If you hate it when women fuck anyone but their boyfriends or husband, you'll hate this story. Do everyone a favor and move on. Everyone else, enjoy!
Nobody's perfect... I'm certainly not. The mistakes I've made in my life... hell, the willfully bad choices I've made that I knew I'd regret when I made them... that I later regretted... is an uncountable list. And maybe because of going through a few too many hard knocks of my own, I'm a little more lenient on my friends who fuck up. We all fuck up. My girlfriend Tiffany was a total fuckup when we first started dating. She was a stripper during her college years-but failed to graduate of course... People are broken, man... at least where I grew up-where I live today they are.
Tiffany and I had known Michael independently of each other for several years. Although he's not solely responsible for us hooking up and then dating, the fact that we had Michael in common gave us something to talk about, someone else to connect through... so we both wanted to help him when he told us of his latest financial problems and probably big-time fuckup over dinner the other night.
"So after she reschedules on me like three weeks in a row, right, and I've rented studio space two times... then the car accident and then my mom's hip on top of it all. They say lightning doesn't strike twice but I think I just caught a few lifetimes of it in one month." Michael said, summarizing his recent string of bad luck.
Michael is a freelance photographer, which is an awesome sounding way of saying he doesn't have a regular job, and would rather go through the feast and famine of pounding out a living with his camera and occasional paid gigs than work a 9-5 job in the mall or in a cube or someplace like the rest of us. Lately he had been shooting weddings and corporate outings and stuff like that for his "respectable money" but also shooting nude models and things for adult websites, local strip clubs, and everything around the edges he could find.
And of course, it was the "everything around the edges" part of that world that got him in the most trouble-to the point he ended up owing some pretty shady guys about $5,000 which may not sound like a lot to you-but it's a lot when you make a few hundred here and a few hundred there on most gigs and you live where rents average $2,000 a month for an apartment anywhere near the city.
So here he was telling us he was worried they'd take his car or hurt him or his mom in some way-his face and body language told me he was really afraid of this part, even if his words said otherwise-if he couldn't get back ahead of what he owed. The silver lining in his sky full of grey clouds was he had finally gotten some regular paid work out of a content provider in Eastern Europe. They paid for model-released High-Quality images and video that they would then sell to website operators, magazines, etc. in Eastern European countries.
Michael was in charge of finding models to work with, locations and/or studios at which to shoot, getting the release paperwork done, etc. but if he did, he could charge a higher fee than if he were just a contract photographer working in house. Risk, meet reward. In an attempt to gain a higher payday and take on new kinds of work, Michael had overextended himself...
He had solicited models through craigslist, rented studio space, and stupidly-very stupidly-paid two of the models up front for the set. The moment they had the money, the problems began... the car was broken, and they couldn't get to the studio... he expensively rescheduled. They were sick on the day they rescheduled... they rescheduled again... before you knew it, Michael was behind almost $2,000 and then the transmission on his car broke and he was almost another $2,000 in the hole by the time his mom had her accident. And oh yeah, to finance all of this and his new camera, he borrowed money from these Russian guys he knew from his shadier days as a "private driver." I never wanted to know about that part of his life. It was best I didn't know. The money seemed easy, the danger seemed low... like I said, people are fuckups.
The website operator began asking if he was going to provide pics or not and that's when he melted down to us. I don't think he was explicitly asking us for help... not on the money front, anyway. We live in a trashy one-bedroom apartment in a cheaper part of the city-it's not like we've got three months' savings in the bank and a 401(k)-we lived check to check like many others. But when my beautiful, black girlfriend Tiffany said, "wait-you just need some nudes to send to dig out of your hole?" we both looked at each other and knew we could help.
As I mentioned, Tiffany was a stripper back in the day... she wasn't a prude or self-conscious at all and I didn't mind guys seeing her nude then-fuck I loved it. If you ever get a chance to date a stripper with an absolutely banging body like my gf who isn't coked up and crazy, grab her. Trust me... a beautiful woman comfortable in her own skin is a godsend-as long as she's not batshit crazy like you know... most strippers. Okay, so non-crazy-stripper is a small pond to fish in but if you land one, hoo boy!
Anyway, after getting the nod from me, Tiffany said with a smile and a laugh to our friend, "I'm not in shape like I used to be, but you know... I could model for you, Michael, if it will keep your legs attached to your body."
Michael, whose face was buried in his hands to that point, looked up like she had just thrown a life preserver to a titanic passenger in the sea and said, "Y-you would?"
Tiffany shrugged and said, "Do you know how many people have seen me naked right here in this city? Shit, I'm not worried about some horny Czechs spanking it to me if it will help you out of your problem."
Michael smiled and thanked us both several times, but then his smile turned and he said to Tiffany, "I... I just can't. I can't ask you to do it... these aren't high art nudes, Tiff... men want to see you as a sex object you know? Wank material."
Tiffany and I looked at each other again to confirm if we were still on the same page and she said to him, "Hey look, I know porn sites need to spice it up a bit... Michael, if I can help you out of this, I'm offering to do so."
Michael looked at me, looked at Tiffany, and said "Okay... you don't know what it will mean to me if you actually come through here... I could get out of debt and actually get ahead... it would mean a lot to me."
He asked me if I wanted to be there for the shoots-but I couldn't. With Tiffany and I on opposite shifts at the moment, either she'd be working or I'd be working... we didn't have any free time together during the days and he needed to shoot when he could utilize natural light for many7 of the shots... Tiffany said she felt safe with him anyway and knew he'd be as professional as someone can be with a fine-ass black girl's titties in his face. Her attitude and levity on the whole scenario made him seem much more at ease... he left in a way better mood than when he showed up and Tiffany and I felt like we could really help dig him out of big trouble.
The sex we had the next two nights was super hot... Tiffany and I talked about her being alone with Mikey, stripping for him... we talked about what "spicing it up" might mean... she knew all of those things were fantasies of mine... my only requirement is that I got pics and videos of whatever happened and that she'd tell me about it when we saw each other that night. As she sucked my dick both nights she'd ask if I'd be okay with it if he lost control and made her suck him off... I came in her face both times as we talked about the possibilities...