What a Summer Part 1
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"Tim, come down I need to talk to you one last time".
My mother was calling for me and down the stairs I went.
"Hi mom".
"Tim, your dad and I will be back in about 2 months. Be nice to your Aunt Mary and Uncle Fred. You should have fun with Andy your cousin. The two of you have not been together for a while and remember your Aunt Mary has different ideas about raising kids, she is more open. Just behave, you may enjoy it"
"Okay mom", I replied.
"Take my carryon bag for me Tim and let's get to your dad so he and I can catch our plane. I love you Tim" she kissed me on my cheek.
I helped her into the garage and wished them both a safe trip as I helped load her luggage. I waved goodbye to them as they backed out of the driveway.
Mom and dad were headed to Europe on vacation. I was staying behind because I had a summer internship as I prepared for my sophomore year in college. Aunt Mary, Uncle Fred and my cousin Andy were staying here until my parents got back. It wasn't to keep me out of trouble, mom and dad were getting a master bedroom makeover and my aunt and uncle were going to be here to make sure it was done right.
My name it Tim. I am a 20 year old college student, 5'10" tall, dark brown hair, blue eyes and a trim 145 lbs.
I was disappointed in not going to Europe, but maybe next year I will be able to go. My parents are financially well off, my mom is a cosmetic surgeon and dad a lawyer. My aunt and uncle own a horse farm about 100 miles away. My Aunt Mary is my mom's sister. My aunt and uncle do very well for themselves also. My cousin Andy, is 6 months older than me. I have not seen them for a while because I went away to school. But for now, I need to run off to work and would see my "new" family when I got home.
I saw the lights in the house on as I pulled into the driveway; I had company. I was a little hesitant as I opened the front door not knowing what to expect, but I did and was immediately greeted by my Uncle Fred. I held my hand out as we shook hands and exchanged pleasantries. Then my Aunt Mary walked into the room and kissed me on the cheek and told me how handsome I was. The three of us sat and chatted a bit. Aunt Mary asked if having pizza for dinner was okay for the first night, and me likening pizza, I was on board.
I then asked were Andy was.
"He is in your room unpacking" was the response from Aunt Mary.
Andy and I are to share my bedroom, mom had an extra bed brought in. No problem I had thought. Andy and I had always got along very well. We spent time visiting each other during summers in the past. I excused myself as I went to greet my cousin.
Aunt Mary said "She will be happy to see you Tim!"
Unusual comment I thought as I stepped away and started up the steps. As I was about to enter my room, there was the sweet smell of perfume. It was a delightful but strange I thought to myself as I opened the door.
"Holy shit"
I said out loud as I was greeted with a cute ass in the air in pink shorts, pink tennis shoes and bent over getting something off of the floor. Her shorts were in the crack of her ass and her checks were out for anyone who is looking to enjoy.
No one said another person was coming to visit. Who is this I wondered as she stood up embarrassed and turned towards me. I had the biggest grin as I quickly looked over her body. A white tank top with a light blue bra appearing at the edges. She was gorgeous, long brunette hair, blue eyes and about my height, maybe 5"10" and she smelled wonderful. Her breasts were not huge, but perfectly formed.
I tried to hide my sick thoughts about what it would like to undress her, spread her open and deposit my sperm deep in her. Stay calm I said to myself. She blushed and held out her hand.
"Hi Tim, how have you been?" she asked.
I held out my hand as well.
"Do I know you?" I replied.
"I am your cousin Andy" he\she said.
"Holy shit" I exclaimed again.
Just then my Aunt Mary walked into the room. I looked at her and at Andy with confusion on my face.
"Pretty isn't she" Aunt Mary asked.
All I could do was nod, I lost my voice.
"Well the two of you are rooming together because the master bedroom is being renovated and your uncle and I are in the second bedroom. Tim your mom had the extra bed brought in." Aunt Mary explained.
"But..." I stuttered.
"Nowhere else to go, the two of you will be fine" Aunt Mary commented.
With that she left the room with me standing in front of my cousin Andy who was smoking hot. Andy walked over and kissed me on the cheek, smiled and bent over to pick up whatever he\she dropped and I turned bright red.
I backed out of my bedroom and tried really hard to catch my breath. What had just happened I was thinking to myself, is this some dream, does mom know about this, all of these thoughts were racing through my head.
"Tim come here", Andy called from my room.
I reluctantly returned to my bedroom and slowly opened the door again to find Andy sitting on my bed smiling.
"It's good to see you Tim".
I just looked in amazement, searching for the appropriate thing to say.
"Cat got your tongue Tim?" Andy said with a giggle.
"I can tell you don't know what to say or think cousin. So come here and sit next to me and I will explain" Andy continued.
I slowly walked over and sat next to her him, trying not to look at her body. It was difficult, because she was so hot. I did not sit too close, because this whole thing was too awkward.
"Tim, you and I have known each other all of our lives. Can I be open with you in explaining what happened? Please?"
I took a deep breath and said "Sure, if it makes you feel better."
"Yes it will" replied Andy.
She then began by saying, she had been a crossdresser for years, no one knew until she got caught dressing as a girl and masturbating. Andy's mom had walked into his bedroom and found Andy in panties and a bra. But worse, Andy had cum in the panties, and if that was not bad enough, the bra and panties were her mom's.
I looked at Andy shocked, and Andy's face was crimson red. She began to tear up.
"It's okay Andy. I don't understand what is happening, but it is okay. I am still your cousin and we are the best of friends"
With that Andy cracked a small smile.
"So what happened that you are dressed like this? Do you live like this? Does anyone else know?" I asked.
Andy went on to say that my Aunt Mary was supportive after the initial awkward moment.
"Mom allowed me and even encouraged me to dress in girlie things. Mom and I got along really well where I would get to dress during the day while dad was working on the farm and I would change before he came back. She even took me shopping for really pretty fem things, bras, panties, nighties...mom would encourage me to sleep as a girl at night, it felt so wonderful."
"But your dad is downstairs, he knows right?" I asked.
What a stupid comment I just made I thought to myself. Of course his dad would know.
"Yes, he came home early one day and I was dressed in my bra, panties and nightie helping mom with the dishes. He smiled and did not say anything, so I think mom had told him. I stood there and my little clit, I call my penis that, got hard and began dripping in front of him. He walked over, kissed me on the cheek and felt my ass."
"Holy shit. I have to stop with the Holy Shit this" I said
Andy and I both laughed.
"So your dad saw your cock get hard and wet when you were dressed as a girl and looked at him? Sorry, your little clit got wet?" I asked.
"Yes" Andy responded.
"I found I liked it, I liked it a lot. Mom saw it happen as well and encouraged me to wear smaller sheer panties so it was difficult to hide it getting wet and hard. I found it embarrassing at first, but fun, especially when dad would feel my ass when he would see it happen."
"Mom would giggle and say something like your daughter is really cute isn't she Fred?"
Mom would frequently take it to the next step, I got waxed, and I let my hair grow out. When I have my hair done with her, I get my nails painted. It is really fun being a girl with mom and dad."
"Wow. Unbelievable!" I said.
"Do you think less of me Tim?" asked Andy.
At first I searched for a good answer.
"No Andy I don't think less of you. You are a special guy, sorry, girl? Did I say that right?" I asked.
Andy smiled, kissed me on the cheek again.
"Yes, I knew you would understand"
The two of us then just sat there reminiscing about the summers we spent together, laughing, giggling at the stupid stories and different experiences we shared. But the conversation came back to Andy and the change.
"Andy, can I ask you something really awkward, really embarrassing, but I need to know".
"Yes, what is it? " Andy replied.
"Can I feel your tits, they are so hot looking?"
We both laughed. She took my hand and placed it on her breast. I gently squeezed and it felt wonderful. Then the strangest thing happened, she unhooked her bra, then took my hand and slid it under her bra so I could touch her nipples.
"Oh my god" I exclaimed, this feels so amazing."
Just then the door opened and Aunt Mary stepped into the room.
"I see the two of you are doing fine like I said earlier. The pizza is here if the two of you can stop playing doctor."
I became so red in the face that Andy and Aunt Mary both laughed aloud. Andy stood then whispered something to her mom and Andy stayed behind. I followed Aunt Mary down the steps and I then asked on the way down,
"I am sorry, I hope I did not do or say something wrong to Andy!"
Aunt Mary replied "No sweetie, her panties got wet because of you touching her. She had to change them. She'll be fine."
Aunt Mary and I went down to the kitchen to eat at the breakfast bar. Uncle Fred was already there. Andy followed a few minutes later. As she passed her dad, she kissed him on the mouth, then looked at me and winked.
Uncle Fred said "Tim, are you finding your cousin interesting? "
"Andy is one of my best friends and part of my family" I replied.
I tried to avoid directly answering Uncle Fred.
I glanced at Andy then his mom, and they both smiled. I was so lost not knowing what to say or think or do. I wish mom was here to help me understand this.
The four of us then just sat eating our dinner and reminiscing about the past.
I could sense that they were enjoying my uneasiness with everything that was going on.
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To be continued