Mom had left around two that Friday afternoon, she had keep reminding me to be a good girl. To which I replied each time “yes ma’am”. Before she walk out the door, mom turned and smiled “now Jaclyn dress nice for George, and remember be a lady”. I giggled, “yes ma’am”

Right after mom had left, I made a bee line for the bathroom and began to run bath water. George wasn’t going to be here for another four hours, and a girl had to get ready for her boyfriend.

I went into my room and stripped down, grabbing my pink satin robe, I caught a glimpse of my self in my mirror. My tiny breast had began to bud out, I would need a bra soon, maybe sooner than I thought. My hips had rounded, and my rear seemed to have gotten just little bit bigger. I slipped on my pink satin robe. And went off to the bathroom. Before I could make it into the tub my cell rang, I looked it was Mom.

“Hi mom”. I answered.

“Jaclyn just want to remind you that you need to take your pills tonight, before George gets there, otherwise you’ll forget”.

“Okay”, but then the thought had hit me about what I had seen in the mirror, “Mom remember when you told me not to hide anything from you?”

“Yes Jaclyn I do,” I paused, then said “How long have you been giving me these hormones?”

I heard a big sigh, “ Well Jaclyn your right, we don’t need to hid anything from each other, I have been giving them to you for the past year, you see I noticed the change in you, something told me that you weren’t comfortable being a boy, so I took matters in my own hands”.

“I wish you had told me back then Mom” I replied to her. “I know sweetie, but would you of been happy to know what I was thinking and doing”?

I gave in, I knew she was right, she always is, “you know you were right, I probably wouldn’t of been to happy about it all, but now”. Mom cut in< “but now your happy right”?

“Yes I am Mom, yes I am”. Mom giggled, “I knew it, now you have things to do around the house, before George gets there I’ll talk to you later”. Mom hung up.

I slipped into the warm water, the air was full of lavender scent, George like the smelt of lavender, I laid back, and relaxed, closing my eyes for how long I’m not sure, but when I woke up it was almost five and the water was cold. I jump out of the tub, and raced naked to my room.

The house phone was ringing, as I was doing my make up, I stop and went into moms room to get it.
“Hello”.

“Jack? Is that you”?

I recognized the caller it was Georges dad, “Yes its me”.

“Voice is changing I see, George wanted me to cal land let you know that he will be running late, and I was going to drop off the pizza’s he will bring the movies”

“ I could only stammer out, “okay”.

“Good see you then in about twenty minutes”, he hung up before I could say anything.

My heart was racing, what was his going to think, it had been almost year since I had seen him, and I’m sure he would notice a change. I was back into a corner, I went back to my room and finished applying my make up and doing my hair.

I slipped on a black satin panty girdle pair of black thigh highs, some jeans, and purple top, with match patten leather heels. I heard the knock on the door. I couldn’t do nothing but go and answer it.

I opened the door and there stood George’s dad holding two boxes of pizza. He stood there for a moment not saying a word, then he let it out “Jack is that you?”

I tried to force a smile, but couldn’t, “Yes sir it is”.

George’s dad smiled and walk past me, “gonna close the door jack, before the whole neighborhood see’s you”?

I had no choice I closed the door, and followed him into the living room. He had taken a seat on the couch, and had placed the pizza’s on the coffee table, and was leaning back.

“Well now jack aren’t you sight, no wonder George wanted off early, I thought something was up between you two boy’s and now I see why”.

“Look sir it’s not what you think” I got out. He just smiled at me, “Oh yes it is”.

“ I think your a cute young lady, and as such I believe you should act as such, now tell me what is your girl name”?

“Jaclyn, sir”. Again that smile he gave me, “Good I like it, now Jaclyn take spin and let see the view”. he ordered me.

I’m not sure why I did it, but I did do it, maybe it was the way he told me, but something inside me told not to worry, I would be seeing George later, what I didn’t know was this night George would never enter my mind again.

“Um you look great Jaclyn, now be a good girl and come sit beside me.” I went over to couch and took a seat next to him. He wasn’t a bad looking man for his age he seemed to have taken care of himself, his hair was slightly graying around the temples. He turned and smiled.

The phone rang, “Hello”.

“Hi Jaclyn hows it going”? It was mom, John sat there smiling. I knew that I had to tell mom, or I would get in trouble. “Uh Georges Dad is here” I said.

“Good let me talk to him” I handed him the phone. He sat there and just okay, several times, and handed me the phone back.

“I made this arrangement with John, he will be staying with you this weekend I will be back Sunday evening, and if I get a good report from him then I may let you start dating George, and then again you may want to dating at all, now be a good girl entertain your guest”. Mom hung up before I could say anything else.

“Well Jaclyn?”

“Mom told me your staying for the weekend, but you know that’s okay with me, she promised that , might be able to date George if I entertained you this weekend, I’m not sure what she means by that but I’ll do what it takes”. I replied.

John got up, “Good take me to your room, I want you to pick out some sexy lingerie for me, and then we’ll take it from there. I got up and he followed me. I went to my drawer, and opened it, John walked over and started looking. “um purple” he said as he pulled my panties out, “Now Jaclyn I want you match this up with a camisole, and nylons, you can keep the shoe’s, I’ll be right back”.

I heard the shower going, I knew then what he was going to do, was I excited, I think I was, instead of clumsy boy, I will have man, I was scared not knowing what to do, but before the night was over I would know what to do, John would make sure of that. I had changed, and sat on the side of my bed, John came into my room, he was naked, his body looked lean and strong. I felt weak. I took a look at his cock, omg it was so big, maybe six inch’s and he was even hard. He smiled, “You look sexy” he said as he sat beside me.

He didn’t say another word he put his arm around me, and pulled me down on the bed, rolling over he kissed me, it wasn’t a hard kiss, but a soft and gentle kiss, I gave in and let his tongue explore my mouth. He pulled back smiling “You like it baby?”

I gave a smile, and nodded yes, he kissed me again. I could feel his hand running up my side coming
to rest on my little buds of a breast, he caressed then gently, I could feel sparks shot through me, I surrendered even more.

I don’t know what came over me, I reached down and felt his cock, he was rock hard I felt my finger tips touch and I began stroking his manhood. I knew at this time I would never turn back or change. I moaned.

His hand had found my ass, and slipped into my panties, I felt him probe my virgin ass, I jump a bit, “easy baby, easy”. I relaxed, “Now stay easy girl this may hurt a bit but stay relaxed,” he said as I felt his finger tip enter my ass. It wasn’t to bad, once he got in, and began fingering me, it began to feel good. I keep stroking his cock wanting only to make him cum, but that night John had other plans for his sweet young virgin.

Another finger slipped in, then another in no time he had three fingers in, opening up my sweet ass I could feel his knuckles he pulled back. “You like it?” he ask as he keep finger fucking me, all’s I could get out was a moan. “guess you do”.

He got up with out moving his fingers. “Spread your legs Jaclyn dear”. I did as he said, my head back and eyes closed. I didn’t see what was next. John had pulled my panties aside. An slipped between my legs, he pulled out his fingers fast and before I had a chance to relax, I felt the head of his cock enter me. I stiffened up he leaned forward, my legs went up in the air. My eye’s wide open.

“Relax” he said as he kissed again. “I will be easy, but you have to relax Jaclyn or else it will hurt more than it does now”. I tried, as he slowly entered me. Once he got past my opening and further in me, I was able to relax. But there was still a hint of pain. I suppose every virgin feels like this the first time. I could feel his balls against my ass. And he began slow rhythmic pumping, He began to kiss my neck gently nibbling on it, the feeling of the kissing and nibbling and him making love to me was to much. I felt my tiny cock release, it felt so good my panties filled with my cum.

John pulled back, “so you do like it”, I had forgotten the pain in my ass, I smiled and gasp out “yes’ at the top of my lungs. John pick up his pace, I reach up and put my hands on his back and began to run my finger nails down him, he moaned “yes, baby” his pumping came faster, the more I did it.

“I’m cumming he moaned”, and that was the first time I felt his cum begin to fill my sweet virgin ass.
His pumping slowed, he finally pulled out of me and held my legs up. My asshole began to relax until I felt shut, keeping his cum deep inside me. “Lets get some pizza, this will be a long night I think”, he said. I smiled just losing my virginity “I hope so, I hope so.” my virgin ass was sore, but I knew that in no time this weekend the soreness would never come.