Now thinking back, everything started at a rainy day. I met the girl I'm 
having as visitor to my house, my doungen for wild S&M sessions at that 
rainy day. I was checking out a local fetish board (+18) and I saw her 
profile. It was total coincidence that I clicked it. Well, it was an 
accident actually. I was gonna click someone else's profile but I 
clicked hers. It was a profile with full of information about her but no 
pictures. I made no assumptions about lack of a profile picture. It was 
common for people to not put a picture on their profile to keep it only 
online. Her profile was complete of how much she enjoyed pain. In one 
part, she gave details of how she masturbates using a leather strap to 
whip herself. In other part, she claimed she would enjoy anything as 
long as it involved pain, lots of it. And she said she is freshwoman at 
local private university without giving her age. I was sadist guy, but 
her total obsession of pain scared me a bit. She may be a psycho with 
face profile to lure people and then kill them. It was Internet in the 
end and it was age of /b/. Possibilities were endless. But I sent her a 
message, a short one in that as well:

“Hello there, I saw your profile and I found it interesting. I wonder if 
you ever tried canes next to leather straps”.

That was it and I moved on to check out other profiles. I didn't really 
expect a answer at all. So I forgot about it until she answered two days 
later. She said she didn't tried canes so far because caning herself was 
hard and She always went private and alone sessions in security of her 
room behind a locked door. She said she would try caning herself again 
tonight. Later that night she sent a massage again with quick question 
if I knew a household object that may work as cane. I said she should 
have looked for a thin wood or wood-like product and I added There were 
parts of flooring used at door sills which has similar qualities as 
canes. She said she'd have checked out the house.

For a week, I didn't get a message from her and because I didn't want to 
annoy her with lots of messages I didn't as well. I have decided to wait 
a week and send a message then. At the seventh day, I opened my old 
friend FireFox and I log in to the site. And at that moment, she sent a 
message. I opened and saw that she sent her MSN address to me and with a 
note saying she liked to chat with me ir real time. I looked MSN address 
which obviously created for this kind of chats. I had a special MSN 
address for this kind of chats as well. I added the address to my that 
kind of chats account. She was online but she did not send a message 
right away. I sent the inital message to identify myself. She sent 
several smiles and said she wanted to know the best places to strap on 
her pussy. First I sent a big smiles back and then I messaged to her 
saying clit was always good place to strap on and she sent a big smiley 
and went AFK. I guessed she's gonna try it out. After a several minutes, 
She went online again and sent a message saying she tried straping her 
clit and found it “quite enjoyable”. She further noted it was rather 
hard to strap her own clit. I commented that was expected. She sent a 
big smiley and went offline.

I haven't seen her for a while and then she pop up out of nowhere while 
I was watching Secretary again. I paused and checked out her message. 
She was asking if there were really painful acts of sex. I sent her a 
message saying Yes there is. And she asked names. I messaged her Anal 
sex could be quiet painful depending on who people doing it. She said 
She tried sticking somethings up her ass and It did give her a nice pain 
but she said it was not too high. I messaged her It can be really 
painful and Act one can never forget nor compare its pain to anything 
else. Experience was speaking. years ago I had a wife who was into a 
robes and canes. She loved pain as well and she always asked harder and 
longer whippings, canings etc. One day she said she wanted to get fucked 
up the ass dry. I said no but she begged me for a mouth so I gave up and 
fucked her ass dry. She was gagged so I didn't hear her screams but she 
cried a lot. She didn't use the safety escape I put it in place and 
creamed her ass. She later said it was most painful thing she ever 
Experience and she climaxed so much she lost count. But I never fucked 
her ass again. She left me for a much sadist guy than me. Last time I 
saw them they were really happy togetter. I told her the story about my 
ex-wife and she said she'd want to try that one day. 

At that moment, She asked to know if my tool is long and thick. It was 
not longest dick on the planet but It was long and for some reason, it 
was quiet thick. I said It was long but ridiculously thick. She said she 
want to see it and I opened my cam and unzipped my parts. She didn't 
send a message for a while and then She said she want to give her anal 
virginity to me. It was a quiet a shock to me. I waited thinking what to 
say for a minute without moving. My mind was filled with scenes of tight 
holes and such. Finally I sent a message saying I'd love to pop her anal 
cherry. She sent a big smiley. 

Then She open her cam. I never asked to open her cam nor I was going to. 
I knew she was young, much younger than this middle aged sadist guy but 
That didn't ready me for what I'd see in seconds. She was young but She 
was younger than eighteen. She was might be even younger, younger than 
sixteen. I said nothing and she showed her cute little butt to me. Then 
she sent a kiss via a cam and closed it. She sent a message saying she'd 
contact me later and now She had to go now. She went offline. 

I was in shock partly she wanted me to pop her anal cherry and partly 
she was so young. I thought for a second I decided to block her account 
but didn't do it. I just sat there thinking. I really wanted to fuck 
that cute little butt. I really wanted to do that. Instead of blocking 
her, I put on her account extra notifications and waited. 

I had to wait for a week for her to come up online again. She went 
online and said she wants to meet me Friday. I said okay where would we 
meet and she sent near a park close by to my house and she gave ma the 
address to the park. She gave me her cell phone number and I gave her 
mine. She sent “Call me afternoon and She again went off-line and I sat 
there thinking of calling the number but I didn't. 

At Friday I could hardly waited for noon and I called her cell. She 
answered, “Hi” with a soft voice. My baritone tone was just reverse of 
it. I said, “Hi, It's me. Are we gonna meet today?”. A light giggle 
reached via the phone and she said, “Sure, I'm near the park. Come and 
pick me up”. I said “I'll be there under a thirty minutes”. She said “
See you there” and hang up the phone. I quickly graped my car keys and 
went out side. I was so nervous I was shaking. I got in the car and got 
a deep breath. I started the car while exhaling it and drove to the 
park. 

Park was close by to me as well. It was not used much by anyone for no 
apparent reason and most of the time It was deserted. I parked the car 
next at side of the round and looked over the park. I was now half 
expecting a police ambush or something. I even thought of using 
entrapment as defence. I didn't see anyone on the park but I couldn't 
see all parts of the park. I called her cell phone and I said I was in a 
old grey sedan. She said She'd find me right away.

Then I saw her. She was wearing her school uniform; a short pleated 
skirt with pattern similar to Scottish kilts. She had a loose white 
shirt. It was so loose that I guessed it was somebody else's shirt. She 
was not wearing any tie or similar effect over her thin delicate neck. 
Her collar was open and she was wearing white socks up to her knees. Her 
hair was short, something I didn't really notice over the cam and she 
was short and tiny, something I noticed over the cam. 

She looked over the street and saw my grey sedan. With small but fast 
steps, she walked over to my car and she stood at the front calling 
someone on her phone. My phone ringed, she was calling. I opened my 
phone and said, “You look cute” looking into her eyes. She didn't said 
anything closed her phone and got into the car, took on seat belt right 
away. Her gaze moved over to me and said, “Let's go” with a bright 
smile.

While driving the car, I went thought the things that happened so far. 
She's much lounger than I initially though. She coundn't be younger than 
fourteen and that means shit. However I just coundn't keep my urge to 
fuck her cute little butt hard and wild. Even thinking of her thight 
hole gave me an arousing. 

I drove the car towards my small but sound proofed for my S&M sessions 
with other people. I parked the car inside the park of the apartment and 
said, “We'll here”. My hearth was racing but I kept my face cool and 
relaxed. She smiled at me and steps out of the car and run to hold my 
hand. Keeping her little hand in my hand gently and walked her to my 
small apartment. 

After entering, she started to check around the house without saying 
anything nor asking for permission. I didn't say anything and she found 
my room for S&M with extra sound proofing She entered the room and 
started to walk over my limiled tools of trade. I followed her and 
watched her touching my whip and cuffs over the walls. then she caresses 
the table with the cuffs at the legs. She asks, “What is it for?”. I 
smiled and steped next to her. Placing my hand on her skinny shoulder I 
explained that I used it for securely cuffing a woman while bendt over. 
Her eyes lighted up with the explanation and she saios, “Tie me and fuck 
my ass on the table”. 

I looked into her eyes thinking and said, “Okay hop on, I want to fuck 
you while you wearing your uniform” She hoped on right away and bended 
over eagerly. I tied her hands first; one little cuff over her right 
wrist, one little cuff over her left wrist. I thighened the cuffs and 
her arms got stretched. It would hurt some but she was just smiling. I 
got at her behind and put on a little cuff over her cute left ankle 
covered with white socks and then her right ankle. I thighened the cuffs 
over her legs as well and her got stretched a lot. I gave a quick glance 
over the little girl she just smiles and pants Her face showed her 
excitement. I said while touching her butt with finger tips, “I'll stop 
if you say safe word” and she said fast, “Please, don't stop till you 
fill my ass with your cum. Please” with a begging eyes.

Now that was something different. That was the reason my wife left me 
for somebody else. I always wanted keep it safe and low on pain. But she 
wanted pain at extream side and dangerous things. I looked at her eyes 
for a second and said, “Okay, I'll have your ass, dry without stopping 
till I cum”. her face got covered witt a big smile right away. I pulled 
up her skirt and gave her some important information, “You can scream as 
much as you want to. This room and this house is sound proof”. She noded 
showing her understanding and I take out hard as rock cock out. I slipt 
down her white panties and rubed my cockhead over her tight hole. 

It was so tight that I didn't think that I would be able to slip my 
thick cock in. my cock head looked like a big fist next to the tight 
hole. I decideed to first go for direct entry. I leaned my cockhead over 
the hole and pushed it really hard. But It did not enter her at all. 
She's just too tight. I hold on to the table and try pushing it again. 
Tip almost enters and first scream arises from the girl. Of course I was 
used to the scream while sex so It did not distract nor stop me. I 
forceed my cock into her thigh backhole and tip slipt in. I keep pushing 
it in while she bited her lips hard. Her eyes had tears and her face was 
full of pain. But I kept pushing it in. Then the head entered. My fist 
like head entered her really tight hole. I hold on to her loins and 
forceed my cock up her ass in one go. She screamed like she was getting 
cut open while rising her head up. I waited for a while while my cock 
buried up her ass and then I pulled it out fast and then I pushed it in 
with a fast and harsh thrust. She screamed with teary eyes but she did 
not say stop nor beg me to stop.

Seeing her screaming little body made me so aroused and lustful that I 
started to fastens my thrusts into her tight warm hole. As I thrusted 
into her butt, she screamed with pain and pleasure. I could see that She 
was actually enjoying every painful thrust. And unlike the time with my 
wife, I enjoyed it so much that I wanted to do it again, soon. 

I kept my thrusts into her backdoor and I felt that I was near my 
climax. That came fast thanks to the ultra tight hole of her. I changed 
my thrusts into long and hard thrusts with one fast thrust in and then 
one fast thrust out. I kept holding her loins while I leakerd pre-cum 
into her tight hole, tons of it. And then I cumed into her ass. I buried 
my cock fully into her tight hole and keep shooting my hot seeds into 
her bowels. I creamed her ass while I moaning loudly and she crying 
soundly. 

I leaned over her little body while my cock shot last of my seeds into 
her bowels. I placed a small kiss on her cheek and she turned her head 
towards my face. With teary red eyes, She kissed my lips passionately. I 
kissed back after I overcome the initial surprise of her kiss. We kissed 
long and passionately while my cock up her ass. 

I slowly stant up and taked out my cock of her butt. I glanced at her 
gaping hole. It looked so wide now. But still my cock would have problem 
while entering it. Some of the cum leaked out onto the floor and I 
slowly uncuffed her and took her on my lap to carry her to the living 
room.

I lied her on the couch there and I sat next to her. We didn't speak for 
a while and then I asked, “Did you enjoy it?”. She did not answer me 
right away. She just looked at the ceiling. After several minutes, She 
said, “Yes, I did. I lost count of time I came”. Now that was similar to 
what ex-wife said. It might be true, she indeed enjoyed the wild sex we 
just had and she might indeed have come so many times that she lost 
count. I woundn't say anything about that.

I slowly helped her to clean and carried her to my car. She said I 
should drop her at different part and I followed her directions and 
droped her at a small park far away from my house. She smlied at me and 
got off the car. With small carefull steps, She walked away. I watched 
her walk lame away and started the car. 

After I got home, I didn't went online right away and just watcher TV 
thinking of what I had done. While watching a stupid sit-com I decided 
that I'd go further with her but unless she wanted to go further and She 
did.

