So I'm just gonna post this anonymously as I don't really want to identify myself on here, you never know who's about. Anyways, I've been a very lucky guy and I've got many many stories to tell so I thought "fuck it, let's just put it out there". This is my first time posting on here and I'm not going to be putting up any pictures, I just feel like that's a bit disrespectful and I don't want to get in trouble for that shit. I'll also be changing names to protect those involved, including myself.

So, I was in my teens and I was attending college when I meet this super hot ginger girl, a real stunner. She must've been a few years older than me, maybe three or so. Let's call her Liz. Liz was around 4 foot 9, slim, freckled, brown eyes and red hair and fucking hell her tits were amazing. I can't even describe it, they weren't overly big or anything they were just very "out there" if you get what I mean.

Every day she would come to college and we'd be in a class or two together every so often, she always came to school in this white shirt that clung to her tits tighter than it probably should have. I'm pretty sure whenever she walked into the room every guy snapped their neck to check her out.

Now I'll be honest, I'm not a popular guy and I was even less popular back then, I wasn't exactly considered a cool guy, I was always this scruffy geeky rocker type so I hadn't really had much experience with girls at that point. We all have to start somewhere.

It turned out that Liz was actually a really cool girl, we got talking and we were pretty decent friends, we eventually got into this groove of hanging out in the art room every Monday as we always had time off from classes at that time and it would usually be me, her and her best friend who I was also on good terms with.

We flirted quite a lot, and had some fun, I recall myself teasing her about her gingerness and "out there" tits, so I called her gingertits. Looking back on it it was probably a really childish thing but fuck it, we were young. We flirted with each other every so often and generally hung out getting to know each other, though I never believe anything would come of it.

So this one evening her friend who was usually with us went out, I figured she went out for a walk or something. I continued what I was doing, which I believe was some sort of artwork and Liz smiles, slowly strolls over to me and starts flirting pretty intensely, leaning over me in a way that shoved her tits in my line of sight.

I was fucking terrible with girls back then, I did not know a thing, so I awkwardly sat up and walked around in discomfort, not really sure what to make of the situation. Sure enough, she followed, looking up to me with those beautiful brown eyes and unbuttoning her shirt. I was freaking out so I walked backwards even more and was pretty much pinned against the wall with her still approaching.

I can't be sure as it's been years ago but she stared me right in the eyes, smiled all cute and half-jokingly said something to do with the two of us getting together and leant in for a kiss, pushing herself against me I could feel her tits press against me.

At this point something clicked, call it instinct but I just completely forgot about all the nervousness and how unsure I was about it and I leant down and kissed her, she was so fucking short. Things got heavy fast, we were making out pretty hard and I'll admit I wasn't really thinking. I lifted her up and placed her on the counter that surrounded most of the art room, literally tearing off her shirt and revealing her beautiful tits, I damn near tore that shirt in half.

We continued to make out, she was very clearly enjoying it, having gotten what she wanted and was biting her lower lip, holding onto her shirt as it fell down her shoulders. I had gotten harder than I ever had before and suddenly began taking off my jeans, god I wanted to fuck that slutty little bitch.

But no, she said she didn't want that as she was saving her virginity for someone she loved and tbh that was a real ball ache but she made up for it. She jumped down from the counter and fell to her knees. She began unzipping my jeans and pulled my underwear down with them, revealing my cock. I was pretty self conscious, as I imagine most guys are but it turned out I had nothing to be self conscious of.

She smiled, shocked at the size of my cock, I'd always thought it was average but apparently it was the biggest she had ever seen outside of porn. She smiled and held it in her tiny hands, she was so damn petite. She was so happy to have a cock to play with, she began sucking, playing with the head with her tongue and licking it up and down. Eventually I face fucked her pretty hard and she gagged, I'm sure she loved it as she couldn't stop smiling. I couldn't hold it in anymore and she began jerking my cock with both of her hands, licking my cock with her mouth as wide as she could make it. I came in her mouth, it splashed a little over her pale pink lips and she swallowed it all, even wiped it off of her lips and swallowed that as well.

We quickly got our clothes back on and returned to our seats and as soon as we do Liz's friend comes back into the art room asking "so what did I miss" and neither of us said a word, we just looked at each other and laughed a bit. We never got up to any mischief again as I left the college soon after and we didn't stay in contact but I still think about it sometimes and I can't help but imagine how great her tight virgin pussy must have been.

Sorry for any mistake there, I'm not an erotic writer, I'm just talking about my experiences. Hope you enjoyed anyway, let me know if you want to hear any more. Trust me, they get wilder.

-DK

I have to confess I've recently become completely infatuated with my girlfriends daughter, who I recently found out is a complete slut! She's always been super cute but I seen her as a young girl. About a year ago her mother mentioned to me that Chloe (not her real name) asked to go on the pill, which caught me off guard too as I never thought of her like that. Within two months of going in the pill she completely transformed from a skinny little girl to a complete hotty, her tits tripled in size to a large D, her ass went from a small teen ass to this amazing thick bubble butt and her attitude went from meek and mild to sassy and flirty. Her mother has commented that she's becoming a teen which is true...but I suspected a little more than that and have confirmed it!

She looks so amazing now she's all I can think about, she dresses slutty, wears lots of make up, started hanging out with these two girls that I can tell are total sluts, boys are constantly texting her, so I started snooping. At first I would just go through her purse, I found condoms and based on the brands and dates she's been going through at least one a day, which turned me on even more, I would snoop in her room and found lingerie that her mom clearly didn't buy for her. I really wanted to look on her phone but it password protected and like most teen girls it never leaves her side, so for two weeks straight every time she would get a text I would walk by her in hopes of catching her code, finally I did. I waited for a night when she left her phone on the counter to charge and went snooping, what a jackpot!

She would constantly share stories with her one slutty friend Trish, the conversations were never more than a couple days old which means she would delete them every few days, over the next couple months I would check her phone as often as I could. I've found out that she has three regular booty calls plus fucks random guys all the time, that her and Trish give this Devon kid, a friend of theirs, double blowjobs at least 3 times a week plus threesomes once in a while too, and that Chloe can deepthroat all thick 8" of him and always swallows because Trish doesn't like to (lucky fucking kid!). That they just have "girls night" where they lick each others pussy all night and play with "big blue", I didn't know what that meant until I was snooping in her room again and found a big, thick 9" blue silicone dildo!

We left her home alone over night with strict instructions she could only have a few friends over, I knew she was gonna do something fun, the next day when we got back she had cleaned the house which was unusual, including taking the garbage out. The girlfriend assumed she had a little party, I went through the garbage and tied up in a grocery bag was 26 used condoms, i could tell many had been used for anal, two bottles of lube and some ripped thigh highs. Later that night her mother noticed she was kind of limping and asked what was wrong, she said she twisted her knee but I could tell it wasn't a sore knee limp, I can only imagine what went on here with her and her friends! My dick got instantly hard...

A couple more months have gone by and I keep finding out more, her and Trish have added this tiny little blonde named Tamara to their girls night, I've found several more dildos and toys. Chloe always sucks off this older guy who always wants to cum on her face but she "doesn't mind as long as its after school, it kinda make her hot!", that she "loves anal but prefers not to use a condom", she's having threesomes with guys but can't convince them to DP her because they're scared to touch each other, but she did convince them to cum in her pussy one right after the other because she "likes how it feels!"

Where were these girls when I was growing up! I can barely be in the same room as her without getting a hard on now, plus she's gotten super flirty with me and teases on purpose, if her moms not around she'll wear a see through white cotton shirt with no bra and tight yoga pants, I can see her tits through her shirt plain as day, and let me tell you, big teenage "D" tits that formed less than a year ago are the perkiest, firmest, greatest tits you'll ever see, better than any fake tits!

Anyone else out there relate to this....I can't stand it!

Well, where do I begin... First of all, this is the first time I'm here. I actually found the site trying to Google what other people might have done in similar situations...

I'm a 30+ guy. I have a girlfriend and a nice job. Above my office is a flat where a family with 2 daughters lives. The oldest is barely 17 now and it wasn't until last year that I've noticed her at all. She was just a cute kid all these years, but then she just boomed over night. Or at least, that's how it seemed to me.

I never really officially met her, no one introduced us, but we bumped into each other entering the building a couple of times, exchanged a few words but that was all. Truth be told, all of our interactions together couldn't have lasted more then one minute.

One day I noticed she liked the Facebook page of a private company I work at. Naturally, I went to check her profile out and while most of the photos were locked, there were several left open. Needless to say, this was the first time I realized she was absolutely totally hot. She's super short, like reaaaaally petite, but has probably the most amazing bubble-butt I've ever seen in any woman or girl in my life. I honestly think that because she's so tiny, her ass looks even better on those proportions. Also, she's a real beauty, extremely long chestnut hair, blue eyes, perfect smile. She is just ridiculously pretty and very, very sexy. Those few photos on FB were mostly just her, taking selfies in the mirror, but it was obvious they were sexual in nature and that she was definitively showing off.

I also read through the comments, where kids from her school were basically openly saying "they'd hit that", "her ass is magnificent", "best ass in the town" and so on. Her replies indicated she didn't mind this at all. In fact, she loved the attention! The same day I sent her a friend request, hoping to see more of the locked photos.

And then... Nothing. She never responded to my request, days went by, weeks went by, and I soon forgot all about it. Until one day a bell ranged. I was alone at the office that day and imagine my surprise when I saw her standing at the door. She forgot her keyes and asked me if she could wait for her mom to come home from work. So I sat her down, gave her a juice and started chatting. It was winter now, so I really didn't get to look at her all that well, but I immediately remembered those few photos from FB. And just like that, I blabbed out "So, why haven't you added me on Facebook?" instantly feeling like a total moron. I mean, here's this hot teen, why the fuck should she be adding me onto her friends list.

She looked confused and said she had no idea I have sent her the request, because she gets like 5 requests a day. In fact, she pulled out her cellphone and showed me that there are like 300 pending friend requests. So we chatted a bit about this and that, I found out she's into sports, she openly bragged about how flexible her body was and we also just talked bullshit about weather and about how the snow needs to be cleaned from the driveway... The same day she added me to her friend list and I couldn't wait to check her photos out.

Just as I expected, there were dozens of extremely sexy poses and probably more then half of the photos had her glorious butt in display. I could not believe how hot she was, it was just puzzling to me how I didn't notice any of this before. Every once in a while I'd check her Facebook, watched the new photos, but kept my distance. She also used this site where kids apparently open up profiles and other kids get to ask them what ever they want anonymously. Reading the questions and her replies, I realized it was all about her beauty, her ass and about sex. Seriously, I think like 90% of the questions were about those three things. It was obvious to me she wasn't really that innocent especially considering all the sexy self-shots on her Facebook profile.

This went on for a while until one day I tried Googling her name. A few clicks later and I found a forum full of her photos grabbed from FB and a lot of young horny guys bragging about how they fucked her or were going to fuck her or how she's a slut and all the stuff young male kids love to say about girls they can't have. Well, I figured why not turn this to my advantage and be a good guy. So I wrote her a message saying "a friend sent me a link and I found this very rude forum full of your private photos". She replied that she had heard about it, I gave her the link and soon she was telling me all about how her schoolfriends love to gossip her and how these bad boys are constantly spreading lies and rumors about her. She was very honest so we kept talking about it. She was clearly embarrassed that I saw all those comments, some of which were really nasty, so she finally fessed up and admitted to me she hasn't even had sex yet. She had a boyfriend but was scared to do it.

And that was it. After that day we would frequently chat about love, gossip, teen years, relationships and she was also full of very intelligent questions about sex, protection, risks and so on. As time went on, these conversations were getting more and more focused on sex itself. She admitted she frequently masturbated, she loved watching porn and she always hinted how she had a lot of naughty photos. We'd play these little chat games at least every couple of days. Finally I just asked her to send me some of the photos. Instead of photos, she asked me how exactly old I was. I remembered that I had removed my birth date from FB profile so I told her to guess, hoping she'd give me less then I had. Now, I'm an ok looking guy, I actually dress very "freshman year" like, baggy pants, t-shirts with funny prints, Chuck Taylor's or VANS sneakers etc. I'm not fat or anything, but she obviously had me figured out and guessed my age with 1 year less then was I actually am. Still, the next day she sent me a photo where she's laying on the bed, wearing only a short sport top and thongs. Needless to say, it drove me crazy. I kept staring at that photo not knowing what to make of it. She swore to me she never showed this photo to anyone else, but I had a feeling that wasn't really true. Still, our chats were getting very steamy, it was mostly me showering her with compliments and she sending me various sexy photos.

Several times I invited her to come over to the office for a drink, but every time she'd apologize or simply go offline and not show up at all. Finally, she told me she really enjoyed my attention but that she felt it wasn't really appropriate for us to hang out in person. She said something along the lines that we should hook up in few years, once she's older. I understood things were getting kinda uncomfortable for her, especially since our conversations were very tense and by that time the photos she was sending me were borderline soft porn, with her touching her nice firm boobs and grabbing her ass or just posing in doggy style etc. So I just figured she loved teasing but that there was never going to be anything else.

I cooled off a bit, our chats were less and less frequent, I saw that she started posting photos of her and this boy kissing, so I just loosened up and went on with my everyday life. I also spent a lot of time working outside of the office, so we didn't really see each other for at least 6 months at all. Also, I have several coworkers in the office and my boss, I was alone in the office very rarely and there wasn't really a chance for anything anyway.

I was at the gym yesterday when this cute but chubby teen (she was in a local high school T) came in. She was wearing shorts that were a little baggy and a little short so I thought Id watch and follow as you can get some good views on some of the machines due to the mirrors. She sat down on the "ass viewer" as I call it and started doing the exercise. I got a great view of her ass, tiny purple panties, & thighs way way up. Another one I got a great view of her tits & sports bra. My GF is a bit bi and even she made a comment about getting a nice view from that girl. Wonder how many others enjoyed the views yesterday.

Here's a hot story for you pervs. I could care less if you think its true or not. I know what happened....

So there I was, I had to travel for work to a smaller city about 100 miles north.
I'm a good looking guy, confident and 35 years old. I don't ever seem to have much problem
getting attention from women, or getting laid.

Anyways there I was in this town, and i had finished my first installation and had a
couple of hours untill the next one. So, I drove around untill I parked in a small strip mall
type complex. I noticed a little corner grocery store at one end and a large wooded park right
beside it.

I decide to go get a Pepsi at the store, and to go for walk in the park. As I approached the
store I noticed a pretty damn hot young girl that I figured was around 16 years old. She was
wearing those super tight streachy jeans, ugg boots, and a puffy white jacket. She was blonde
with green eyes, and slim. She was damn fine I thought to myself. Her tight little body was no
more than 4'11" and maybe 90 lbs soaking wet.

As I approached where she was standing she turned to me and said "hey, hows it going? do you
think you could help me out to get some smokes?" I asked her how old she was, she said she
was 16, and I ended up saying ok.

She gave me some money and I told her to go wait by the path to park as I was going that way and
I didn't want the embarassment of the store clerk seeing her.

When I came out of the store with my pepsi and her smokes she was standing just off the path
and grinning ear to ear.

I gave her the smokes and told her to have a nice day when she asked"where ya going?" i told her
I was going to walk around the park as I was from out of town and need to kill some time.
She replied that she would love to show me around, and that there were all kinds of neat little
brooks and rock formations she could show me.

I said alright, and we walked down the pathway into the woods. "what could be the harm?" I
thought to myself, she was young, she was hot and at least I would have a little something
extra for my spank bank later that night!

So we walked down a twisted path for a few minutes when she excitedly exclaimed" hey? wanna see
a cool little waterfall? it has a whirlpool at the bottom!" I said sure and she immediatly grabbed
my hand and lead me down a barley visible path deeper into the woods.

So we get to this waterfall, and we sit down on a large rock admiring these little falls when
I said to her " So, we're quite aways from the path, do you always take strangers into the woods?"
She giggled and said "no, not often.... boy i'm hot" and she takes off ther jacket.

She was wearing a bright green t-shirt underneath and I remember thinking"yes you are hot" as I
tried my best not to stare at her bra-less b-cup tits. When she says "Hey? you perv!" I stammered
awkwardly and she laughed again "It's ok, I thnk your cute"

Boy at this point I didnt know if i was coming or going, but she immediatly jumped on me, kissed
me and start to rub against me.

My dick was so fucking hard in my pants by now, and she reached down and rubbed it through my
jeans. She seemed a little awkward at this point , but somehow turned on. Thats when she said to
me "You know, I could use some money for more smokes and stuff..." to which I was stunned and said
"uhh.,... o, ok?"

She says to me, "I'll tell you what, if you have $20 on you, then maybe, ummm, well.... maybe I
could give you a blow-job"

I went completely red, but without thinking I reached into my pocket and pulled out a 20. She smiled
and to my surprise sheepishly began to fumble with my jeans.

The next thing I knew this tiny, petite, gorgeous little blonde was pulling my cock out of my pants
and began to suck on it. Her tongue flicked across the head of my dick, and she began to stroke it.
"mmmmm" she said as she slowly started to put my cock in and out of her mouth "It's really big!"
I kind of laughed a little but said nothing, I wasnt often I hear that as my cock isn't huge, it's
about 7.5 inches.

So she starts to put my dick a bit deeper into my mouth and then starts to peel off her skinny jeans
and panties. Next thing I know shes furiously sucking my cock, stroking it with one hand and playing
with her pussy with the other.

"Holy fuck baby" I said, "you are so fucking sexy" She replied, " thank you" looking up at me and
stroking my cock, which looked huge in her petite little hand.

At that point she says "Do you want to fuck me?" I said "seriously?" and she says"yeah , your hot!
and you have a big cock, you can fuck me if you give me another 20"

I quickly reached down into my pants around my ankles and threw another 20 beside me.

Again she grinned , stood up and bent over, facing me and holding onto a tree. She had a beautiful
little pussy, completly bald. I moved towards her and started to stroke her pussy from behind with
one hand and grabbed her tit with my other. I said into her ear "wow, your really wet, you fucking
want it dont you"

She kissed me and said " shut up and fuck me, but wear this" and she handed me a condom, which I
promptly put on.

So I started to push my raging hard on into that beautiful little cunt.It was a bit awkward as she
was so small and I am fairly tall. Slowly I found the opening, and slowly entered her now dripping
wet cunt. Holy fuck this girl is tight I thought. She reached back and grabbed my thigh pulling
herself and her super tight pussy onto my cock.

She began to moan as I slowly slid in a bit, back out and then in a little farther.Finally I slid
my cock balls deep into her and she made the sexiest little gasp.

I started to speed up my thrusting, harder, and harder, and faster. My legs started to get sore so
I grabbed her hips and lifted her back end off the ground and over so she could stand on a rock
about a foot tall.

Soon she was moaning in delight" oh yeah, oh yeah" "fuck me" when she said "do you like fucking my
little pussy? you like fucking a 13 year old you fucking pedo perv?"

I stopped in my tracks , and she said "don't be a fucking wimp, you are already into it, i won't
tell a soul" again I stammered "but..but you" she looks at me and says" Do you really think your the
first old perv I have brought down here?"

I was utterly stunned, but I said to myself "fuck it" and I began to fuck her hard. I started to pound
her from behind, and I couldn't believe what I was doing. She was obvoiusly a pro, and reached back
to rub her clit while i fucked her.

I then lubed up my thumb with some spit and started playing with her asshole. I stuck my thumb in
slowly and she let out a low "oooooohhhh" I started moving my thumb in and out of her ass as I fucked
her. I was almost ready to explode when she began to shake. "OH, Oh Oh, I'm coming!"
Her whole body shook and her knees went weak for a moment. That when I said to her" I have 60 bucks
more, It's all yours if I can fuck you in the ass"

"ummm.. ok" she said, "but be gentle" So I got her to kneel down and lube up my cock with her mouth.
then I stood her up, bent her over again and positioned my cock at her asshole

I pushed a bit, then again and her ass began to relax. Next I knew it, I was railing this little
teen whore balls deep in the ass, I reached around and started to fingerand rub her pussy. "oh shit,
thats so fucking good! soo good" she panted

"I'm coming..i..i...i'm coming" she said" Fuck my young ass, fuck me!" she said and again she shook
almost to the point of a siezure

I started ramming her as deep as I could and suddenly i exploded probably the biggest, longest most
intense orgasm I have EVER had in my life.

I pulled out and threw the condom into some bushes, where I noticed a few more older, used condoms.

We both got dressed and began to walk back out to the main path. As we neared the path I gave her the
other 60 bucks, she kissed me and said "thank you... your fucking hot, I almost did it for free"

Then she walked down the path in the opposite direction as we had come in.

I walked back up the hill, stopped and got one more look of her, she stopped, turned and smiled. Then
she blew me a kiss and took off around a bend.

I drove to my other install, then drove home smiling the whole way.

I still jerk off sometimes thinking about that fucking hot little 13 year old whore, and how I never
knew untill I was fucking her that she was 13.

I finally am getting rid of my boring GF... pic is not of her, but my ideal type/look (she obviously runs and is tan)
I want someone to tell. Can anyone relate?
(RANT FOLLOWS) a big part of it is the photos and porn I look at on this website and others. I'm into lots of various stuff. Tons of hot girls that take self pics, late teens is my fav, so I got really used to the sluttiness. I'm mid 20's and lost virginity at 17

cliffs:

-She's age 23
-dated 9 months
-smashed after first week
-she sucks my dink, but only had 1 BF before me and didn't fuk till 22 years old (no experience)
-cute nerdy type girl, never had many friends, kinda awkward, 5'2 @ 120-125 (a tiny bit of fat, not skinny, not overweight) I prefer skinny tall bishes, like 5'9 @ 120
-refuses to work out/run but her GF finally talked her into getting a gym membership, like last week.
-doesn't tan

-has a hairy bush (doesnt shave, or trim really)

-doesn't wear thongs or g-strings after I show her many pics and videos of girls in thongs, trying to hint, and i'd say thongs turn me on. she wears regular panties, sometimes cheekies, which are meh. She finds thongs uncomfortable.

-has 1 pair of "heels", they're actually those beginner type ones that are made of cork (forget the name). Most chicks have many pairs of real high heels.

-calls her mom twice a day, texts every hour at least, cuddles with mom (they both just graduated and mom moved back home, though), sometimes texting every 5 minutes to mom. Was desperate for me to meet her mom and step dad after just 2-3 weeks. I should've peaced out.

-I once asked if i'm her daddy, she said "ya" and never said the word again (her real dad left her as a baby) i've had many girls tell me "i want you daddy" or "cum in me daddy", and that shit turns me on a lot.

-I asked her to send me pics a few months ago, after showing her a couple on my phone (panty pics and such) that others have sent me, of course she got jealous. She still wouldn't send me any.

-Last night on Skype she was showing me her website thing... afterward I get bored and show my abs/chest and she's like "mmmm" and I tell her to show me her tits, she refuses. She says to come over and she will. I say "well I want a tease" and she is like "uhh"

-I end call and text "u suck", but i've always let her know I view her as a fuck buddy/friend, she always refers to me as her BF.

I feel bad, but she's just very asexual compared to all of these hot sluts I see around campus and on the internet, even tumblr's with jb's.
I guess the primary issue has been: I want a hot slutty gf (who might flirt or suck another dudes cock), and that I love to show off to my friends and family. Not some reserved girl who doesn't know how to be sexy (running, thongs, slutty clothes, etc)

I confess I've been fucking a homeless woman for the past 5 days, and have been paying for her cheap hotel room, buying her food too.
It all started last Friday on the 11th of June. I went to the store and this woman was on the sidewalk, her head between her hands looking down at the ground. She had a small sign that read, "hungry and homeless please help." She had dark brown hair, tan skin - and from what I could see a nice figure. She looked to be in her mid 20s, and I approached her, put $5 in her cup and turned around to go inside the store.
I heard a soft, "thank you."
Not looking back I casually said, "no problem, I hope things get better for you."
I went in the store and bought some items, but also thought I should get her something to eat too. So I did. They had sub sandwiches for $5, and I got her one, plus a box of chocolate chip cookies as a desert.
I got out of the store, and she was still there, head between her hands. I placed the sandwich and box of cookies next to her and turned around to walk away.
"Why are you being so nice to me?" she asked, with her soft voice.
I turned around and she was no longer sulking, or hiding her face. She had no makeup on, but was absolutely beautiful. Her blue eyes penetrated me, and then I noticed she had a black eye and a few bruises on her neck.
"Holy shit," I was horrified, "are you okay?"
"I- I am fine. I don't need your pity. This is what happens when you hook up with an abusive asshole. Thank you, god bless you for helping me."
"Look, whoever did that to you..." I searched for the right words, "I hope you don't have any contact with them anymore."
"I don't, that's why I'm homeless. I don't want to go to a shelter, I tried that and someone stole everything I had."
Someone walked by smoking a cigarette, and she asked to bum one.
"Get a job," the guy mumbled.
I pulled out my wallet, "here's two dollars for a cig."
He stopped and pulled a cigarette out and gave me one.
"Be more empathetic," I told him. He shrugged and walked away mumbling under his breath.
I handed her the cigarette, she already had a lighter and with a tiny flick of her thumb it was lit.
She inhaled it deeply, and I noticed she seemed far off and distant for a second as if she was thinking of a better time.
"Not too many people give a fuck about people like me..." she said.
"I try to - but the way society is, well we're all pretty much fucked." I told her.
"Yeah, well you probably got a white picket fence and a house, and me - well I make a lot of bad decisions, as you can tell." She lifted up the cigarette gesturing that smoking was one of them.
My dick started thinking for me at this point. She was pretty, had a nice body, nice tits. Her face was rounded with nice cheek bones. She was a bit dirty. Her shirt was stained, and she obviously wasn't wearing a bra. Her jean shorts were faded and ripped.
I was attracted to this woman, and blurted out, "If you need a place to stay..." I stopped myself. I didn't know her, and certainly couldn't invite her back to my place.
She looked me in the eyes and I could tell she was about to cry.
"If you need a place to stay I could get you a hotel for a few nights. Get you some food, try to help you get on your feet. Help you apply for jobs."
She smirked as a tear rolled down her dirty face, "No. I don't need you to be my savior. I'll be okay, really."
"I'm not looking to be your savior, nothing like that. I try to help people as much as I can. I don't have anyone in my life that I have to pay for, I'm a 38 year old loser to be honest. Sure I have a good paying job, I have my own place - but... well. What do I have to show for it."
"You have a house, probably a wife, kids..." She said looking down at the sidewalk.
"I don't, that's what I mean - I don't have anything to show for all of my accomplishments... so if I can help you, it makes me feel better about my life. Understand?"
She put her cigarette out on the sidewalk, grabbed her backpack and got up. She was sexy, with toned legs, nice hips, perky full breasts - her nipples poking through her stained shirt. If she took a nice hot shower, she would clean up well. Perfect 10 in my book.
"I'm in a bad situation, I guess I need all the help I can get at this point."
We walked to my car and I opened the door for her, she laughed a little.
"And they say chivalry is dead," she said as she shut the door.
I got in and started my car. I knew there was a cheap hotel a few miles down the road. We had a bit of small talk, she said she went to college for finances but dropped out because she met her ex that she 'fell madly in love with,' but that the relationship turned out to be a complete nightmare.
I asked if she had parents, or siblings that could help her out, and she got pretty quite.

"When I was a teen, my family went on a road trip that I refused to go on. They didn't even leave the city and their car was hit by a drunk driver. I lost my mom, my dad and my brother. The police showed up at the house and that's how I found out. So I got put into the foster care system until I reached 18... then I left. No aunts or uncles, nobody. Grandparents passed when I was a child, I don't remember them. I'm all by myself, and I have been since my parents died. My foster parents were loaded. They paid for all of my college, but when I dropped out because of my ex, they pulled all their funding and disowned me... which is completely understandable but I just can't forgive them for turning their backs on me. I know I'm not even their own flesh and blood, so they didn't even need to pay anything after I left."
I didn't say anything. I felt bad for her. She was completely alone.
We got to the hotel, $55 a night, which wasn't bad. I could surely afford to house her there for a few days.
I went in and paid for 5 days. With tax it was just under $300. I got the key and went back to my car and handed it to her.
"It's all yours. Just don't trash the place okay?" I said laughing.
She laughed, "Hey you're welcome to come in, I like talking to you. I haven't talked about this shit in a very long time."
My dick woke the fuck up, "Sure, it's good to get bad things we've experienced out of our systems. I'd be happy to talk to you about anything you want!"
We went to the designated room and she unlocked it, she went in first and I followed her.
Someone had the air conditioner cranking full blast, and the room felt like it was 50F degrees.
She turned it off, then turned around towards me.
"Look at me, inviting a guy to a hotel room and I don't even know his name..."
"I'm Jason, nice to meet you..." I left it open because I didn't know her name either.
"Judy," she said as she plopped her backpack on the bed. She opened up her backpack and pulled out some red and white underwear and walked over to the sink. She turned on the water and soaked them, using soap to scrub them.
"Ugh, I barely ever get to wear clean clothes - so I do my best to keep at least my underwear clean!"
"I mean, yeah - I'd probably do the same thing too if I was in your situation."
She stopped washing them and hung them over the ledge of the counter near the sink to dry. Judy tried to fix her hair up in the mirror as best she could, but she really needed a brush.
"Hey, if you want I can buy you a brush or whatever... do you need anything else?"
She paused and looked in the mirror at my reflection still standing by the door.
"Am I a kept woman now? Are you going to buy me all these things and keep me locked away in your tower?" She seemed a bit agitated.
"No! I'm not like that, I just wanted to help you out. Look, I'll let you be - I just really understand how things can really get bad."
I turned to open the door, "Take care of yourself, ok?"
"Hey wait, I'm sorry... I'm just... No one has ever tried to help me like you have... tell you what, you can get me deodorant and a brush. Maybe some red lipstick and some blush? A toothbrush and toothpaste? See, I'm getting greedy now." She was smiling.
"Ok, consider it done!"
"I'm going to take a shower, clean up - can you go get that stuff? I'd love to sit down and talk to you more."
I did. I went to a store and got her everything she asked for. I thought about getting a pack of condoms but then thought there wasn't any point. I was there to help her, not fuck her. Yes I wanted to fuck her but given she was abused, she's probably not going to want to have sex. So about 25 minutes later I was back at the hotel room, and knocked on her door.
She opened the door, her hair was still wet, she changed her shirt to a black shirt that revealed a lot more cleavage, and I could see a perfect outline of her tits. Her nipples were very obviously erect. She also changed her pants to jogging pants. She smelled of hotel room soap and shampoo. Her eyes caught me checking out her tits, but she didn't say anything at all. She was very beautiful all around.
I went in and sat down in the single chair that occupied the hotel room. She bounced on the bed and found the TV remote on the side table, clicking the TV on. She flipped through some channels and then turned to me, ignoring the TV.
"So what's a nice guy like you single for? I mean not that I'm any catch or anything like that... but honestly - no girlfriend? No wife? What's up with that?"
"Judy, sometimes life throws bullshit at you, ya know?" I said, kinda looking down, a bit embarrassed about being single.
"I was engaged once. I was going to marry someone but she decided she liked a fat tow truck driver instead... so one day I came home early from work and this fat greasy bearded ugly dude was fucking my fiancé, right on the bed. She yelled at me like it was my fault. Her tow truck driver fuck buddy got off her and charged at me, so I got into a huge fight with him. He fractured 2 of my ribs, I busted his eye socket and jaw. Cops came, he was arrested for assault. That was 10 years ago."
"Oh damn Jason, I'm so sorry. People are such assholes."
"That, they are."
She pointed to her black eye, "see this? This is what happened to me when I caught my ex doing meth. I smelled something funny and when I found him he was smoking it. Something broke in him, idk what happened because the next thing I remember I was waking up on the floor with a pounding headache. That was a few days ago. I packed a bag and left. It's not like things were good between us anyway. He was fucking this other woman, I really didn't care because I'm bisexual and ok with open relationships, but he started paying more attention to her. Turns out she was doing heroine, and he started to do it too. Then they got into meth, and I warned him that I'd leave him if he didn't clean himself up. It got worse, and I fell out of love with him. I just stayed there because I had no where else to go, and no one else to turn to. Well, after waking up when he knocked me out I knew it was time to leave." Judy looked sad as she remembered the traumatic events.
"Hey, I'm sorry that shit happened to you, but you're safe now ok? Judy look at me."
She did.
"You are safe now," I said again.
"Hey Jay, come over here and join me on the bed so we can watch some stupid program that we don't even give a fuck about," she said wiping a tear away.
I sat on the bed, away from her.
"Get over here!" she pointed to the empty spot next to her, "damn you're so fucking shy it's cute!"
I moved next to her. She put my arm around her and snuggled into my chest. She put the remote down and looked up at me, and kissed me. I felt her bite my lower lip, and then her tongue (which was pretty long) push deep into my mouth. My tongue found hers, and I pulled her body close to mine. My cock was throbbing hard. Poking through my jeans. I didn't want to make any moves, I wanted to take things slow, out of respect for her - but she had other plans.
Her hand found my cock, she unzipped and unbuttoned my pants. She took her shirt off revealing perfect breasts. I slid my pants off, then took my shirt off as we passionately embraced each other.
She took off her jogging pants, revealing that she hadn't shaved her pussy in a while.
"I haven't fucked anyone in 6 months," she panted. I laughed and she gave me a confused look.
"I haven't fucked anyone in over 5 years," I told her.
Our lips met again, my hands cupping her breasts. They were so soft! My hand glided down to her beautiful round ass, which was just as soft as her succulent tits! She pulled away from my kiss and licked and sucked my neck. Judy pushed me down on the bed and engulfed my cock in her mouth.
She moaned as her mouth slid up and down my shaft. My hand found her pussy and I slipped a finger inside her. She was soaking wet and dripping. Judy began to ride my finger, and I put another one inside her. I felt her muscles clench around my fingers as her tongue licked and flicked the tip of my cock. Then she mounted me. When she did, she screamed with pleasure. I grabbed on to her waist, looking up at her perfect body.
"Oh Jason, yessss" she moaned.
I was already feeling like I was going to cum, it was building up and my dick was getting even harder inside her.
"Oh Judy, slow it down babe, it's been a while..." I panted.
She sped up, she tightened her juicy cunt around my cock and smiled.
"Ohhh you're going to like this Jay..." she said, sliding me in and out perfectly.
And I did. I liked it. I came so hard in her I nearly passed out. All of my nerves convulsed, I could feel each ejaculation pumping inside her, filling her."
She could feel me too, and she loved it. She kept bucking as I came, and moaned louder. My erection didn't go down and she kept fucking me. I turned her over and started drilling her missionary. I kissed her lips as her nice tits bounced to each thrust I pumped inside her. I must have cum inside her a lot, I could feel it dripping down my balls.
"Oh right there," she moaned.
So I kept pumping her in the same spot. Her body twitched and her eyes rolled back.
"JASON, I'm going to cum all over that cock!" I increased thrusts and started pumping her harder and harder, I was going to cum again, I was going to cum too!
I filled her again.
We laid down and held each other for hours.
The first thing out of my mouth, "obviously you're not on the pill..."
"Obviously," she said as if it was a stupid question.
I stayed the night in her arms. Saturday, Sunday, and Monday I fucked her and came inside her even more. I offered to pay for her hotel a few more nights, but then decided to let her stay at my place.
"Would you like to come home with me? I mean, I just am offering..."

So that's where I'm at. She agreed to give it a try, to see if it will work out. I asked her to be my girlfriend, she said yes. Today is Wednesday, she's at my house - I'm at work. She's looking for a job.
So what do you think? I've never been with a woman that is so sexy. She cleaned up really well. I've gotten her more clothes, and she puts makeup on even though I tell her she doesn't need it.

I do have feelings for her, and even my brain is teasing that I have a future with her - maybe even marriage... but I asked her something...
"Why would you even be interested in me, I'm not handsome."
"Feelings have nothing to do with looks, and honestly you're not ugly at all, give yourself some credit. Plus, I have a fetish for older guys and you fit my fetish quite nicely, daddy."
I laughed.
"No, I'm serious - it's a kink. If we're going to be together we need to be open and honest with each other. If you ever want to fuck another woman, now that we're in a relationship, we'll have to have that talk ok? Don't get me jealous, it's hard to do but being deceitful will wreck what we have."
"Honestly, you're the first woman I've been with in a very long time Judy."
SO that's where we are at rn. In some ways, I kind of hope I got her pregnant... but I'm also worried that she's gonna run back to her old boyfriend and leave me. I know it's a long story, and for that I do apologize... peace.