Sissy Cumdump

Sissy Cumdump
Femboi public - Männer in Damenwäsche - Frauen fotografieren M

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video clip wearing my short black satin slip
fujisan, no people, sea side town, street, road, blue sky, japan, rare views, ESR_7951
sea side train, mountain side train, A train running at the foot of the mountain, no people, Train Enoden circulant à flanc de montagne,distant view, japan, a rare sight on this train
Me in black tights black panties and black bra
sea scape, fujisan, blue sky, no people, japan, ESR_8540
sea, sea scape, no people, coast line, japan, ESR_1539
sea, evening, orange sky, no people, view of the sea from the yacht harbor, japan, ESR_8730
Is my slip showing? Little adjusting needed
sea, fujisan, View of Mount Fuji from the coastline, Fujisan with white snow, japan, ESR_8487
cafe, terrace cafe, no people, garden, japanese garden, chair and table, free, japan, ESR_0975
Love dressing in so many looks (you might have noticed 😁),love to step out in something like this,With lady friends or nice gent for afternoon tea perhaps
train, departure from the station, train station,behind the train, green train, local train, sea side town train, japan, sp2 2
♛TwoSided ~ "T-shirt Derek" -Available @ TwoSided Mainstore
japanese gardens, no people, pond, temple, roof, japan, ESR_8719
sea scape, sea, fujisan, blue sky, sea side town, no people, japan, ESR_6941
I know this outfits a little teeny,but hey was very warm out so no need for many clothes,and anyway I feel cute and girly wearing it ❤️❤️

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Shopping at thrift stores

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Crossdressers in Arizona

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Crossdressing and having Sex

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Crossdressing wife accepts

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What was your experience shopping at thrift stores?
Do u like to wear satin panties if so what color
Hi!
Any sexy gurls in Az that wanna get together for naughty fun, hit me up! No...
Does anyone out there have experience with the "how to" and "what it's like" to ...
Has crossdressing lead you to having sex with men or other gurls ❓
I think my wife knows but doesn't say anything, I'm shaven all over and wear pan...
No one's comments are showing up on the original "Starting Age"
Nice man looking to make friends and have some fun feel free to message me don't...
Would anyone like to play a little in skype...?
Find: spoks3
Gurls hi, wondering if any of you have used or do use tampons?
Had the idea g...
I was just wondering if any of you gurls out there are into older men. I know I'...

Has crossdressing lead you to having sex with men or other gurls ❓

6:47AM, 25 March 2022 PDT
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It definitely did for me when I was 13 yo. I was wearing the neighbor ladies panties, pantyhose and girdles when I knew she was away. This lead to me completely dressing in her clothes and playing with myself fantising about having a boyfriend to satisfy. Well my dream came true the day an older boy cought me wearing panties and pantyhose on the way home from school. He insisted I stop by his house he wanted to see. Once in his bedroom he told me to take my pants off and so did he and layed on the bed and began playing with himself. He asked me to join him so I laid next to him he said go ahead and suck it you know you want to. This was going to be my very first blowjob I was nervous but I wanted to happen. I took him in my mouth and began going down on him not long after that he said I'm cumming I want you to swallow all of it so I did. This relationship continued for nearly 3 years until we moved away. 💋

5 months ago
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Actually it has. Starting out experimenting with moms girdles, nylons, etc. as a kid and progressing to full on woman’s attire now has been a long process as it has for most of us. Being out dressed and joining various groups in public venues was, I thought for years, my ultimate goal. The trip however has brought me to this point in my life to desire a man to have me as his gurl, bitch, cumdump, etc. Always wonder if this evolution is everyone’s path! Wish to be the only girl in the room however. Evidently not inclined to lesbian affairs as I’m strictly bottom with no male function.
Nancy

5 months ago
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My reawakened interest in this magnificent obsession started out as mild self-abuse, along with some playing with milady. Pegging got in there, and eventually we invited a pal along, who appreciates t-girls, and that first night was electrifying - it turns out I was a budding cockwhore! In the twelve years since, we've become quite an item; he's usually along once a week or more, and I make the effort to dress sexy/slutty. For myself as well as for him.

Sucking his cock is an honest delight in texture, taste, and throb, and appreciation of his reaction. Dressed slutty and made-up pretty, seeing him smile down at me (and then roll his eyes), is a huge instance of validation-as-femme. Such power, having all his attention like that, knowing he's being patient and enjoying my mouth, and then I'll murmur "I want you to fuck me now." I lay back, put my heels up in the air and spread my legs, totally loving having him pack my asspussy full of his hard throbbing meat, repeatedly and enthusiastically!

Then there's him bringing along another tranny-admirer. I'm tiny, presentable, and an utter slut; recently I found myself, in a nice pink-trimmed black bustier, slutty retro mom-wig and lacy gloves, black FF gartered stockings and 5" black patent pumps, being held up at both ends and holding on for dear life while supported by both lovers, gagging on a fat slab of throbbing man-meat while another plowed my tight, wet, willing boicunt. Can you say "cock-drunk?"

Originally posted 5 months ago.
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ShaeGuerin edited this topic 5 months ago.

I much prefer other CDs. oral and manual mutual play is so good with other CD/TV.

5 months ago
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I still have mixed thoughts and feelings about my closeted cross dressing. To elaborate, the feminine side of me is satisfied simply by wearing pantyhose under slim cut, high rise Lee jeans along with my round silicone breast forms, a bra and form fitting long sleeve top. I can lounge around all day dressed this way, no problem.

But, when I do dress this way, something happens inside me... I very quickly begin having the desire to hook up, suck, swallow and get laid by a guy. It's like I want to experience being a woman / being on the receiving end so-to-speak. Sometimes, I go through with things, sometimes, I don't. My desire to use my body to give pleasure and for that matter, be used by a guy for his lust can be very strong at times.

I only have these type thoughts and feelings when dressed as described. Otherwise, I'm just a regular guy (was married for 13 years and had kids), still enjoy chasing and hooking up with the ladies and have no interest in guys at all.

I'm still working through things.

Originally posted 5 months ago.
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Busty Sweater Girl edited this topic 5 months ago.

Fem-Bottom Rick :

It'll go as far as you pursue it. If you can keep from overthinking, it's even better.

5 months ago
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ShaeGuerin :

Yep, it's a "mental thing" for sure.

5 months ago
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not sure if it lead to it or not, but i grew up a transvestite from a very young age, by the time i had gone through puberty i was attracted to masc men and only ever been with them as a result. Would i have become gay without having been a tranny? its an interesting question that no one could answer

5 months ago
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I would say for me, yes. I started with pantyhose, and that progressed into full outfits and make up (still need practice). It has always been a sexual thrill for me to dress (still is), so the natural progression of things...I ended up craving a man when dressed. I'm glad I did, it's so fun.

5 months ago
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Yes... It has

5 months ago
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I crossdress.
Sometimes this leads too lovely and hot sex.
So yes to the question.
But i also crossdress, just for my own wellbeing , so it does not alwasy lead to sex.

5 months ago
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For me, crossdressing is more of a stress reliever. Camming with people is an added bonus.

Jenny

5 months ago
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It's a real mental / mind thing for me. After many years of sex with women, I've figured out that I like to be on the receiving end of things so-to-speak when it comes to men. I enjoy fucking a woman and having my cock sucked by one as much as I like to give head, swallow or have a guy pump his load deep up inside me. Yet, I don't want a guy to suck me off and have no interest in fucking a dude.

5 months ago
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Fem-Bottom Rick :

Yes, I'd rather my chap didn't suck my pathetic limp dick. It HAS happened in the heat of the moment (when it's def NOT limp), though it seems to be more of us 96'ing (no longer 69; everything's gone up over time). Neither he nor I refer to my cock as a "clitty," that's just silly. It's a sissy submissive male appendage that, while fairly sensitive, is secondary to that wonderful reality of Being The Girl and enthused cockslut. His butt is a guy's one-way street anyway.

5 months ago
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For me it progressed to fulfilling my 'lesbian fantasy' with my BFF crossdresser friends I've known online for a long while. I really love heavy petting and I always end up the one being stroked or molested fully dressed in front of a hotel floor to ceiling mirror which is mindblowing, but of course there's been mutual handjobs, 69s, frotting, genteel kissing etc. I haven't met a non-cd male but I don't rule it out, I'm not done with playtime with fellow cds at the moment ;-)

5 months ago
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Yes it has, but it was bound too, as i started out dressing for the desires of a man online, i did as he instructed me too and put on panties, pantyhose, other lingerie and clothing for him. this led to me associating dressing with being submissive and wanting to please others, and do as i was told. eventually it led me to dressing in front of a man to please him and than sexually please him. when i dress, it is to become a submissive sissy slut to please others.

5 months ago
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Great question, I think it amplified my bi sexual tendencies..

4 months ago
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Definitely yes. Dressing as a woman is to finish assuming the role and want a man to make you his. That he sexually desires you and fucks you like another woman

4 months ago
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Oh yes, never had any desire to be with men or my fav other gurls like me, love to play with cocks when in drag

4 months ago
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Oh most definently yes I have no desire to be with a man.I love being with other gurls.

3 months ago
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I've had a life long obsession with crossdressing, and I think it is only natural that anything that is so much a part of me, needs to be shared. Finding a woman who is "into" Emma, I regret to say is not possible. However, when I've posted my pics I find men who admire me, and who is to say its not a huge rush to be admired!

In the past, I've agreed to meet a few gentlemen admirers, and I now spend the whole afternoon getting my makeup, earrings, hair, nails, lingerie and outfit -- just right. Not wanting to spoil it and to maintain my privacy, I've gotten fully dressed and drove out to meet my beau. I still remember the first time. He agreed to take me to a TG friendly bar and he got my door as I got in his truck, and I put my hand in the crook of his arm and walked me inside. What a rush!

We had drinks and I still remember laughing and leaning into him, with my boob brushing on his arm. Before we left I had to pee, and I had to decide how to manage the ladies room! But I digress.

He took me back to his motel room. He was messing with some music and I walked up to him. I saw him look at my boobs and down my long legs and he smiled and said, "wow, do you know how pretty you are." I was in heaven! We danced a bit and I began to touch the front of his pants. We kissed and he started to unzip his pants, so I knew what was next. It was the first time I had touched another cock and I kissed and sucked like I learned from porn.

Before long, he had me in a chair, with my skirt pushed up around my waist and panties down while he took me doggy style. It was a good thing I had "trained" with a dildo and he agreed to wear a condom. I was close to the wall, and as he pushed inside me and started rag dolling me, my face was against the wall. It was thrilling and out of control, and then I heard him make those noises that men make.

I never felt so fully female as the moment he came inside me. He adored me and gushed about me, and it was thrilling. So, yes, crossdressing led to my wanting and having sex with a man, but it was always something leading to the moment. Now, I LOVE the attention of a man. I crave it. I feel like I'm always attracted to the opposite sex, and this is just that.

So, there you are!

Originally posted 3 months ago.
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emichaels0019 edited this topic 3 months ago.

good thing yes it has many times, always or most of the time a good hot kinky sex session jackie

3 months ago
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Men, absolutely.

2 months ago
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Yes although the curiosity was always there.

5 weeks ago
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Essex,co :I'd love to have fun with while in drag

4 weeks ago
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well you do look amazing so I can see why you are craved 🔥

3 weeks ago
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