A Night With Emily Started It All

An affair with an 18 year old transgender in the teen church group opened my eyes to a whole new world

My wife and I attended church twice a week every week since high school. We were loke any couple that had been married for a long period of time, the passion was gone, but we still loved each other. She was a gorgeous, tall red head with green eyes, a perfect ass, and c cup breasts. I was content with her even though sex had dwindled to raise occasiona after our second child was born.

I had a good career as a social worker, a job that I enjoyed. It was because of my degree that the pastor approached me one Sunday after service. The woman who had started and ran the high school lgbtq support group was moving out of state. When he asked me to take over, I didnt hesitate to agree to the position.

I mainly agreed because I had been noticing Emily, a beautiful transgender formerly known as Eric. Emily always wore a beautiful dress to her knees. They always fit her body snugly and flowed from the waist down. Her make up was always perfectly done, and the hormone therapy made her skin and hair seem to glow. She had developed a nice set of b cup nbreasts. In her long brown hair was always a bow. Emily was one of the nicest girls in the church, always replying cheerfully when I would say hello.

The first few times I led the group, I let Emily do most of the leading. She was 18, intelligent, and well spoken. As I sat in the chair next to hers, I felt myself get aroused. She was sweet, smart, and beautiful. The spark happened one Wednesday as we cleaned up. We were both at the snack table and we reached for the same thing at the same time. Our hands touched and I felt a jolt of excitement that I hadn't felt for someone in a long time.

"Would it be okay if we exchanged numbers? In case I have a question or idea" Emily asked in her normal soft sweet tone

"Of course, I always value your ideas" as I handed her my phone and took hers.

What began in that moment was a friendship. I would get random texts and selfies from Emily. My wife didnt seem to mind since Emily didnt have a father figure in her life. Emily began coming over to help my wife clean house or do laundry. Other times for help on her homework, she was nearing the end of high school and I was afraid she would be off to college and wouldn't be there to help with group.

The church always held a father daughter dance on the same night as the high school prom. The Sunday prior to it, my wife and I were getting ready to head home. She stopped and I gave her a curious look

"Before we leave, go ask Emily to go to the dance with you"

"Are you sure?"

"Yes, you have been like a dad to her, I think she would like it"

I nodded and headed toward where Emily was standing with her friends and asked to talk to her. We moved away from everyone. Emily looked up at me curiously

"Its been a long time since ive asked a question like this, but would you like to go to the father daughter dance next Saturday?" My question made her jaw drop and she started to tear up

"Of course I would. I was just going to stay home that night" she threw her arms around me on a hug, when her pelvis touched mine, I felt a bulge against me and I felt myself starting to get a hard on.

"We will have fun, ill see you Wednesday"

The next few days, my wife got the texts from Emily, questions about getting ready for the dance and ultimately that she didnt have a dress for it. My wife, being the kind heart she is, took Emily dress shopping the day before the dance and on Saturday invited her over so my wife could do her hair and nails. Not having a child of our own, Emily was becoming like a daughter to us, a daughter that I was having growing feelings for.

Emily emerged from the bedroom followed by my wife. My heart skipped a beat seeing Emily in a full length pink gown. She was the picture of perfection. I never knew my feelings could be this strong for someone transgender. She teared up when I put the corsage on her wrist.

"You look amazing" I told her

"The credit goes to my stylist" she grinned and looked back at my wife

"You two have fun"

I did all the gentleman things loke opening her car door and the door at the restaurant we went to before the dance. As I sat across the table from her, I couldn't help but look at the small amount of cleavage at the top of her dress. My cock stiffened at just how beautiful and sexy she looked. I kept reminding myself that I was married and she was only 18.

Emily in her dress turned heads at the dance, if you didnt know her, you would just see a beautiful young woman. She hung out with her friends and danced with them a lot. I hung out with the dads and talked. When a slow song would come on, we would all get dragged onto the dance floor by the girls. I had never seen Emily this happy, the last dance of the night arrived before I knew it. Her arms over my shoulders, my arms around her waist, it all felt so perfect. Her body was pressed against mine and I felt the bulge against me again.

A short time later, I was driving Emily home. We pulled into the empty driveway, no lights on in the house. I looked at Emily, she looked unsure

"Ill walk you to the door" if assured her

"Its not that, mom is gone all weekend and im scared of being home alone" she said, it was well known that her mom was an escort and stripper and occasionally disappeared for days at a time

"Do you want me to come in and keep you company until you fall asleep?"

"Could you stay all night?" She asked

I made a quick call to my wife to explain what was going on. Her response was for me to stay there and she would see me at church in the morning. I followed her onto the porch and into the house. When she turned on the lights, I saw a house that Emily didnt deserve to be in. Dirty, and it smelled like Marijuana. Empty beer cans and alcohol bottles on the floor and tables.

I followed Emily into the dirty kitchen. Dishes piled up in the sink, Emily offered me a drink and as she poured vodka into a glass. I opened the fridge to get orange juice out only to discover most of the contents of the fridge were expired. Emily lived in a shit hole but still smiled like nothing was wrong. As we sat together on the couch talking, Emily sat close to my side. We sipped our drinks and just enjoyed being together.

"Can I confess something" Emily asked

"Of course. Anything you say is safe with me"

"This isn't easy" she said softly "ive had a crush on you for five years and tonight you made me so happy" she looked at me with a soft look in her eyes

"Emily. You are beautiful, you're smart. And I have loved watching you grow up" I replied and took a sip of my drink.

I was ready to say more, before I could, Emily threw her arms over my shoulders and kissed me. A full on French kiss full of passion and desire. My arms moved around her waist as her tongue swirled around mine. Being married dodnt matter anymore, I had wanted this girl for years.

Emily started to stand, i moved with her, keeping our kiss going. Our lips parted and she took my hand. Leading me down the hallway to her bedroom. She shut the door and went moved to the side of her bed. As we resumed kissing, my hand moved over her breast outside of her dress. Emily kissed me harder, my hands moved to the back of her dress and unzipped it. The dress fell down her petite body and to the floor. A black strapless bra and panties were all that remained, I saw the bulge in her panties.

Emily pushed my suit jacket off of my shoulders and took the floor. She quickly unbuttoned my shirt and pushed it off. Her lips met my chest. Kissing quickly across my skin. Her hands undoing my pants, I felt them fall to the floor. As I stepped out of them. Emily moved onto the bed, pulling me with her. We laid on our sides kissing passionately. Her hands caressing my back. My fingers moved to the clasp of her bra and unhooked it. I marveled at how perfect her breasts looked. Emily pushed my underwear down. I kicked them off before pushing her panties down. Her cock was so hard.

As we kissed, Emily placed her cock along the shaft of mine, we began rubbing our cocks together on a circle. The kissing grew more passionate. Emily suddenly broke from the kiss and started to kiss down my body. I breathed heavily and moaned at how good her soft lips felt. As she got near my cock i couldn't believe i was about to be sucked by someone beautiful and trans.

"69 with me baby" I said, Emily looked up at me and smiled, turning her perfect body around.

I held and gazed at her cock, i had never sucked one before but knew what to do. As Emily kissed and licked mine, I locked and kissed hers. I loved running my tongue over a cock. When her mouth took me in, I took her into my mouth. I was in love with Emily and wanted this to be the first of many times together. I loved the feel of a cock sliding back and forth in my mouth.

Our mutual oral fun only lasted a couple of minutes, I took her cock from my mouth and told her I wanted to be inside her. Emily scrambled to her knees and opened her bedside table, taking out a bottle of lube. I moved behind her and started to lube my cock up. I grew excited looking at her perfect ass. Placing the tip against her opening, I held my cock as I pushed, when my cock started to enter her, I moved both hands to her hips.

Emily's moans were loud and beautiful. I made love to her slowly at first, my hips making contact with her ass as I got balls deep in my beautiful 18 year old lover. Emily began moaning for me to go faster. As my pace picked up, she lowered her head and chest to the bed. My excitement grew, my pace got faster. I had wanted her so bad that it didnt take long before I was approaching orgasm. My moans grew louder as my hips made a slapping pund against her ass. I felt my balls get tight and I thrusted one last time, my body jerking as I came inside of her.

After a long moment, I pulled out of her and collapsed onto the bed. Emily and I kissed slowly, when our lips parted she smiled and me and said two words "my turn". Emily had enjoyed me in her ass, maybe I would enjoy it too. I moved to my hands and knees. Emily moved behind me as she lubed her cock up. My heart raced with anticipation when I felt the tip against my hole. Emily took her time pushing into my virgin ass. She was so gentle that it felt good after the initial discomfort.

My fists gripped the sheets as she started to pick up her pace. I had never felt anything so amazing sexually. I moaned happily. Emily fucked me faster by the minute, I buried my face in the mattress and screamed "fuck yes Emily. Fuck yes. Dont stop please don't stop" as she heard me, she gripped my hips tighter and thrusted faster. Suddenly I heard her beautiful moan grow louder and she screamed "oh fuck baby" and her cock stopped deep inside me. Emily's body fell against my back as she came inside me.

We were motionless for a moment, then Emily pulled out and we both collapsed to the mattress facing each other. I pulled her to me and kissed her.

"That was amazing" I told her

"Yes it was, youre so good" she replied

"Will you be my girlfriend?"

"I cant, it wouldn't be fair" her words surprised me

"Wouldn't be fair?"

"To your wife, to the others in the group that have a crush on you" she saw my look of confusion "you didnt know others have a crush on you?"

"I never had a clue"

"Oh my god" she giggled "youre sweet, youre smart. You're hot. We can still fuck when we get the chance. But there are others in the group that want to fuck you also"

"Well discreetly mention to them that I am open to it, but i put you above all the others"

"Im glad. Let's go to sleep" she said "we have to get up early for church"

We didnt bother getting dressed, I held Emily as I drifted off to sleep, not caring that I had just cheated on my wife and would cheat on her again