All characters are 18 years of age or older. Thanks to Gunter99 for his help in editing the content of this story.
I was always shy around girls when I was growing up. Really the only girl that I felt comfortable talking to and being around was my older sister. Her name is Catherine, but everyone calls her Cathy and I thought she was the prettiest girl in school. She was 5’9″ tall, shoulder length brown hair, with the most seductive and beautiful green eyes that sparkled when she smiled. Her breasts were on the small side but I never really liked huge tits anyway, so to me they were the perfect size. She played sports so her body was tight and toned in all the right places, flat tummy and the perfect heart shaped tight ass. My name is John and although I played sports and stayed in good shape, I didn’t have any girlfriends because of my shyness. Cathy and I had the normal brother and sister relationship, fighting sometimes but mostly we were close friends. We confided to each other about everything, well almost everything. The only things that I couldn’t tell her was how much I loved her and not in the brotherly way, and how much I desired her! Which brings me to my story.
It all started when I was 18 years old and Cathy was 20. One Sunday night after my parents had gone to bed, Cathy and I stayed up late to finish watching a TV movie, she in a silk nightgown that buttoned to just below her breasts and me in shorts and a tee shirt. After a while, she had fallen asleep in the reclining chair and I noticed that the long nightgown she had on wasn’t buttoned up at all. It laid loosely open and I could see that it wouldn’t take much to see more of her than I had ever seen so far in my life.
My mind began to wonder if it was possible or even worth the risk to try to see if I could see her breasts. I quietly called her name to see if she was asleep or not. No answer, so I got up from the couch, I crept over to the recliner and stood beside her, just watching her. She looked peaceful there sleeping. In my mind, I knew I should wake her and tell her to go to bed, but on the other hand, the raging hormones of a young man knew I just had to try to get a glimpse of those breasts that I had thought about for years.
After standing there for what seemed like an eternity, I decided that it was time to go for broke. I knelt down beside the chair and slowly moved my hand to her nightgown. Ever so lightly, I touched the fabric and gave a slight pull. It opened a little bit but not enough to see her breasts. I discovered that what needed to happen was to pull the fabric away from her body instead of to the side. Riskier yet! So on the second attempt I was able to hook my finger into the vee where the buttons ended and slowly pull her nightgown away from her body.
There they were! Beautiful I thought…small…maybe a B cup but the most gorgeous breasts I had ever seen, small puffy areolas and nipples that stood out to full erection about a half an inch. Was it the movement of her nightgown across them that made them stand at attention or could she be pretending to be asleep and really aroused that her younger brother was catching a peek at her. A few seconds was all I had to look, when all of a sudden she shifted in the chair. I let go and ducked behind the chair hoping that she didn’t get up….after all, how was I going to explain what I was doing crouched behind her.
Luckily, it was just a stir so I figured if I was able to see those wonderful tits, maybe I should try to get a glimpse of her pussy. I moved to the bottom of the chair and gently started to slide her nightgown up her legs. I had to be careful; this was very risky!
Slowly more and more of her nightgown slid up her legs, I could almost see her pussy but she had her legs together and all I could see was her nicely trimmed bush. Again, she stirred, but this time I froze. When she was done moving, I looked back down between her legs and her pussy was in full view! She had moved so that her legs spread wide, and there was the most amazing looking pussy. Her lips spread open ever so slightly and I could see that she was wet. I started to rub my now hard cock through my shorts. I wanted to put my head between her legs and lick her pussy right there. I knew that wasn’t possible so I pulled her nightgown down a little and figured that was enough for tonight. I gave her a slight shake on her shoulder to wake her up. She sat up with a yawn and I told her she needed to go to bed. So off she went to her bedroom and me to mine. As I got in bed I pulled my cock out and started to stroke it. It didn’t take long, after what had happened tonight, for me to start cumming, shooting my load all over my chest. I quickly cleaned up and fell off into a deep sleep dreaming of Cathy all night.
I thought maybe there would be another time when I could get another look. That never happened but from then on, every chance I got that I would try and look down her shirt … I would! A few glimpses from time to time since she started wearing looser fitted ankara escort shirts from then on. Did she know what had happened that night? Was she just being a tease to me? I didn’t know. I would even try to cop a feel whenever the opportunity would arise as it did a few times. I would act as if it was an accident and she would give me this look but never said anything.
I had joined the U.S. Marine Corps and left home; Cathy married a year or so after that and I figured that was all I would ever see. I had dated but the obsession of what happened that night never left my mind.
Three years later, Cathy divorced her husband. I was home on leave shortly after and she said that I could stay at her place while I was home. I agreed but never thought anything would happen. A few days after being home, I woke up one morning and went to the kitchen to get some coffee. There she was sitting at the table in the sexiest see thru white nightie and matching see thru panties that I had ever seen.
I startled her and she asked “what are you doing up so early. I thought you would sleep in”
I said, “I just can’t get used to sleeping in.”
All of a sudden, she realized that she didn’t have her robe on; she jumped up and ran to her bedroom. Needless to say…instant erection! A while later she returned dressed and ready to go to work.
She apologized about the way she was dressed before.
I said, “I didn’t care, it was her house and she should be comfortable wearing whatever she wanted or nothing at all if she pleased.”
“You’re bad” she said, “but thanks, I’ll see you after work tonight. Is there anything special you want me to cook you for dinner?”
“Don’t worry about dinner” I said. “I’m taking you out for dinner tonight to thank you for letting me stay here. Besides, I’m sure it’s been a long time since you’ve been on a date. We’ll do dinner and then maybe a movie or a club so you can get back into the dating scene.”
“Not sure I’m ready for that,” she says, “but I’ll be your date for the night if you want!”
Teasingly I say, “As long as it comes with all the benefits of a real date!”
A surprised look comes on her face. She smiled and said, “Well, you’ll just have to wait and see what the benefits of a date with me are!”
A smile comes on my face and I think to myself… “Is she teasing me or is she serious.”
She gives me a strange look and asks, “What’s that smile for?”
“Oh, nothing… just thinking”, I say.
“Ok, I have to get to work, I’ll see you later,” she said.
I told her “I have some things I wanted to do today and that I would be back to pick her up around six, put your best dress on and be ready for a fun night!”
“OK, it’s a date,” she said. She gave me a kiss on the cheek and out the door she went.
I visited some friends that day, picked up my dress blues from the cleaners and dressed at a friend’s house. I pull into the driveway at almost six o’clock, nervous and anxious at the same time!
“What would be the outcome of this night?” I think to myself.
I walked up the sidewalk and knocked on the door.
She opens the door and asks, “Why did you knock, you could’ve just come in?”
I say, “Well if this is a real date, I wanted to make it feel like one.”
She smiled and said, “You look very handsome in your uniform, I may not be dressed up enough to go out with you looking that good!”
I look at her from head to toe and tell her, “You look amazing!”
She was dressed in a white silk button down shirt and a short black skirt that stopped a few inches above her knees with a slit down one side that stopped a few inches below her hip. Her nipples were hard and poking through her shirt, making me wonder if she had a bra on. If that was the case, did she have any panties on, I thought.
“Quit drooling and let’s get going,” she said.
I hold my arm out, she takes it and I lead her to the car. I open the door for her to get in.
“Quite the gentleman tonight, aren’t you?” she said.
“For now, yes!” I said, smiling.
She gets in the car, her skirt opens up a little down the side, and I notice she is wearing thigh high stockings. Her leg looked so good, I wanted to reach out and touch them right then and there. I held back and shut the door, walking to the other side of the car I have to adjust my dick so it’s not so noticeable to her. However, it’s already hard and ready for action.
We arrive at the restaurant and get a booth in the back. The lights are dim and a candle is burning on the table. She sits down and I go to the other side of the booth when she stops me.
“Sit over here with me,” she said.
I sit beside her and we order some drinks and dinner. While waiting for dinner we have a casual conversation. The normal things like “How was your day …. what did you do today,” just small talk. All of a sudden, I feel her hand on my thigh and I almost jump out of the seat. She looked longingly in my eyes and then took hold of my hand.
“What escort ankara are you doing?” I asked.
She said nothing…just looked in my eyes. She pulled my hand down and placed it on her thigh. Her leg felt wonderful even through her skirt. I looked back into her eyes with a questioning look on my face.
Slowly I started to move my hand up and down her leg. She didn’t stop me so each time I let my hand go higher and higher up her leg. This motion made her skirt open up at the slit in the side. Soon I was touching the top of her stockings. Still she didn’t stop me so I kept it up and before long. I was so close to her pussy that I could feel the heat and dampness coming from it. Again, I looked in her eyes and she finally spoke.
“This is one of the benefits of a date with me,” she said.
“Just one of the benefits?” I asked. “What are the other ones?”
“You’ll just have to wait and see if I enjoy the date to find out if there are other ones,” she said.
Getting bolder, I finally reached her pussy only to find out she had no panties on. At this point my cock was hard as a rock. I continued to pet and rub her pussy and she didn’t try to stop me, she didn’t utter a word. She was so wet, I decided to see if she would let me insert a finger in her. So with each rub I curled my finger a little more until finally I had inserted it all the way into her pussy. She grabbed a hold of my hand and pulled it away.
“That’s enough for now…it’s only our first date,” she said. “Let’s see how the rest of the evening goes first!”
We ate our dinner, drank some wine and had some good conversation the rest of our time at the restaurant. Sexual tension was coming from both of us, I think both us were unsure of how far the evening would take us.
“Are you about ready to get out of here and go to a club and maybe do some dancing?” I asked.
“No, I don’t think I’m up for the club scene tonight…I think I would just rather go home and relax”, she said.
“OK, not a problem…I hope I didn’t do anything to spoil the evening for you.”
“Not at all . . . I’ve had a wonderful time so far,” she said.
So I paid the bill, helped her out of the booth and headed out to the car. She was holding on to my arm tightly. Once at the car, I again opened the car door and she stops…looks in my eyes and gives me a kiss on the lips. Our lips linger together for what seemed like an eternity when she finally opened her mouth and slid her tongue into mine.
“Wow, is my sister really French kissing me”, I think. It was happening. After a few minutes, she broke our kiss and gets into the car.
Looking up at me smiling she says, “That’s another benefit of a date with me!”
There was silence in the car on the ride back to her house. Just before we arrive, I finally spoke.
“Is there something wrong?”
“No, not really”, she said. “It’s just that I’m not sure what has happened so far tonight is alright.”
“What do you mean?”
“Well, you’re my brother and letting you touch me the way you did and kissing you like that….Don’t you think that’s wrong?”
“Not in my eyes, but I’ll understand if that’s all you want to do and we’ll just forget that anything ever happened.”
“Forget anything happened? How can we do that? Didn’t you feel anything?”
“I felt a lot and I don’t see anything wrong with it. I love you and wouldn’t do anything to hurt you, so if that’s what you want, that’s fine with me.”
“That’s not what I want. I want more. I want all of you, just having second thoughts.”
We arrive at her house, walking up to the front door I put my arm around her and tell her everything is OK. She unlocks the door and steps inside but I stay outside. She turns to me with a quizzical look.
“What are you doing?
“I figured that I would just stay at a friend’s house tonight to give you time to think.”
“Oh, no you don’t. I’m done thinking. Get in here!”
As soon as the door closes, she turns to me, puts her arms around me and kisses me on the lips. The same kind of kiss as at the car earlier on.
“This dates not over and you’re going to get all of the benefits that I have to offer.”
I took her in my arms, picked her up and carried her to her bedroom, kissing all the way. Once there, I put her down and slowly start to unbutton her blouse. She stops me.
“Let me put something on I bought specially for you! Stay right here.”
When she went to the bathroom, I begin to undress. I’m down to my trousers when she comes back into the room. She’s wearing the see thru white nightie that she was wearing this morning.
“Isn’t that what you had on this morning?”
“It is. When I got up this morning I put it on just to see your reaction.”
“So then I really didn’t startle you this morning, you had it all planned out?”
“Exactly, I needed to see if you still felt the way you have in the past about me.”
“What do you mean?”
“You thought I was asleep that night.”
“What ankara escort bayan night?”
“The night you looked at my breasts down my nightgown. The same night you pulled my nightgown up so you could see my pussy. Did you think I was asleep through all that?”
“I thought so…I thought that if you were awake you would stop me and then tell mom and dad.”
“Well, I wasn’t and that’s all I have thought about for these last three years. That’s why I wanted you to stay with me this week. I wanted to see just where and how far you would go with me.”
“So, are you ready to find that out right now?” I asked.
“I am so ready!”
I walked over to her, take her in my arms and pull her close. The feeling of her tits against my chest was something I had fantasized about many times. We started kissing and I slid my hands down to her hips. I moved one hand up and cupped her breast. It looked the same as I had remembered it, still the same size but they were perfect. I started rubbing her nipple through the silky fabric. She felt so good. I moved my hand underneath her nightie so that I could feel her bare skin. Silky and smooth, I was in heaven! I laid her down on the bed still standing over her. She reached up to undo my pants and I stop her.
“Not yet, I’m going to enjoy every inch of your body and pleasure you first.”
“Don’t make me wait too long” she whispered. “I’m ready for you to fuck me now.”
“There’s plenty of time left for fucking,” I answered. “I’ve wanted this for so long, I want us both to enjoy this first time.”
I kneel down on the floor in front of her and she sits up. She cups my face with her hands and kisses me fully on the lips. Our tongues meet and dance back and forth. It was the most sensual kiss a sister could give. My hands are moving up and down her back and she starts to breathe heavily. We break our kiss.
“Why are you breathing so hard already?” I asked.
“Because of your hands on my back, it’s one of the sensitive areas of my body!” she stated.
“One of the sensitive areas, are you going to tell me what the other areas are?” I questioned.
“You’ll just have to find them on your own!” she answered playfully.
I kissed her cheek, down to her neck slowly licking and nibbling ever inch along the way. I reach up and pull her nightie over her head. With her arm stretch upward, I lean over and give a quick kiss and lick on her side. She almost jumped off the bed.
“Looks like I found another spot” I stated.
She just smiled and put her hands on my shoulder. I avoid her breasts for the time being even though she attempts to thrust them to my mouth. A small kiss to the underside of them though brings a gasp from her!
“Number three” I laughed. “Exactly how many are there so I know I hit each one”
“Well, I can tell you that there are only three more if you want to find them all” she coos.
So lower I go down to her tummy and give another kiss. This time no response so I push her so she is laying on the bed. I reach out and grab hold of her panties and start to tug. She lifts her hips so I can pull them down off her hips and amazing ass. I slide them down her long luscious legs and hold them to my nose. Her smell is intoxicating. I’m ready to just dive right in to her pussy and give her the best licking of her life. But, I hold back as there are three more places to find.
I put my hands on her knees and slowly spread her legs. I run my hands up and down the outside of her legs and finally give a kiss to her inner thigh. A little screech comes from her mouth.
“Number four” I say in amusement.
She starts to squirm on the bed from me taking so much time kissing her thighs. She reaches down and grabs a hold of my head. She tries to guide me to her waiting and now wet pussy. I resist and grab her hands to pull her back up. I lean in and suck her left nipple my mouth. She starts thrashing on the bed, begging me to take her now.
“Not just yet” I say “And by the way, Number 5, which leaves only one more place to find. And I’m sure I know exactly where that is.”
I kissed and licked my way back down between her legs. She props herself up with her arms so she can watch me. I look up at her, our eyes meeting as I put my lips on her wet pussy and give her a gentle kiss.
As she smiled at me she says, “That’s the last one!”
I open her pussy lips with my fingers and slowly move a finger from top to bottom. I can’t believe how wet she was. I leaned to run my tongue up and down her pussy. As I continue to lap her juices, I take my thumb and slowly and gently start to rub her clit. Our eyes never break contact and she has this look of contentment on her face. Soon I put my tongue as far as it will reach into her and start to fuck her with it. She started to squirm and I had trouble holding on to her. I reach around and grab both of her ass cheeks and pull her tight to my mouth. She tried to pull me up but I resisted.
“Not yet, not until your first orgasm!”
“That won’t be long if you keep up what you are doing,” she whispered.
So I continued, soon she was breathing heavy and moaning so loudly that I’m sure her neighbors heard. I flick my tongue across her little bud and she started to cry out.