JohnnyPunter
Well-known member
After my first successful attempt at finding a sugar baby, even though I only saw her twice, I decided to try again. I was browsing the site one evening and a new profile appeared (or maybe she just reactivated it). She was in her mid to late 20s. We discussed things briefly on the Sugar Daddy Meet, then we moved to WhatsApp. She was asking for $500 for a meetup. She said she wasn't that fussed on how long it took, but probably 1-2 hours, enough to leave me satisfied. Sometimes it's hard to discuss time with sugar babies, in other words, how long they are going to stay with you for. Because don't charge per the hour like escorts do. And a lot of them don't want to feel like they are escorts either. They just stay until the job is done, pretty much, maybe a bit longer if they like you and establish a connection with you. This can be a little frustrating if you are used to seeing escorts like I am, as you want to make sure they are going to give you an adequate amount of sex.
She only had a couple of photos on her profile and she was wearing glasses to be incognito, and it didn't really show her body or anything. But she looked decent in the photos at least. But the thing that really captured my interest was all the dirty talk we engage in over the website and WhatsApp. In particular, she said she loved sucking dick. I still have the WhatsApp conversation on my phone, she said, "I give great blowjobs, they're kinda my thing". And all the things that go with it. She was also into choking and spanking. Her only rule was no anal stuff, and she wanted to use a condom for sex, but raw BJ was okay. I asked her if she is okay with facials, and she said she doesn't really like them as they made her feel degraded. She offered to let me cum on her tits. I told her it was kind of a deal breaker for me, not being able to cum on her face. So she reluctantly agreed. I guess she really wanted that $500!
The whole thing moved pretty quickly. I think we were meeting up a mere day or two after the first message I sent her on SDM. On the day we were supposed to meet, I started getting cold feet, mainly because I had only seen two photos of her and wasn't too sure what she looked like. So I got her to send me a fresh body shot. To be honest, it was a little disappointing as she was fatter than I was expecting. I think she could sense my hesitance. So she sent a photo of her tits and started talking dirty again to reel me back in. So I figured, what the hell, might as well. I cleaned my bachelor pad and bought a bottle of wine for us to drink and waited for her to come around.
Then she arrived on the street and sent me a message. I went out to meet her... oh, shit! She was short, but still quite a bit fatter than I was expecting. She was far from the petite little sugar baby I was hoping for! Instead, she was more like a sugar plumper! She was a white girl with brown hair and blue eyes. Oh fuck! I invited her in, despite being disappointed. I wasn't totally sure I wanted to go through with the booking, let alone blow $500. In my lounge, we sat on different couches, and I had poured each of us a glass of wine. We made conversation for quite a while, at least 30 minutes. Talking about work and whatnot. I wasn't totally sure I wanted to do it. But the longer we talked, the more wine I drank. She had half a glass, if that, and I had the rest of the bottle.
The more wine I drank, the more my standards lowered. Then I figured, well, she's here now... and besides, I was getting bored of talking. I just asked her blunt, "So do you want to come over here and suck my cock"? She said something along the lines of "Wow, that's quite forward... Okay then". So she stood up and put her hair up with a hair tie and walked over to me and got down on her knees in front of me between my legs. I had dropped a lucky blue pill before the booking, so my cock was already rock hard, even though it took me a while to get into the mood. I stood up, pulled my shorts down and my cock flung out in front of her face. Her eyes were fixated on it. Then I threw my shorts to the side and sat back on the couch with my hard cock dangling in front of her. She lifted it up with her hand then leaned forwards and took it into her mouth.
She then proceeded to give me a long marathon of a raw blowjob. There was a lot of eye contact and it was clear she was enjoying herself, which is something you rarely experience when seeing escorts, but something that is common with sugar babies. I pulled my cock out of her mouth and slapped her face with it a few times. She closed her eyes when I did so, then greedily caught it with her mouth to suck it some more. Then she pulled her top down to expose her breasts, which I played with occasionally. She had claimed they were DD cups, but they were probably only C cups in reality. Occasionally she would deep throat herself on my dick and take me in right down to the base. She literally worshipped my cock for about 20 minutes. Then I suggested we fuck, so I put a rubber on.
She took the rest of her clothes off but kept her top pulled down around her stomach to hide it. Then she got on the couch in doggy position, resting her upper body on the armrest. Like I said, she was fatter than I was hoping. It was alright when she was on her knees, prostrated before me, sucking my dick as I only really focused on her face and tits. But now I had her bent over the armrest of the couch, her body was on full display. She had a bulge around her waist. And her arse was big and fat, in fact, it was fat enough that it almost appeared her arse had an arse of its own. Being the rotten, sick degenerate fuck I am, this didn't stop me. I assumed the position behind her, slipped my cock in her fat, wet pussy and began to thrust away. She was already decently wet from all the excitement and from enjoying my cock. I proceeded to pound the shit out of her fat ass for quite some time. Unfortunately, I got cramp and had to stop briefly, but persevered and continued to pound away. It was probably the hardest she had been fucked in quite a while. To be honest, I think she was enjoying it more than I was.
Then eventually, I was ready to finish, so I rolled the walrus over on my couch and straddled her. Her fat gut was like a cushion I could sit on. She started giving me a handjob, which wasn't particularly good, so I took over and jerked myself off while playing with her tits. She was probably hoping I was going to cum on her tits, but I was paying a premium $500, so I wanted something more for that. So I shuffled up a little further and exploded all over her face. There was a lot of cum, and I had definitely hit the target. As soon as I did, our eyes locked and then all of a sudden her expression changed to one of anger and outrage. I will never forget that expression. Even though we had agreed to it beforehand, she was angry that I had just degraded her by cumming all over her face! Maybe it's because she didn't like the slight smile I had on my face when I did it. I just tried to keep a straight face and acted all innocent and like I was surprised myself, as if I hadn't meant to do it. This of course wasn't true. I was very pleased I degraded her and dominated her by shooting a massive load of thick sticky cum on her face lmao. Then I jumped up and grabbed some wet wipes so she could clean herself. There was so much cum I had to get her a towel as well.
Then we sat and talked some more, and I kept drinking the wine. She talked about how she recently broke up with her boyfriend, and that she thinks he was secretly gay LOL. She said he was obsessed with her feet, so any foot fetish stuff turned her off now. Then after 15-20 minutes of chatting I had recovered so we decided to go another round. She got down and sucked and deep throated my cock again and she was really into it. In fact, she was doing it so hard it almost hurt as she rammed her face into my cock, taking it into the back of her throat. Then I fucked her doggy as she was bent over the couch armrest again. I rolled her over again and this time I tried to cum on her tits. I jerked myself off for 10 minutes, but I just couldn't get myself to cum. To be honest I think it was because I wasn't particularly attracted to her, but maybe it was the wine as well. So I gave up.
We sat there finishing the rest of the wine, with me drinking most of it. I gave her the $500, and then she left. I noticed she took her profile off SDM shortly afterwards. I think she was hoping it would be a regular thing for her, and maybe even that it might lead to conventional dating. But she wasn’t really my type, so that was never going to happen. I felt like she probably wasn’t worth the $500. The next day my cock was very bruised and sore from all of her deep throating and cock worship.
She only had a couple of photos on her profile and she was wearing glasses to be incognito, and it didn't really show her body or anything. But she looked decent in the photos at least. But the thing that really captured my interest was all the dirty talk we engage in over the website and WhatsApp. In particular, she said she loved sucking dick. I still have the WhatsApp conversation on my phone, she said, "I give great blowjobs, they're kinda my thing". And all the things that go with it. She was also into choking and spanking. Her only rule was no anal stuff, and she wanted to use a condom for sex, but raw BJ was okay. I asked her if she is okay with facials, and she said she doesn't really like them as they made her feel degraded. She offered to let me cum on her tits. I told her it was kind of a deal breaker for me, not being able to cum on her face. So she reluctantly agreed. I guess she really wanted that $500!
The whole thing moved pretty quickly. I think we were meeting up a mere day or two after the first message I sent her on SDM. On the day we were supposed to meet, I started getting cold feet, mainly because I had only seen two photos of her and wasn't too sure what she looked like. So I got her to send me a fresh body shot. To be honest, it was a little disappointing as she was fatter than I was expecting. I think she could sense my hesitance. So she sent a photo of her tits and started talking dirty again to reel me back in. So I figured, what the hell, might as well. I cleaned my bachelor pad and bought a bottle of wine for us to drink and waited for her to come around.
Then she arrived on the street and sent me a message. I went out to meet her... oh, shit! She was short, but still quite a bit fatter than I was expecting. She was far from the petite little sugar baby I was hoping for! Instead, she was more like a sugar plumper! She was a white girl with brown hair and blue eyes. Oh fuck! I invited her in, despite being disappointed. I wasn't totally sure I wanted to go through with the booking, let alone blow $500. In my lounge, we sat on different couches, and I had poured each of us a glass of wine. We made conversation for quite a while, at least 30 minutes. Talking about work and whatnot. I wasn't totally sure I wanted to do it. But the longer we talked, the more wine I drank. She had half a glass, if that, and I had the rest of the bottle.
The more wine I drank, the more my standards lowered. Then I figured, well, she's here now... and besides, I was getting bored of talking. I just asked her blunt, "So do you want to come over here and suck my cock"? She said something along the lines of "Wow, that's quite forward... Okay then". So she stood up and put her hair up with a hair tie and walked over to me and got down on her knees in front of me between my legs. I had dropped a lucky blue pill before the booking, so my cock was already rock hard, even though it took me a while to get into the mood. I stood up, pulled my shorts down and my cock flung out in front of her face. Her eyes were fixated on it. Then I threw my shorts to the side and sat back on the couch with my hard cock dangling in front of her. She lifted it up with her hand then leaned forwards and took it into her mouth.
She then proceeded to give me a long marathon of a raw blowjob. There was a lot of eye contact and it was clear she was enjoying herself, which is something you rarely experience when seeing escorts, but something that is common with sugar babies. I pulled my cock out of her mouth and slapped her face with it a few times. She closed her eyes when I did so, then greedily caught it with her mouth to suck it some more. Then she pulled her top down to expose her breasts, which I played with occasionally. She had claimed they were DD cups, but they were probably only C cups in reality. Occasionally she would deep throat herself on my dick and take me in right down to the base. She literally worshipped my cock for about 20 minutes. Then I suggested we fuck, so I put a rubber on.
She took the rest of her clothes off but kept her top pulled down around her stomach to hide it. Then she got on the couch in doggy position, resting her upper body on the armrest. Like I said, she was fatter than I was hoping. It was alright when she was on her knees, prostrated before me, sucking my dick as I only really focused on her face and tits. But now I had her bent over the armrest of the couch, her body was on full display. She had a bulge around her waist. And her arse was big and fat, in fact, it was fat enough that it almost appeared her arse had an arse of its own. Being the rotten, sick degenerate fuck I am, this didn't stop me. I assumed the position behind her, slipped my cock in her fat, wet pussy and began to thrust away. She was already decently wet from all the excitement and from enjoying my cock. I proceeded to pound the shit out of her fat ass for quite some time. Unfortunately, I got cramp and had to stop briefly, but persevered and continued to pound away. It was probably the hardest she had been fucked in quite a while. To be honest, I think she was enjoying it more than I was.
Then eventually, I was ready to finish, so I rolled the walrus over on my couch and straddled her. Her fat gut was like a cushion I could sit on. She started giving me a handjob, which wasn't particularly good, so I took over and jerked myself off while playing with her tits. She was probably hoping I was going to cum on her tits, but I was paying a premium $500, so I wanted something more for that. So I shuffled up a little further and exploded all over her face. There was a lot of cum, and I had definitely hit the target. As soon as I did, our eyes locked and then all of a sudden her expression changed to one of anger and outrage. I will never forget that expression. Even though we had agreed to it beforehand, she was angry that I had just degraded her by cumming all over her face! Maybe it's because she didn't like the slight smile I had on my face when I did it. I just tried to keep a straight face and acted all innocent and like I was surprised myself, as if I hadn't meant to do it. This of course wasn't true. I was very pleased I degraded her and dominated her by shooting a massive load of thick sticky cum on her face lmao. Then I jumped up and grabbed some wet wipes so she could clean herself. There was so much cum I had to get her a towel as well.
Then we sat and talked some more, and I kept drinking the wine. She talked about how she recently broke up with her boyfriend, and that she thinks he was secretly gay LOL. She said he was obsessed with her feet, so any foot fetish stuff turned her off now. Then after 15-20 minutes of chatting I had recovered so we decided to go another round. She got down and sucked and deep throated my cock again and she was really into it. In fact, she was doing it so hard it almost hurt as she rammed her face into my cock, taking it into the back of her throat. Then I fucked her doggy as she was bent over the couch armrest again. I rolled her over again and this time I tried to cum on her tits. I jerked myself off for 10 minutes, but I just couldn't get myself to cum. To be honest I think it was because I wasn't particularly attracted to her, but maybe it was the wine as well. So I gave up.
We sat there finishing the rest of the wine, with me drinking most of it. I gave her the $500, and then she left. I noticed she took her profile off SDM shortly afterwards. I think she was hoping it would be a regular thing for her, and maybe even that it might lead to conventional dating. But she wasn’t really my type, so that was never going to happen. I felt like she probably wasn’t worth the $500. The next day my cock was very bruised and sore from all of her deep throating and cock worship.