My First Apartment Chapter 4

I started my rounds at 8:30 on Sunday morning. I carefully opened the dumpsters quietly. I collected and rebagged all the trash cans. I swept up around the pool, patio, and common areas. It took me a little longer than I anticipated. I was done at 12:20 pm. I had barely enough time to shower and shave when Chloe knocked on my door.

You're not ready? Chloe asked, sounding a bit disappointed.

Sorry, Ms Chloe! The pool area and patio were a mess! I started at 8:30, I just finished about 40 minutes ago. I just need to do my hair and makeup.

Let me help you, honey! Chloe said.

Please! I said, smiling. I was grateful for her help.

Chloe talked me through blow-drying and styling my hair with a curling iron. She made everything sound and look easy. Clearly, I have a lot to learn! I did my makeup lightly and used my new matte pale pink lipstick.

Chloe insisted I wear my black denim mini skirt, my yellow sports bra, and my short yellow tank top. Chloe insisted I use the small breast pads. Chloe pushed the pads under the bottom outside corner of my breasts, giving me a small amount of cleavage!

I looked in the mirror and saw a slight but feminine silhouette of myself instead of the stick figure of a boy that I normally am. Chloe handed me my black 4 1/2-inch heel work boots. I wore the white lace ankle socks Chloe bought me.

We got to the grocery store. Chloe started loading my cart up with a variety of fish, boneless/skinless chicken breast, and lots of leafy vegetables and fruit. The only pre-packaged food she selected was blueberry yogurt. She selected women's multivitamins and supplements of black cohosh, blessed thistle, and biotin.

We went back to my apartment and put away my groceries. Chloe helped me organize my fridge and cabinets. My apartment wasn't messy, but my kitchen was anything but organized. Chloe opened my supplements and vitamins and told me to take one of each. I grabbed a bottle of water and washed it down.

I have an aerobics and yoga class in an hour, care to join me? Chloe asked.

I'd love to!

While I was very tired, I said yes. The chance to spend more time with Chloe was the only reason I said yes.

Let's get you an outfit! Chloe said. Chloe picked out my pink leggings, pink sports bra, and white half T-shirt. My pink sports bra was very noticeable. I was feeling very self-conscious about my outfit, with my bra so visible.

You can't wear those shoes! I have a pair you can borrow for now. Chloe said. She handed me a pair of white and pink-trimmed Sketchers. You give them back to me when you buy your own after you get paid. She said.

Will they fit? I asked.

I'm a size 10 too! Chloe said.

I put the shoes on and she drove us to the aerobics studio. It was all women. I felt very out of place.

Lana, this is Dana! Dana is our instructor. Chloe said.

Nice to meet you. I said.

You're very cute! I love your hair! Is this your first time? Dana asked.

Yes ma'am! I said respectfully.

Just call me, Dana, honey! You're safe with us.

I didn't really understand what she meant by "safe with us".

Dana was almost 6 feet tall. She had a slender, slightly curvaceous body. Her breasts were a very firm B-cup. She had a small round ass and slender hips. Her heart-shaped face was accented by her high cheekbones and slightly pouty lips. She had strawberry blonde hair and hazel eyes. Her skin was creamy white with a slight tan. She was dressed in a floral pattern light blue thong leotard with white leggings.

There were about 25 women in the class, all dressed very similarly. We started our yoga class first, stretching and posing. We did this for about an hour, I was in the front row beside Chloe. Dana had to help me several times with the different positions.

We took a ten-minute water break. I felt like I did pretty well for the first time. When we started the aerobics class, I was in the front again. I watched and tried to keep up, but I was terrible with the form and speed Dana and the others had. 30 minutes into the class, I was exhausted and breathing heavily. I started slowing down. Dana noticed.

Come on, Lana! You can do it! Just keep trying! It's almost over! Chloe was saying to me. Keep at it, Lana! Dana cheered! Let's show Lana some love, ladies! Dana said. Go, Lana! The class cheered!

I thought I was going to collapse, but the women kept cheering for me. I pushed through my exhaustion and kept trying. I was horribly out of step with everyone, but I didn't give up. At the 45-minute mark, we started our cool-down session. I was relieved! We started stretching out at the end. I could feel my muscles tightening up. I put extra effort into stretching out. I noticed Chloe and Dana watching me.

Chloe and Dana would smile at each other and look at me as I stretched out my fatigued body.

Nice job, Lana! I thought we might lose you for a few minutes! Dana said approvingly.

Thanks for the encouragement, coach! I said.

Are you an athlete? Dana asked

I played golf and tennis in high school, but I wouldn't consider myself an athlete.

I play golf, Chloe said.

So do I! Said Dana. I could get us a tee time next Saturday afternoon?

Sounds great, Chloe said.

Lana? Care to join us? Dana asked!

Sure, I'd love to! I said. I was excited! The only people who ever invited me to golf were my mom and dad. My dad taught me how to golf when I was 6 years old. I wasn't Tiger Woods, but I was decent. My mother taught me how to play tennis. I was okay, but I wasn't a ringer by anyone's standards.

We started grabbing our things to leave when I heard Dana say, Will I see you Tuesday night?

I looked at Chloe, and she nodded.

Sure, I'd love to! I said with enthusiasm. Truth is, I liked the idea. It was better than sitting around my apartment all alone! The few friends I had were mostly acquaintances at best! None of them reached out after I moved. No text, email, not even a Facebook message.

Chloe drove me to her house. At first, I thought she would drop me off at my apartment.

What are we doing here? I asked.

This is my house! I got it in the divorce settlement

It's beautiful!

Thank you!

I thought maybe you would like to soak in the hot tub after our workout!

I'd love to, but I don't have a bathing suit. I said.

Sure you do! A bikini, I got it for you yesterday.

Bikini? But I didn't buy a bikini yesterday. I said.

I bought one for you yesterday! I'm surprised you didn't notice!

Truth is, I did notice, but it wasn't in my things when I unpacked. I just figured it was for her.

Won't a bikini leave tan lines? I asked.

That's the idea! Tan lines will give your body the illusion of a feminine form. This will help make it easier to pass yourself off as feminine. You are enjoying your new feminine style?

Yes, very much, I love all of it, the clothes, shoes, and especially the body jewelry! I brushed my hand lightly over my belly button. I appreciate everything you have done! I said.

In my mind, I was still conflicted. But something in my head kept saying go with the flow. It wasn't Chloe's enabling; it was something else. It was a force or an itch I had to scratch. Something was stirring deep within me.

Good! Get changed, and we can soak for a bit! Chloe said.

Thanks, Ms Chloe!

You're welcome, Lana!

I went into the hall bathroom and changed. I noticed the bikini had a thong back. The bikini bottom was designed as a gaff and had anatomical pads to make it look like I had female genitals. It was also made of a very strong control panel material like Spanx. It took me a few minutes to tuck myself into the bikini bottom. It took me several minutes to adjust the bikini top. I added some lipstick, mascara, and touched up my eyeliner and brows. I added the sandals she gave me and walked out to the patio.

Chloe was already in the hot tub, relaxing. The sun shimmered on her dark golden-brown skin. I couldn't help it. I was infatuated with her. Not just her beauty, but also because she was so nice to me. It was something else! Something I couldn't put my finger on. There was a lot more to her than meets the eye. I had to find out more about her.

Pink and white are definitely your colors, Lana! Turn around, please! Chloe said cheerfully.

Chloe was wearing a gold bikini top that barely covered the front of her beautiful breasts. I could see the outline of barbells in her nipples. I could feel an erection starting again. I sat directly across from her.

Thank you, again, Ms Chloe! This feels great!

You're very welcome, Lana! Thank you for spending time with me. This big place gets lonely, especially on the weekends.

Chloe grabbed my right foot and started rubbing it. Her strong grip and expert massage skills felt great. Her long nails felt slightly ticklish against the bottom of my foot. I wanted to say something, but I couldn't think of anything to say. I smiled at her and grabbed her right foot and started rubbing it.

Mmm! That feels nice, Lana. You have some skill!

I used to rub my mother's feet after she got sick. It was one of the few things that helped her with the pain.

What happened? Chloe asked with compassion.

My mom got breast cancer. She fought it for almost a year before she passed away. My Dad and I did everything we could to keep her comfortable. I started to tear up at the thought.

Chloe let go of my right foot and grabbed my left. I changed to her left foot.

It's okay to cry! Women cry! It's what we do, we cry to accept the pain, and then we move on. Men bottle up the pain and eventually explode. Women like us cry to deal with the emotional pain of life and move on.

Women like us? I asked.

Lana, can I trust you?

Of course!

I mean, really trust you! I don't want you to overreact! Chloe said.

Chloe stood up and pulled down her bikini bottom. She pulled out a 9-inch penis. It was completely hairless. As I stared in disbelief, Chloe took off her bikini top. Her beautiful round breasts shifted slightly as she moved her body. I was in a state of shock. No girl, no woman ever stood before me naked. I was in awe of Chloe!

I knew there was more to Chloe than met the eye, but this was more than I bargained for! She is a Transgender woman, an angel in my eyes! I should have been scared or upset, but I wasn't. She was always honest with me. Now she's trusting me on a whole different level!

Say something, Lana?

You're beautiful! I said.

You're not upset?

No! Never! I always felt you were special! Not like this! But this doesn't change my mind a bit! You are a beautiful, kind woman!

No questions?

Not at the moment. It does explain your generosity towards me! I'm still very grateful! I said.

Lana, I know this is a lot to process. If you need time, I will understand. Chloe said softly.

I'm fine with it. You can trust me! We're friends! I'd never betray my friends!

Not too many people know about me yet. This is part of why my wife and I divorced, this and her boyfriend/new husband!

She was cheating on you? I asked.

For about two years. A year before we divorced, I started hormone replacement therapy. I had my breasts done a little over a year ago. I figured if she was going to cheat on me, I was going to stop living a lie and start living life!

I, for one, say good riddance! Any person would be lucky to have you as a partner! I said.

Chloe beamed a very beautiful smile.

You're a very sweet person, Lana! I knew it the moment I met you!

I mean it, Chloe, your wife is a fool! I liked you the moment I met you. I can't explain it, but I just wanted to learn more about you.

Chloe slid next to and hugged me, her bare breasts pressing against my chest. She kissed my ear softly. I instantly started getting another erection. Her hand found its way between my legs. My tuck started getting very uncomfortable. I shifted a little, trying to ease the building pressure between my legs.

I'm sorry! Should I stop? Chloe said.

No, you're fine, I love it, it's just my crotch is becoming uncomfortable. I said.

Let me help you sweetheart! I felt her hands start pulling my bikini bottoms off. Between the bubbles of the hot tub and her sensual touch, my erection was as hard as ever. She started softly stroking my erection, I lost all reasonable thought. All I could think about was kissing her. Chloe had me under her spell.

Lana, Lana!

Yes Ms Chloe?

Are you enjoying yourself?

Yes, Ms Chloe. Ahh!!

I find you so adorable Lana! I'm sorry, but I can't help myself! You're the most beautiful femboy I have ever seen!

A small part of me wanted her to stop, but my sex drive took over. Soon we were kissing and fondling each other. I was a virgin to sex. I was in heaven as this beautiful woman made advances on me. I was powerless to stop her. Every advance only fueled my passionate responses.

We started kissing deeper and deeper. Her pierced tongue set me over the edge for my first orgasm. I wanted to feel more, I wanted to feel her body pressed against mine. All things I wanted paled in comparison to Chloe! I was hers!

Chloe kissed me softly and led me to her bathroom. We showered and washed each other. She massaged me to another orgasm. I kneeled down and began washing her legs and beautiful ass. As I washed between her cheeks I noticed she had zero body hair anywhere. She had a beautiful tattoo on her lower back. It framed the top of her ass perfectly. It was a combination of hearts, red and pink roses intertwined with thorn vines.

Chloe turned around as I was on my knees washing her back. Her beautiful penis was directly in front of me. I looked up at her beautiful brown eyes. She smiled and shifted her hips. I smiled up at her and kissed her appendage. Before I knew it, I was giving my first blow job.