Thursday, September 10, 2015

Happy 4 Year Anniversary!

This Blog has been going for 4 Years!!! I can't believe it. I know there have been many gaps in my posting but, Its still here. I'm still here. You are still here. We have a thriving Facebook Group. Thank You ALL for reading and for all of your support and stories. You are ALL wonderful people and I'm glad to be a part of your lives and I'm super happy that I have you in my life! Keep sending me your thoughts and stories and I will try my best to post and do what I can to support you!

I Love you All!

Pirate Pebbs

Tuesday, September 1, 2015

Interview with a Straight Crossdresser Dating Update!

Hello Friends! We have a dating update from my 3rd Straight Crossdresser Interview! (Linked Here)
So here it is, without further ado, Take it away Sienna!

 February of this year I met a woman. At first we talked as friends and because I thought we would only be friends I told her upfront about my crossdressing. She thought it was cool and asked the usual questions, "are you gay, bi, or straight?", "why do you do it?", "can I see a picture?". After the usual interrogation the topic rarely came up and we got to know each other. I asked her out on a date and we hit it off really well. A couple weeks later we were dating.
Everything was going smoothly until I sent her a pic of me dressed up one day. She asked me to not to show her that side of me because she didn't think she could handle seeing me that way. Initially, I was devastated. I have no problem with a woman not wanting to date me because I'm a crossdresser but it would hurt me if I was upfront about my crossdressing and still broken up with because of it.
We decided that we would give it time after that. We both had struggles when it came to dealing with the situation. She thought that maybe one day I would come out as Trans and my feelings for her would go away. My girlfriend is pansexual so it's safe to say she would date me if that ever were the case, however she was worried about my feelings changing.
I, on the other hand, was worried that she wasn't attracted to me anymore. I was worried she had seen me as a girl and was now ashamed of me. I contemplated not dressing up anymore and purging so that she could have a normal man for a boyfriend. For a short while I felt like how it was when I started crossdressing and was hiding it.
After telling her about it she told me how she felt. I reassured her that my feelings would never change even if I wanted to change my gender. She told me she would never want me to change just for her. She wanted to love all sides of me and that meant me as a girl too. She had made it clear that she wanted to see me dressed up.
I was still nervous for a bit afterwards. I thought her reaction to me dressed up would either make or break our relationship. Eventually that day came and I dressed up for her. Since it was the first time I opted against makeup and just wore a wig and dress. I was extremely shy because of what was at stake. To my surprise, she loved it. The first time she couldn't keep her hands off of me.
Months later and things are even better. I dress up occasionally. She even does my makeup from time. We have cosplay ideas set up for us where we both dress as female characters. She calls me princess so long as she gets to be the queen. My crossdressing initially threatened our relationship but in the end it strengthened it. Now we're stronger than ever.

Thank You Sienna for sharing this part of your life with us!

I LOVE that Sienna shared with us a fresh faced picture without makeup. You are beautiful as you are. You don't need to hide your face. If you like how you look without makeup, you can wear Your face! If you want to add a bit of color you can do so as well. Either way you will always pass as...Human! That's what we all are. No matter what changes we make to our bodies, genetic testing will say that we are undoubtedly human no matter what.
If you would like to be featured on the blog with your story you can contact me at
Until next time, always remember...
Pirate Pebbs Loves You!

Tuesday, June 9, 2015

I can't do the Philly Pride Parade this Year...

I stretched myself too thin that weekend and didn't have the funds to get a float...I will plan better for next year. I will do a fundraiser so we can have a float and invite as many people as I can to be part of the experience. Once I know next year's date I'll start planning.

What are your Ideas for the float's theme? I'd generally do a Pirate theme...Just cause...Pirate Pebbs and all...

We will have at least one least 2 by name. One being Global Grafx. Another being Dr. Thunder Karaoke since I am a host for Dr Thunder Karaoke.

Sorry I haven't posted mych. I';ve been posting more on the Facebook group where its more little bursts of posts.

I do have some friends who want to get their stories out there.

This past weekend I spent a couple days with my T-Girl friends outside of the Raven Parties! That was exciting for me. I'm like never personally invited to events...I know its not meant to slight me at all but I'd always wished to be invited. I'll spill more about that later.

I gotta get back to work...since...well...I'm at one of my jobs. Just wanted to update you on whats (not) happening with me.

Oh Also I saw One of my Fav Drag Queens this week! Pic Below!

Pirate Pebbs Loves You!

Misty Maven & Pirate Pebbs

Sunday, April 5, 2015

Shall We Walk in the Philly Pride Parade 2015?

I apologize for my absence. I have been (as i've said a million times before and shall probably continue to say for a while) working a whole lot lately and haven't been able to post often. Ok my posts are quite random and I have 0 time management skills.

That said, I have been on the Straight Crossdressers and Friends Facebook group where during some recent discussions I came up with an idea.
We should participate in the Philly Pride Parade!
I feel that Straight Crossdressers are under represented especially in the LGBT world. Since Crossdressing falls into the very grey areas of the 'T' and Straight Crossdressers are rarely if ever represented in the 'T'...we should do something about it. I would like to have Straight Crossdressers represented in the Philly Pride Parade!

I first have to make sure it isn't too late to register (the website didn't say it was too late but I have to call to be sure). Meanwhile I will make a banner to be walked with or put onto a vehicle. So far the only people committed to it is myself and another GG friend... 2 GGs are not the greatest representation of Straight crossdressers...I mean we can dress as guys while we walk But I would LOVE it to have some Actual Straight Crossdressers participate as well (MtF & FtM).

Would YOU be willing to participate? Will you help US change how crossdressers are represented? Currently when people see people that they assume are crossdressers they automatically assume that they are interested in the same sex that they are assigned at birth (men interested in men, women interested in women). A Large majority of Crossdressers are interested in the opposite sex and the world at large doesn't recognize that they even exist. That includes many gay people who don't realize that straight crossdressers exist.

The parade is on Sunday June 14th, 2015.


Please let me know if you think you'd be available and would like to participate. You can email me at:
More info can be found on the website:

Sunday, February 22, 2015

See me at the LGBT Expo 2015 in NYC

Hello everyone. I know its been a while. I'll be singing and talking about this blog as well as the Straight Crossdressers and Friends Facebook Group. The awesome Appolonia Cruz will be hosting the at the LGBT Expo at the Video Lounge on Saturday February 28th & Sunday March 1st. My friend Frankie will be performing on Saturday and I will be singing on Sunday. After my song i'll sit down with Appolonia and we'll talk about what i'm hoping to accomplish which is acceptance of crossdressers and for people to be non-judgmental about how people, particularly crossdressers. People always assume that because a man wears womens clothing that 1: they want to BE women and 2: they want to date men (same thing for women who wear mens wear). Where both may be true for some people it is not true for everyone. Just because a man wears a dress we should assume nothing but that he likes the particular clothing he's wearing. We shouldn't assume his gender identity OR his sexual preference. We shouldn't assume that of anyone period.

I wonder if I can get anyone to record it for me this year...maybe i'll set up my camera for video again this year.

I've been sick...all year. Been to the doctor and they say its my allergies...Seriously??? My allergies make me feel like i have a really bad cold....which sux. I've been having throat pain and have not been singing for weeks. I think my performance is gonna be as bad as last year...the horror... Whatever. I'll make the best of it.

I do love you all and wish I had more time to post. I post a bit more on the facebook page. Straight Crossdressers and Friends Group (this is a closed group, you have to respond back to the message from one of the 3 admins to be added)
Here is the thing about the group. EVERYONE is screened. I explain the rules a bit and you have to agree to them, mostly to weed out spammers and people who are looking to date same sex as themselves crossdressers because most of the group is straight and hate being hit on by people of the same gender.
We still have our facebook page as well

I love you all and I will be posting more soon.

Pirate Pebbs

Thursday, January 1, 2015

Happy New Year 2015!

Hi Everyone, Happy New Year!!! Sorry I haven't been posting much lately. I hope for that to change.

My Resolution is to Post more and to start doing video posts.

Do you have any resolutions? Post below or join our Facebook group and post there.

I'm going for right now, You'll be seeing me soon!