Awkward moments: my first time with a man.
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Posted:Aug 12, 2015 8:34 pm
Last Updated:Jan 4, 2019 10:33 pm
3183 Views
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I pecked this out on my phone last week for my top fans, and they seemed to like it. So I thought it might be worth of a blog post. This was my first HotMatch.com meet up using an old account I shared with my ex who was deployed at the time. I had intended to setup a cam so she could watch, but it all happened so fast...
So back in 2010, I met someone through HotMatch.com. I had a lot of alone time and had been camming as I played with my toys whenever I could. I hadn't started on hormones yet, so I didn't really expect much. This guy though, mightymidget (or something like that), saw me camming and started chatting with me.
After several exchanges, I invited him to my house (don't ever do this on a first meeting). I had no clue what I was doing, but put on something cute and easy to take off, and grabbed a towel, lube, and a porn dvd.
A few minutes later I hear the doorbell. The guy at the door is about my height and a bit on the tubby side, but I'm ok with that. I open the door and put out my hand to greet him, but he does the unexpected. Now, let me be clear, if this ever happens again, my response will most likely be violent, but at the time I was too stunned to know what to do. He looks at me and my hand, then reaches instead for my crotch. After giving me a gentle squeeze, he walks in like he owns the place. I'm left standing at the door gobsmacked, looking out and hoping nobody else living in officer housing saw that.
He sits on my couch and glances at the porn playing on the TV. I'm a little weirded out, but too horny to give a fuck, so I take a seat beside him. We chat a bit, then he reaches over and plays with me through my shorts as we watch the TV. After a couple of minutes, he gets up, kneels down in front of me and pulls my shorts off.
This is the point where I realize that I don't really care for this type of attention from a man. While his warm mouth and tongue felt good, my dysphoria was kicking in and keeping me limp. I apologize and he gets back up, pulls off his shorts and sits back down. This was what I had been waiting for. I take my place on the floor and give him a thorough inspection.
I had not seen any pics of his cock before, but now understood his username. The cock in front of me was rather short (3, maybe 4 inches max) with a large head like a mushroom. I timidly put my lips to the head and licked my lips, here we go.
With one hand gripping the base, I guided the fat head of his cock into my mouth. I was surprised by how soft and spongy it felt between my lips. This was going to be good, now I was getting excited. I twirled my tongue around it, enjoying the silky smoothness, and began slowly working my way down.
I was gasping for air as I pressed my nose into his crotch. I didn't care. I looked up at him and I worked up and down his cock, one hand digging my nails into his thigh and the other stroking myself.
He rested his hands on my head and gently pressed. I knew he was close, so I moved faster, swirling my tongue as I went. I almost came myself as I felt him shooting into my mouth. I slurped and licked until he was clean, then sat back and smiled as I wiped the last drop from my lips.
I climbed back up to my seat and he tried to reciprocate. Once again, my dysphoria reared its ugly head as his hot mouth encircled me. How could something feel so good and so wrong at the same time? I try to lose myself in the pleasure, but my mind is screaming this is wrong, "I'm not gay! I'm a woman! That thing isn't supposed to be there at all!"
I go flaccid and apologize to him again. He sits back down beside me, and we talk some more. I'm completely naked now (when did that happen?). I vaguely remember getting hot while I was giving head and pulling it off. I feel his hands on my bare skin. *Just say it already! Tell him what you want!*
"You can fuck me, if you want to." He says yes. I use my mouth and hands to get him hard again. Now I'm excited again. He asks where and how I want it, I'm not sure. We both stand up and I turn to face the couch. "Get yourself lubed up." I grab the lube and towel. I cover the seat with the towel and get to work with the lube.
He watches me as I slowly slide my fingers in, spreading the lube around and stretching myself out. I squeeze down on my fingers as hard as I can a few times until I feel relaxed. It's completely slick inside now, I'm ready. I wipe off the remaining lube, reach over and grab the top of the couch, and brace myself with one knee up over the arm. Then turn back to look at him, "I'm ready."
He places a hand on my hip, and presses the head of his cock against me. Another new experience. I was scared and excited. Trembling, I arch my back and push myself onto his cock. It doesn't go far before it hurts. I ask him to wait, and we stay like that for a while, just the head of his cock inside me. We repeat this a few times until I can take all of him.
His cock being short did pose a challenge, as he popped out now and then, but I didn't care. It felt so good and so right. This was what I wanted. His cock thrusting into me over and over. It was so different from playing with my toys. He was in total control as he pushed me over the edge. I just had to hang on and enjoy it. Then it happened, I was cumming.
"You really do sound just like a girl. I like it." I don't remember when I started moaning, but I could hear myself now. The steady stream of whimpers were in sync with his thrusts. "Yes! Don't stop! Just like that!" I goaded him on as the familiar feeling began to build inside me.
His hands were on my waist, pulling me onto his cock, faster and faster. My hands were locked in a death grip on the couch. My body was dripping sweat and trembling as my cum sprayed out onto the towel (lucky break). I wasn't expecting that. I'd never been able to make myself cum with my toys. I felt him jerking inside me and relax his body as he came.
I cleaned us up, dressed him, thanked him for a good time, and showed him to the door. I honestly wanted to do that again, but that was the last time I saw him. We talked a few more times, but it just didn't work out. It's still a fun, if awkward memory.
- thenewgurl
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Three Years Since Starting HRT? Really?
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Posted:Mar 19, 2015 9:48 am
Last Updated:Mar 11, 2018 11:53 am
2791 Views
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I'm coming up quickly on three years since I started my transition from male to female. Three years! It's been an adventure. I went through a separation, a few different lovers, a divorce, and got married in that little window of time. I came out to my friends and family and coworkers. Now I live full time as my true self. Other than dealing with getting the legal stuff taken care of, I'm just living my life now, boobs and all. 
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First signs of change
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Posted:Sep 27, 2012 8:49 pm
Last Updated:Mar 11, 2018 11:49 am
2953 Views
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Hi again. Finally getting around to my second post. It's been about a month and a half now since I started hormones, and I'm starting to see some results.
On the down side, I've put on some weight. I can't blame that all on the hormones though, as I've not been exercising as regularly the past three months. I'll be ramping it up for this winter though, as I'll be testing for my black belt in kung fu. I also have a secondary goal of doing the splits before the new year.
Erections have recently become more difficult to obtain and maintain. Which is kind of a pain, but not the end of the world. I wouldn't care at all if I had a male lover, but my most recent encounters have been with a woman. I haven't tried anal stimulation in a few months now, but I have a feeling I won't be able to cum any other way in the near future.
My nipples are also showing signs of change. I noticed that they seem to have grown slightly, and they are more sensitive. This past week they became sore and sometimes they itch. I can't really tell if I've had any breast growth. They seem to stick out more, but that could just be from gaining weight.
Last thing I can think of is my hair. It looks like I have some new growth in the front, so hopefully I will have a more feminine hairline soon.
talk at you later,
Micah
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Beginning
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Posted:Sep 4, 2012 12:02 am
Last Updated:Mar 11, 2018 11:43 am
3193 Views
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I've always felt a little off. When hit puberty I started having dreams about life as a girl. I started borrowing my sister's clothes and wearing them when no one else was home. I stayed up all night praying to God to fix me and then crying myself to sleep. I couldn't tell anyone, so I kept my secret. I got married and had , pretending to be who I was expected to be.
I just can't do that anymore. Last year, I started asking doctors to help me, without any luck. I live in Texas, and most of the doctors here are willfully ignorant of anything outside their religious beliefs. I finally found a psychologist this January who is helping me deal, and in August I found a doctor to get me started on hormones.
Hopefully in a couple of years I'll be able to pass, but for now I'm still trapped. Sometimes I wish I could have started years ago, but then I wouldn't have my . So I live with my decisions, and hopefully they will respect them too. Now I just have to get motivated and get back to work. My wife wants a divorce, so my life as a homemaker is coming to an abrupt end.
Wish me luck,
Micah
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