i confess i really like fucking my ass with my step-moms dildo, i proper fuck it hard and i love it. i like to sick it to the ground and ride it like a reverse cowgirl while rubbing my cock until i cum sometime i tasty my cum too comment if you like to do anything like that also ?

Can anyone PLEASE tell me who this is? She is so goddamn sexy with those huge fucking titties. I've tried doing a reverse image search and came up with nothing. I NEED more pics of these bulging ass tits.

to the retards who post onlyfans girls or pornstars and claim them as family- reverse image search is a thing, you fucking idiots.

When you are young, sometimes, you fail to cherish something special, while you have it, only to realize how special she was, way later.

She was a bartender in a place close to our campus. Short, not pretty, mediocre looking, at best, but at least she was slim and petite. It all started after I was bugging her one night, jokingly asking her to suck me off after hours. I stayed, without even dreaming that it will actually happen, but it did. After that, we fucked for a year or so, very frequently, but without dating.

Never, after her, I had a woman made me cum in her ass, during reverse cowgirl, wake me up with a blow job, dress up for me in bed, role play crazy stuff for me, never...

I went the way I was supposed to go - prim blonde with freckles, who became asexual right after her first pregnancy.

Now, that little bartender, looks so much prettier in my memory.

I need some real advice please read all of this an comment.

I fucked my friends mom. I was in my 20's and she was in her 50's. She was married at the time. This is how it happened no bullshit here you cant make up shit like this. Real life can be fuckin crazy. One day i am over at my friends parents house, He doesnt live in town so when he comes here he stays at his parents. So i am over there sitting on the couch an his mom sits down next to me and starts talking about how i am her favorite of all his friends an what a good person i am. I just agree and bemuse her. She has one of those weird personalities where she is overly nice to most people.

She then starts talking to me about movies "we both like old western movies". Later a weeks a couple days i don't remember she calls me. Tells me that she wants to talk with me an invites herself over to my house. I did not give her my number. She comes over tells me some bullshit i forget what it was some kind of excuse to get into my house. We talk for a few hours and i notice her looking at my cock through my pants. I ignore it because hey she my friends mom. Plus she is overweight an she looks old. On the positive side She does have a big ass and very large tits easily DD if not bigger.

She leaves an tells me how wonderful it was to get out of the house an how we have so much in common. Then she invites herself over for the next week an we make plans to watch a old western. Between these 2 visits i talk with a guy i work with about it. He tells me "she wants to fuck you" I am more of a recluse and i don't date much plus she was married. So i didn't believe it. But the next time i talked to her son i told him "Hey man i think your mom wants to fuck me." he replied Do it an we both laughed him thinking it was a joke and me thinking i just might.

So the scheduled visit arrives and she comes over wearing a hoody not showing any skin. we are watching a movie i look over and the hoody is unzipped an she is showing some cleavage. She always sat uncomfortably close to me and i could see down her shirt. I got aroused she looked over at me then down at my pants an she just put her hand on my cock acting innocent like she had no idea what had happened. I called her out an she pretty much rapes me.

Now i fucked her once an it did not leave me feeling good about the situation because of her marriage and my friendship with her son. The sex although taboo was not that great she just laid there like most women. I told myself never again.

A few days later she calls me an tells me she is coming over we need to talk blah blah. So she comes over an we are sitting next to each other and she tries to grab my cock. I told her no it was just a one time thing an i think we would be better as friends. She tells me don't Worry i don't feel bad about it an neither should you. She then tells me she hasn't fucked her husband in 5 years and they are all but divorced in name alone. She then tells me that she will never tell anyone about it and it will be are little secret. I was hesitant she saw it and just took her tits out. Yeah i fucked her again.

So we made it a regular thing twice a week for 2 years she called it "movie night"
I told her that we couldn't really be together in a real relationship.various reasons age an the fact she was married. She said that was okay because it was just labels an she didn't care about that as long as i fucked her.

In the 2 years i fucked her in the ass several times. Made her squirt many times. And in general fucked her like a whore. She told me she had never squirted before me an i could do anything i wanted. I took advantage.

Towards the end of this friends with benefits. Her husband came over to my house looking for her an she was just sitting in my room with her tit out. He was pretty pissed. Some how she convinced him that she was wearing a shirt an he was acting like a crazy person. But the story got back to my friend through his brothers friend who was the guy who showed her husband where i lived. Pretty sure he was fucking her at one time also. She always let her sons friends move in when they needed a place to stay. He was one of those friends who needed a place to stay.

So my friend called me about it. I told him yeah i fucked her an we talked about some other stuff. I have a way of being sarcastic all the time. She proceeded to convince him i was just fuckin with him. ?he bought it?

More time passed. This is where the fucked up shit happens. There was a girl i used to fuck when i was younger we had a real casual sexual relationship. She would come over to my house drunk at late hours an demand that i fuck her. It was awesome at 1st but i got tried of the bitch waking me up an one night i told her not to come over anymore. She did an i only saw her a couple of times after that. After we stopped fucking she got a job at a bar. One of the regulars pursued her for some time they ended up dating an she got pregnant. He was 10 years older then her an she didnt love him but she married him. We did not talk to each other but saw each other at my neighbors garage sale. She then knew where i lived.I remember thinking if i get the chance i am going to fuck her again.

So one night Guess who is at my door. Yep it was her she made up an excuse to talk to me an i let her in. She was in my house about 5 mins when i realized this was my chance. We ended up fooling around really hot an heavy an she tells me she has to leave or she is going to fuck me an she cant she is married. We exchange emails.

I was completely in lust and never had i been swept up in emotions over girl. She was in the same boat we confirmed are intentions via email an she came over the next night. We fucked it was amazing she is beautiful an her pussy was really really wet.
After the fact she told me she wanted to be with me an that she always had. I told her i needed to stop my previous relationship with my friends mom. She told me she needed to leave her husband. Next day she told her husband and i told my friends mom. My friends mom was like okay i understand but i still want to fuck you. She then told me don't worry no one will find out. The thought of fucking both of them was appealing and i was just stupid enough to think i could do it.

So i told my new girl that i had broke up with my friends mom but she wasn't taking me seriously. My friends mom some how convinced herself that there wasn't another woman an i just wanted to break up. She came over a few times under the guise of talking about the break up. I fucked her and guess who shows up. Yep my new girl who is an yeah you can guess it drunk. Soo My Friends Mom freaks out an i told my girl to leave so i could finish breaking up with her. My Friends Mom then realizing there is a another girl decides she doesn't care she just wants me to fuck her. I told her i didn't feel right about it. I really like my girl and i wasnt going to risk fucking it up.

MFM says NO i wont have it. I told her tough its over. She leaves but proceeds to send me over 250 text messages a day. seriously. I thought i could reason with her proceeded to try. she was pretty pissed but i felt she had come to terms.

4 days later she calls me an says we have to talk i told her i would speak with her but not at my house because i knew she would just try to fuck me. So we we meet in a parking lot in public. She tells me that she hired a private investigator to "do research" on my new girl then tells me that her "PI" has pictures of her leaving another mans apartment and all but fuckin him on the porch . I thought that is weird my girl was still married at the time but the pi didn't say anything about that. So i told MFM Send me the information the pi collected an the pictures to my email. Big mistake now she has my email.

MFM looked shocked, She figured at 1st hearing this news i would break off my relationship with my new girl. So yeah she emails me the CC of her and her "pi talking about the investigation. The pi had a gmail email and the content seemed to be written by the same person. So i asked for the pis number. The number she gave me always went straight to voice mail an the voice mail was always full. So i did reverse number look up on it, Yeah it was MFM dsl number that didn't accept incoming calls. That was the birth of who i now call "THE PSYCHO BITCH"
My friends mom now known as TPB was trying to fool me an get me break up with my girl so i called her out on it an told her i knew the number she gave me was hers.
I told her to stop calling me an that it was over.

TPB did not like that. she then called me all the time literally all day and night while i was at work an texted me every other minute. I asked her to stop told her If she didn't i would call her son an tell him that she wouldn't stop calling me. she went fuckin nutts screaming at me threatening to get me arrested. Threatened to have me beat up. You name it she went there.

I had no choice but to block her number. Because i could not do shit on my phone it was always getting text an calls. She filled up the memory in my phone with crazy shit
eventually she realized her number was blocked an started emailing me i have over 500 emails from her. lots of just weird stuff. She got my girls phone number an started calling her. Told her she was still fucking me an so on. Told her she was coming over to my house when she knew she wasn't there shit like that.

The most fucked up part of it was in her emails she tells me that she got pregnant with twins an aborted them both. Told me she was having sex with 3 other guys while she was fucking me. Told me one of them has herpes an I needed to get a std test. She tried demean me an insult me. Manipulative on the worst levels she was trying anything to get me to respond. Eventually i did 3 months after i blocked her number. I called her asking her to please stop texting my girl and to stop driving by my girls house. She said she would and that she wanted to meet me to apologies for how things went. I was stupid enough to believe her and agreed to meet. She meet me out side of my house when I got in the car she tried to tell me she never lied to me an the pi got the facts wrong an blah blah. I told her to stop the bullshit And That i was never going to fuck her again. She got quiet looked away an said i wish we could be frei... Then wham she hit me in the face closed handed i opened the door to get out an she took off tires screeching with me half way in the car. MY neighbor saw what happened and told me i needed to call the police so that if she tried to get me arrested for some fake bullshit i would have record of her acting crazy. Cops told me her real age 53 she said she was in her 40s
She was also sending me emails telling me what i had told her which was stop calling stop texting and stop sitting out side my house and driving by my girls house. She was pretty much stalking both of us in her spare time. I goggled she send those because its a he said she said type of thing her sending me the email was a way for her to cover her bases an pretend like i was stalking her.
I honestly moved on instantly an never thought about the The psycho bitch unless i was getting a email or a text. The phone company i use only lets me block numbers for 3 months Without fail when it relapsed i got more crazy text an had to block her again.

That was 2 years ago I am still with my new girl and i am very much in love with her. I have not talked with TPB or my friend since the craziness. She still sends me emails at least once a week with random cryptic comments meant to entice a reply

here is a couple of the emails i randomly selected

"Coming soon to a theater near you..."
"Ready to go downtown & 5th ward!
Not been there since that last time.
Odd, true & by choice.
Got goody bag filled with very interesting things...very.

As for the tomfoolery, hi jinks & Oscar- worthy performances by the entire cast...blah blah.

So vapid & inane.
Do not care.
Blah."

Downtown is code for me to fuck her in the ass.

"Sufficient time has passed to ensure no problems repeated.

Not gonna leave things negatively. Absolutely not.

Will contact for meet place, date & time.

No girlie histrionics. No tattling. No talking shit. Way way passed that.

5-10 minutes.

There are no memories of the heart or mind left.

Just unfinished business that will be completed.

Not gonna have negativity follow over & over.

Don't bother to pout about it.
No drama.
Get over yourself.
I have.
Blah

If left unfinished, it becomes crap-filled baggage to carry.

It's well known that what goes around come around.

I'm not havin it."

Anyone know how to get this crazy bitch to leave me alone its going over 2 years now.

She still send me emails wanting me to "meet with her"

Thanks for reading i hope some one can learn from my experience. Maybe even give me some advice.

So today I stalked someone for sex. I know how that sounds, but read on.

I was sitting on the bus back to my place from uni, I don't have a license you see, plus there's always a few chicks you can check out as you ride. Now we stop at a shopping centre and a few folks get on, and one of them caught my eye. She wasn't pretty by any means, she was middle aged, wearing clothes for a woman about half her age, with some reddish dye streaked through her frazzled blonde hair. She looked sort of haggard. The best way I could think of to describe it would be someone who used to be addicted to crack and has recovered, but the damage is slow in reversing. Anyway, she got on the bus and cracked open a can of bourbon and coke when she sat down near me.

Now I'm no great looker, my features are average but given my shaved head and my goatee and my rather large build, I look like a biker. Still I don't have too much trouble getting girls, some of them like that dangerous look. But anyway, it'd been a while since I'd gotten laid, and with this haggard lady, no wedding ring, drinking bourbon at 2 in the afternoon? I figured I knew where she would be heading once she got off the bus, and I could practically smell the opportunity to get some pussy.

For some reason, I don't know why, but I decided that I wanted this used up woman. Something about her, maybe the hint of good looks that she'd obviously had in the past but lost, drew me in.

So I sat on the bus and stared, the bus stopped in an area I know pretty well and she hopped off, I jumped off and followed her, forgoing the trip home. As I suspected, she made her was to a bar. I followed her in and ordered a beer and watched as she proceeded to get steadily more wasted as the afternoon dragged on.

I made my move around 5ish and offered to buy her a drink. She was flattered, some young guy paying attention to her? Which shows how shit faced she was, since I look hella intimidating even if I am in my twenties.

We get to talking, by which I mean she talks and rants at me while I pour more booze into her and listen. She tells me her name is Lyn, and she's obviously into me since she finds almost any excuse to touch me, so I lean and whisper into her ear, "I'm going to take you home and fuck you till you can't stand." Not the best line obviously, it's a gamble whether it works or not, I find chicks who are really desperate for it will go for it, and tonight luck was on my side. We leave the bar, although I buy a bottle of some whiskey for the road, and we begin walking back to her place. She lives nearby, but it takes a good twenty minutes to walk there since she's stumbling all over the place, while I continued drinking and making her drink.

We get to her house and Lyn tells me to be quiet because her kids are probably asleep. I'm not a parent, but if she has kids that go to sleep at 8pm then they must be the wussiest bunch of brats to ever walk the earth.

We creep into her room, or rather I creep, Lyn clomps, and fall onto the bed. I become like an animal, I tear off her jacket and shirt and start sucking and biting her nipples while she tells me to stop and close the door, but I don't care. I pull down her skirt and leggins and her pussy is hairy as fuck. If I wasn't so damn horny I would've walked away right then, but I don't care. I bury my mouth into and go to down on her.

She lies there moaning like crazy and keeps trying to shove my head away while telling me to close the door, finally I stand up and position her so that she can't see the door, while I can, she asks if it's closed, and I say yes. Then I unzip and pull of my pants, I'm hard as a rock and ready to go. She stares up at me all bleary eyed and asks if I have a condom, which I don't. I tell her its on and shove in. She gasps and stops asking me stupid questions and focuses on trying to thrust up at me.

I begin thrusting, hard. I'm strong, really strong. So the bed starts squeaking and making noise while I ram away in her and she starts moaning and telling me to stop being so rough but I don't care at this point. I'm so horny that I've gone mad. I keep thrusting away, shaking the bed when I hear something. I look up and in the doorway are her kids. She had a daughter about who looked about twelvish and a son who was younger. They stood there watching as this stranger was screwing their mother. It made me even hornier. I bent down, keeping my eyes on the kids and start biting their mum's nipples and sucking on her tits. They just stare at me going to town on their mother, before finally I can feel my balls a ragin'. I'd thought I was banging her hard before, but for the last two minutes I begin slamming into her so hard the bed moves around the floor, she begins crying out as she orgasms and a few moments after she finishes, I cum inside her. The kids are still standing there and even though I just came, I'm still hard as shit, still in case she sees, I stand up and walk over to the door, my cock clearly visible, the daughter couldn't take her eyes off me while the son just looked away. I smiled down at the daughter and batted my wet, slimy cock against her cheek and over her lips before closing the door. That was pretty weird for me, not into the sort of shit personally. She was very cute though.

Then I returned to the bed and grabbed Lyn and flipped her over, I pull her ass up and shove my dick in her again. I start banging her away why she starts moaning into the bed. Or maybe she's crying, it was hard to tell. I just keep fucking her. I take forever to finish this time around, it begins to make my cock hurt with how long it takes for me to come, finally I do and her butt collapses onto the bed as soon as I let go of her waist. She lies there, breathing heavily like shes run a marathon, I'm not in much better shape, but I haven't finished yet. I start jerking off trying to get hard again, but its not easy. I think about what I did to her daughter and suddenly I start to harden, once again I found that odd since I generally go for women my own age.

I walk up to my cock sleeve, who's still lying there like she's dying. I pull her ass up again and this time, I spit on her ass crack. I grab my dick and rub the spit up and down her butt. I spit two more times before my mouth feels a little too dry for more, all the while rubbing the spit against her hole. I'm not big on anal without a condom, it can lead to urinary tact infections and all sorts of shit. But tonight, I just don't care. I grab my dick and begin pushing in. She's tight. Really tight. Maybe even an anal virgin, but probably not. She begins squealing, or at least as best she can, before finally I'm in and she gives this little scream of pain before just shutting up and taking it. I begin sawing in and out of her, she's so tight it feels like the blood can't get to my dick, it actually sort of hurts, which was rough as my dick was pretty tender by that point.

Still I don't stop. I keep fucking, trying to bust a nut in this lady's ass. She starts moaning again, which makes me even hornier. I keep fucking away and she begins to grind her ass against me, the slut likes it! The first fuck had probably taken ten minutes, the second one maybe forty. The third one, I have no clue. It feels like it took hours though. I was screwing her for so long, I lost count of her orgasms after three, and still I couldn't finish. I reached around and began playing with her slightly saggy tits. About C-cups, there was enough of them for some fun. I begin pinching her nipples and tugging on them really hard while I whisper in her ear what a dirty bitch she was. How she'd probably fuck her son just to get off, and she begins crying that no, she's not like that, and I tell her of course she is, she's a filthy whore.

And still I couldn't get off. My dick hurts not, my abs ache and my back feels like I've slipped a disc. I still fuck her, but it's not nearly as fast or as hard as the earlier ones. I spit on her, I degrade her as much as possible without going into scat or pissing on her, because that shit grosses me out. Finally I wrap my hands around her neck (which wasn't easy from behind with her face down on the bed, but my hands are just big enough to make it work) and choke her a little, which makes her tighten up even more, but for some reason it gets me going a little bit. I start choking her in earnest and she starts fighting back against me, I start fucking harder, the pain in my muscles burns and my dick feels like its going to drop off, but still I fuck. I plow her and scream obscenities in her ear while choking the shit out of her and finally I cum.

I blow my load deep in her ass, and I have no idea why but it was far larger than the previous two I'd left in her pussy. It was possibly the most incredible ejaculation of my life, and it was with this used up broad whose pussy was covered in hair, and a disgusting ass and slightly saggy tits.

I pull out, and my dicks got a bit of brown on it, luckily she has a small en suite which I use to clean myself off, when I come back out she's lying there face down on the bed, not even moving beyond panting like a bitch in heat. I spit on her again and put my pants back on. I was done here. I open the door, her kids are still there, although the son had fallen asleep. The girl gave me a frightened look and I just smiled back. Then I left their home, went back to the bar, called up a mate and got a lift home.

And that's my story, anyone else ever done something like this? As in gone home with some middle aged chick who's past her hotness date and just fucked the shit out of her?

I confess that recently, I've fallen back for my ex, Reese (not real name... for now ;P). Excuse the crap first picture, I wanted to post a picture I'm certain can't be reverse-searched before I posted her saucier pics. We got together when I noticed her at work, talked to her, realized the guy she was with was an asshole, and convinced her to leave him for me. What happened next was a mad flurry of amazing sex, smoking fancy weed and genuinely enjoying life. I broke up with her (like a fucking moron) when she saw some FB messages of me joke-flirting with another girl at work. I have always been a faithful monogomist in life and never would have cheated, but I was afraid there was no way she'd ever forgive me :/ So she goes back to her ex and they move in together. I monitored her tumblr ever since, regretting my decision, but finding other women to continue life with. I'm almost a year into a committed relationship. One day, by accident, she tagged a SECOND blog to her first one. The new blog has pics of her posing nude, including a couple with her tiny-dicked bf. Because we were never honest, I never knew she liked showing off her body, never knew she was a little bi-curious and that fmf threesomes were a possibility, never knew that she'd understand that flirting was flirting, and as long as I loved her and was stable for her, things like that didn't matter. But I know now :) And so does she. She's still (understandably) iffy about the entire thing, but we think we are going to try again, this time more openly. Until then, though, we're going to attempt a fwb situation, possibly even doing cam shows to earn some extra cash. I started this entire account to document the situation after discovering the confession board. I love this site :) However, since her and I are BOTH currently in relationships that we're too afraid to lose, I can't risk us getting caught. Add to the drama. DUM DUM DUMMMMM. lol. So anything reposted from her blog will be filtered enough to stop reverse-searching, but I WILL eventually be posting original content we generate ourselves if there's enough interest. So, upvote if you want more :)

I'm a 40 year old man and I've always been fascinated at the fantasy of gender swapping and role reversal. It's always something that has stirred something inside of me to be faced with a woman wearing a strap-on cock and for her to take control of me and fuck me like a worthless whore. The problem that I've always run in to with this fantasy is that it doesn't fit in to the stigma and stereotype of a masculine or manly and most women I've dated wouldn't hear the fantasy through let alone wand to try or take part of it. I think that has been my biggest issue is that the women I approach with my fantasy are straight, and so now I'm thinking that I've been going about trying to fulfill that fantasy of mine wrong this whole time. Maybe infact instead of straight women I need to be looking for lesbian, buch lesbian women that want/need to be the ones in control of a sexual encounter and fulfill the role of a man... My issue being that while that would be the attitude of the person I need for my fantasy I also want the feminine parts of a woman from taking care of herself and shaving to having a nice set of tits that would flop about as she is owning me like the slut I long to be. To be certain this fantasy of mine is, or rather has, turned out to be much more complicated to fulfill than I ever thought it would be.... If there is or are women out there that have fantasies about gender swapping and role reversal please message me so we can at least fantasize about it together, even if it's only online....

I shall title this confession post:

When Your Hooker Has A Surprise For You (And It's Not a Penis)

I have made a post or two about a blonde MILF hooker (escort, technically) I've been seeing on occasion by the name of Savannah.

The last confession about her that I posted was after going to a strip club. I was drunk, horny and had her roleplay as a stripper that takes me into the vip. That night we sucked, we fucked and in the heat of the roleplay when I wanted to fill her up... she sank into her roll and told me that she wasn't on birth control and that if I wanted to cum in her I would have to fuck her in her ass (she's actually fixed).

She ended up riding me reverse cowgirl with my dick buried deep in her ass. I took in every moment, slowly climbing to a huge orgasm, filling her shitter with my seed. I didn't think I could cum as much as I did. I will never forget the feeling as I erupted deep in her, I wish I could properly describe it.

Tonight was my 8th time going to see her (I believe). I wanted to cum in her ass again, so I told her I wanted that same roleplay.

After seeing her many times I've come to accept that she is always "running late". She leaves me sitting in the driveway while she is preparing for our time. She actually cares about what I want and I have no problem waiting for her to put on outfits, makeup... whatever. I've come to expect the wait.

Same thing this time, no surprise. As per usual she told me that she was getting ready and it was worth the wait.

Then she tells me that she was ready and I went to her door.

I walk in to find her and another, younger hooker dressed up like strippers with a chair in her living room for me to sit in. I'm in shock as I realize that she was setting me up with this girl as well. I didn't bring enough to pay both, but then I gathered that they expecting nothing additional in return. I was in awe of this young, skinny, sexy brunette who keeps starring at me up and down. She seems excited, but I was the one in heaven.

They gave me a hot double lapdance and made out with each other. The young hooker started kissing on me. As things heated up Savannah, taking to her character, says we need to go in vip if we want to keep the fun going because they will get in trouble on the floor. Before long they both have me by a hand and are dragging me into the vip (bedroom). They undress me before Savannah gets down and sucks my cock while the younger girl made out with me and rubbed my balls. After while she joined Savannah and they took turns sucking me taking little breaks to make out.

I laid down on the bed and my [new] favorite hooker jumped straight to sucking me off. She gave a much better blowjob than Savannah. A lot more tasteful use of suction and tongue.

As she did so, Savannah played with and nibbled on my nipples before looking me in the eye and told me that I need to pick one of them to fuck from behind.

I thought about it and had to clarify... pick one to fuck "first". I was correct, they both wanted to fuck. I was getting ready to fuck Savannah when she stops me me. "One thing different this time..." she reached for a condom and told me we were going to be using rubbers.

Savannah and I had not used a condom since our second time together. By the third meet I was exploding deep in any hole I wanted... down her throat, in her pussy, and in her ass. I wasn't excited about using one but I agreed.

Two naked whores in front of you, you don't complain.

The brunette put the condom on with her mouth and I was staring down Savannah who knew I wanted her. Before I could fuck Savannah the younger one was already telling me that she wanted to go first. She hadn't got the vibe that I was ready to fuck savannah first, but I liked that she was eager to fuck me. I looked at savannah as the brunette took position bent over with her ass in the air, face in Savannah's pussy. She liked to keep her legs together for doggy style, so I slid between her skinny thighs and started fucking her pussy from behind.

It was a beautiful sight, as I'm sure you're imagining right now.

But the rubber was having negative consequences. After a little while I was having a bit of difficulty staying fully erect due to not being able to feel her pussy around my cock. Savannah knows this is not normal and she looks up at me saying "your dick just doesn't like condoms, does it?".

No, no it doesn't.

Savannah tells me that I can take it off and she would fuck me. Apparently the condoms were just for the younger girl.

I get ready to pull it off when I hear the younger one talking to Savannah saying that it was okay and that she wanted to take it too. I could see Savannah giving her a serious look as she says "are you sure...? I guess if you want to, you're the one who knows your cycle." I hear this and before I even have confirmed that was fucking her raw also I had the rubber off, was at full erection and positioning to fuck her, completely ready and go.

This sexy skinny brunette with a beautiful tight ass looks back at me as I line up to enter her bareback. With the look of approval, I slide in and feel everything. She was way tighter than Savannah and I truly loved the way her pussy gripped my hard cock as it began to get more and more wet.

After while I had her pushed down flat on her stomach as I pounded away, making her squirm under me as she came. Her pussy overflowed , contracting in all different ways. I pushed myself to the edge a few times. I began pulling out to where just my head rested inside of her opening, in order to control my orgasm.

There were definitely a few times that cum was leaking out of my overe-stimulated dick into her pussy. After pulling out to my head a few times I remark at how badly her pussy makes me want to cum. Savannah tells me to make sure that I don't and tells me to save it for her.

She obviously didn't want her younger hooker friend to get knocked up.

I fucked her for another 5 or 10 minutes before telling Savannah that I wanted her to ride my dick.

I slid out from behind her young friend who was panting, covered in sweat (both her own and sweat i was dripping down onto her) and laid down on the bed. Savannah took position and slid onto me. I began thrusting upwards, pulling her down as I pounded up into her. I made her squirt on me and her friend remarks at how hot this was to watch. I fucked her into three squinting orgasms, completely soaking me. Her friend assumed position at some point during this to lick my balls. Next thing I know I feel my orgasm building... I smack her ass as I grow closer and closer, finally throwing my arms around her back, digging my nails in and flood her pussy with my jizz. I lay there with my pulsating dick buried in her as her friend cleans the leaking mess, remarking at how she was content and that was "the biggest dick she had all day". It being just before midnight, this gave me a nice boost. After 5 minutes or so Savannah climbs off.

We began to talk as I tried to get dressed. It turns out that she asked her friend to join us for two reasons: she loved my dick and told her friend how much she appreciated me for being cool, and having a dick that was "something special". I first heard those words come out of her mouth the first time we met and I made her cum over and over, nearly to the point of her passing out. Also, it wasn't a good day for her when it came to anal and she thought this might make up for it.

It did.

Savannah mentioned one thing that caught me off guard but really turned me on.

The first time we fucked bareback I tried to get her roleplay mom/son with me. She wasn't comfortable with it, but agreed to stepmom/stepson. After we got together for it, I didn't think she was that into it... but on this night she mentioned how much it turned her on and that she didn't expect it to.

I think it might be worth trying to convince her to do mom/son. Maybe mom/son/daughter, if that sexy young thing can get kinky with us.

What I do know is that I will at least definitely be filling my stepmom's ass with a nice big load very soon here. I really want to see if I can push her boundaries even more and go full mom/son.

I'm nearly 60 and have enjoyed 30 years of paid sex with some really memorable occasions. Unlike many other guys who have satisfying sex lives with partners or girlfriends I have had to pay, but I have used the opportunity to have sex with attractive young women that I would never have been able to enjoy any other way. I'm always after the elusive girlfriend experience, however but treat girls well and have often been very pleased with the outcome.

A bit of history: Back in 2010 I used the Adultwork website to meet up with a beautiful 19yo photographic model model (we'll call her Clare) who also liked to offer extras. After a very successful sexual encounter I told her I enjoyed gangbangs. "What's a gangbang?" she asked! Well I didn't just tell her, I felt obliged to educate her properly and organised one with myself and 3 other middle aged guys. She and we loved it and she held several with other organisers before at Christmas 2011 I suggested another new experience, a visit to a well known naturist/swinging club. Let's call it Oreos.

All organised, several guys and her met at a pub before going the club. At reception, however she was turned away. We hadn't realised they had a 21yo age limit and she was 4 days short of her birthday. Fortunately one of the guys had a hotel room so we were still able to party but this was always the special event that didn't happen.

Soon after that Clare started a relationship and stopped working. She became pregnant and had three children. She left a lot of punters bereft, we wished her well but she had been one of the most enthusiastic and lovely amateur hookers, with a genuine fondness for older men and a strong exhibitionist streak and sense of fun.

I could never get over the missed event however and kept trying to arrange it with other girls. In the end I advertised a reverse booking on Adultwork and my very cheap offer of £100 for 'at least two hours' at the club was accepted by a girl calling herself Lush Companion. She was delightful, half Philipino, petite and sweet. We stayed the whole evening and I had a great time. We treated two guys to joining us in a private room although they only got to watch us and be wanked off by her.

Earlier this year, I heard rumours that Clare was working again and established email contact. In a racy chat session she let on that she felt occasionally stifled by motherhood and craved the attention she used to command from guys. She also wanted to prove she was as tight and passionate as before she delivered her babies vaginally. She was proud that her figure was almost as slim and firm as before.

We arranged to do the Oreos visit nearly five years after the first time. She would travel from home in Birmingham to Bristol, I would pay her travel expenses, plus £60/hour for two hours and would try and arrange a couple of other guys to increase her income and make up more of a party.

I advertised on Craiglist for single guys to "share an 25yo slim amateur hooker at Oreos" and when I had a disappointing response, advertised for couples as well. I did have about 2 guys and 2 couples expressing an intention to attend and participate. As it turned out nobody from Craigslist or any of my usual gangbang circulation list turned up (Losers) but we had a ball anyway.

When Clare's train arrived I was delighted to discover she was just as pretty and slim as I remembered and just as friendly and up for it. She looked stunning in the nude at Oreo's and I enjoyed a shower with her as she experienced some initial embarrassment.

Clare was only shy for about ten minutes and then realised that there were worse fates than being fancied by 20-30 blokes. She really entered into the swinging spirit. We fooled around in the Jacuzzi, were joined by a black couple who were very naughty with each other underwater. The woman, Kate, said she wanted to lick Clare out so we went to the largest of the private rooms. I could tell that Clare was really getting off on the very polite but obvious attention from guy in particular one and feeling magnanimous to both Clare and the guy said Puss could do whatever she wanted and she asked the very 'buff' and extremely nice guy, John, if he wanted to join us to 'help use up a bottle of baby oil'.

In the private room I french kissed Clare and slathered her slim torso and pussy with oil while Clare wanked John. She then sucked him while the Kate licked Clare out and fingered Clare's pale pink pussy with her brown fingers and crimson nails whilst declaring that "Oh my god you have most gorgeous pussy (True) and you taste so good". While she did that her partner fucked her in doggy with his stereotypically large cock.

Then I said it was Ok, so John found himself fucking Clare but forbidden to cum. He and I took her in turns and in several position before he came on her smooth belly. As the client, I reckoned I would finish the session by coming inside her. OMG that was lovely. Winston was fiddling with her anus and my balls which I quite enjoyed but Clare didn't appreciate!

Winston was pissed because Clare wouldn't let him fuck her "You'd split me open" she said, which seemed unlikely seeing as she had delivered several babies, but she was still very tight and I gather she had had a bad experience with a BBC in the past. Absolutely her call, after all, I was the only one paying!

After the joint session in the private room John had to leave. He had a huge grin and still couldn't believe his luck having had Clare choose him and me telling him he couldn't come until I said so!

With only 45 minutes until we had to catch the train, I had a second wind and having asked Clare just for a cuddle, we had a very sweet spoons and cowgirl quickie session in a clean private room, by ourselves (I'm afraid we left the other one with soggy towels and pools of oil and worse. Disgraceful!).

Well, after two and half hours in total at the club we ran out laughing into the street and hailed a taxi, getting her to the station just 5 minutes before her train. I don't know how many times she came over the evening. I managed more than I thought I was capable of and the subsequent Viagra headache was just mild enough for me to bask in the afterglow.

I won't forget this amazing experience for a long time. It hugely exceeded already high expectations, mostly because of a wonderful girl and a very good vibe at the club.

It cost me £140 for her (all I could afford), £15 entrance (special offer for couples on Tuesday), £30 in cabs, £40 for her train fare. This is twice as much as I've ever spent on a punt. Would have got 4 half hour sessions with my hometown regular - but what an experience!

She and I have exchanged texts and emails over the subsequent 24 hours. It is abundantly clear that she really enjoyed it. I'm so glad.

Details have been changed to protect the guilty but this actually happened last night 3rd June. I know - I was there !!!!!!!!!!!!!!!!!!!!!!

It was a Friday evening in late March 2019. My wife was halfway through her two-week overseas trip to visit her brother, and I had the house to myself (except for my cat). Earlier that week I’d texted Jamie to see if she was up for a visit to one of our local XXX theaters, a possibility we’d tossed back and forth since earlier in the year. She and I met the previous October, when a buddy of mine had arranged a gang bang as part of our group’s ongoing activities. Using Craigslist personals, our cadre of six to eight guys, aged 50-plus, had fucked close to a dozen women over the previous year. With that platform’s demise, activity was down considerably, but we’d had one great last party, with Jamie as the target. She’s in her mid-30s, a petite 5’1” and just slightly more than 120 pounds, a natural brunette with dyed-blonde streaks, a shaved pussy, and 34B tits. On that October 2018 Sunday afternoon, five of us guys (ranging in age from 53 to 67) worked her over for the better part of three hours. Every hole was violated multiple times, she had semen leaking out of both lower orifices (not to mention the multiple shots she’d taken down her throat), and her orgasms had easily surpassed the two-dozen mark. Driving her home later that day from the hotel room where we’d done our dirty work, Jamie insisted she’d had the time of her life.

Five months later, I contacted her to ask if she wanted to accept the offer I’d made on that drive home. Jamie returned my text midday Thursday, and I agreed to pick her up the following evening for a night of as much semi-public debauchery as she could handle. It turned out she’d just been released from jail that day, having served five days in the county lockup for failing to appear at a DUI hearing. Subsequently bailed out by a friend, she announced how horny she felt, clearly ready for some action.

She popped into my car wearing a black mesh see-through top (no bra), covered by a light zip-up jacket, plus a black micro-mini skirt (barely covering her ass) and ankle boots with four-inch heels. I asked what she was wearing underneath the skirt, and in reply she grabbed my hand and shoved it between her thighs. “Black crotchless panties. You like them?” she asked. Her pussy was silky smooth and already wet.

We drove over to Circus Cinemas, the XXX movie house in North Denver. The downstairs area is an adult store, featuring tons of videos for sale plus every possible type of sex toy you can imagine. Upstairs there are three theaters, each showing hardcore fuck films. One is devoted exclusively to gay porn, while the other two show a constantly rotating mix of professionally shot hetero porn drawn from studios like Brazzers, Vixen Video, etc. A few years ago, the owners had installed new fold-down stadium-type seats with armrests in between each. The theaters have seven or eight rows of five seats each, but the place rarely has more than 12-18 patrons at any one time.

I paid our $12 entry fee and we headed up the stairs. This place has CCTV with monitors in each theater, so it’s possible for customers to see who’s coming in and whether they’re heading for one of the movie theaters. Women don’t come here often, so the appearance of a female always draws considerable attention. Couples seem to fit into one of three stereotypical roles. Most are there for stimulation, so they come in, watch the screen for 20 or 30 minutes (some sit stoically while others might engage in some light petting), and then split, presumably to return home to fuck while the juices are still flowing. A smaller number are there to show off, gladly allowing those around them to watch-and-jerk while they engage in oral sex. We usually see the girl go down on the guy, suck him dry after a short spell, and then they leave.
The third group, by far the rarest, is where the woman is there to engage with random customers. This almost always involves her performing blow jobs on assorted guys, while her companion either (a) simply watches, (b) finger-fucks her at the same time, (c) either goes first or patiently awaits his turn, or (d) joins in. In all the times I’ve gone to CC, I’ve never seen any full-on intercourse – well, except for that one time a truck-driver type fucked a cross-dresser in his ass.

Jamie was clearly ready for us to be part of that third group. We slipped into Theater One, where she promptly led me down to the front row. Most of the action takes place in the darkened recesses of the back row, but it’s a cramped space. Jamie clearly preferred the front, where there were no obstacles for anyone to approach her. It was 7:30 on a Friday, but the place was pretty empty. I counted five guys in both theaters, and none of them seemed ready to hit on Jamie. She slipped her hand into my sweats –I’d worn sweatpants commando-style, anticipating the action to follow – while I reached over and started to play with her pussy. After about 15 minutes of this, and with no one coming forward she said, “Let’s get out of here and head over to Pleasures.” On our way out, she talked me into buying her a pint-sized vibrator from the bargain bin, which would come into play much later that evening.

West Colfax in Denver is an old Jewish neighborhood that is now mostly Hispanic. A fixture at King & Colfax is the old Act I & Act II porn house, which was bought out a few years ago by the folks who operate multiple Pleasures adult stores around town. They remodeled the place, which mostly involved splitting the two big theaters into five mini-ones, and thankfully solved the problem of the place always smelling like piss. It’s a pricier entry fee ($24 for a couple), and they’re adamant about two things, both of which were told to us several times while I waited for the cashier to hand over my change. No unaccompanied women – ever – and couples are required to stay together the whole time.

We walked through the entry door into a dark corridor lined with viewing booths. Another aspect of this place is the melding of an old-time porn theater with modern booths, each with its own video screen and hundreds of XXX movie options. Your ticket price includes unlimited viewing over a six-hour period, although I’ve never seen anyone’s ticket checked to see if they’re overstayed their welcome. There must be 40-50 booths in all; some have doors that lock on the inside, but most are fairly open. The hallways wind around in a way that you almost wish you’d brought some breadcrumbs to scatter so you can find your way out again. This place was far better attended, and Jamie certainly attracted a lot of attention as we worked our way toward the east side of the building and its multiple mini-theaters.

Each theater shows a different porn genre, and it’s marked on the doors so you know what to expect. Only one runs pure hetero porn, though, and that’s where we were headed. It’s the theater farthest from the entrance, with two rows of five padded theater seats WELL PAST their sell-by dates, plus fairly spacious aisles all around the block of seats. Jamie again led me to the front row, but this time we had plenty of company. The first guy, around Jamie’s age, wasted no time in unzipping his jeans and pulling out his semi-hard dick. She tugged on his trouser leg to urge him closer and immediately sucked him all the way into her mouth. Then she wrapped the fingers of her right hand around the base of his shaft while working her lips around the cock-head, meanwhile reaching over to me with her left hand and grabbing my wrist. She pushed my hand in between her spread-apart thighs, and I responded by shoving two fingers into her pussy and pressing my thumb against her clit.

This first guy lasted maybe three minutes and pulled out just as he was coming. Some of his semen landed on her outstretched tongue, but most got deposited on her chin. Before she had a chance to wipe it away, however, a much older guy (mid-50s?) jumped in front of her with his pants already down around his ankles. She went to work on him immediately. Meanwhile, I climbed down off my seat and knelt as close to her front as possible. Once she realized what I had in mind, she twisted toward me while pushing her companion over to the other side. This gave me much clearer access to her pussy, and I took full advantage. I did everything to her that she liked, with two fingers deep and up against her g-spot, my tongue flicking her clit and occasionally sucking on it hard between my lips, and pulling out my fingers to replace it with a rigid tongue. She loves to have her asshole worked as well, but with the narrow confines of the seating and the fact she was sucking off a guy who partially blocked my full access to her crotch, that was one maneuver that would need to wait until later.

Old Guy neatly shot his wad down her throat and got replaced right away by some hefty Hispanic dude. I kept eating and fingering her pussy, and she rode up against my face through three or four orgasms plus a total of four blow jobs to completion. My knees were getting sore, so I stood up just as Guy No. 4 (a chubby white guy in his 20s) blasted her face. At that Jamie was ready for a break, so I helped her up and scraped most of the jizz off her chin before feeding it to her. The crowd of guys, which had grown to about 15 from the time we’d started, let out a collective “Ooh.” She called out to the group, “Don’t go too far, boys. I’ll be back shortly.”

We found our way through the maze to one of the bathrooms, and I locked the door behind us as she sat down to take a pee. “Did you bring any condoms?” she asked. I admitted to be holding half a dozen, so she smiled and said, “Oh, good. Let’s go back and see who wants to fuck.” As we walked into the mini-theater to return to our seats, Jamie stopped short and confronted the same old guy who’d been her second oral customer. “You’re still here,” she stated rather than asked. “You got enough left to give me a good fuck?” He appeared speechless and could only nod, so she grabbed hold of his shirtfront and half-dragged him behind her as she made her way to the front row again. “Give him a rubber,” she instructed me, so I did and then went to lean against the side wall to watch what came next.

Jamie reversed herself and knelt on the sagging theater seat, halfway leaning over the back while spreading her legs. Old Guy dropped his drawers to display a reasonably erect dick, tore open the condom wrapper and expertly slipped it on. He leaned up against Jamie, trying to find the proper height to allow him entry. Meanwhile she reached down between her legs and helped guide him into her pussy. There was a bit of confusion and halfhearted thrusts as they tried to work out between them who was going to do what. But they eventually fell into a satisfactory rhythm, and Old Guy gave her everything he had. The room was quiet except for the XXX video playing up on the big screen, so it was possible to hear clearly the guys grunts as he thrust forward, the slap of his thighs on her ass, and the moans coming from her mouth as she rubbed her clit while getting fucked.

At this point the room was pretty full of guys. Most of them had their dicks out and were stroking them. Off in one corner I noticed, for the first time, two fairly hefty cross-dressers who were clearly T-gurls, complete with breasts on display by their low-cut outfits. The smaller one was on his knees, sucking some skinny guy’s cock. Meanwhile the larger one – at least 6-4, 275 – pushed away a couple of guys who were standing in the row behind Jamie. I later learned s/he went by the name of Brittany, since as we were leaving an hour or so later, Jamie made a point of collecting a phone number. Anyway, Brittany stood right in front of Jamie as she was getting fucked, waited a beat or two to size up the situation, and then moved those feminine garments aside to reveal a massively thick cock. Without saying a word or waiting for Jamie’s reaction, s/he pulled Jamie’s head forward with one hand while guiding that dick between her lips with the other. The sight of her choking on that monster may have been too much for Old Guy, because he quickly finished up inside her and withdrew.

Jamie forced her way off that cock and asked Brittany to fuck her. S/he grunted by way of reply and went to the front of the room. I offered up a condom as s/he passed by, only to be told in a high, lispy voice, “No thanks, I’ve got my own.” Brittany ripped open a Magnum, worked the latex over the massive cock-head and down the impressively thick shaft, and took Jamie fairly brutally. S/he grabbed Jamie’s buttocks and lifted her up off into the air, which was the only way Brittany could achieve full penetration without kneeling on the floor; that’s how much of a height difference there was between them. This repositioning forced Jamie’s head down to the bottom of the seat, her face plastered against the faux-velvet-covered seat back. Brittany pounded her mercilessly for at least 40 or 50 strokes before letting out a most unladylike bellow and freezing in place while “her” cock pulsed inside Jamie’s pussy. After withdrawing, Brittany spun Jamie around and stuck that jizz-covered dick into her mouth. Jamie calmly licked it clean and then tilted her head back so she could drain the cum from the used condom she’d grabbed out of Brittany’s hand and suspended up above her face. Those still assembled (literally) gave her a standing ovation.

As all good actors know when it’s time to leave the stage, Jamie decided the conclusion of her encounter with Brittany was the perfect exit line. She stood up, somewhat shakily it seemed, pointed to the jacket she’d shed so that I knew to grab it, and then took my hand as we made our way out of the theater. Knowing I hadn’t gotten much of Jamie’s attention so far, although I’d enjoyed the show immensely and was proud to have used my oral skills to make her cum multiple times, as we headed toward my car she said, “Let’s go back to your place and try out some of those toys you told me about. I can’t wait to run my new vibrator over my clit, and my ass needs some serious Zac-attention.” But the rest of the evening’s activities will have to wait for another time to be told.