Awkwardly Drifting into an Affair
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My First Affair Ch. 5 free porn video
It had been a couple of weeks since Mike had claimed Jackie and he really needed to be with her again. However, there was still the Sally issue he had to deal with. He did not like cheating on her, but he could not get over how sexy and hot Jackie was as his submissive.
Finally, he could take it no more and pulled Jackie aside after class. “Jackie, can we talk?”
“Sure, Mike you should know that by now,” Jackie said, smiling at him. “What is on your mind, Sir?”
Mike smiled at her answer and proceeded to kiss her very patiently. Pulling away, Mike said, “God, I missed your kisses, Kitten. I have a problem that affects both of us.”
Jackie looked at him with concern, now feeling she knew where this was heading and she did not want to hear it really.
“I am planning to leave Sally so I can be with you. My problem is I don’t want to hurt her so I can’t seem to decide how to do it. Do you have an opinion on it that might help me?”
Jackie just stared at him as this was not what she expected to hear but she was wanting to hear.
“Mike, I didn’t expect this to be what you wanted to talk about but I am so glad you want me and not as a side item. My only thought is that you must be kind to her as this will devastate her. When do you plan to do this?”
“I was thinking tonight I would do it but then I’d have to see her tomorrow in class. I am not sure I would be able to handle that so I may wait until Friday before she goes home for the weekend. We may work together but we are in different departments so we don’t have to see each other.”
“Sir, I need to talk to you about something that came up last night. Sam proposed to me last night and I told him I had to think about it. I think I will say yes because I feel guilty about taking you away from her. Would you be ok with that?”
“I am not sure. I had no idea you were still seeing him, let alone being so close that he proposed to you. I guess I can understand if you said yes. I mean, having him full time and me only part-time is not fair to you. When do you plan to give him your answer?”
“Tonight, and I am sorry but I am going to say yes. I hope you won’t hate me for that.”
“Kitten, how can I hate you for doing what is right. It will definitely mean you are not cheating on your best friend. Does he allow you to look at your submissive side?”
“Not really, but I plan to ask him to do so after I agree to marry him. If he doesn’t, I guess I will just have our memories to get me through.”
Mike pecked her on the cheek and told her how happy he was for her and Sam. He left her there and walked back to his room alone to think about how things changed so quickly.
__________________________
A couple of days later, Mike and Sally were sitting in the library studying when Jackie walked in and sat down next to Sally.
“What’s up, guys? I have some news for you.”
Sally looked up and immediately saw the ring on Jackie’s finger. “Oh my God! Are you engaged?”
“Yes, I am and I am so happy as Sam makes me so happy,” Jackie said with a big grin on her face.
Mike looked at her and could not figure out if she was honest or just dealing with this.
“We plan to get married this summer and then move into the married student apartments next year.”
“Good luck and I hope we still get to see you,” Sally told her friend.
“We will still be around so I am sure we will stay in touch.”
With that, Jackie left to meet Sam for lunch and Mike and Sally decided what they wanted to do for lunch as well. They ended up in the school cafeteria since it was already paid for.
While eating, Sally looked like she had a question for Mike but had no idea how to ask it. Finally, she just asked it, “Mike, sweetheart, what are your plans for us? Lately, you have seemed a little distant like maybe we are moving away from each other. Am I losing you?”
Mike finished chewing his food while he organized his thoughts on how to answer her. He finished his bite and knew he could not delay any longer to answer her.
“Sally, I am not really sure but I have an idea of what I would like to happen between us. I would love for us to spend the rest of our lives together and have a couple of children to add to our family. Is that what you hoped to hear?”
Sally had the biggest grin on her face and just said, “Yes, that was exactly what I wanted to hear. Any idea of a timeline on this idea?” Sally had a very timid look on her face as she bit her lower lip.
“Well, that is all up to you. Do you want to marry before we graduate or wait another couple of years? I would like to marry you next summer after our Sophomore year. How does that sound to you?”
“That sounds very nice to me,” Sally said as she leaned into Mike and kissed him on the lips.
“Ok, then I guess I need to go look for a ring, since I know I can’t buy it right now. Hopefully, they have a layaway plan I can use. Do you want surprised or do you want to pick it out?”
“Can I pick it out? It’s not that I don’t think you will do a good job but I am afraid you will spend too much on just a ring.”
“There is nothing too expensive for you, sweetheart,” Mike replied and kissed Sally again before continuing to eat.
They ate in silence and did not discuss it further that day.
***
By Sunday Mike and Sally had decided they would go to the jewelry store after class on Monday to look at rings and get an idea of the cost. They got to the store downtown that Mike’s Dad always went to and looked at several rings and diamonds to place in it. After a while, they decided on a combination engagement-wedding ring set, and put a down payment on it, and agreed to the amount monthly to leave it in layaway. Sally left very happy to know she was going to be Mike’s wife sometime next summer.
Mike stopped on the way back to get some food and see if Sally wanted to spend the night in a motel. She did not so he let it go instead of being upset she did not want to make love to him. They ate and Mike took Sally back to her dorm for the evening.
Mike got back to his room and was needing some attention. He thought of calling Jackie but then realized she was probably with Sam so he did not want to bother her. He started studying and just forgot about it.
***
The next Monday morning, Mike woke up at Sally’s and after her mom left for work, he went into her room to make love to Sally.
“Good morning, sweetheart. Can I get into bed with you?”
“Of course, you can, don’t you always do that on Monday mornings when you stay here? Why stop now?”
“Are you not wanting to be with me today?”
“Yes, I do but I just don’t understand why we have to do this every week.”
“Are you serious right now? I thought you enjoyed it when I made love to you.”
“I do but I just don’t see why we need to do it every week. Can’t we just lay here and rest a little longer before we have to head back to school? You know I am not a big fan of this.”
Mike just looked at her not believing what he was hearing. Was he really going to marry Sally and have to fight to get laid every time he wanted to please her?
He decided again to back down and not fight and held her for another half hour and then got up and got ready for class. They both had their cars there so drove separately back to school. They would not have a chance to talk again until lunch.
Jackie could tell something was wrong when Mike walked into Math class but they had no time to talk as class was starting shortly. After class, she pulled Mike aside. “Sir, what is wrong? You look really upset.”
“Well, to be honest, Sally denied me sex this morning like we usually do after her mom heads to work. She said she didn’t need it today and that she wasn’t sure when she would want it again.”
“Oh, Sir, I am so sorry. I wish I could do something to help you out, but you know I am engaged and I am trying to be a good girl for Sam.”
“I understand, Kitten. I will get through it and I want you to stay faithful to him.”
****
That was the last that Jackie and Mike talked of that as she and Sam got married the summer after their freshman year and Mike and Jackie got married the summer after their sophomore year. Both Mike and Jackie dropped out of school and got jobs to support Sam and Sally while they finished getting their degrees. Both would go back to school after their graduation but Mike never finished and got into the finance business and did very well there.
***
Five years later, Sally got a call at home from Jackie that surprised her. They got caught up and Jackie told her that she had been pregnant but lost the baby. After that, she and Sam just drifted apart and finally divorced. She was back in town and going to school again. Jackie was having a little get together for Christmas and invited Mike and Sally to join her, which Sally agreed to do. She got Jackie’s address and said they would be there Saturday evening.
When Mike got home from work, Sally told him about the phone call.
“You will never guess who called here today. Jackie called and said she and Sam had divorced and she was back in town and going to school.”
“Really, and she just decided to let us know now?”
“Well, actually, she invited us to her place on Saturday for a little party for Christmas. I told her we would be there. I hope that was ok.”
“Yea, that’s fine. It will be good to see her again. Do we need to take anything?”
“No, she said she had everything handled.”
Mike went to change before supper and never said any more about Jackie, but he was thinking about how he would love to claim her again.
Saturday came and they went to Jackie’s. They knew many of the people there as they had been in college together previously. After some chatting, Mike asked Jackie to give him a tour of her apartment. Sally declined so the two of them walked around together.
They got to Jackie’s huge walk-in closet (actually the guest room converted to a closet) and they looked at each other where no one else could see them.
“God, I am glad you came tonight. I need you so badly and did not know how to get you here.”
“I was shocked when Sally said you called and that she had agreed to come. Now come here Kitten, I need you to kiss me.” With that, Mike pulled Jackie in and gave her a very passionate kiss with dueling tongues as well. When they pulled apart, they just stared at each other and caught their breath.
“Kitten, I want you on your knees worshipping my cock but I am afraid we would get caught and neither of us needs that tonight. When can I come by and see you talk more about this? How about Monday after work, say about seven?”
“Sir, I really need to study for a test on Tuesday, so maybe another night.”
“I need you now, so Monday night besides you could take a couple of hour break from studying to relax a little.”
“Ok, come by Monday and we will talk about us again.”
They kissed again and then returned to the group as they were both afraid they had been gone too long.
On the way home, Mike told Sally about her closet and how she had converted the guest room to get more storage.
“Wow, that sounds like a good idea. Too bad we can’t do that in our apartment.”
“I know but her layout just fit it so well as one door opens to the living room and the other to her bedroom. I guess the apartment complex did that since they are older and the closets are so small.”
On Monday before he left work, Mike phoned Jackie to make sure it was still ok for him to stop by and then he phoned home and told Sally he had to go out and meet some clients so he would not be home until around nine pm. He did this often for his job, so Sally did not think anything of it.
When he knocked on Jackie’s door, she answered in a very sexy black negligée and a smile on her face. Mike stepped in and pulled her to him and kissed her very passionately.
When he broke the kiss, he leaned back, looking at Jackie to see how she felt about that.
“On your knees Kitten, and worship my cock.”
Jackie did not hesitate and with a smile on her face, she looked at Mike and proceeded to lower his pants and boxers. “Yes, Sir, I am very glad to please you.” And then she took his cock in her mouth and proceeded to lick it and suck it feeling it growing in her mouth.
“God, I missed that mouth of yours, Kitten. If you keep that up you will get a very good drink before we go to your bedroom.”
“Mmm,” was all she said as she did have a mouthful of cock and she did not want to let it go.
It did not take long and Mike grabbed her head and held it in place filling her mouth with his white seed. He did not warn her and she could not pull back so she just started swallowing as fast as she could.
When Mike was done, she continued to clean his cock before she let it out of her mouth.
Looking up at Mike, she smiled at him she said, “Thank you, Sir, I missed that great tasting cum of yours. I never get tired of that and hope I get more tonight from you.”
Mike pulled her up to him and kissed her. “That is the plan, Kitten. I want to reclaim all of your holes.”
“I need to tell you something first though. I have a vaginal infection and the doctor said I can’t be penetrated for the next ten days. I should have told you last night but I figured we could still be together and save that for later. I am sorry and I hope you are not mad with me that you want to punish me, Sir.”
Mike started to look upset and then decided it was not worth it. He had her back in his life and that alone was worth waiting to breed her.
“No, Kitten, I am not mad. I just wanted to claim your pussy so badly tonight. I just got your mouth so I will take your ass and we will handle the last hole after you are cleared by the doctor. Now get undressed and then undress me so I can see that fantastic body of yours.”
Jackie immediately got naked and Mike saw she was freshly shaved causing him to smile. She stepped to him and removed his shirt placing it on a nearby chair. Then she dropped to her knees and removed his shoes, socks, and his pants and boxers. She took his cock in her hand, and looking at Mike again she smiled before she placed it back in her mouth.
“Kitten, you have really become a cock slut, haven’t you? If you did this for Sam, I have no idea why he let you go. He is definitely a dumb ass.”
“No, he just couldn’t understand why I hated him so much, but I could not tell him that it was because I was upset with myself for accepting second best. I have missed you and always wished it was you and not him when we made love. Thus, I never came for him. I became such a good actress and when he figured it out, he just said we needed to part and I agreed. I am sure that is why I lost the baby because of the stress, knowing I did not want his child. The only man I want to breed me is you, Sir.”
Mike pulled her up and just looked her in the eyes for a few seconds before he said anything.
“Are you serious? I have been in a semi-sexless marriage for four years and you wanted me instead of him but left me to be with him? Why?”
“Because she is my friend and I could not hurt her by stealing you from her so I walked away to give you to her. But that has all changed now as I have decided I want you and will do anything I can to get you and take you from her. I hope you can accept the assault I plan on your ass, Sir,” Jackie said with a big smile on her face.
"You are a slut, Kitten, and all I can say is bring it on. I can’t wait to reap the spoils of you taking me from her. I have wanted you all of this time and still love you as I did back then. Now get on your back on the bed as it is my turn to taste the juices, I have missed all of these years. Get ready for me to assault your pussy as it has never been eaten before, slut.”
Mike proceeded to pull her legs apart and diving straight to her juicy pussy finding it very wet already.
“Oh, my God, I have missed that mouth of yours. If you even think about stopping that I will make your life a living hell.”
Mike looked up at her and just smiled as he had no intention of stopping. He loved the taste of her pussy and has missed her probably more than she had missed him. It did not take long before Jackie was bouncing off the bed and cumming like a racehorse. When she finally calmed down Mike moved up to her and she licked all of her juices off of his face.
“Mmmm, I do taste good. Do you enjoy the taste as well, Sir?”
“Yes, Kitten, you do taste very sweet. Now shut up and kiss me then get to work getting me ready to pound your ass. Oh, get the lube first so you can grease up my cock as well.”
Jackie moved to her bedstand and got the lube smiling at Mike as she returned to him on the bed. Mike took the lube and motioned for Jackie to get on her hands and knees. He proceeded to lube her ass hole and then he had Jackie make sure he was hard and lubed his cock.
He moved behind her and said, “Are you sure you want to do this, Kitten? Please make sure you say ‘stop’ if I start to hurt you.”
Mike then started pushing his mushroom head into Jackie’s ass and felt her tighten up.
“Relax, Kitten, I promise it won’t hurt as bad if you do.”
Jackie nodded her head and tried to relax. Mike felt the change and started pushing into her. He slowing continued until he was fully seated in her ass and his balls were hitting her ass cheeks.
He paused to allow her to get comfortable and when Jackie started to back into him, he started pumping in and out.
“Oh, fuck, that hurts so good. Sir, I have never felt anything like it and please don’t stop.”
“I am glad you like it, Kitten. I am going to pound you now and fill you with my cum. It will take days to get out of there.”
Mike picked up the pace and both just enjoyed the pleasure of finally being together again.
“Yes, Sir, please fuck my ass. I can’t believe how close to cumming I am right now. May I please cum when I need to?”
“Yes, Kitten, just this once I will not make you hold your cum. Just let it flow and then be ready for me to fill you.”
“Thank you, Sir. Oh, here it comes I can’t wait I need to cum so badly. Oh, God, that feels so strong. Shit, I’m cumminmmmmg.”
Then Jackie started squirting everywhere and fell to the bed as her arms could not hold her up. Mike continued to pound her and shortly he followed her into heaven and filled her bowels with his white seed.
He fell on top of her and they laid there for a while to catch their breaths. Finally, Mike spoke first. “Are you ok, Kitten? I didn’t hurt you, did I? God, your ass is so tight and I really enjoyed that. Thank you for giving that to me, you are very special to me.”
“Oh, no, Sir, you did not hurt me. In fact, it was so amazing that I can’t wait for you to do that to me again and again. One of us needs to get up and get a washrag so we can clean up.”
“Since I am on top, I will do that,” Mike said as he rose and went to the bathroom to get a warm rag and a towel.
He came back and washed Jackie’s ass and cleaned up as much of the lube as he could.
Jackie took the rag and cleaned off Mike’s cock and then proceeded to put it in her mouth to again worship the tool that had just pleasured her so.
Mike pulled her up to him and kissed her, using a lot of tongue.
“You are so amazing, Kitten. I am so glad you are back in my life and I plan to make sure you are full with my seed.”
Jackie giggled and kissed him on the nose. “Thank you, Sir, but I hate to say it but I need to study and you need to get home, so Sally doesn’t get suspicious.”
“Yes, you are right but I want to stay all night.”
Mike got dressed and Jackie walked him to the door, naked. They kissed again and Mike left to go home to Sally. He was planning what he would next do to her to push Jackie’s buttons and extend her comfort zone.
Kaidence
- 01.09.2020
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- Cheating
