In my family, there is an 18th birthday tradition, passed from one sibling to the next. On our 18th birthday, the older sibling, gets the next in line drunk in a remote location, usually a hotel room. I have three older brothers, then my baby sister. The tradition between the guys was the hotel room and a stripper. But seeing how that wouldn't be fitting for Michelle, I went with just the booze and a hotel room for her 18th.
What made the evening to come even harder was my growing attraction for my little sis. She had grown into such a beautiful woman. In the past couple of years I had started looking at her in a different way. She would often be in my dreams, and on more than one occasion, I had snuck in her room to masturbate on her bed to her picture with a pair of her panties by my head. So this ritual of being alone with the next sibling in line in a hotel room was tough.
I told Michelle that I would be taking her out for her birthday, which she seemed to like. Little did I know what I was in store for. She took longer than normal to get ready as I collected the booze money from my older brothers. I told them what my plan was and they seemed to go for it, a dinner, followed by the boozing in. When Michelle came downstairs, she took my breath away. She wore a short black dress that looked amazing on her along with the stockings and high heels.
At dinner, Michelle tried to get information on the plans out of me, but each time, I changed the subject. I am glad we were sitting at a table, because it hid the erection I soon had. Her breasts were shown off by the tightness of her dress and being low cut gave me a view of her cleavage. How could the innocent little sister that I thought was annoying have become such a gorgeous woman? It wasn't fair at all. Michelle's smile was different, softer, almost like she was thinking something she didn't want to tell. Once we paid the ticket, we headed for the secret location, a hotel room overlooking the city lights. On the way, I stopped and picked up the booze. A bottle of wine, a 12 pack and bottle of whiskey. Once back in the car, Michelle looked at the bags.
"Trying to get me drunk and take advantage of me." "Never" I replied with a sheepish grin.
By the time we got to the hotel room, my heart was racing and it seemed unusually hot to me. All I could think about was how lucky any guy will be to finally have my little sister in bed. But the thought of that sent a bit of jealousy through me that I soon blew off to my recent dry spell in the sex department.
Once alone, I started explaining the tradition and how it usually involved a stripper. But I respected her too much for that. Michelle thanked me for my consideration. We sat and talked as the first beers were open. Michelle wasn't too fond of it, so we switched to the wine. I poured the two glasses and held mine up to make a toast.
"Here's to you on your 18th birthday. You have gone from being the annoying little sister to a gorgeous woman. Hope it's the best year yet." I spoke from the heart.
Michelle looked at me in a way I had never seen her look at me. Then again, I had never said such things to her. Her eyes had a new glimmer to them and she smiled sweeter than I had ever known. Then, she got a serious look on her face.
"Are you coming on to me?" She asked. "No, why do you say that?" "I want to show you something."
Michelle picked up her purse and dug through it. After a minute, she pulled out a folded up piece of paper, a pair of her panties and a picture of her in a bikini. She set them between us and looked me in the eyes.
"I found these in your room, do you really think about me in that way?" She referred to the fantasy I had about her that I wrote down. My face flushed with embarrassment.
"Yes, I have and do." I replied, coming clean since I was busted. "Well, I should be honest, I was turned on when I found them. I have thought about you too like that."
Her response caught me by surprise. Michelle poured a third glass and looked at me softly. Almost automatically, her hand reached out and took mine. Her skin was soft and warm. Her thumb caressed my hand. For a few moments, we let the silence speak for itself. Enjoying the knowledge that tonight would be one we would never forget.
"So, what should we do about this?" I asked.
"What do you mean?"
