What I Did Ch. 01

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.

Lily leaned in and gave me a quick kiss on the lips. She moved her head away, licked her lips and looked at me. "Did you drink something when I was in the bathroom? Your lips taste weird."

"No. I'm not sure what it is."

That seemed to satisfy her as she placed her head on my shoulder and turned her attention to the TV. I looked over to Courtney and saw her smiling. She blew me a kiss and turned her attention to the TV.

Nothing else happened that day. We had to leave shortly after and go to the restaurant where we both work. Lily was a waitress and I worked in the kitchen cooking the steaks. I was glad for this as it did provide a distraction being a busy Saturday dinner shift.

I didn't see much of Lily that night, working in a restaurant is very busy. Her shift ended a couple of hours before mine and it was well after midnight before I got home and crawled into bed.

I couldn't sleep, I had a huge erection that I had to take care of while imagining all the things I wanted to do with Courtney. I relieved myself twice but was still horny and realised it was going to be a long night. That was when I heard my phone beep, it was a message from Courtney.

Court:"I can't sleep. I keep thinking about you kissing me n your hands on my ass. I can't wait til we get to do this again. When r u cumming over next?"

I couldn't believe that she sent that. What if someone else saw her phone? I hoped she was smart enough to delete these messages afterwards.

Before I could respond my phone beeped again, this time it was a snapchat from Courtney. Before I even opened it I was hard with anticipation with what I might see. I was right, it was a full frontal selfie shot in mirror. This was the first time seeing her breasts, they were bigger than Lily's, but that wasn't hard. She was about a B cup I was guessing.

As with snapchat they never last long enough and I forgot to screenshot it. I replied to her massage, I thought it too risky to send a shot of me.

Me:"I can't sleep either. I had fun today, you make me so hard. I've wanted to do that for a long time but never thought you were actually interested. I thought you did it to get me in trouble with Lily"

As I was waiting for her reply I stroked my cock which was already extremely hard. Her reply came.

Court:"Well yeah I kind of did it to get you in trouble, that was always funny but I wanted more. I was just really horny today and decided to make a move. It went better than I hoped. Your hands feel so good and you're the best kisser, not that I have much experience in that dept."

Me:"For someone with not much experience you are a good kisser. You also taste great, really sweet. What experience do you actually have?'

Court:"Really? You like the way I taste? You can taste me anytime you want. I have kissed 3 boys, including you. That's all. One of them wanted me to suck him but when I got down there he smelt revolting, like he hadn't washed so I got up and walked away. But I have a high sex drive and masturbate daily. Mostly to images of you. I also watch a lot of porn and wish I could find a guy to do all that stuff with. Interested?"

Me:"Wow. Not many guys would be able to pass up that offer but you have to promise that Lily will NEVER find out. I love her."

Court:"Yeah she won't. I just want some fun. You look like you want some fun. I also know that you haven't had sex with her yet. She's a bit of a prude that way. I can help you to relieve some tension if you want."

Me:"What are you interested in doing? You haven't had sex so you may not enjoy or want me to do this stuff with you. Do you want me to take your virginity?"

Court:"Hell yes I do! I want to try everything that I've seen in the porn I've watched. I won't know I don't like it til I've done it once."

Me:"Cool, I'd love to. What else have you seen? There is some strange stuff out there."

Court:"Well, I want to try pussy licking, blowjob, licking ass, creampie, toys and anal. And something else that I'm not sure you will be into, the thought of it is hot. Promise not to judge before I tell you?"

Me:"Wow, you want anal? I've never done that with previous girls either. I've done the rest though so that won't be a problem. I promise not to judge, tell me."

Court:"I want to pee on you."

That was when I blew my third load of the night all over my chest.

To Be Continued