her to show that I really did still wear panties (and more) every day.

I don't know, it just seems like there might be a new door there with her. I left it as wishing she'd go shopping with me again and she said she'd think about it. There is hope.

Now that our dear Annie appears to have left us for real, I don't know if anyone reads this thread. I know I'm not a babe like Annie was but I hope someone enjoys this.

Anyway, read or not, I had to "go public" with something. My conversations with my female friend have been moving forward slowly. We even went shopping together again about two weeks before it became clear that going out was a bad idea. We focused on finding heels for me and a skirt for her, just to keep it platonic. I was surprised when she asked me to come into her dressing room to give my opinion of the skirt and she was down to her bra. She is blessed with beautiful breasts which I have lusted after since I first met her in college. She was also wearing a satin bra which I'd admitted to her previously was a serious love of mine. "Thought you'd like that," was her smiling comment. A signal? Nothing happened in the dressing room besides me giving her my opinion on the skirt and a few outfits. She likes my sense of taste and doesn't have a female friend with any taste that she'd go shopping with. So we'll definitely go again together when the world stops being crazy.

Be well and safe everyone, enjoy your online porn, enjoy crossdressing while you work from home if you can.

Great idea here

Gemsissy said:

Now that our dear Annie appears to have left us for real, I don't know if anyone reads this thread. I know I'm not a babe like Annie was but I hope someone enjoys this.

Anyway, read or not, I had to "go public" with something. My conversations with my female friend have been moving forward slowly. We even went shopping together again about two weeks before it became clear that going out was a bad idea. We focused on finding heels for me and a skirt for her, just to keep it platonic. I was surprised when she asked me to come into her dressing room to give my opinion of the skirt and she was down to her bra. She is blessed with beautiful breasts which I have lusted after since I first met her in college. She was also wearing a satin bra which I'd admitted to her previously was a serious love of mine. "Thought you'd like that," was her smiling comment. A signal? Nothing happened in the dressing room besides me giving her my opinion on the skirt and a few outfits. She likes my sense of taste and doesn't have a female friend with any taste that she'd go shopping with. So we'll definitely go again together when the world stops being crazy.

Be well and safe everyone, enjoy your online porn, enjoy crossdressing while you work from home if you can.

Click to expand...

Do you think you will ever cross the line and cheat with your female friend? So far it sounds pretty hot for you.

ES

eroticspank said:

Do you think you will ever cross the line and cheat with your female friend? So far it sounds pretty hot for you.

ES

Click to expand...

Yes, dear Gem, has this escalated further or cooled off with the pandemic?

SweetAnnie40 said:

Yes, dear Gem, has this escalated further or cooled off with the pandemic?

Click to expand...

Welcome back !

ES

Thanks, ES. Looks like we lost Gem Sissy? Her pantied ass is soooo inviting.

Still no Gemsissy? Too bad. You were always such a sweet sissy when we'd play.

SweetAnnie40 said:

Still no Gemsissy? Too bad. You were always such a sweet sissy when we'd play.

Click to expand...

I hope Gemsissy is ok.

ES

Sorry, Annie, friends. I haven't been back much and mostly lurking when I do. Being isolated with the pandemic has been hard though I've been able to dress more at home with my wife allowing it. I haven't worn guy underwear in a couple months.

I converse with my female friend online from time to time but I'm worried that first, I might cross a line with her if she ever invited me to and second, that my wife wouldn't be happy that I was telling this other woman about me being a sissy and letting her see me as a sissy. So far, my friend sounds like she wants to go shopping again and she at least likes to tease me in a flirtatious way. She'll send me links or pix to sexy lingerie or heels or outfits and ask me if it would look better on me or her. So dangerous waters which are very arousing.

I've dared to wear my panties to bed and we've had sex that started with them on but she's taken them off me eventually. I haven't resisted their removal as I don't want her to think I care more about getting a hard-on wearing panties than making love with her. But it feels so good when she plays with my cock in the panties or grabs my bottom through them.

I know I'm better off than 99% of the sissies out there but I just want more. Getting to this current place with my wife was something I'd never hoped for so maybe more is around the corner. My wife has been just a little more relaxed and talky about sex things of late so here's hoping. I really should send her here to talk to Annie.

I'll try to not be such a stranger.

Gem