The Message
- Kendra Chelsea
- Oct 6, 2016
- 8 min read
As transcribed by Kendra Chelsea.
Introduction: After some debate I have decided this would be the best way to handle this particular time in my transition. I have edited out any of the more personal segments and I can assure you that anything that has been left out is not pertinent to my transition or my life.
Tuesday August 23rd 2016
Kendra: Hey, not sure if this is a real number but this is Kendra
Keith: Wow Kendra,, I was wondering what happened to you, I think I was really wasted that night but I remember what you said, and I remember that delicious KISS so what do you mean is this my real number, when are we going to that secret rendezvous? Did it really take two weeks to get in touch with me?
Kendra: You kept telling me that this might not be your real number.
Keith: I was looking into a new phone because my voice mail on this one has a mind of its own- so what’s going on?
Kendra: Working ugh…I have to go to the mayor’s birthday party this weekend.
Keith: That one I mean
Keith: Ok so you must be a big shot, are you going alone?
Kendra: No, I just offered to help with the local stuff and they took me up on it
Keith: OK, I get it WORK, so I have to take some of some business right now- text away I will reply later- Bye, bye Kendra. Take care princess
Kendra: I was pretty tipsy myself that night too. Just to let you know that when you let me go after my friends came back I was impressed.
Keith: Well thanks, me for one would say that there’s time and a place for everything. I would rather it be a mutual encounter. Much sexier that way.
Kendra: Yep. I went out with a guy last weekend and he was an ass. He was trying to dictate everything I did including what I wore. That was it for him.
Keith: You know the one thing that I just haven’t been able to get out of my head was when you said “If you keep treating me like this I will make it worth your while.” I have to say that’s usually something someone might keep secretly, tuck away but you were very transparent about it- WHY? Give me the closest real version of Kendra.
Kendra: I am transparent about everything. What you see or hear is what you get. Sometimes it’s bad and sometimes it’s good but no one can say I am not honest.
Kendra: I think that is why I have good friends.
Keith: Okay so what about our secret rendezvous- you said something about next weekend, something special or casual- day or night? Your call, okay?
Kendra: When do you usually work? We could grab a coffee around lunch time near where we met. Both of us would be sober. I am usually around there every Friday around 2 pm for my doctor’s appointment.
Keith: Friday’s are good but 2 PM isn’t. A good time could we say sometime later instead? Around 3:30 PM? Do you know how to give massages seriously?
Kendra: We will figure it out. I have to be at work at 4 so it would have to be another time.
Keith: Okay so you work evenings and the message question was just yes or no. I wasn’t asking for one. I have to be really honest and tell you that I am going through a divorce. I also remember asking you if you had kids and you said 3 so I have to assume you are married. I am saying all this to let you know our meetings should be low key, at least until this divorce is final. My reasons are above and I think they validate.
Kendra: I have 2 kids, both are adults. I am married in an open relationship so I understand but I don’t have to hide. And as far as massages that was the only way I could answer, I have never been with someone I was enthusiastic about giving anyone a massage before but I think I could get into it. Oh and I hang out in Alexandria more than in DC (my friends you met)
Keith: Okay baby, I understand.
Thursday August 25th 2016
Keith: Okay so how was your day? It was my day off and I was supposed to look at an office in Georgetown but things went south and now I have to do it on my next day off which puts me behind on this campaign. You may not need to hide and neither do I really but to avoid any unnecessary encounters. Can’t we just meet someplace neutral like Georgetown or there is a nice new place near 2nd and Florida?
Keith: When can I call you?
Kendra: I work until 1 AM on my way home from my doctor’s appointment (145) or before? I have to go to bed, my day was good thanks. Really ready for it to be over though.
Keith: You don’t work at a hospital so that doctor’s appointment must be at 1:45 PM you couldn’t meet for a bite at this place near 2nd and Florida because you will need to get to work. Sorry. Thinking out loud. J Our conflicting hours are going to really restrict us to the weekends.
Kendra: It happens but I am at Whitman Walker every Friday at 1525 14th Street so keep that in mind, there is a place across the street (although I hate sushi)
Friday August 26th 2016
Keith: Good afternoon sorry about last night dozed off and woke up to the movie watching me. 1st I am not originally from DC. I know that place WW is about 10 minutes away from my pad and if I met you across the street what time would that be approximately? I am getting off now, really not hungry though.
Kendra: We will get it together eventually. Right now I am stuck in traffic heading to work. I will text you more when I am out of the car
Kendra: Sometimes I assume things. I shouldn’t and we were both a little tipsy that night but, I wanted to make sure you knew I was transgender?
Keith: Okay, I just realized what I did. I read the 15:25 as military time 3:25 PM but your appointment was at 1:45 oops. Headed home now instead of sushi place across the street from WW. Happy working to you.
Keith: Hey I was in the CG for six years and I still see certain numbers as military time. Maybe next Friday okay? If you work in Alexandria and get off at 1 AM we might be able to start seeing each other at my office- I just secured one in Georgetown. What do you think? I could go in after 7 and work late just for you J
Kendra: Did you see my other message?
Keith: Oh, no sorry I didn’t
Kendra: So now you know.
Kendra: Keith?
Saturday August 27th 2016
Keith: Sorry, I wasn’t sure what to say.
Kendra: About me being transgender? Really, my fault I thought you figured it out, we kissed a lot but Marcie was concerned you didn’t know.
Keith: Okay.
Kendra: So if you don’t want to see me I understand and if you are mad I am sorry.
Kendra: Keith?
Sunday August 28th 2016
Keith: I can’t be mad at those kisses, they were all women.
Keith: Okay so meeting me at the Georgetown office late night is not a good idea because you may think I want sex. Somehow I think I asked for this to happen, kind of hard to explain but I have been going through a lot of stuff, it isn’t your fault.
Kendra: OBTW Marcie and Jamie are both transgender also. Sorry, I am a little sensitive over the sex thing. A lot of guys tend to assume I am like some porn star.
Keith: Why do they assume that?
Kendra: Because well, porn is really the only exposure some men have with a transgender woman.
Keith: Yeah, I guess you are right because it has always been my bias belief that they love to suck hard dick.
Kendra: I do but only with someone I know and care about.
Keith: I understand the care about thing but do we really ever know someone?
Kendra: true but we can know each other to the point we aren’t strangers, you know? I will text again when I have a second. I am out driving.
Keith: Kendra I am sorry but I have been thinking about it and I am not sure about us. I can’t explain fully but I just do not think I can date someone that is transgender.
Kendra: I understand, it is okay. Ah the dating life of a straight transgender woman.
Keith: Maybe we can still meet up as friends? Why not meet me in Georgetown, I will be there later, putting a down payment on that office.
Kendra: Oh what a businessman you are. And unfortunately I can’t. Marcie and I are burning our old birth certificates tonight.
Keith: Okay, what does that signify?
Kendra: That our old selves are gone for good.
Keith: You know I like Marcie too?
Kendra: But she is heads over heels in love with Jamie so there’s that.
Keith: What are you saying? I didn’t mean it like that (that is why I hate texting) I was simply saying that I think I could get along with her so we could all hang out. Well I have the office and I would like for you to see it after our Friday Lunch, okay?
Kendra: yea, texting doesn’t tell the whole story. We have to keep in mind I have to be back in college park at 4 for work… Not sure if you can handle this but Saturday Marcie goes to her dads, Jamie and I are going to Secrets, If she isn’t we are going back to DC 9 to start
Monday August 29th 2016
Keith: Hey Kendra your sweetness is that of a beautiful woman trust that. Okay so I could either meet you at the doctors at 2 PM on Friday for a meal nearby or meet you at DC 9 (to start) but ya’ll must let me show you this Kool new club that opened just 3 blocks away from there
Kendra: Well I will let you know about the weekend. Jamie really wants Secrets, it all depends on Marcie and my doctor’s on Friday. I am always free for about 45 minutes so that’s fine.
Keith: A meal is fine- I only meant that my place be the middle tot the end if you get my drift here, but I get it
Kendra: I will admit you have my attention…but lately I have been flopping all over the place. I was supposed to meet a guy for lunch but canceled because he seemed too pushy and then cancelled another date because he was acting like we had been lovers forever and we hadn’t even met yet.
Kendra: I am surrounded by couples and you would think that would push me to be with someone but it doesn’t But you, you aren’t constantly texting or calling, you seem smart and you aren’t talking to me like I am a gay man ugh…
Kendra: Not sure if you are just smooth or sincere yet though.
Keith: I hope you figure that out after we meet.
Tuesday August 30th 2016
Kendra: Okay plans changed a little, this weekend Marcie and Jamie have something they need to do, would you be interested in meeting up with my wife and her boyfriend at DC 9?
Kendra: My wife Kimberly kind of insists on meeting people that I might consider bringing into our house.
Keith: Oh, I would be cool with that, seriously. What time do you want to meet?
Kendra: I don’t want to get there too early, how about 9 PM?
Keith: Sure I am down. Kendra, I want to tell you how I remember you from that first night. I remember a woman that is all that I saw, you carried yourself like a woman and even kissed and touched I like a woman. If I had any doubts I don’t any more. I cannot wait to see you again.

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