Driving with Uber An Unexpected Benefit Chapter 7
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Driving With Uber - An Unexpected Benefit, Part 9 free porn video
This past weekend was a very interesting one in that it turned out that Klara had come to me and asked that I provide her a punishment spanking as I had given her sister previously. I could tell that it was a tough decision for her to make and I am almost certain that part of it was driven by her sister’s coaxing. After Klara’s spanking I had put her to bed and she had quickly fallen asleep. I had joined Khrys on her balcony and we had a couple of drinks together. I was very pleasantly surprised when Khrys admitted to getting turned on somewhat watching Klara take her spanking and had indicated that she wanted to visit me the next evening after her sister headed back to Milwaukee for a “reminder” spanking.
Khrys sent me a text around 6:00 pm telling me that Klara had just left. She wanted to get freshened up a bit and change clothes. She told me that she would show up around 7:00. I sent her a text back telling her that we would have an omelet for dinner.
Khrystiana got to my place a few minutes after seven. I was always amazed at her style. This girl would look great in sweaty gym clothes! She was wearing a cute flaring mini skirt with a very loose fitting silk type material blouse. I pulled a bottle of Pinot Grigio (which was one of Khrys’ favorites) from my wine chiller and poured us each a glass as I started the omelet. We ate the light dinner on my patio. After some small talk Khrys looked at me and asked me if I remembered what she had told me Saturday night after Klara’s spanking. I laughed as I asked her if she really thought I could forget a request like that. Khrys grinned from ear to ear, stood up and grabbed my hand.
“I really need this tonight. After you left last night, I had coated her bottom with aloe again but her bottom was still pretty warm. I finally got into bed and really had to work at not using one of my toys. But I really wanted to hold off until you could take care of matters.”
Khrys led me to the couch in my living room and pushed me into the seat. She then began a very slow and very seductive strip tease that soon had me very aroused. As she removed each piece of clothing she did a slow pirouette. Khrys was very well aware of how much I enjoyed watching her remove her clothing. After she had removed her panties I realized that she had shaved since her last spanking. She had a very thin line of pubic hair but other wise was totally bare. She came walking over to me. I stood up and took her into my arms and we enjoyed a slow, lingering kiss. She cuddled her face into my neck as I reached down and touched her very naked bottom. I simply loved the feel of her cheeks. As I rubbed, Khrys slowly started grinding into me.
I took her by the hand and led her into my bedroom. I sat down on my bed and Khrys crawled over my lap. I held her close as I continued rubbing her bottom. I simply could not believe I was in this situation. Here I was a guy almost sixty years old with an absolutely gorgeous, totally nude women more than half my age laying across my lap purring as I was rubbing her bottom. Not only that, I knew that she wanted a lot more from me simply rubbing that pert bottom….she wanted me to warm it up and turn it, if not red, definitely pink. I rubbed a couple more times and decided to give my friend what she wanted.
I used light to moderate to fairly hard smacks of that fanny as I did proceed to turn it a very bright pink. Khrys was starting to show the signs that even though fun this spanking was getting serious for her. At that point I decided that another ten to fifteen spanks would finish this spanking. As I concluded, Khrystiana was moving under my hand and moaning softly. I just started rubbing her bottom as she realized the spanking was over. I spread her legs slightly as I rubbed in between her legs and put my finger onto her pussy lips and realized how wet she was.
Khrys reached down and grabbed my hand. She turned and looked at me.
“Uncle Chuck, I want to do this myself and I want you to watch.”
I loved it when she called me Uncle Chuck. In reality, Khrys and I were not related at all. She had been a passenger one day when I was driving for Uber. She asked me to become her “adopted” Uncle.
She then moved off my lap and lay back on my bed with me at her side. I reached over and kissed her and then sat back to watch. Khrys smiled and then positioned herself so that I had a great view of what was going to be happening. Khrys’ hand moved to the moist opening and her fingers slowly started moving into her pussy. I watched as she began to play with herself. I reached down and slowly slipped my hands under her bottom and moved towards her other opening. I touched her puckered entry hole and felt her tense and then she made a low moaning sound. I watched as she quickly moved towards an orgasm. I loved the look on Khrys’ face as she came closer to that orgasm she wanted to reach. She threw her head back as the orgasm took over and shook her to her core.
As she was laying back basking in her orgasm I gently took her hand and removed it from her pussy lips. I replaced her fingers with my lips and inhaled enjoying her musky fragrance. My tongue quickly began to flick away at her growing clit and Khrys grabbed my head and pushed me into her cunt. It did not take long. Khrystiana screamed as she came and then came again.
As I stood up the effect that Khrys was having on me was very obvious and Khrys grinned and beckoned me closer. I did as she asked and was pleasantly surprised as she reached out and unzipped my fly. She had no trouble whatsoever in releasing my now rampant cock. She pulled me close and started playing with my cock, rubbing it back and forth, as she also started to kiss and lick my balls.
“Chuck, I have one more thing that I would like to do tonight. Could you please find my purse for me? I believe it is on the desk in the kitchen”.
I walked over to find her purse and brought it back to her. I could not help but notice the amused look on Khrystiana’s face as she watched my swaying cock. I handed her the purse. She opened it and removed a tube of KY Jelly.
“We are both aware that sex is part of our relationship and also very aware that it is not a big part. Out of the almost two years we have known each other sex has come into play (and I am very happy that it has) only a handful of times. I was thinking of that today even when Klara was around. I thought that sex was going to be part of our evening and I decided to ask you to add another element that so far we have touched on but have not explored. I want you to take me in the arse. I want to feel you enter me there and grow and let me experience you cumming in my ass. Will you do that for me? I want this but I would understand if you do not.”
My wife and I had played this way early in our marriage but it was not something that she enjoyed. So we had backed off. Before we were married a couple of my girlfriends had, as I had, wanted to see what anal sex was all about and generally I had enjoyed it. But this was something I had not tried In years. But in looking at Khrystiana’s body I knew that I could not pass on this offer. I leaned into her and kissed her. I reached down and inserted my fingers into her very wet pussy and rubbed until she was rubbing just as hard against me. Using that moisture from her pussy, I inserted one finger into the anal opening and gradually she accepted me. I stopped and took the tube of jelly and coated my now very erect cock with it and generously greased her anus with it. I flipped her over onto her knees and placed the head of my cock against her anus. I started pushing and very slowly entered her. I hesitated to let her get used to the feel and then pushed forward some more. One of my hands went to her breast and the other went to her soaking pussy. I pushed more and went deeper. My fingers in her pussy could feel my cock in her ass. I pushed more and finally I was completely inserted into her rectum.
I started a slow in and out movement into her ass as Khrys became more and more used to the intrusion. Soon she was moving in motion with me and getting more and more excited. I could tell that Khrys was getting closer and closer and I continued playing with her clit and nipple. Finally Khrys screamed and thrust about in one of the most orgasmic climaxes I have ever witnessed. As she did, I realized I could not hold back and I came in continuous spurts into her bottom. We collapsed.
Khrys and I headed to the bathroom so that we could take a shower together, get dressed and head to the pool to have a drink. We were both satiated with pleasure. As we got to the pool we just settled into another very comfortable conversation.
“Chuck, Klara left earlier today and she was really sore but, as I anticipated, she felt so much better today than she had all week. I know that she is going to be calling you this week to thank you for helping her out. There may be one other item that she might want to discuss.”
I looked at Khrys and smiled. “Ok, young lady, I have no problem with any discussion with Klara but can you give me a hint as to what she might want to discuss?”
Khrystiana responded, “I finally told her everything about us, Chuck. I told her how our relationship had evolved so that you were giving me ‘reminder’ spankings. The first one was on my birthday and after the spanking you manually helped me cum. Since then you have given me a couple of others and each one ended the same way. I let her know that even though it was your birthday I had asked you to spank me again. I let her know after that spanking we had sex together for the first and only time so far.
I told Klara that I had gotten really turned on by seeing her being spanked by you last night and I was going to ask you to spank me again. I told her that I was coming over here as soon as she left. I told her that I hoped that tonight I would not only get a spanking from you but we would also have sex. I told you a while back that I was going to tell her about my reminder spankings but not about the sexual elements. I know that you might be really pissed at me for telling Klara everything. Now that tonight’s reminder spanking is over with, do I need to get your hairbrush or belt?”
I laughed. “No decision on the hairbrush or belt yet. I am not saying no but I am saying that I am going to table that decision. You told me that you were going to tell Klara about our relationship so that does not surprise me. But what was Klara’s reaction when you told her about the sexual side of this? What is that going to do to your relationship with your sister?”
“Chuck, I do not think that this is going to change Klara’s and my relationship one bit. We have always been completely open with each other. I also do not believe that it will affect yours and Klara’s relationship but it might. That is why I mentioned she might ask you about it if and when she calls. When she saw you actually punish me for my drinking and driving she was totally satisfied that you only had my best interest in mind. I tried to emphasize to her that I was the one who always started the sex between us. You realized after my birthday spanking that I was getting excited and you simply stepped in to help out. She laughed at that because she considers herself much more aggressive than me and she is. She usually gets her way with me so she had trouble seeing me in an aggressive mode. I am usually much more submissive than she is.”
As I walked Khrys down to pick up her ride, I told her that I appreciated her update on Klara and would let her know if I did hear from her sister.
As Khrystiana had suggested, I did get a call from Klara on Thursday. We talked for a few minutes and she did in fact thank me for spanking her the previous weekend. She told me that she hated getting the actual spanking itself but that she did feel a lot better on Sunday. I decided to give Klara an opening. I mentioned that Khrys had seen me on Sunday evening after Klara had left. “Khrys told me that she felt that you, Klara, did feel a lot better emotionally after the punishment.”
Klara paused a bit and then told me the Khrys had also told her about the reminder spankings that I have given Khrys. She told me that she knew that I did not enjoy the proper spankings that I had given both Khrys and her. She giggled slightly as she told me that she figured that I did enjoy the reminder spankings based on things I had told her during some of our conversations.
“You are correct, Klara. There is a completely different mindset between having to punish someone for doing something that they should not have done versus a playful spanking. I am not saying that even playful spankings don’t sting. They do. Your older sister left here Sunday night and she told me the next day that her bottom still stung some. Now I am certain that hers was not nearly as sore as yours was on Sunday and probably Monday or Tuesday. Depending on the individual some playful spankings can be almost as intense as a punishment spanking. The difference is the mental side of the picture. You just told me a few minutes ago, Klara, how much better you felt on Sunday even though your bottom was really tender and sore. The reason for that was because you had an emotional release knowing that, in a sense, your ‘sins’ had been paid for. Since it was a punishment spanking you were also fighting it, and I could not really stop giving you that spanking until you did give in, quit fighting and accept the reason as to why you were being spanked. None of that exists with playful spankings. They are like night and day to each other.”
“Chuck, I had not thought of that line of thinking. However, it makes a whole lot of sense. As far as your comment about night versus day, I have zero idea because I have never had anything in my life but a punishment spanking. I honestly have no idea what a ‘playful’ spanking is like.”
I laughed as I told her that maybe I should have given her a birthday spanking earlier that summer. She laughed back at me and told me that maybe I should have. Klara ended the call by telling me that she had enjoyed our conversation. She also said that she had wanted to call me because, again even though she had not liked the session over my lap, she realized that it needed to be done and she was grateful I was there to do it. She also wanted to tell me that after watching me spank Khrys for drinking and driving she had been assured that I was not trying to take advantage of her sister. She also told me that she had been a bit concerned after Khrys told her about our other side of the coin. But those concerns had been laid to rest with our conversation just now. We talked a bit more about seeing each other in the next couple of weeks and ended our call.
Alma
- 13.08.2022
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