Dirty Girlfriend - Did you ever have one?

[enduroman]

I had a girlfriend who loved anal. I'll never forget her saying " I want you in both my holes" as I fucked her arse. She used to love being gaped as well.



She also loved reading and watching porn. Used to rub herself on the bed as she watched, didn't even seem to notice she was doing it.


Mad as a box of frogs though.

I forgot to mention that she was a squirter as well. 1 of only 2 women I have slept with who did it. She also did ballet ballet as a teenager to quite a high level, so she could literally get her feet by her ears. Absolute filth.

[bigtrain45]

Sadly, it only lasted a few months, but when I was 51, a 38-year old woman, who looked 28, moved in with me. She loved sex, she was very responsive, willing to dress up in a cheerleader's uniform, or walk around my condo naked if I asked her, and she had a great body and a beautiful face. Just sorry it didn't last longer.

[superjack]

I had a gf at uni that was dirty. She was a busty rich girl. She was very pretty. She also was gagging for it all the time. We would spend days on end fucking. She would bring baby oil or her sex toys when we first started going out. She used to always say i was too good for her and ask what i wanted. I joked a 3 sum with her house mate. One weekend when everyone was gone away we were around hers and had a drink with her house mate as we watched a movie. We were all a bit drunk. She started rubbing my jeans over my cock. I whispered not infront of Charolette. She said sssh. After a while Charolette noticed what she was doing and said i think i better leave you to it. My gf Heidi said no stay and starred at her house mate and friend. Her friend said ok nervously. Heidi then unbutton my jeans and got my big cock out. She wanked it slowly before getting to her knees and started sucking my off. Charlotte looked on in this belief. Heidi stopped sucking me and said Jack really fancies you. Char looked at me and i nodded nervously. She said do you fancy him. She said i did until you two started going out. Heidi said good. Give him a kiss hes a really good kisser. She looked at me bent towards me and we kissed. It was a really passionate kiss. Heidi then moved Char hand onto my cock. Heidi said he is nice and big isnt he and he is bigger than Rob. Rob was another house mate that Char was fucking. Char wanked me off while i loosed her top and jeans. Next think i knew i was fingering her and sucking on her nice hard nipples. She then sucked my dick before riding me hard on the couch. Heidi sat on another chair and played with herself. She rode me hard before i banged her hard from behind doggy style. I made her cum hard before Heidi said fuck her ass she loves it. I looked at Char and she looked at me and begged me to my cock in her tight ass. I fucked her ass for ages as she screamed. I eventually came all over her face and tits. She tasted my cum and smiled. We lay back and char said this is fucked up but also fun. I fucked her twice more that night as Heidi watched on. When we finished Char asked how did Heidi know she liked anal. She said we share a house i can hear you. She then said and how do you know Jack is bigger than Rob. Heidi laughed. Char said you dirty slut. I looked at Heidi too not too happy before she it was before we were together and i just gave him a handjob. I shook my head before realising what i had done all night.

[superjack]

After that night i realised Heidi would do pretty much anything to make me happy. She would often convience girls in pubs or clubs to come back and fuck me. It was so much fun. She wasnt into girls but would join in if i asked her.
She loved attention. Guys always chatted her up on nights out and she loved it but she would only wind them up before we would fuck in a toilet or in her car. She would wind up my house mates in taxis on the way home often sitting on there lap and rubbing her ass up and down them until they were hard. She would them fuck me very hard and be extra loud to wind them up.
She introduced me to her dad and her family. I met her half sister a blonde girl called Rain that was a bit dizzy but super hot. I told Heidi i wanted to fuck Rain. She said she would find it a little to weird. I kept asking especially when drunk so one weekend she brought her up. We all got wasted. Heidi said she needed to go to her friend whose bf had just dumped her. She told Rain to stay with me. Rain said if you are sure. I knew Rain fancied me but she also knew i was Heidi bf. I chatted her up and she smiled and laughed. I said i would love to do something with you i shouldnt. She laughed and said what kiss me. I said no fuck you. She laughed like crazy. I said i would take a kiss though. She said we shouldnt do it but she would as long as it was a secret. We kissed and it was so nice. My hand was soon on her breasts over her top. I could feel her hard nipples pressing through. She took off her top and i played her beautiful 34c and sucked on her hard nipples. This drove her wild and she was soon wanking my cock as i rubbed her clit and fingered her. She then rode me and i fucked her doggy style after i made her cum she said fuck my ass. I made her cum and she wanted me to cum in her ass. We fucked twice more that night she swallowed my cum too. It was a great night. In the morning she felts so guilty she went back home. I called over to Heidi and she asked if i was happy. I said yes. She said good and fucked me harder and wilder than we ever fucked before.

[superjack]

The following weekend i had a footy match and i was gone away for the weekend. Heidi got really wasted at a party. She ended up sitting beside two guys on a couch. They were good looking guys and both were trying it on with Heidi she flirted back. One of the guys got his cock out. The other guy did too. She grabbed her hand and put on their cocks. She laughed and said its like going sking. She joked with them as she slowly wanked them. People started to notice what was going on the party and started cheering and laughing. She loved the attention. One guy took out his dick and said suck this Heidi. There were howls of laughter and cheers when she did. Another guy then got his cock and she took turns sucking all 4 cocks. Until she made them all cum. The next day that was all everyone talked about. How Heidi had wanked off guys before sucking them all off and making them cum. This was before mobile phones. When i got home the next day everyone in uni knew bar me. When i got to hers she was acting a little odd. She said she needed to tell me something. I said it can wait until tomorrow as all i wanted to do was fuck and not talk. I asked her what did she want to talk about. She said it doesnt matter. The next few days i felt like people were whispering or sniggering when i was out with Heidi. I asked her did she notice it but she said no. Then one of my friends told me about the party and Heidi. I confronted her but she said it was bullshit and people were making up lies. She asked if i belived her. I said i did. It all seemed to blow over until rumours of a uni sex tape got out. Some guy had a camcorder and recorded it. A friend not wanting to hurt my feelings told me there was a video of a professor and a hot exchange student doing the rounds. One night i called to a friends house and i could hear all cheering and shouting and laughing. I stood in silence watching Heidi blowing the 4 guys and swallowing their cum. They didnt see me behind them and said imagine Jack being such a loser not to know his gf was the biggest slut ever. Or how they were going to gangbang her etc. I took the video out and smashed it as there was total silence before leaving. I broke up with Heidi the next time i saw her.

[Quackerson]

The first woman I was with who I would, without hesitation, qualify as flat-out dirty...she wasn't even what I could properly call a girlfriend.

This was nearly 30 years ago. I was 20 years old, taking one of what turned out to be several years off between high school and college. I was working in a restaurant as a short order cook, mostly nights, and I would close down the kitchen at around midnight. At the end of May, a new waitress started working there. I could tell from first glance she was older than me, although she didn't look as old as she turned out to be (more on her age in a moment). She was about 5' 4", brown eyes, long dirty blonde hair. Solid body, with pretty big tits. Pleasant gal, too.

The town I was in back then was a fairly small town. Not quite small enough where everyone else knows what you are thinking before you do, but definitely a half degree of separation in terms of you meet someone and even if you hadn't heard of them before meeting them, it would inevitably turn out that both of you knew some of the same people. It turned out that this woman had gone to the same high school I had, although she had graduated nearly a dozen years before I did. She had just completed a Master's in Education, and had aspirations of becoming a psychologist/guidance counselor for high school-age kids. She had just moved back to town after getting her Master's to be close to her parents, who still lived in the area, and was waitressing to pay the bills until she could find work in her field.

[Quackerson]

She ended up working closing shifts as well, and it was usually pretty dead at the restaurant after 10 PM, especially on weekdays. Subsequently, the last couple hours of the night she didn't have many tables, so she'd often be in the kitchen doing end-of-night closing down work.

I'd be behind the line, wrapping up food containers, doing prep for the next day, etc. and it got to be where every time I'd look up she'd be looking at me and smiling. I'd smile back and thought nothing of it. We'd had plenty of conversations since she had started there - shooting the breeze - but nothing by way of innuendo or flirting or anything along those lines. So, it wasn't like I thought she was interested in me in any capacity beyond just a co-worker.

Back then, I had a series of shit-box used cars, which spent more time at the mechanic's than on the road. I lived a few miles from the restaurant, so when my car was in the shop I'd get a ride into work and often end up walking home during the week, seeing as I wasn't getting out of the restaurant until 12:30 AM or later (not really an hour during the week that you can easily ask someone to give you a lift, especially if they work regular daytime hours).

[Quackerson]

I guess she had driven by me a few times when I was walking home and she was driving to her apartment, so one night at work she asked me if I needed a lift. I gratefully accepted. So, she'd give me lift home when she was closing and I didn't have a car. I had moved back home at that point to save up some money, so I wasn't really bringing girls to my house since it was a bit difficult to be discreet with my parents living there, too.

One night when she was giving me a ride home, she said she had to stop by her apartment on the way. I said fine. When we got there, she asked if I wanted to come up for a minute. I said fine, still not remotely thinking anything was going to happen. We go upstairs to her 3rd floor apartment. She shows me around the place, asks me if I need to get home right away or if I have time to stay for a drink. I say a drink would be good. She makes us 2 tall glasses of White Russians and says she's going to change out of her waitress uniform, so she heads to her bedroom with her drink in hand while I sit on the couch and sip mine. She comes out of the bedroom having changed into an (on her) oversized, long t shirt and socks. I can see that she's not wearing a bra and she has already guzzled her White Russian. She pours herself another one, sits on the couch next to me and asks me how old I think she is. I guessed 26. She laughed and said she had just turned 32, then put her drink on the coffee table, took my drink from me and put it on the coffee table and sat close to me, looking right at me and smiling.

I had been with upwards of a dozen girls at that point in my life, but they were all teenaged or in their early 20s. Sex up to that point was mostly missionary, sometimes the girl on top, sometimes some oral and a lot of mutual manual pleasuring. Some of the girls were into sex more than others in terms of how they moved when screwing (say, the difference between a girl who grinds her hips when you're on top of her vs. a girl who just sort of lies there, keeping in mind that most teenaged girls 30 years ago probably weren't porn-savvy or whatever), but none of the girls I'd been with were really ever into dirty talk or even really DOING particularly dirty things.

[Quackerson]

So, she's smiling at me, close to the point where she's lightly leaning against me. She puts one hand lightly on the back of my head and draws me into her for a kiss, while rubbing the other hand against the crotch of my jeans. I turn toward her and slip my hand under her t-shirt to find she's not wearing anything underneath it. After a few minutes of us kissing, me rubbing her clit and her rubbing the crotch of my jeans, she stops and, still smiling, unbuttons my jeans, takes them off, lays me back on the couch and starts sucking me off. It was the first blowjob I'd had where I could tell the girl giving it was really into it, and not just doing it because she thought it was expected or whatever. As she had me in her mouth, she was spreading my legs further apart and gently rubbing my balls. Then she started licking my balls and jacking me off. Then she spread my legs even further and started tonguing my ass, then my balls, back to my ass, back to my balls. She had her hands on the inside of my thighs while she was doing this, and she was able to get her tongue right up into my ass. I started rubbing my cock a little bit while she was doing this, and she started whispering "jack your cock off, jack your cock off, jack your cock off" until it became a mantra. I had never had a girl say anything like that to me before, and certainly had never had a girl eat my ass before. She kept licking my balls, tonguing my ass, telling me to jack off and then when I'd get close to exploding she'd say (in this tone that was more of a plea than a command) "no, don't cum yet, don't cum yet, don't cum yet" and she'd slow down a bit so I could back off, then she'd start in on me with her mouth again. This went on for literally about an hour: if I'd try to sit up, she'd push me back down and keep going. I had so much pre-cum dripping out of the tip, and it was getting painful to hold it back. She'd periodically lick the pre-cum off me and whisper "I can tell you cum a lot when you cum".

[Quackerson]

Eventually, it got to the point where I couldn't take it anymore, and she told me to stand up. She got on her knees and told me she wanted me to cum in her mouth. So, I'm standing there, my legs are starting to buckle, and she puts her mouth on my cock with one hand gently rubbing my balls and with her other hand she rubs her pussy for a bit, gets her index finger wet then slowly inserts the finger in my ass while she sucking me off, hands-free. I'm grunting, in part because having a finger in my ass is (yet) another first, and also because by this point I have to cum so bad it hurts yet for some reason I can't cum right away...almost as if my cock is hesitant to cum because the climax has by now been delayed for so long that it might hurt to cum! My thigh muscles are turning to jello, I can feel tears forming in my eyes, my breathing has become shallow and the top half of my body is mildly paralyzed. I shoot in her mouth and let out what feels like a 20 second groan as I literally spurt half a dozen separate times. She doesn't flinch, or draw her head back in disgust. All she does is swallow. When I finish, she looks up at me, smiles, and whispers "it tasted good."