I went back and saw the anal hooker again this past weekend. As I already mentioned, it’s rare for me to find a woman that will do anal. I texted her and she was available, I drove over to a different hotel this time. She told me she had to switch as the previous place raised the rate for the weekend, so she moved to a cheaper one. I personally don’t mind a cheap hotel as long as it’s relatively safe.
I texted and let her know when I had parked. As I approached her room the door opened and I could see she was on the phone. She put her finger up to her lips and made the “shhhhh, quiet” signal. I motioned that I understood. I put the money down on the dresser and pointed to it, she gave the thumb’s up as she continued with her phone conversation. I started getting undressed. When she saw that she also started taking her clothes off. I sat down on the edge of the bed and started jerking myself a little. I didn’t think she saw me as she was over near the bathroom, but she must have, she walked over and stood in front of me so I leaned forward and started kissing her breasts very quietly. I looked up at her to make sure it was all good. It was. It was great, while she talked on the phone I groped, caressed and gently squeezed her tits and kissed and sucked on them. I loved it. I loved that I could do that while she was on the phone.
Eventually I got up, my cock hard now, and stood behind her. I wanted to just rub my cock on her ass for a minute and reach around and grope her tits from behind. While I did get to do that for a minute, she took it as a signal I was ready for ass sex. She knew from last time that’s what I wanted. She was still having a serious conversation on the phone, but she squirted a little lube on her finger and rubbed it against her ass and got in the doggy style position on the bed. I was loving this. Here she was on the phone as I stood there with a hard cock, about to just slip it in her ass. No blowjob starter, no pussy sex first, just straight to anal.
I leaned forward and slowly and quietly pushed my cock in her ass. She was still gabbing away on the phone as if nothing was happening. I kept pushing until I was in as far as I could go. It felt so tight and smooth, just beautiful. In and out of her asshole I pumped. I loved it. I honestly didn’t mind groping her while she was on the phone, and I certainly didn’t mind ass fucking her while she was either. It was like she was doing her thing and I was doing mine. I felt totally free to be myself. But she eventually ended her phone call. We switched to missionary and again I slipped it into her ass. It was great watching my cock going in and out of her ass, staring at her titties shaking a little as I did.
I pulled out and stood and started stroking my cock. She stood next to me, leaned in and started sucking one of my nipples. I placed her hand on my balls and continued jerking my cock. She gently squeezed my balls as I jerked, it felt amazing. I had one arm around her while I jerked with the other. It all overcame me quickly and I started spurting cum on the floor. I loved seeing it hit the floor, I even loved the sound it made when it did. She continued squeezing my balls as I jerked out all the semen. I kept going until I got it all.
We cleaned up and I tipped her generously. She said she was leaving town as the hotels were too expensive. I was really hoping she’d stay one more week, but I know how it goes. I told her to make sure she texts me when she comes back. If she lived here I’d likely see her every weekend. She’s easy to get along with, friendly, submissive and does things most others will not do. I always make sure I treat her with respect and tip really well.
I saw one of my favorite hookers today. A petite asian woman in her late 30's or possibly early 40's. I had seen her a year ago and discovered she did anal. I ended up seeing her 3 times in a week because of that. I asked her to text me if she ever came back my area again. Well, she finally did. Took almost a year.
I made plans to meet her and drove over to her hotel at the agreed upon time. I could not stop thinking about doing anal with her again. I rarely find women who will do that, and this one does it with no issues. I arrived and headed to her room. She looked better than when I had seen her a year ago. Rght away I was able to stand behnd her and reach around and fondle and grope her tits. They are not big, and they are not even medium. They are smaller, but they are gorgeous. And incredibly firm. My cock started to grow very hard and I pressed against her ass.
She dropped to her knees and put my cock in her mouth, fantastic. It was a very aggressive BJ, a bit rougher than I usually like, but it was very good. Eventually she got on all fours on the edge of the bed. I approached her from behind and pressed my hard cock against her asshole. I slowly pushed in. My cock was inside her ass, I keept pushing until it was all the way in. I loved that she was so submissive. I loved that I could go straight to anal, skipping pussy sex. Head, then straight to her ass. Perfect. I loved being in the hotel room in the middle of the afternoon with my cock in her ass.
She would let out quiet moans the entire time as I continued methodically pumping my cock in and out of her ass. Eventually I pulled out and she dropped to her knees again and took my cock in her mouth. I could feel it welling up inside me, she sucked harder and it was all to much for me, I started to spurt my semen in her mouth. She never broke her pace, she kept suckng as I continued unloading my sperm in her mouth. She waited until she had extracted nearly every last drop, then stood up. I stroked and got out another drop of spunk which dropped to the floor.
We cleaned up and she gave me a massage for a little. She's in town for 2 more weeks, I may try and see her again tomorrow if I can.
