Women who come to you in need of money for sexual favors

[kajuk]

Please tell us a story and if you have a pic and tell us about your situation.

I have several going on at the time. I have three different women coming to me for money and or help of some sort. I will give them money or fix there car or what ever. They all know and understand this is just a business deal and not a relationship thing so it works pretty well for both of us. When they come for money I tell them I want something in return. Well here we are. If this thread goes well I will tell more and post more pictures over time. Here is the first of the three women coming to me for money.

I am 56 years old and I have a young 25 year old girl that comes to me for money about every two months. I do not have sex with her but I tell her Ill give her money for some sexy pictures Or Ill will let her clean my house naked. Here are two pics; one of the sexy pics I took and one of her cleaning my house naked.

[wildfire54]

I wrote about a partner I had when I was working on an ambulance back in the 80's.Name of Debbie. Turns out she and a girlfriend of hers were interested in making 'extra money' for sex. I contacted a friend of mine,and we helped to set them up a call-girl service.Most of their clients involved some business contacts we knew.Along with some other discreet clients.He and I got a small % of what they earned.No one got rich,but we got to watch and participate in a lot of very hot things they did.Debbie's GF, Cindy, was a very submissive female.Something we of course took full advantage of.She was also brunette, but very skinny.Lot of men liked that.And a close friend was also the first one to do her up the ass.That was something to watch! This continued for several months.Until Cindy got back with her loon of a husband.And things pretty much cooled down after that.I guess all good things come to an end.But it was such a rush watching and participating in it.

[killakarizma]

thats the only way ive ever been with someone. kinda sad when i think about it. but im a sucker. i have a lot of stories, had a few rob me and stuff like that others just couldnt be honest about things. and it wasnt ever for just sex actually it wasnt that often it happened

[kajuk]

Originally Posted by killakarizma

thats the only way ive ever been with someone. kinda sad when i think about it. but im a sucker. i have a lot of stories, had a few rob me and stuff like that others just couldnt be honest about things. and it wasnt ever for just sex actually it wasnt that often it happened

Yes ive been robbed it the past. But I learned my lessons and I know how to prevent it from happening. And yes sometimes it isnt about sex at all but the other times it has and I would love to hear your stories

[kajuk]

I had this girl working for me for a few months. She was in her late 20s and very attractive. She would wear these leggings that was almost see through sometimes. After a few months I noticed someone had been inside my business while I wasn’t there. Some money was missing. The only way it could have happened was if someone had a key because there was no sign of a brake in.

I set up a hidden camera and sure enough it was my younger employee. I got it all on video. I confronted her with the video of her taking the money. She admitted to taking a key and having a copy made then returning my extra key.

I gave her an alternative to return the money or I was going to give a copy of the video to the police. She said she didn’t have the money so I then asked what are we gong to do? She said anything. I asked to re-iterate, “ANYHTING”? She said yes, I asked what do you suggest to get this started. She said she would give me a blowjob. I said I can get blowjobs for free, you owe me “$X” amount to money. I said you are going to have to step it up. She said what else do you want. I said let’s start by taking some nude pictures and we will go from there. She said ok and started taking off her clothes.

I started snapping pictures and got a few pics of her ass pussy and tits and then I said Ill take the blowjob now. But you will not be paid up. I told her to come back to work the next following Monday and we will see how things work out. After the blowjob she left. I didn’t feel satisfied because it was a reluctant blowjob and the pics were against her will. The pic of her in the black chair was one of the many pics I took that day.

When she came to work Monday, I took her into my office and talked to her. I said we were even and if she ever fucks up again, she would be fired and next time to come to me for money instead of stealing. It wasn’t a week later that she came to me crying saying she needed money to pay her water bill, saying her was about to be shut off. She said she would do anything if I gave her the money. I said ok how about some more pictures and a blowjob and let’s make that our usual. She said OK

I said to meet me at my house and we will take some pictures on my deck next to my pool. And give the blowjob there and I will give you the money. She showed up on time and we made the exchange and this time she didn’t act as if she was reluctant this time. She was actually kind of into it. As she gave me the blowjob, she swallowed my cum and didn’t hesitate. The picture of her on the lounge with the blue float was that day.

The next time she needed money I didn’t even ask what for and she didn’t tell. I just said, “Are we going to do the usual?” she said yes, so I then said meet me at my house this evening after work. This time while giving me the blowjob she said I’m horny I want you to fuck me. I said lay down and I got on top of her and as I put my dick inside her she was so wet that I just slid all the way in with no hesitation. She was getting into it and was meeting my thrusts. It didn’t take long for her to cum. After she came, I rolled over on my back and she started sucking my dick again and I came in her mouth and she swallowed it all. The picture of her on the bed was that day.
There were several more times after that over about a year. But the last time she acted as if she wasn’t into it. I took pictures at the office. one day after our deal she said she needed more money and I said no that was the deal we had already made you can’t change it afterward.

After that day she started acting like a b*tch and had an attitude when she came to work and so I told her I didn’t want her to come back. I told here we were through and there will be no more arrangements. It was fun while it lasted but the headache was not worth it to me.

[mesonsdad]

My beautiful partner, Annalisa, is much younger than I am - she's 24, I'm 44. She's got mesmerizing dark brown eyes. Her smile is kind of wicked. kind of friendly, kind of sexy - she's VERY attractive. At 5'4" she's got an athletic, sturdy frame, but she's "petite," weighing only 105 pounds. She's Irish-Mexican and has very tan skin (an olive complexion) and proportions to DIE for. She has firm but smallish breasts (34 B) and brownish areolas. Her breasts actually defy gravity as the nipples practically point upwards. BUT - the truly hot body part is her ASS! It's a curvy, smooth, eye-catching backside - not big or anything, but perfectly molded to her frame. Anyway, as to your questions: Did I know she was wild? Yes. I had just been through a messy breakup and was actively looking for a younger, less complex girl. One of the guys on my staff mentioned that he had a cousin who was hotter than hell and he said she'd be perfect for "...taking my mind off things...". I asked, "how's that?" He explained that she was always a rebel, very independent, and many of his friends had been swept off their feet by her and seemed to take solace in letting him know how crazy she'd been.

It was kina odd, however, when I first met her 4 years ago. She seemed bent on convincing me that she was almost pristine, saying that she had been with 4 guys, all of them boyfriends, in her entire life. It took me over 2 weeks to get to know her intimately, and I have to say, I have NEVER had head that amazing in my life! She seemed to have been taught by a porn star or had been one previously (LOL!). Anyway, I believe that maybe her cousin had heard some angry spurned lovers who vented by making her seem cheap and sl*tty. I would never have suspected her of being polyamorous or any kind of "kinky" from what I experienced.

What developed with us two was actually a very intense friendship, and she, I think, regarded me as a "father figure" if nothing else. It was totally cool, though, because she shared a bed with me every night due to the fact that I lived in a 2-br house and rented the other room out. She was DYING to get that room, and she was pretty candid as to why. See, she was extremely practical and realized that her body was a "commodity" that she was completely in control of. She also had a bit of a chemical dependency problem and she was quite aware that the dealers who serviced her were more than a little interested in seeing what they might get along the way. Of course, Annalisa was no fool - she was a MASTER at "working" the lame, prideful, and all-too-obvious dudes who thought it was just a matter of "show and go" in terms of quid pro quo coochie for coke. She would simply tease and lure the fuck outta these idiots, all the while taking full advantage of the "generosity" that seemed to "flow" from the "Kingpins."

She needed a "platform" from which to work, and having a bedroom of her own was a necessity. I did make myself scarce when she had "visitors" so that she could use the living room or the bedroom to her liking. I recall the first time she mentioned that there was a guy coming by who went to high school with her and who had become quite enamored with her. He was wealthy due to his family's businesses and he would have no problem dropping $75-$100 for what Annalisa called "Bomb Head." I can certainly attest to that, and even thought that she was underselling herself. Anyway, she told me the guy was headed over and aksed if it would be cool if I kinda left her alone in the house for a bit because this guy would definitely get squirrelly if I was there. I said "No Problem, Monkey!" But - I suggested another idea. I just left a note on the coffee table that told Annlisa that I was going to be gone for a few hours, and that if she left the house to please lock it up. She hugged me and gave me that to-die-for smile and said "I love you, Dude!"

It wasn't long before the guy showed up, and I was nestled away in my room and could kind of hear them talking and laughing with no apparent distress regarding the presence of anyone else in the house. Then, it became noticeably quiet. I could only surmise that Annalisa was getting down to business. This actually really aroused me, although I couldn't put my finger on why just then. But, I made my way to the little patio right outside my room which abutted the window looking into the front room. It seemed invasive and even a bit salacious, but I HAD to see...the blinds into the living room were drawn, so i actually had to get pretty close to the window to get any kind of view. As I eased towards the window, I could hear the rhythmic gasps of breath you would expect from a guy who was having his cock fellated with masterful skill by a female of extraordinary beauty and sexual appeal. I could see the back of his head as he braced himself against the back of the sofa while Annalisa, who was topless and wearing only the maroon thong she'd had on under her shorts, was vigorously and passionately licking and sucking and massaging the hell out of this guy's dick. Damn! "This girl certainly throws herself into her work," I remember thinking.

Well, after a short time I saw the dude exploding wildly into her mouth, and he was trying desperately to force her head down onto the erupting member, which I happened to know was a HUGE no-no for Annalisa. She absolutely could not stand the thought of being treated like some kind of porn chick, gagging and tearing up while the recipient of the cocksucking convulsively slammed her head into his thrusting hips. She slapped his hand away without hesitating, BUT she took every inch of his prick into her mouth and throat and let him thrust and fuck and shoot loads of cum into her throat. Was a champ at this because, she said, she learned how to relax her throat muscles by practicing on cucumbers, of all things. Anyway, the guy was spent and, i guess, a little ashamed, because he left right away, not without embracing her warmly and telling her to let him know if she needed any help at all.

She walked him to his car and then dashed back into the house and headed for my room, which i had reoccupied while she was outside. "Look!" she exclaimed with unexpected enthusiasm, "$150! Let's get some bammer weed and some flaky crumbs!" Admittedly, I would imbibe when Annalisa did, particularly the coke, because it seemed to set an erotically charged atmosphere in motion and I did like the high occasionally. I called the dealer I knew and told him my little "partner" wanted some "Pearl." This particular dealer was a bit younger than me, but substantially older than Annalisa, and he was fascinated by and, of course, incredibly hot for her. I could tell he was thinking about what kind of deal he might be able to work. When I got off the phone I told Annalisa that "Bob," the dealer, was thinking how he'd sure like to make a "deal" with her. "Huh?" was her reply. "Well, you know how he thinks you "worked" him outta so much dope the night he met you, and he was convinced that you were offering up "something" by the way you were acting." "I didn't "work" him at all!" she protested. "HE was all up in my grill trying to run game on me, but I never asked him for a bit of that coke!" "I know, Ding-Bat! I was there, remember? But, he is such a heel that he can't believe he got "played" at his own game." "Well," she pondered, "What kind of deal do you think he might have in mind?" "I don't really know, Chicken, but what difference does it make? You have cash!" "I know, but I really would like to get a quarter ounce without dipping into the cash. We need to get GROCERIES, man!" She gave me a slug in the arm as she said this and she smiled that million-dollar smile and then she leapt up onto me like I was some kind of beast of burden and hugged me with abandon. "Find out what he thinks he might get for a quarter ounce of that Peruvian stuff." "Ok," I replied, sliding her off my neck and waist. "I'll give him a call." "Wait!" she blurted out, "What do YOU think he should be looking for to cover the QZ?" I looked at her and said, "Honey, he couldn't come up with a bag big enough to rate you." "Awww! She jumped back up on me and kissed me on the neck and face in the way a Labrador Retriever that was excited to see his human partner would. It was very affectionate, and I actually found this kind of behavior enchanting.

Well... I got ahold of "Rob" and told him he'd definitely made an impression on A-lyssa. He replied with a big "Bullshit! That's crazy!" I replied, "Well, she was interested that you would be so interested in her that you would offer her something." "What?" "She was kinda turned on that you were that interested in her, that's all." I knew that Rob, with his huge ego, would not see this so much as "bartering" as much as "showing his appreciation" to her. He coyly asked, "So what does she want?" I replied, "Dude! How am I supposed to know?" He said, "Well, is she there?" I said yes and told him to come by if he wanted to make his own deal. He agreed and hung up.

"I think he's pretty excited A-Lyssa. He sounded like he was practically cumming on the phone. He's on his way over to talk to you." She blushed and looked at me with her dangerous pirate smile and said, "What should I do?| I suggested that she act casual, but wear her super tight shorts and a white wife-beater that was semi-transparent in order to set him in the right direction. She came back out of the room looking extraordinarily hot, her tan skin contrasting with the white tank top and her muscular legs leading up to her flawlessly curved ass. "Whtcya think?" she asked, grinning. "You nailed it, Chick!" We High-Fived and she went about cleaning the house up as we waited for Rob.

It was less than 10 minutes later and I heard him pull up. A-lyssa nervously ran her fingers through her hair and asked, "Should I answer the door?" "Yea. That'd be good." She eagerly swung the door open on the first knock. "Hey!" she acted almost surprised to see him. He nervously stood at the door and asked if I was home. A-Lyssa said, "Yea. Want me to get him?" "Sure." She came into my room and said, "He wants to talk to YOU, I guess." "No. He's just nervous. I'll talk to him." I wentout front and said "What's up?" to which he replied, "You tell me." "Dude," I said, "you have to work this out yourself." I said I'd go get A-lyssa and they could talk. I'd be in my room.

About 20 minutes went by and Alyssa barged into my room looking panicked. "He's not saying anything! We've just been playing darts!" "Well, you gotta be more 'intriguing' I guess." "What do you mean?" "Go out there and ask him if he ever has played 'Strip Darts'." "WHAT? she moaned. "Just hit him up like that. You'll see, he'll want to dicker after that."

She returned to the front room and I could hear them laughing and talking. I heard the "thump! thump! Thump!" of the darts shortly thereafter, and after about 20 minutes I decided I'd go out and see how things were going. I was delighted to see that A-Lyssa had lost only her shoes, socks, and top. Rob, on the other hand, had forfeited his shoes, socks, pants, shirt and, it looked like this final game would result in los of his underpants. It was easy to see he was very excited by all this as his cock was near bursting the seams of his boxer-briefs. "She's a Hustler!" he laughed as he stood there awaiting his fate. A-Lyssa dropped her final dart in the winning slot and clapped and high-fived me as she looked over at Rob, whose face was crimson from embarrassment. "Ok - you won! How bout if I smoke a bowl with you instead of getting naked?" A-lyssa replied, "Sure. If you're too afraid to show me what you got, fine!" They both laughed and sat down on the couch and began to hit the pipe. I was surprised to see that even though Rob got fully dressed, A-lyssa opted to just leave her top off, her picture-perfect B cup breasts just beaming with perky sexiness.

I returned to my room and figured they'd work something out but, sure enough, A-lyssa was back in my room twenty minutes later and pleading, "What the fuck" Is he going to make me an offer or what?" I said, "Gimme a minute," and went out to talk with Rob. "So, what's up?" I began. He looked at me helplessly and said, "Am I just supposed to say, 'Let's fuck?'" "No!" Let me talk to her and see if I can get you two on the right wavelength. I returned to my room and sat on the edge ofthe bed and turned A-Lyssa towards me and said, "You're gonna have to step up your game." "What?" she half-shrieked back. "I didn't realize that Rob was so shy, but he seems to want YOU to bring any deal up. BUT- I have a better idea." She looked at me, mystified, and said, "So...what's the idea?" "Ok. You need to walk out there naked, except for a towel, and tell Rob you're going to take a shower." "...And?" she asked, looking confused. "I'm going to go to the store and get beer and shit, so you'll have plenty of time to work your magic." "What...what magic?" "I can guarantee you that while I'm gone, Rob will become very interested in whatever you're doing and you can use the spare bedroom to "entertain" him." She looked at me with that devilish smile and said "Okay!." I went out to speak to Rob and told him I was going to the store. He said "What should I do?" I said, "You can wait here and A-Lyssa will keep you company." He looked a bit confused but said, "Ok."

I took an EXTRA long time at the store, and wondered what was going on as I pulled up. I snuck around to where I could see into the front room and was just in time to see A-lyssa, hair dripping wet, walk out into the front room with a towel barely covering her body. She asked Rob, "Did you just call me?" He looked on trying to keep his eyes off her smoking hot body and said, "N-n-n-o." "Oh," she said, "I thought I heard someone." She turned and left and I watched as Rob nervously got up and looked down the hall, and said, "Nat took off to the store, you know." Alyssa replied, "I can't hear you. I'm in the back bedroom." I watched Rob walk towards the back and raced around to get a glimpse of the room A-lyssa was in. She was in front of the mirror sitting on a bench, topless, with the towel d****d around her naked lower half. She looked at Rob in the mirror as he stood at the door nervously looking at her then away from her. "You can sit here on the bed," she said, her softly husky voice lulling him over.

She seemed to be surprised as he took his seat, saying, "Oh my God! I'm just sitting here with my tits out! "How embarrassing!" Rob shot back, "It's ok with me!" She laughed and went back to doing her makeup, Rob stealing glances at her perfect little torso as she nonchalantly moved about. She stood up abruptly, apparently forgetting that she wasn't wearing anything from the waist down, and turned towards Rob whose eyes widened with excitement as he gazed at her pelvic region, which was a beautifully curved area where her little sn*tch was tucked neatly between her legs, and just a hint of hair in a thin line marked the spot. "Oh, shit!" she screamed and quickly grabbed the towel. "You must think I'm some kinda stripper or ho!' she exclaimed. Rob responded awkwardly, "N-n-n-ot at all! I kinda like that look!" A-lyssa peered down at him and smiled playfully and said, "I BET you do!" They both laughed after that and I saw A-lyssa sit on the bed next to Rob as they smoked more from the pipe.

Finally, Rob uttered, "So Nat was saying you wanted to make some kind of deal with me..." "Oh - that. Sure! He told me that you wanted to maybe hit this," and she laughed as she pointed at her ass. "Well, yea!" he retorted, looking somewhat relieved. "So, what do you have in mind?" A-lyssa asked smoothly. Rob, no poet, simply blurted out, "I want to fuck!" Alyssa acted coy and shy, but her eyes showed she was absolutely confident as she got up, let the towel fall, and said, "you everyone get really BOMB head?" Rob damn near fell off the bed - "What the?". She stood in front of him now, bent over to help him get his dick out, then got to her knees and began her assault on his will vis-à-vis her extremely talented tongue, her warm, soft, full lips, her seductively disarming eyes with the almond shaped setting, and, of course, her absolute lack of fear. Rob just sat there looking pathetic and almost nauseous as Aly got to it. OMG! JESUS! OH FUCK! was all that I heard from Rob as her tongue flicked and licked and massaged his purplish cock...I tried to " warn" him - this girl has SKILLS that defy logic...anyway, Aly kept her eyes glued to his as he convulsively bucked his hips into her gorgeous face and it looked for a minute as if he'd suffered a stroke, his body was so contorted and moving with episodic tremors that left his face a ridiculously twisted and beaded with sweat.

Well, in less than 4 minutes she had him pouring a reservoir of jism into Alyssa's throat. She continued to coax more and more out than I could ever imagine someone shooting without a reload, but this 105 lb. Dynamo had reduced the 225 lb. thug into a state of near catatonic immobility...

She leaned over discreetly and spit the spooge-ball into a towel lying nearby and Rob never even realized it. He lay staring up at the ceiling breathless and probably dehydrated, saying, "I don't fucking believe it! I just can't believe it!". Alyssa continued gently stroking and kissing and licking his shaft and scrotum, not wanting to leave one drop of sperm unaccounted for.

Finally she stood up and slipped a men's shirt on over her sung glazed body with flawless skin and curves so wickedly contoured it was impossible to avoid lustful, sexually-charged thoughts from racing through your mind. " So...you need a drink or sump'n?" She asked playfully. Rob gazed at her, taking in the outstanding view of her with that unbuttoned shirt revealing a good portion of that tight little pussy lingering underneath. Her minimal but noticeable cleavage accented the searing heat of her presence with just enough to make a guy (or Girl!) Lose their mind trying to figure out how to harness that potential passion. "I'll take a beer or whatever if you're offering," Rob struggled to vocalize. "Sure thing!" Alyssa chimed as she pranced out the door letting the shirt tails fly up just enough to give Rob a fleeting glimpse of that incredible, unrealistically appealing backside. She returned in a flash with a cold Dr. Pepper and handed it to Rob after she popped it open and took a sip. "Hope u don't mind," She said with an unconvincing look of guilt on her face. Rob, clueless, asked, "Mind what?". " Me taking a drink out of your DP. I MEAN, you know where my mouth has been, so...". Rob took a second to grasp the irony and humor, then he laughed heartily and shook his head, eyes still glued on the dazzling lady before his eyes.

I was absolutely spent - It was so fucking arousing watching Alyssa "work her magic" especially when she was letting her "modesty guard" down. Very rarely would she wear clothes that could be seen as provocative or revealing, even though the simple truth was, ANYTHING. she wore ended up becoming an alluring, tantalizing adornment to her own overpowering sensual presence. She wasn't a girl who would flash in public or purposely wear something that would actually expose her breasts or ass or sn*tch like so many hopeless little girls her age were often compelled to do. I was surprised that she hadn't put on more than just a button up men's shirt while Rob was obviously ogling her. She's no prude, mind you, but she isn't really fond of being leered at by dudes who are transfixed on "getting some." But here she was, letting this guy feast on the view, and not once mentioning the "deal" they had touched on prior to the "Head-Stravaganza" she'd just performed.

Well...that, of course, is her well developed sense of maneuvering a guy, any guy, into her inextricably magnetic charms... So, I left the window and went into the house and made some arrival noises so that I didn't alarm them if I walked to the back. In an instant I was struck with a vigorous tackle attempt by my pint-sized roommate. "Hey, Mutha-Fucka! You just now getting home? What took you so long? I'm DYING for a Snicker's!" Alyssa rattled off as she clung to my stumbling torso with the grip of a chimpanzee coming from her strong little limbs. "Get tha fuckoutta my spine, you friggin' monkey!" I pleaded as I tried to sc**** her from her perch on my torso. She was enchantingly nonchalant about leaving her "guest" in the room while she velcroed herself to my body, and I was surprised as hell when Rob ambled from the back and said he was taking off which only got a "take care" reply from Alyssa. I shook my head as she waved at him leaving out the door. "Where's my Snickers, Mudda Fugga?" she said as she clocked me in the arm playfully but painfully. I grabbed the bag with the candy in it and slung it at her and noticed, as she lept to snag it she had put on a colorful thing and the first three buttons of the shirt were fastened. She pounced on the couch and dug into the candy like a hypoglycaemic cretin.

"Come over here, Dude! I wanna show ya sump-in!" I ambled over to the couch and took a seat next to her. "Candy?" She queried. "I'm good for now, Squirrel, but thanks! What were ya gonna show me?". She took great pleasure in teasing the hell out of me and I wasn't surprised by her sultry, seductive reply. " Oh, you're gonna like what I've got to show you, Racer-X!". She licked her lips and then tauntingly reached under the shirt and appeared to be grabbing her panties. Then, she whisked out a baggie which, turns out, was 5 grams of Rob's best powder, and she dangled it in front of my eyes. I've never really been one of those "addictive personality" types, so I was mildly underwhelmed by her prize. Then, just as I was beginning to lose interest, she whips out her other hand and in it were several $100 bills. $600, to be exact, and, in keeping with our all for one and one for all mantra, the little scamp gives me HALF! "Alyssa," I began, "I don't know what you had to do to get that tight-ass Rob to be so generous, but, hey, its yours. Keep it.".
" Oh you fucker!" She screamed. "I've been here for what, 4 months, and haven't paid a dime for anything, and you been taking care of it all, so, No! I want to pretend to be an adult too!". I laughed at her obstinate little act of rebellious dignity, and just said, " If you could put a value on just how gawd dammed entertained you make me, let alone the added benefit of getting to share living quarters with a fucking "Maxim" model, you would be mind boggled at the inequitable state of affairs here.". She stared at me like she'd just gotten hit in the head by a pinecone and said, "what the fuck does inellectable mean?". I grabbed her and hugged her forcefully and said, " See? Priceless! Let's go shopping and get you some things you've been crying about not having and then, if there's any left over, I'll let you buy me a hooker, OK?". She playfully opened her shirt exposing her firm, intriguingly shaped breasts and said, "You're gonna forget all about them skanks when you get a piece of this shit, Cowboy!". Then she laughed and scampered off to the back.

Anyway, this whole thing was actually the start of something seedy, perhaps, but one thing was clear - that girl was rockin' a GOLD MINE that she had been getting paid in silver for until we came up with a plan. That'll be next time..m

[kajuk]

This is a picture of my ex-wife. We were only married 9 months. After the divorce we remained good friends. She was 15 years younger than me. After the divorce she came to me for pretty much everything. Car needed to be fixed, help with banking, taxes and on and on. I seen where this was going and I got tired of her taking advantage of me. I told her what the definition of divorce was and told her I was not doing any more of this shit for her like I was still her husband but not getting the husband benefits. She just smiled and said I know. Well at the time that I said this to her she was living with some other dude and I told her he needs to start doing these things.
It was the very next day she showed up at my house and was wanting money for some little thing, I forget now what it was. But she needed money and I reminded her of what I said the day before and she said I know, what do you want? It wasn’t very much money so I said a blowjob will do and she couldn’t get my dick out of my pants fast enough. It was more like she wanted my dick more than the money. But she did a good job and I gave her the money.
I few days later she showed up at my work wanting money again. I asked her why she didn’t ask her man. She said something I don’t remember but with me being at work and the risk of getting caught upped the anti. She was wearing this flimsy baby doll dress that always made her look so damn sexy and the skimpiest of panties underneath. She lifted her dress and the tiny little triangle didn’t cover her pussy completely. It made my dick hard knowing someone could have walked in and seen. The thrill of getting caught and me knowing she was the type that liked the thrill also. I have written other stories about her in the past. Made the situation fun and sexy.
I made a deal with her, if she gives me a quicky right now but next time she has to do more. I will go into that later she agreed and lifted up her dress and bent over. I pulled her panties to the side and fucked her from behind. She had a quick orgasm and I smacked her ass a few times and she came again. I told her to turn around and clean my dick with her mouth and she did. I pushed her against the wall and lifted one leg and fucked her against the wall and came inside her pussy. Since her panties didn’t cover her pussy, as I was giving her the money someone walked in. I talked with the customer for about five minutes and I looked at her and she gave me this unsaid Q to look at her leg. When I did, I seen my cum dripping down the inside of her leg. It was hard for me not to smile and give it away.
Back when we were married, we loved to go to the strip clubs together and watch the strippers dance. We would go home and she would put on a personal show for me and then fuck afterward. She was a wonderful and sexy dancer. I absolutely loved it. Since we were divorced, I didn’t get that any more. So, the next time she came to me wanting money, the dance and fuck was what I wanted for the extra.
It was early in the day I was off work. We had already talked about the deal and she agreed so she was at my house at 10am. I had already picked out the music (Kenny Wayne Shepperd Deja voodoo) She showed up wearing my kind of bay doll dress. I put the music on and sat down on the living room couch. She was in my adjoining bedroom. As the music started, she opened the door and wrapped her leg around the door and ran her foot upward and then slinked around int the room. It was so god damn sexy I was ready to start jacking off right then.
As the music played, she slowly got undressed until she was completely naked. She laid on the floor spreading her legs and lifting her legs into the air to the music in this sexy rhythm. Spreading her legs and playing with her pussy to the music. After watching the professional girls dance, she had gotten good at it and was turning me on in a big way. Even though I had seen her naked 100s of times this time it was hotter than hell. She got up off the floor and strattled my legs and was gyrating her hips on me I put my hand on her hips and she was pushing her tits into my face. I was moving my hands to her ass and the then took my hands off as if to say don’t touch me. She stood up and was gyrating her pussy in front of my face and it would barley touch my lips from time to time. I stuck out my tongue but when I did she grabbed my head and pushed it back just far enough that I couldn’t touch her pussy.
She then got down on the floor in front of me and started undoing my pants and pulled out my dick. At that point the song was over and she started sucking my dick. I pulled down my pants and took them off and she turned around on all fours and backed up to me as I sat back down on the couch. She backed up till my dick entered her pussy and we fucked like that for a short while. I put my thumb into her asshole and was fucking her ass with my thumb as my dick was fucking her pussy. I pulled my thumb out and wet it really good with my saliva and lubed her ass and got it lose. Without having to say anything she knew what to do next. She reached around and grabbed my dick and pulled it out of her pussy then pushed it into her ass and she leaned back and sank my dick all the way into her ass. I just sat there as she done all the work.
She was getting into it and had a few orgasms before she said I need to get off of my knees. I said ok come into the bedroom. I laid her down on the edge of the bed on her back as I stood next to the bed I picked up her feet and put them over my shoulders. I stuck my dick back into her ass and fucked her really good. I would pull my dick out every once in a while, to look at her gaping asshole. After her many orgasms I got on the bed and laid down. She got on top of me and put my dick into her pussy and rode me like a cowgirl. It didn’t take ling until we came together.
There were many more times after that, that she came to me for more money. But I will save those stories for later if this thread continues to be active.

[gramps]

When I was in college I managed an apartment building and a house next door. The guy that owned them also had an office building downtown and I worked there weekends, some evenings, and vacations for some extra money. For managing the apartments and house and collecting the rents I got my apartment for free. The owner told me when I started that he didn't care how I collected the rent as long as the right amount of money went in the bank each month. He winked at me and I knew what he meant!

It was only a couple of months before one of the coed tenants asked if there was any way she could "work off" the rent. I asked her if she knew how to paint. (I had a couple of apartments that needed painting.) She said that she didn't. I asked what she could do and she said "Screw"! So she was the first!

It didn't take long until the word got around and I had more requests than I could handle! I didn't have enough cash to cover them all.

The woman who rented the house was a frequent customer, usually when her ex missed the child support payment. She had a son in high school and a daughter just started college so the money was a little tight. Her daughter knocked on my door one day. When I opened it she said "Hi! Mom sent me over to pay the rent!" She wasn't a virgin but she was very good in bed!

Some how the word also got around that I was bi. I must have mentioned it to somebody but I don't remember it. So, I had some requests from guys too. There was a young couple in one of the higher priced apartments that I had quite a few three-ways with.

It took me five and a half years to finish college, and in that time I seldom got horny!

[Constance Jeanette]

When I was 18 I got a job and moved into my first place, a big house that had been converted into a duplex.. my side was a 1 bedroom, 1 bath with a small living room and kitchen, nothing fancy, but cheap and wasn't a total shit hole.

My landlords lived in the other, much larger side of the house. They were a pentecostal couple in their mid 40s. They had 3 small kids.

One time I was having problems with the hot water heater, so he came over to look at it. It was pretty early in the morning, I caught him as he was heading to work, and as I was trying to get ready for work.

I was still in my sleeping clothes, pajama pants and a white shirt with no bra... You could tell this made him uncomfortable, but I always noticed him sneaking peeks. Turned out it just kicked the breaker, no big deal.

He was always really friendly, his wife on the other hand, I could instantly tell she didn't like me.

As the next few months past, he seemed to get a more and more comfortable around me. If he saw me outside he would make small, etc

Once a month when he came over to collect the rent, he would do a walk-through (per our rental agreement.) He finally got to the point he would stand in the lot room and we'd talk for about ten minutes, and then he'd say everything looked good, and he'd see me next month.

One month I was going to be short 50 of the 400 (only for a couple days) but I knew his wife hated me so I was panicking.

When he came to the door I gave him the 350, and told he I'd have the rest buy the end of the week... And then I was so nervous I started bawling.

He chuckled and said it wasn't a big deal to him. Relieved, I dried my eyes, what about for your wife, will it be a big deal for her?

He stood still a second, thinking over the situation... And I think we both realized it would be a big deal for her. He smiled and reached into his wallet and grabbed 50 bucks out of it and added it to my rent money... And then said, I don't think she'll even notice... I gave him a big bear hug and thanked him, and swore I'd pay him back by the end of the week. He awkwardly patted my back, it's fine, it's fine.

A few days later I had his money, but didn't want to give it to him in front of his wife, so I asked if he would come over and look at my sink... He followed me over and after shutting my door, I told him my sink was fine and gave him back his money, and once again, a big hug and thanked him. This time, instead of patting my back, he rubbed it, in light, broad strokes...

Finally we pulled away from one another. I could tell he wanted more to happen, but that was never my intention.

A few weeks later his wife and kids were leaving for 2 weeks for summer camp. I can home as they were getting the kids in the car. His kids loved me, so I had to say goodbye. Each of them have me a hug before getting in the car. Their mother clearly disapproved, and gave me a dirty look with her arms crossed. As I was walking away to my apartment, he was opening her car door.. I heard her tell her "stay away from that little wh*r* while we're gone!" He just nodded his head and said "I will dear." I was pissed!

A week or so passed and it was time to pay the rent again. When he came to collect, I gave him the rent money and put in my 30 days notice...

He told me he would hate to see me leave, that I was the best tenant he ever had. I gave him another great big hug, pulling my body tightly against his... Like last time, he started rubbing my back, only this time he slowly worked his hands down to my ass, cupping it and pushing me up against his crotch. I could feel it hardening. I let out a loud shy of approval. We slowly grinded out privates into each other's, kind of like dancing.

With one hand pulling me into his crotch, his other slide up my back, under my shirt, and quickly unsnapped my bra. We undressed while walking backwards the counter, nibbling on each other. I quickly gathered kissing on the lips was off limits, as he would dart around to avoid lip to lip contact, but it was never verbally discussed. I just redirected and nibbled on his neck and chest.

By the time we hit the counter I was fully nude. He picked me up and put me on the countertop. At that point he at his shirt and shoes off but still had his pants on. I watched as he slid his pants down, allowing his massive cock free. I have slept with a few guys at that point, with one of them being on the bigger side... But nothing like this.

He was around it 8 in Long and very thick. He was cut and had thick veins covering his shaft, and had a huge mushroom tip. You wasted absolutely no time put it inside me, burying it balls deep right off the bat... Luckily I was already soaking wet and extremely excited, however I still struggled with his size.

There was spread out on top the counter with him long stroking me with all his might... I could feel my body tingling as I was working up to a massive orgasm...

He's starting grunting and I was hoping that he would last long enough to finish me off, but right before I came he pulled out of me, putting his heavy cock against my stomach, sliding it around until he nut it all over me. I grabbed his cock, while he was still ejaculating, and pulled him closer while readjusting his cock inside me.

I could do his fat cock pulsating as he filled me with cum... I wrapped my arms and legs tightly around him lifting myself off counter, and whispered bedroom in his ear.. each step brought me closer to the bedroom... Halfway across the kitchen I broke into a massive orgasm. As he carried me to the bed I had orgasm after orgasm.. you laid me on the bed and we made passionate love for hours and hours into the night, without a single kiss on the lips...

He spent the night, when we woke up in the morning we f***** again. After that he left without taking the rent money. We continue your affair for several rent free months, before his wife found out what was going. She kicked me out and they sold the house and bought another one about 2 hours away..

We would still hooked up once or twice a year, for many many years...

[HDTour]

When I was 35 my first wife died from cancer, leading me to many years of single parenthood. I was also working full full time. So I did not have time for dating and romance.

After a year or two the pent up pressure was driving me to masturbate every night so I could go to sleep. I started picking up hookers near my job for a quicky on the way home. That summer my son went to his grandparents for two weeks , and I took a few days off to go to sunny Miami . That was mid 90s and the hookers in Ft Lauderdale were vitually shoulder to shoulder. And your choice of beautiiful. All that led me to hanging at a strip club in my town where the strippers were, for all intents hookers.

In the clubs in my town there were " VIP " rooms . The stated purpose was "Private dances" which in reality was blowjobs. It became so blatant that when a new girl asked me if I wanted a private dance , I would straight out ask them if they could deepthroat . Eventually all these ladies and I exchanged info and started meeting outside the bars .

I am now too close to 70 for comfort, but still I hear from some of these gals regularly looking to earn a few bucks.
Some of them sadly have passed over the years , but the last two of these ten still call and show up once in a while.