Helped A Friend Blow An Older Guy For Money
About 25 years ago my high school bestie Paula and I used to talk about sex all the time, although we hadn't done much yet beyond a couple blowjobs. But we trusted each other a lot and had been friends for years so we counted on each other for sharing secrets and thoughts, including sometimes seeing and talking about each others' bodies.
We often looked at sex stuff online, including chat, and would tease guys who were looking for sex or porn there, Then one day Paula showed me that an older man, John, had offered her $200 out of the blue for a blowjob. Well, sort of out the blue, she had been chatting about oral sex and revealed her age on the chat board, though this was before it was easy to send pictures on the internet so he just trusted that she was as young as she said. He actually shared enough information that we could find out on our own who he was and where he lived. He was an English professor at a Catholic college in our city, which was somewhat surprising but he confessed to her that his ex-wife wasn't very sexual, and he wasn't wrapped up with the moral views of the college. He was fair looking and had a nice house, so clearly he had the money, and a lot to lose if we turned him in. Still, Paula was cautious about going to his house to do this, given her age, so she wanted me with as her wingman. She said she could use the money, but was just as excited about the idea that someone would pay her for this just because she was young. I'll admit we weren't the most gorgeous girls, but some guys just like young ones no matter what they look like. He said he had never done this before but felt he deserved it, and couldn't think of anything better to do with his hard-earned money. We talked about it for just a few minutes while we looked up what we could learn about him, but I quickly agreed, and he accepted the proposal that I come along just to keep Paula safe.
We soon got directions and made excuses to our families about going out for fun one evening. We drove into his upscale neighborhood and knocked on his front door, wondering if anyone was watching, but John quickly let us in. Paula and I were definitely both nervous, and I think he was too but if so he hid it better. It was what you'd expect; a very nice house with lots of books and pretty décor. He offered some snacks and drinks which we took just to set ourselves at ease. But soon Paula said we can't stay all night, so should we do this? He quickly agreed and led us into his living room where he wanted it done. He had talked earlier about what he wanted and he set us up for exactly that: he first handed me the money, then stood in the middle of the room on a plush rug while Paula kneeled in front of him on it, and I sat on a couch off to the side, just watching to make sure he didn't try any funny business like r****g her. He was fairly tall but Paula was extremely skinny, so she looked pretty tiny in front of him. We all kept on our clothes until John unzipped his pants and pulled out his very hard cock. This too looked pretty big next to her face, as we were used to 15-year old cocks in our limited experience, though it was probably average for an adult. Paula started licking the head but he quickly wanted her to suck him deeper as he touched her hair and head, staring intently at her the whole time with just an occasional side glance at me. Again he had described in advance that this was exactly how he wanted it and he followed through with what he had said, as did we. I had never watched Paula suck a guy off before though we talked about what it was like with each other. It was actually pretty cool to watch her do that, though I was mostly trying to keep an eye on him and his reactions. He kept praising her and thanking her, saying how wonderful it was and how much he missed this and how beautiful her face was and how hot and sexy her mouth felt,. She didn't respond much but just kept on sucking while she held his legs for support and mostly kept her eyes shut or just stared straight ahead, she later said she was nervous and just wanted to finish it as quickly as possible so she was completely focused just on his dick. Well about 10 minutes later he said he was going to cum and started gasping and grunting as he finished in her mouth. It was weird seeing this prim, proper, well-dressed professional man acting like an animal led by this powerful instinct, as he put it in his own words. Paula told me she had just swallowed cum once before, but this was more than that first time so she almost chocked but kept steady enough while he finished. He then pulled out but asked to rub it on her face, she said he could so he stroked her cheeks for a few minutes with his dick, which stayed hard for a while. Finally it got soft and he tucked it away, again thanking us both profusely and saying what an amazing experience we gave him which made us so special in his eyes. We stayed a few minutes to talk but then Paula again took the lead and said we needed to go home. He said he hoped we enjoyed it and felt safe, and would love to see us again.
We talked about this when we were alone for several days, both saying we were glad it went so smoothly. But of course John soon wrote back and asked if we could come by again, together or alone. Well, in short we did it once more together, this time he went a little further and pulled on Paula's head while talking really dirty to her, which was again weird seeing this guy who knew all kinds of sophisticated language being so coarse, but he explained that he need to release this dirty side of him as well as releasing his load of cum. We hung out for a while and eventually he offered another $50 just to fuck my mouth, and figuring he couldn't cum again I eventually agreed, but after about 20 minutes I found out he could, at least after he started pumping my head too, though there wasn't too much cum so it didn't bother me. He said he wasn't sure he would cum again either, but since he did he gave me a full $200.
Finally we got together a third time when he just paid us $100 each to cum on our faces while we just sat and watched. That was a little more disgusting, but easier work. Then he said he couldn't afford doing this much more so we stopped hearing from him. A year later I needed some cash so I dropped him a line but he said he wasn't interested anymore, and that was it.
