Ok I was reading a post in the Macau forum and someone talked about how he screwed his gf's sister.  Since that post wasn't related to the original poster, I decided to post my similar story here.  Although it's been 2 years already, I still remember it clearly because this was one of the most insane thing I ever did.

This happened in 2007. I was with my gf for 1 year already and during the summer, her sister (just 2 years younger) came back for holiday. I saw her sister twice before already and kind of known her well.  When she came back, she just got broken up from a relationship and was really hurt.  It took quit a while for my gf and I to comfort her.  After 2 months of comforting, my gf had to go back to UK for studies, and she told me to look after her sister for this time being before I go back to Canada for my studies.  Of course I said yes to my gf, cause that's my job as well!  And it's only 2 weeks until I have to leave.  So for the 2 weeks I hanged out with my gf's sister constantly, shopping with her, talking with her (you know, stuff that makes her happy).  Things started to go completely wrong when she kept texting me and stuff.  I started to feel that I had done too much for her and decided to fall back.  But thinking what my gf told me to do (ie: look after her sister), I had to continue with my job.  1 week to go before I leave, our outing ended with big hugs.  I was starting to feel guilty already. However, I will just tell my gf that she needed a hug from me.  Now the day before I leave came and this is what happened...
I was at home packing my bags and she called if I wanted to meet up for one last night.  I said I couldn't because I was busy and tired. She kept saying that she wanted to see me badly but I said to her I can't.  After some chatting on the phone, she said she will come over to my place.  However, I told her just wait downstairs because my family was in the house.  This was around 2am by the time she came.  She came to my place and I met her downstairs at the lobby.  I took her to the little park we have at our residential apartment.  We walked around and chatted a bit.  We then walked towards my residential apartment swimming pool and just sat by there.  She was feeling a lot better in terms of her emotions due to her breakup.  The pool was closed and as a result, it was all completely dark.  We started talking again and one of the topic she brought up was me having sex with my gf.  She asked these questions about positions, what her sis (my gf) likes, what we did...stuff like that.  Then I asked her about the same questions.  Although I didn't ask too many questions fearing she will go into depression again.  The last question I asked her was "What position you like the best?"  Then the most unexpected thing came,...

she suddenly moved her hand towards my little brother and said "How about I show you?"   WTF!!! Totally unexpected.  I paused for a moment and afterwards I said to her "This is impossible, your sister is my gf".  Then she said "What happens in HK, stays in HK".  WTF!! I never heard that phrase in real life! Only in movies!!!  I paused again, I didn't what to say or do, this was just absolutely crazy and insane.  Then suddenly she looked at me and started kissing me.  (Keep in mind we were still at the pool with possible ctv cameras).  I responded to her kiss (sigh).  The kissing then became french kiss. And then I said to her "You wanna go somewhere else?". (sumtimes things can go uncontrollable). She didn't reply and I just grabbed her hand and took her to this changing room/washroom (which was still open).  We went into the female changing room and locked the door.  I carried her onto the washing sink, let her sat there and I started kissing her all round. She lowered down her spagehtti strap but didn;t take off the whole thing (obviosly).  I unbuckled her bra and starting licking sucking her boobs.  Took off her panties and started fingering her.  She was moaning a tiny bit but obviosly she can;t be too loud because we fear someone would hear us.  Kept fingering her, dam she was so wet.  I was so horny at that time already but I didn't have a condom.  Then she took out a condom from her bag.  However, in my mind I was like (Y do you have a condom in your bag? Did you prepare this?) Anyways, I put on the cap and started to pound her on the table washing sink.  Changed positions and tried stand up doggie. Then we went to the bench and I layed her down there on her back and did mish.  After like another few minutes I came into her love channel.  I then lyed on top of her and hugged her.  After that, the sense of guilt rushed in again. I felt so stupid doing something behind my gf, especially it was her sis, sigh.  So after cleanning up, she she said "Don't worry, I won't tell my sister". After that we went out and walked around the park again.  Then afterwards I escorted her to the taxi and sent her home.  sigh,...can't believe it.

Until now, I still can't believe I did this.  However, I broke up with my gf last year already.  Not because of this event but lots of other things added up together.  I hope she still doesn't know about it.


But yea, here's my story.  Hope you guys enjoyed.
Sorry, but there are no pics.  But even if there was, I wouldn't show it, it's too confidential in this case.

Great Report Not often Found in These pages. Thanks for Sharing.

I assume that both you and your girlfriend (now ex-girlfriend) have completed your studies / soon to complete your studies
and will be returning to HK? In which case, it may be better that "What happens in HK better be buried".

Did you hook up with your ex-girl friends sister again?

Yea it's my final year of studies in Canada and will soon return to HK.  However, I don't really talk to my ex anymore.

When I left, I still chatted with her through MSN.  But not anymore.  She found a new bf.

If I was your inspiration - I'm very proud. Here is my original post, now in a much more appropriate thread. Cheers for the story Senorita (interesting nickname, since it's Spanish for "Young Lady").

--
I wasn't sure if this was the place for a story like this, and I certainly don't want to hijack Comicguy's excellent thread, but you did ask...

A couple of years ago my girlfriend's sister was staying with us for work. I was working pretty much 9 to 5, the gf until around 8 at night, and the sister-in-law (OK not really in law, but you know what I mean) was working odd hours in a restaurant, but generally lunchtime and evenings. This meant I would get home, and SIL (names changed to protect, well, me!) would be there, and the GF away.

First of all, I should say that my GF was the better looking of the two, but SIL had this whole slutty vibe that I've always found very attractive. So, anyway, I would get home from work and jump in the shower, and then wander around in boxers and T-shirt for a while while I had some food etc. SIL and I started off flirting almost from day one, and this had progressed to the point where she would give me a welcome home kiss, and occasionally grab junior. One day she was showering before work, and I just happened to be passing the bathroom as she came out, wrapped only in a towel. I raised my eyebrows in appreciation, and before I knew it, my hand had flipped open her towel, and let it fall to the floor. Far from being shocked, or grabbing for the towel, she just smiled at me. I wasn't sure what to do, so I smiled back, and reached for the towel, which I handed back to her after copping a quick feel. She slowly turned and walked into her room, still naked, to make sure I could enjoy the full show, and closed the door behind her. I went to my room nursing a massive hard-on (which luckily my GF was happy to deal with later on).

Nothing more happened for a few days, until finally, I was sitting watching TV in just my boxers when she emerged in her towel. She obviously noticed my, umm, excited state, and walked over to me, flipped aside my shorts, and started sucking away. You know that feeling when you know you're doing something wrong, and about to do worse, and you just can't bring yourself to say "No"? Well there I was. Then came the immortal line, "So, do you want to fuck?". Given the stupid grin on my face, and the fact that was cock was still about an inch from her lips, it was a bit of a silly question, so I just nodded happily. She then dropped her towel, and walked back to her room, emerging with an already opened condom (smart girl), and proceeded to mount me right there on the sofa.

After that we pretty much fucked whenever we got the chance, and all the time I was sure she would tell her sister, or try to take her place, or something bad would happen, but it never did. As she said to me once, with legs far apart, and me happily dining downtown, "I just love to fuck", sweet girl.

She moved back home to her husband (yes really)  a couple of months later, but whenever we meet now I always wonder if another opportunity will arise, and whether we'd take it if it did. OK, I know I would, so I guess I'll just have to wait and see...

tks for the write up, i enjoyed readin it...its almost like too good to be true as tho it only happens in tv as you have alluded. srsly, she musta obviously pre-planned it with condom in her bag!

So the big question I have to ask....is the sister better or the gf?

Hard to say.  Since it was the first time doing it with her sis, and everything was so sudden, as well as a special atmosphere, then of course that was the better experience.   My gf at that time though, we did it a lot of times already, so the excitement level decreased.

[ Last edited by  Senorita at 22-10-2009 23:44 ]

Absolutely enjoyed your story. Luckily my ex-gd's sister was a pork chop, as is my brother's gf! It's amazing how your "little bro" makes you do all the wrong things.

congatulations man, this is the champions double , nice story for your old days!!!

do with their mom too....make hat-trick...

You guys are lucky, getting two for the price of one!!! While doing it is fun, things can turn very ugly when your girls friends finds out.

By the way, I could be seeing her in Dec,so maybe another surprising round! My gf's sis is actually prettier.

Great story, and good luck in December!  If it were a porn movie then they'd both come up to you in December and say that they wanted to try you together   

Unfortunately for my my gf's sister is 20 years our senior, and hates my guts.  I'd like to pretend that she's just hiding underlying sexual tension under a mask of loathing, but chances are she really hates me.  

The closest thing that I've had to a story like yours was when I was about 20.  My gf was out of town, and she asked me to look after her best friend who was living by herself while she was studying.  My gf was quite explicit that I shouldn't let her friend go home alone, as she thought it was dangerous.

Every now and then I would stay overnight at her friend's house, because there was no public transport that late at night near her place.  Nothing ever happened.  Still, we developed a friendship during that time, and she went from being my gf's friend to being my good friend.  

One night I stayed at her place.  We chatted until late and we both fell asleep, fully clothed, on her bed.  When I woke up it was early morning, and I had my arm around her, my hand holding on to one of her ample D cups, and a raging hard-on pressing against her ass from behind.  

OMG I thought to myself.  I wanted to keep my hand there, but I was scared that when she woke up she'd go crazy.  I slowly and carefully removed my hand, and pretended to sleep.  She then got up, and I was thinking "was she just awake?".  She took off her clothes, and changed into her night dress, as I peeked through squinted eyes.  I didn't see her body clearly, but my imagination was running wild and my hard-on was harder than ever.

She got back into bed infront of me and she ... wait for it... SHE put my hand back on her breast!!!!     Her now un-bra'ed breast!

I left it there for a while, sometimes moving, sometimes squeezing, all whilst trying to pretend to be asleep so as not to feel too guilty.  Lil bro was shouting "do it!"... and I really wanted too... but the guilt took over.  She, after all, was my gf's best friend!

I pretended to wake up, and she pretended to sleep.  I went straight into the bathroom and started to HJ away my huge load.  Suddenly there was a knock at the door:  "What are you doing in there?"
"Nothing!"  I lied back to her
"Can I come in?"
"..."
"Hey... Tell me what you are doing"

I would have told her.  I would have invited her in.  I was ready to cheat on my gf.  But then and there I exploded... and spent the next minute cleaning up.  

Guilt ridden and slightly embarrassed, I made my excuses and went home.  The chance never came again, but she's still on my to-do list... and just last month she was added to my Facebook friends list too.

Living in hope

Damn, you guys really got some good stories!

The closest I ever came to hooking up with a gf's sister wasn't at all close.  A couple years ago while I was still in college, I was dating a frosh girl who still lived at home with her parents.  I used to go to her door when picking her up to go out and I was usually greeted by her adorable younger sister.

My gf eventually found out that her little sis had a BIG crush on me...and subsequently forbade me from going to her house.  I dunno if she was just insecure, but I've gotta admit that was pretty flattering.  Nothing was going to happen anyway...  The sister's age back then?  Maybe 12...

Yo were so close!!! I think if it was me, and if shes pretty, I would go for it.
To be honest, if she asked "what r u doing in there, can i come in?" , then you got the green light!  I bet she was disappointed at that time.

Wonder if they had a big fight?
Oh man, that's like around a 7 year difference!  So did you guys break up already? Do you still find the "12 yr old" girl?

Bro - of COURSE she prepared it you idiot! -

Girls are just like guys, just a bit more subtle sometimes ...

Great story but can't believe you felt guilty for just hugging little sis. What you did later was another matter.

Good chance little sis will keep quite, unless she ends up in some big argument with her older sister and blurts something out to hurt her.