First Experience with a Man?

[briana_betancourt]

Back in October, I was out for the very first time in public! It was absolutely the most exciting moment of my life so far. Being "forced" to crossdress for a Halloween party, the opportunity was absolutely perfect for me be "me" in public.

After the excitement of walking in and seeing everyone, I began to settle in. Being alone at the party for most of the night, I noticed this guy dressed like one of the warriors from 300. I didn't know him personally, but had seen him countless times over the years and have a ton of mutual friends. My first thought after walking in was, "wow, he looks HOT." I immediately went into self-conflict about an attraction to another man, despite being bisexual for quite some time. After an hour or so, he came up and started talking to me. I got so flustered!! I had never felt like that before in my life. After small talk, I realized that he was now starting to hit on me... and I was starting to absolutely love it.

It wasn't the most well-lit party, so nobody could really tell. Then, he discretely held my hand. I was starting to get very confused, but I loved it. From there, he would jokingly nudge me or put his hand around my waist or shoulder. Finally, as we were all ready to head out, he whispered in my ear, "hey, why don't you come trick or treat at my house?" and kissed my neck. Ladies, I absolutely MELTED! Knowing he was a good person, I immediately said yes, got back in my car and followed him home to his place.

It was finally happening. I had dreamed of this moment for so many years, and it was finally happening to me. I felt like a little child on Christmas! I didn't think I was that passable, so I just assumed he knew I was a man underneath that dress... and thank GOD I was right. Let's just say that investing in some sexy lingerie is one of the best ideas that I've ever had! :) :)

While I don't count on this happening much more (if not ever) again, it was an absolute dream come true to be dashed off my feet by a rugged, attractive man. He even made me breakfast in bed the next morning :hugs:

To all my bisexual ladies out there, what was it like when you were hit on for the first time?

[SandraInHose]

Great story, and your excitement and enthusiasm are evident in your post! So happy for you!

[Lori Kurtz]

Wow, what a sweet story. Congratulations!

[Michelle8]

I am envious Briana

[StephanieinSecret]

I've never gotten to be a girl with a man...but I remember the first time a man scooped me up in his arms. And I mean that literally.

I melted too :))

[priyajeanbabe]

Dear Briana , I cant reply to you probably ,cause am yet to be treated as a GIRL by a rugged man (sounds delicious).
Just wanna tell you , that I can feel your happiness inside. You must have felt super feminine like a princess and am super jealous of you.
:daydreaming:

I too have lot of Dreams like this , but then am married now.
Keep posting on latest developments dear.

[Jean 103]

It sounds like you had a great time. I have not been with a man as a girl, but I do remember my first time.

[laura.lapinski]

That sounds like a perfect evening. It would be nice to participate in something like that.

[weyburn]

There are many many men out there including married ones who relish the thought of being with a CDer
It is almost like a fantasy of theirs and perhaps they want to dress but cant/wont and as I love to play the role of a woman I have obliged a few of them
One even buys me lingerie
Most delightful

[emma-louise]

Lucky girl what a great story xx

[prene]

WOW
What a story.
It happened once to me but not that far.
We never got to bed but it was still exciting being the girl.
Love the feeling.

[mechamoose]

Being a 'target' of those feelings and intentions feels *good*, doesn't it?

I *love* big, strong males. I love it even more when they want *ME*. It brings up my submissive side and gives me a case of 'helium hips'.

(Bull males are SOOO pretty)

<3

- MM

[Marcelle]

Hi Briana,

Sounds like a wonderful evening (and morning :heehee:). I am glad you had a chance to live an experience of such excitement and fun in your life. Thanks for sharing.

Hugs

Isha

[deebra]

Briana, if it was that good and I'm sure it was especially since you spent the night WHY don't you think he would call and want more of such a good thing? If you don't hear from him why don't you call him and ask him over for dinner? If he doesn't then make yourself available (go out in fem) to meet and connect with another hunky man.

["Gabriela"]

Such an awesome story!
I'm not particularly interested in men, but I surely can tell that the excitement of being seduced by another person when en femme feels incredible!
So congratulations! Keep exploring the sexiest side and enjoy!
I'm sure you were the hottest chick in that party :o

Hugs!
Gabriela

[Ceera]

What an awesome and wonderful story!

So far, in the less than a year that I've been going out to a local club en-femme, I've had four or five times when a guy came on to me, but only one where I said yes and we carried it further.

One did everything wrong. He was much too pushy and grabby, and clearly just wanted to get laid, with little regard for pleasing me. When I said no, he immediately switched to pawing and fawning after just about every other cross dresser at the club. I'm pretty sure he went home alone that night.

One guy did everything right. He bought me a few drinks and held my hand and danced with me and even had me cuddling with him openly. He definitely knew I was a cross dresser, and still liked me. But then the hour got late and he ran out of steam, I guess, and went home alone. If he'd kept going just a little longer and if he had actually asked to take it elsewhere, I might well have said yes.

A couple of guys seemed nice enough, but it just didn't feel right for me.

The one I said yes to wasn't a hunky dreamboat. But then again, I'm a bit of a fading flower myself. He was an older man, but probably still younger than I am. He talked to me. He seemed genuinely interested in me. He told jokes. And he finally asked if I would like to go elsewhere with him, and kissed me in the parking lot as we left. I was very happy! He made it clear that he knew what he was getting, and that he wanted to please me. He was shorter than me and a bit chubby, but he was a gentleman and wanted to treat me like a lady, and that made good marks in my book!

We did have a problem finding a place to go though... There was a major event going on in town, and the first three hotels we tried were either booked solid, or only had their most insanely expensive suites available... I ended up having him follow me to my place. I hadn't particularly wanted to do that, because my daughter lives with me and I have a dog that I knew would be expecting me to pay attention to him once I returned...

Warned my daughter in a text message, and she was happy to 'play possum' and appear to be asleep in her room already. She knows my fem side and supports me in enjoying a CD excursion now and then, and she's okay with me seeing someone - of either gender...

Dog was a pest, as expected... Had to stop several times to let him out or let him in or ask him to quiet down. He expected to go right into my room and sleep beside my bed like he does almost every night...

But aside from that? Wow... I was glad I had bought some sexy lingerie, even though I hadn't dreamed to ever use it on a date! He thought I was beautiful, and the night was wonderful. It was my first time with a man while I was as a woman, and I really enjoyed it!

He doesn't live in my town, and I haven't seen him around since then. But it certainly was nice!

[docrobbysherry]

I'm very happy for u, Briana! Sherry's been hit on a few times out. Including a very physical young man at a club on Halloween.

But, no matter how attractive the men r? For some odd reason, she stays faithful to me!:D

[BLUE ORCHID]

Hi Brianna, There may be more , But you will always remember your first.:hugs:

[Crystal Beth]

The first time I was hit on I melted! I made last call at a "gurl" party at a bar. A cute younger boy played all shy with me and asked if he could walk me home :o. I gave him a night he will never forget...

[aussie cd]

congrats Briana you look great in your avatar and no doubt same in real life, a lucky man he was!
you have lived the fantasy most here have thought of and come through with flying colours!
count me as one of the envious!

[briana_betancourt]

Briana, if it was that good and I'm sure it was especially since you spent the night WHY don't you think he would call and want more of such a good thing? If you don't hear from him why don't you call him and ask him over for dinner? If he doesn't then make yourself available (go out in fem) to meet and connect with another hunky man.

I figured that if he hadn't called me, he wouldn't want to see me anymore. After reading your response, I realized - what the heck do I have to lose?

I gave him a call the other day, and guess what? He's coming over for dinner at my place tonight! :) I'm so nervous! I don't know what to wear?!

Thanks for dropping some common sense on me, Deebra!

[Jaclyn]

I think this great news Briana. I am really excited for you.

[jsunic_1978]

ID LIKE TO MEET females gg and cd INTERESTED IN cd :)

[deebra]

Briana, congrats and let me say what all those that read your post are thinking, LET US KNOW HOW TONIGHT GOES. Wear sexy but not ****ty, definitely sexy underwear and some nice perfume does a lot to arouse!!! If both of you enjoy being with each other and the "desert" that follows I see no reason why this shouldn't be an on going thing. Adjust your mind to be and see yourself as the desirable, feminine woman that you are and perform as such. You have more than a woman has to offer a man so wouldn't he be crazy to not keep coming back for more than most skirts have to offer? You go girl, make us proud!!!!!!

[SisAimee]

Oh my gosh Briana...it was exactly the way you described it. I felt wonderful and after that first kiss I was hooked...finally, I gushed like a woman would have.

[Kate Simmons]

Guys know to be careful around me as they know I'd kick their butt if they crossed me. Even so, I'm always interested in meeting guys or other CDers. :)

[Rhian]

I'm glad it went well for you and he treated you like such as gent even after he had done his thing, as I hear some guys don't react too well after they've done their thing. On a side note I cans ee why he's into you, you look hot.

[njcddresser]

I am quite envious of your wonderful experience as this is my ultimate fantasy. Alas, being happily married it will remain just that, a fantasy

[Lynn Marie]

Cool story. Immediately reminded me of those slightly racey "heaving bosom" love story books.

[StarrOfDelite]

The first time I ever got hit on outside of an alterntive/Gay bar happened in Vermont. I love to ski, and there is nothing which makes a tall, thin CD look hotter than a good pair of ski pants and a parka in pastels. Back around 2002 +/- I was on a business trip in upstate NY and drove up to Killington and got a room at MAP lodge which also had a bar with entertainment. I got out of bed at six o'clock a.m., put on my ski outfit, some light makeup, a medium short wig, and, after breakfasting, went skiing in twenty degree weather until it got dark around four-thirty p.m. I was exhausted, and as soon as I got back to the lodge I just freshened my makeup, and went to dinner. That refreshed me a bit, and afterwards I went into the bar, ordered a rusty nail, and listened to the band, which had just started playing. I was sitting at the bar, and a man about my age sat down, and we started up a conversation. I wasn't making too much of an effort to disguise my voice, so I'm fairly sure he was at least suspicious about my gender. One thing led to another, and he made a few polite intimations that we might retreat to his room for the next round of drinks. I was tempted, but ultimately declined because not only was I running on the last fumes of energy in the tank, underneath the ski pants and wig I was sweaty and funky, and I was totally not prepped for any sort of amatory adventure. So, I went to bed, got up the next morning, and never saw the guy again.

Just to make it clear, if things had gone differently it would not have been my first rodeo. It was, however, the first time that I had been hit upon in a straight venue by a man who, arguably, was not aware of my gender before he approached me.

[flatlander_48]

I don't have any real basis for comparison as my first time was 5 or 6 years before I began crossdressing. I suppose the interesting thing was that it felt almost like a past life experience. I had no reticence about what was happening at all. My partner was surprised that he was my first. All totaled, it was a great 4 days in Florida!

In the current context, I'm not sure how I would feel about someone's advances. Not that I would mind, but it would not be a simple situation without issues, consequences and expectations.

[ophelia]

Does it sound odd to say that if anything, my dressing is to get closer to women.

[Alice Torn]

I have met three different admirers, years ago now. i made it clear i won't "go all the way", and it went ok.

[Lisa LIckorice]

Nothing like the feeling of a man deep inside you. :) Brings back great memories for me!

[Dena]

I haven't done anything with a man beyond fantasy. I was dressed as the "Devil with a Blue Dress on" for halloween once. A South American guy I knew was there who seemed to sense and enjoy toying with my feminine energy. For instance, I was sitting in a booth, and he sat next to me with a subtle dominance. Later, he was standing next to me while we were talking to others, he laid his hand on my bottom, feeling my satin gown (and possibly my panties). I didn't react or move away. And that was the end of it. Nothing more was spoken, I'm unsure what was implied. I liked how he made me feel feminine!

[CONSUELO]

Pleased for you Briana. I hope you find someone as nice and gentle again.

[kkaye]

I find myself in that grey area. When, I am out, I dress like someones mother with longer dresses, shorter wigs and tone it down to avoid that male attraction that would climb this tree even if, I have a limb they could not get around. I can not get around some hairy assed man. Some soft femme maybe. Or perhaps another 100% passing CD.

[mechamoose]

Multiple important aspects here...

1) You were 'out', not just physically but mentally. You made a transition.

2) You found a GM/MM (Genitc/Mental) who liked *you*.

3) You BOTH recognized that 'who' you were was more important than 'what' you are. >parts< (https://www.youtube.com/watch?v=OTzLVIc-O5E)

4) Roles? WHAT roles? What does the chromosome-based stuff you got from your parents have ANYTHING to do with how you act to affect and improve the world??? (A: None)

I'm a big beast of a man with a girl inside. I *love* when I can toss that all aside and let HER out so that the particular lucky male gets to enjoy my hunger & feelings.

- MM

[missynicole]

ohhhhhhhh how wonderful.......I would really like to discuss this with someone experienced.....so if you have been there and done that so to speak..please send me a message...soooooo many questions......missy

[Kristy 56]

I guess that is the ultimate fantasy for me along with having a GG friend. But that's all its ever been,just a fantasy. A girl can always dream though. :)

[CD_Princess1234]

It's a great story. I bring back memories of the first time I spent an evening with a man. They make your heart melt and you have a different feeling.

[cinderellaman]

What a great story-you are very lucky. Something I have often fantasized about.

[paula123]

sounds like you had a grate time wish i could have a lovely time like you hugs paula

[weyburn]

A great story
I was very nervous the first time with a man
Now I love and want to be the woman in the situation
And unfortunately the joke about men and lying really isn't a joke at all