On the drive back home with Tanya I didn’t bring up what happened. If she found out I was getting topless for a client to jack off she would probably kick me out of her house. I would have to keep this a secret between Peter and I even if I was eager to talk to someone about it.
When we got back to the house Tanya was in a rush to get ready. Her boyfriend Dan was coming over again and she wanted to look her best for him. When she stepped out of her room to show me the outfit I was stunned, but not just by her incredible body. She was practically wearing lingerie, a very short mini skirt and a lacy top that barely covered anything. “Are you sure this is the look you want tonight?” I asked timidly, trying not to be judgemental. “This is what Dan likes” she said with a matter of fact tone. “We’re just staying here anyways, so it will be just you and him that see this” she added after seeing my stunned face.
When Dan came over, they went straight to Tanya’s room. Just like the last time they got right to business as soon as they closed the door. “Get on your knees” I heard Dan’s command through the thin walls. As I listened to my friend slurp on her boyfriend’s cock I began to imagine it was me and Peter. I closed my eyes and slowly started rubbing my clit to the sounds. When they started fucking I imagined Tanya’s groans to be mine as Peter thrusted his huge dick into me. I was getting close to cumming when I was suddenly taken out of the moment. “Where do you want it bitch” Dan’s voice said, then Tanya chimed in “all over my whore face.” This was definitely not how I wanted Peter to treat me, and I was quite surprised that Tanya was okay with it. She never struck me as the type to like being degraded. Dan’s groaned and said “that’s it, take it you dirty little slut” and the sounds stopped.
Moments later Dan left in a hurry and Tanya went into the shower. After she sat with me on the couch and we watched a movie together, I wanted to ask her about her relationship with Dan but it felt inappropriate. I just couldn’t hold it in anymore though, “Hey, so what’s the deal with Dan? He seems nice but I can hear the way he talks to you.” I felt a rush of relief that was instantly extinguished when Tanya snapped “you’ve been listening to us fuck? That’s not cool at all.” I tried to stammer out an explanation but Tanya wanted to hear non of it. “It’s my business and only my business what I do in my bedroom. You’re lucky to be staying here in the first place!” she shouted. Tanya stormed out and went back to her bedroom.
After that night Tanya and I’s friendship was different. She didn’t hang out with me nearly as much and now she was expecting me to pay for food and rent. The money that I had just earned was now down to a couple crumpled 5’s and some change. It seemed to take forever before I was able to go back to Peter’s, I was really looking forward to it. I put on a little more makeup than usual and curled my hair in hopes of turning Peter on. It wasn’t just for the money either, I really liked Peter and I wanted him to know it.
My last 5 dollars was spent on gas money for Tanya. When I entered Peter’s house he was in the living room completely naked. He looked a little unsure of himself, like he was wondering if it was okay for him to do. I pulled off my shirt to let him know I loved what I saw and walked over to him with my tits bouncing. Knowing he loved my big tits I started shaking them and rubbing them. Soon his dick was hard and he was jacking off, “you want a hand?” I asked reaching out to hold his cock. I grabbed onto the long shaft with both hands pushing my tits together. With each stroke of his cock they jiggled, I could tell he was loving every second of it.
After about 10 minutes of not being able to make Peter cum my hands started getting tired. That’s when I remembered something from highschool. One of the boys that teased me would always talk about wanting to tittyfuck me. I’d never done it before but it seemed like something Peter would love. “Do you want to tittyfuck me?” I awkwardly asked. Peter’s eyes lit up “that would be amazing” he said. He leaned me back against the couch and laid his dick between my tits. With my tits pressed together around his cock he pumped away until without warning shot a huge load of cum. As it dripped down my neck he reached for a towel for me to clean up. After I was finished he handed me some cash, “Next week my wife is back in town, so make sure to dress professionally” Peter said.
On my ride home with Tanya, I couldn’t help but feel a little dirty after what happened. I didn’t even do any work for Peter, the money I got was in exchange for making him cum. I felt like a prostitute, I had to say something to Tanya. “So, Peter’s been umm” I started, then luckily Tanya finished for me “Fucking you?” She said matter of factly. “No, but I did give him a handjob today” I replied with shame in my voice. “That’s pretty good money for a handjob” Tanya said, “You should see the kind of stuff Dan has me do for that much.” Reality suddenly hit me, Dan wasn’t her boyfriend. Dan was a client.
My head swirled with a mix of shame and confusion, there were so many questions I had. When I showed up to clean, did Peter know it would end up with me making him cum? When Tanya used to clean for Peter, did she give him handjobs too? Or was it even more? The worst realization of all was that what I thought was a maid job was no more than discreet prostitution.
The next week I went to Peter’s house and the whole atmosphere had changed. Now his wife Nina was there, and neither of them paid much attention to me. As I cleaned I couldn’t help but feel a little jealous of Nina. She was tall and thin with glasses and had beautiful legs, but most importantly she had Peter all to herself. Her tits were almost non existant, it was easy to see why Peter got so excited to see mine. After a day back at Peter’s place the shame I had earlier in the week had dissipated. It got replaced with a resentment towards Nina.
When I finished cleaning Nina handed me $40, it was practically 10 percent of what I had been earning. That week was a struggle, I could barely afford to eat, let alone pay rent. Luckily Tanya gave me a pass, and told me I could pay her in later in the month. Unfortunately the next week was more of the same, I would clean and they would both ignore me. Another $40 and another week of barely scraping by.
One night while Tanya was out with friends I heard a knock on our door. I opened it to find Dan with a friend, both were pretty drunk and looked like they just came from a club. “Is Tanya in?” Dan asked while his friend stared at me blankly. “No, I think she’s gone for the night” I replied while both men pushed their way in. “There was just a bunch of stuck up bitches tonight” Dan said before taking a seat on the couch. “We need to get our dicks sucked” Dan laughed, his friend chimed in saying “what about her? Didn’t you say this one was working too?” I felt a bit offended at first but then Dan added “no, this one’s too good for it. She’s just like the bitches tonight” slurring his words. Now I was offended that he would compare me to one of these “bitches” that were turning them down. “Listen” I said “you’re going to have to leave” I told them. Dan started digging in his pocket completely ignoring me, “500 a peice” he said holding out a wad of cash.
I looked at the thick handful of bills and asked “500 dollars each?” Dan smiled, “that’s right, but you can’t act like a stuck up bitch about it.” The thought of $1,000 was really tempting, but I also wasn’t sure exactly what it would entail. “What do I have to do?” I asked. Dan replied, “whatever we tell you.” There’s no way I was going to agree to that, I barely knew these guys and for all I knew they wanted to fist my ass or something. “I’m sorry, but I just can’t” I asserted, but then stupidly added “not for a thousand dollars”. The men saw this as an opening, Dan’s friend counted out a few more bills. “How’s $1,500?” He asked. Although it was a lot of money I still didn’t want to offer myself up to them. “$2,000” Dan’s friend said. As the number went higher the men would surely want their money’s worth out of me. If I was going to accept, it would have to be soon. “$2,500” the friend said. “Okay, I’ll do it” I relented.
The next thing I knew I was topless on my knees while Dan and his friend took turns pushing their half soft dicks as deep as they could go down my throat. The two of them barely even acknowledged that I was more than a hole. As they passed me back and forth Dan’s friend said “I bet those bitches at the club would have sucked cock for $2,500.” Dan replied “naw, those girls are from the city. If you want to get a cheap fuck you get the bitches from a small town.” I felt awful knowing how little they respected me. It was made all the worse by the fact that I just continued letting the two of them use my mouth. “I get to go first” Dan told his friend, the two of them argued for a bit. The friend complained about not wanting Dan’s “sloppy seconds” but Dan eventually won. “It’s not like I’m going to cum in her pussy, who knows this bitch could be trying to get pregnant. I don’t need a bitch asking me for child support.” Dan told the friend.
Dan bent me over the arm of our couch and fucked me hard from behind. It would have frlt amazing if it weren’t for the fact that he kept on calling me a slut and slapping my ass. With each sting I felt from his palm I felt more and more like a whore. Knowing that they were both loving every minute of demeaning me was bad enough, but the fact that I agreed to this for money made it hard for me to resent them. Every time he called a whore I believed it a little more each time.
It didn’t take long before Dan’s friend was in front of me with his dick out. “Don’t just look at it, put it in your damn mouth” he said. With my mouth around his dick the two of them pound away at both ends. They switched back and forth a few times, trading my mouth for my pussy. Dan slapped my ass hard and pulled out, “okay bitch, it’s time to get on your knees and take some cum” he announced. I did as he asked without really thinking about what he meant. “Tell me where you want that cum whore” Dan urged as I looked up at the two of them jacking off. I froze, it was now time for my final initiation into being a whore. “On my face” I said meekly. “Say it. Say you want us to cum on your whore face” Dan said. “I want you to cum on my whore face” I said, parroting the words I had heard Tanya say through the wall.
Dan and his friend not too far apart shot cum all over my face. With my eyes closed and the feeling cum slowly sliding down my forehead I heard the two men bucking up their pants. “Can I get a towel or something?” I called out to the men, “not until we get a couple of pictures of this masterpiece” Dan’s friend laughed. I panicked and tried to open my eyes despite the cum that dripped over them. It was no use though, their phones were out snapping pictures already. I was now officially a whore.
Source: reddit.com/r/Erotica/comments/sgrcz2/working_girl_chapter_2_big_titssex_for