My Journey to Coming Out 3

Accidentally tagged part 2 as bisexual, this is the continuation of my journey and a night that I fell for and had sex with Therons 18 year old Trans best frien

My world changed after Theron took my anal cherry, I began to think about it daily and begin to wonder what it would be like to be a top. Theron and I still made out anytime we could, my wife still had no idea about the secrets going on under our roof.

Over dinner one night, my wife told me that she had volunteered to work the final homecoming dance of the school year. She asked if I would like to volunteer to patrol the halls during the dance. I figured it would be an easy enough task and she wouldn't leave me alone until I said yes.

The night of the dance arrived, it didnt take long after arriving to realize that their music got on my nerves. It didnt take long to realize high school now was like high school from my years. Kids grouped together by clique. The jocks, the nerds, the outcasts, only now there was the lgbtq clique. My eyes would scan the gym and would linger on the classmates that Theron was hanging out with.

Every now and then, I would leave the gym to patrol the halls and the exterior of the school. Occasionally catching a kid or two smoking outside or kids trying to make out in the hall. I didnt rat them out like I was supposed to, I would simply tell them to get back to the gym.

As the dance progressed, my eyes had started to linger more on Therons group on the other side of the gym. I started to get turned on by one of his friends, a cute brunette in a short pink dress that fit tight. Every time my eyes lingered, I felt my cock start to stiffen. Theron must have noticed my lingering eyes. Because while I was refilling my drink, he approached.

"Are you having a good time?" He asked

"Kind of, I just wish there was a better Playlist of music"

"It can get annoying" he smiled "ive noticed you checking Maria out. Little miss pink dress"

"Was i that obvious?"

"It was, but that's okay, because she has been checking you out too. Maria was known as Mark our freshman year"

"Nice" was all I could say in reply

"Maria might be sneaking out to smoke in the near future, and a gentleman wouldn't let a lady stay outside alone"

"That works because I have to make rounds in a little bit"

I went back to stand by my wife and endure the music. I saw Theron whisper something to Maria and after a couple of minutes, she started to wander to the exit to the hallway with Theron. A couple minutes later Theron returned and discreetly gave me a thumbs up. I excused myself and exited the gym.

Once outside, it didnt take me long to spot Maria standing by the wall taking hits off of a vape. As I got closer, the smell told me it was a weed vape. Maria smiled as I got near

"Uh oh, am I in trouble mister?" She gave a shy smile

"Not if you share" I replied, Maria held out the vape pen

"Im Shawn" I replied before taking a hit and almost instantly coughing, it had been years since I smoked

"Im Maria, you okay there" she let out a cute laugh

"Yeah, im good, just out of practice" I caught myself breath "I dont know if anyone told you this tonight but you look quite beautiful tonight"

"Thank you, youre the first. So what is it like being married to Mrs uppity?"

"Wow, that's what you call her" i accepted the vape and took another hit

"Only those of us who hate her. You seem pretty cool though"

"I try" I laughed, feeling the effects of the weed start to kick in "its okay I guess"

"It has to be a little worse than okay if you are sneaking around with Theron" she turned, her shoulder on the wall "dont worry, I can keep a secret"

"Okay, so its a boring marriage, or I just started discovering a side of me that I didnt know was there"

"It must feel good to discover that side"

"It has been" I took one more hit off of the vape "we should get back inside"

She smiled and nodded, we talked as I escorted her back to the gym. I saw her beaming smile from across the gym and watched her and Theron whisper in each other's ears. Near the end of the dance, I was standing by my wife when Theron approached

"Is it cool if Maria spends the night?"

"You know you dont have to ask, of course it is" I replied, Theron gave me a knowing smile and headed back across the gym

"I won't be up long when we get home" my wife said "Maria and I dont get along"

"Dont worry, if they need company or entertaining, ill handle it"

She nodded and wandered off to the drink table. Maria kept glancing across the gym giving me shy smiles. I started to get a boner at the thought of her spending the night. When the dance came to an end, Theron took Maria to get an overnight bag, my wife and I headed home. She stayed up long enough to have a drink with me. When she heard Therons car pull in the drive. Took downed her drink and went to bed.

Maria was still in her dress when they entered, she was a perfect brunette trans goddess. Theron knew my looks and knew what I was thinking when I looked at her. I studied how her dress formed around her small breasts. Her ass and legs were perfect. Theron and I went to mix drinks while Maria sat on the couch.

"You like her" he said

"Of course I like her"

"You're in luck because she likes you and hates your wife. But if youre going to make a move, you have to wait till midnight"

"Why midnight?"

"Then she'll will be 18, and what better birthday gift then the gift of that nice cock. Ive fucked her, its amazing"

I looked at my watch, 10:30, I only had to hold out for 90 minutes. Theron and I returned to the living room. Theron mkved quickly to my recliner, leaving me no choice but to join Maria on the couch. The conversation flowed freely, I noticed Maria discreetly inching closer to me. When we started the second round of drinks her thigh was inches from mine, I felt her hand move onto mine. Which made Theron smile proudly.

"We should move this party outside, I really need a smoke" Maria suggested

"I do have a gas fire pit we could hang out by" i replied

"That sounds nice, let me go get changed and we will meet you out there" she said and stood "could you make us another round?"

I nodded as they stood. Theron waited till Maria passed and gave me a silent "oh my god" look then headed down the hall behind her. I went to the kitchen, freshened up the drinks and took them out on a small tray. I started the fire pit and sat down. A few minutes later, they emerged through the sliding glass door. Maria was in a white button down night shirt that barely covered her ass. She was still in her make up, my cock grew hard again. Theron was in his usual sweatpants and tshirt.

Maria sat in the chair next to mine, Theron sat on the other side of the fire pit. We talked, joked, drank, and Maria and I passed her weed vape back and forth. When it came time to refresh drinks, Theron followed me inside.

"10 more minutes, when midnight arrives, kiss her. And you will need this" he reached in his pocket and pulled out a small bottle of lube "im going to bed"

I slid the bottle into my pocket and went back outside. Maria smiled as I handed her the drink and sat down. I looked at my watch, 8 minutes to go. Our conversation resumed, at 3 minutes to go, i took a drink and looked at her

"You might be more comfy sitting here" I patted my thighs

"You may be right, let me try it" she smiled and stood.

When she sat down, my heart raced, under that night shirt she had the body of a girl, but also a cock. She smiled before taking a sip. At one minute to go, i grew more excited.

"Theron tells me you have a birthday coming up in a minute"

"Its true" she said "another birthday single"

"Well, if you can be discreet, you dont have to be single"

"What are you suggesting?" She asked as my watch chimed midnight.

"This" i said and pulled her to me, moving in to kiss her. Maria kissed me back. Her hand on my chest. Her lips tasted good, her tongue swirled around mine quickly. After a couple of minutes she pulled from the kiss.

"We cant date, but we can fuck" she said "friends with benefits?"

"Sounds good to me"

Our kiss resumed. My fingers moved to the buttons of her nightshirt, undoing them one by one. When the last button was undone. I slid my hands over her chest and down to her small breasts. Maria moaned into the kiss. My hand then slid down her belly to her panties and I felt her bulge. Someone with such a flawless frame also had a cock. She was the best of both worlds.

Maria shrugged off her shirt and pulled my shirt off of me. I looked at the tits that were a miracle of medication. Maria stood and smiled at me as she pushed her panties down, her cock was so nice, my mind raced with wanting to be inside of her so bad. She held out her hand, I took it and let her help me to my feet. By fire pit light. She undid my pants and just before she pushed them down, I took the lube from my pocket. Standing there naked with her, I felt alive.

Maria lowered to her knees and held my cock in her hand. She smiled up at me as she started to kiss it and lick it. My fingers ran through her brunette hair. Her mouth opened and she took my cock inside. Her mouth was so warm and wet. I moaned happily as she sucked me. An expert at her craft. I didnt want to cum in her mouth, I wanted to cum in her ass.

When she stood, I lowered to my knees and smiled up at her. I held her cock and looked at it, admired it. Then I began to explore it with my lips and tongue. Her soft moans sounded so sweet. I engulfed her cock in my mouth. As I sucked, my free hand started to stroke my cock.

"Thats enough baby. I need you in me" Maria said.

I stood and looked around. I saw the wood lawn chair that was laid flat with the cushion on top of it. My wife liked to tan on that chair. I took Maria's hand and led her to the chair. She moved onto it on her hands and knees. I moved onto it behind her and started to lube up my cock. Maria looked back at me and smiled.

The tip of my coated cock rested against her entrance. I started to push and entered her ass. Maria moaned as my cock inched deeper, I took my time since it was my first tine giving anal. Her moans told me i was doing it right. I was balls deep in her perfect ass. I started to pump my hips slowly. Maria moaned her approval, then the word "faster"

I gradually picked up the pace until I was fucking her hard and fast. Her moans filled the night air. I leaned over her and played with her tits as I fucked her faster. I could feel my orgasm building, rushing me toward climax. With a groan and a last thrust, I came inside of her. My body jerked as each spurt shot into her. I composed myself before pulling out.

"Now let me fuck you" she said and I nodded excitedly. I wanted to be fucked by a gorgeous 18 year old girl with a cock.

We switched positions, my first time on all fours. I felt her soft hand on my hip as she lubed up her cock. I felt the tip against my entrance and she started to push in. My mouth dropped open and I moaned happily. My chest lowered to the cushion my wife tanned on, her student inching deeper into my ass. I gripped the cushion in my fists as Maria reached balls deep.

I looked over my shoulder up at her. She looked so sexy in control of me. Maria pulled my hips as she thrusted into me, I moaned happily as she started to pick up her pace. Her thrusts grew faster and more powerful, I buried my face in the cushion. God I didnt want this to stop, she was so good. Her body lowered against my back, her arms around my waist, she fucked me hard and fast. Then her cry of pleasure happened just before she came inside me.

Once Maria pulled out, I rolled to my back and she laid down on me. We kissed slowly, a celebration of what had just happened. Once we composed ourselves, we got dressed. I shut off the fire pit and we went into the house, kissing before she went to Therons room. I had one more drink in my recliner before heading to bed. If my wife had only known I had just fucked and been fucked by a student she hated, she would have lost her mind. As for me, I was growing happier by the day