I had been seeing Lily for almost a year when this occurred. Lily was 20 at the time and I was 25. I had always copped a little flak from my friends and work colleagues about our relationship because I was so much older than her. It didn't help that Lily was small, I mean really small. She was a dancer only 4"9 and weighing 88lb. She had AA breasts but i really didn't mind, I loved spending time playing with and sucking on her small pointy nipples.
At this point in our relationship we had done nearly everything sexual, I say nearly because we were yet to actually have sex. I am quite well endowed and being quite a small girl she was afraid I would hurt her. But that wasn't the only reason, she has had boyfriends in her past that just used her for sex, I made her feel special. That is why I did feel quite a bit of guilt with what I did.
Now Lily was very close with her family. She still lived at home with her mum, stepdad and 18 year old sister Courtney. Courtney was the complete opposite of Lily. While slightly taller, she was quite a bit heavier. She was by no means fat just very solid with muscle. She was a soccer player and played many other sports which gave her the physique she had. Lily was light skinned with strawberry blonde hair taking very much after her mother and Courtney was dark skinned with dark brown hair who I assume took after her Spanish father, although I had no idea what he looked like.
Ever since I started dating Lily I always had an attraction to Courtney. She was always nice, friendly and even flirty with me. Often Lily saw this and it caused quite a bit of sibling tension between the two, and I often got into a bit of trouble for "encouraging" her advances.
It was a Saturday afternoon when our relationship changed. Lily and I were sitting in the recreation room watching TV together on the lounge. She was cuddled up to me on the lounge covered up with a blanket when Courtney walked in.
"I'm bored," she said. "Mind if I watch TV with you guys?"
"No, go ahead, it's fine, it's not very exciting though," replied Lily.
As she sat down on the lounge next to me I couldn't help but be a little disappointed, I was hoping for a little fooling around which I didn't think would happen now that her little sister was sitting next to me.
It wasn't a very large lounge, so I was practically touching legs with both Lily and Courtney. This was starting to cause my cock to grow uncomfortably in my pants.
We sat there for a little while making small talk and trying to watch what was on the TV when out of the blue I feel a hand in my lap rubbing my rapidly hardening cock through my shorts.
I quickly looked towards Courtney to see if she realised what's happening but she was staring at the TV, showing no signs of acknowledgment. I turned my attention to Lily and smiled at her, she smiled back as I slipped my hand to her crotch. She gave me a look and shakes her head slightly. "Awesome" I think, this is one of those rare times when she wants to take care of me while I don't need to reciprocate. Don't get me wrong, I love reciprocating and I'm usually the one that does her with no reciprocation.
I sit back and relax as her hand expertly finds my fly, unzips and works its way inside. I'm glad that today I'm wearing loose fitting shorts with boxer shorts. I try not to make any moaning noises that might make it known to Courtney what was happening.
This is quite difficult, her hand is slowly going up and down my shaft as I get closer to orgasm. I keep looking down to ensure that movement cannot be seen through the blanket covering us. This continues for about 5 minutes before something completely unexpected happened and changed my relationship forever.
"I'm going to the bathroom," announces Lily as she removes the blanket from her lap and walks out the door. But her hand is still slowly massaging my very erect cock.
I look towards Courtney who is sitting there with a devilish smile on her very cute face. With delayed reaction I remove her hand from inside my shorts and zip up.
"What's wrong Dane?"
"What do you think is wrong? You had your hand inside my pants and you were wanking me off."
"I know I couldn't control myself. Your leg was touching mine and I just started getting wet thinking about you touching me and doing things to me with my sister right there. I just had to feel what you were packing. Come on, don't deny that you weren't enjoying what I was doing."
"Of course I was enjoying it. My cock was being touched but I thought it was your sister. What would have happened if she had put her hand in my lap only to find your hand already there? She would have killed the both of us."
"Come on, this is Lily we're talking about. She would never have initiated anything with me sitting that close to you. She's a prude compared to me."
"That's not the point"
"What is the point then?"
"It was way too risky, I love your sister, and I don't want to ruin anything between us."
"Well she doesn't have to know does she? I don't love you I just get really turned on around you and when you leave I usually go to my room and touch myself until I cum."
"Tell me, do you find me attractive?" she continued before I could respond to her admission.
"I uh, um, yeah I do. But that doesn't mean anything, I can't cheat on Lily, especially not with her little sister," I replied.
She didn't seem angry or upset, she just smiled seductively as she threw the blanket on the floor and spun herself around so she was straddling me. She pressed her lips to mine and kissed me, opening my mouth with hers and pushing her tongue inside my mouth.
I was in shock at first, just sitting there with my arms still at my sides with her tongue working its way expertly in my mouth.
I realised what was happening and returned the kiss. She moaned into my mouth as our tongues entwined in a passionate kiss. I slowly moved my hands to cut her ass through the thin material of her skirt. It was much larger and softer than Lily's but I love a good ass. I had to feel it for real.
I brought my hands and placed them on her exposed thighs as I move them up underneath her skirt and moved them around to cup her ass cheeks. I was surprised but happy to realise that she was wearing a thong so I was rewarded with touching her bare skin.
Our passionate kiss lasted for a few minutes before my brain kicked in and I realised exactly what was happening and what the repercussions would be if Lily was to walk back in after being in the bathroom.
I quickly removed my hands and pushed her back onto the lounge next to me. She looked a little disappointed at first but slowly smiled as she spread her legs. As I looked down I realised that I was wrong, she wasn't wearing a thong. I was looking directly as her exposed pussy, the neatly trimmed dark public hair surrounding a perfect and delicious looking pussy. The short hairs and pussy lips were glistening with moisture showing that she was indeed turned on.
I was drawn into what I was seeing. It was so captivating, I was looking at the naked 18 year old pussy of my girlfriend's little sister and she could walk back in the room at any second.
Even though in this position, if Lily was to walk back into the room the first thing she would see would be Courtney's pussy, I couldn't help but reach out my hand and touch her. I ran my fingers softly through the hair and to her clit.
She moaned softly as I rubbed gently and pushed a finger inside her up to my second knuckle. I removed my finger and brought it to my lips. I licked her juices off my finger, she tasted so good. It was very different to Lily, sweeter, I knew then that I was screwed, there was no way this was going to be a onetime thing, I had to have more of her.
I shook myself out of her trance and pushed her legs back together and grabbed the blanket off the floor and covered ourselves back up.
Talk about good timing, it was only about 20 seconds later that Lily walked back in the room and sat down next to me. As she cuddled up close to me and put her arms around my neck, I hoped that she could not smell Courtney's pussy on my lips.
