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Chapter 16


It took a few minutes for Jennifer to gain her composure enough to think about heading back downstairs. She reached down and pulled her panties back on and pulled down her skirt, which had been up around her waist. I could notice she was blushing slightly, I am guessing due to the realization that I had witnessed her first bi-sexual encounter. As she fixed her hair and makeup, I attempted to make her feel at ease.

“Jen, you were absolutely incredible. I have never witnessed anything as erotic as what you and Raine just did.”, I told her.

“Well, I am kind of embarrassed a bit Jeff, but I have to admit, I really did enjoy it. It’s much different with a woman.”, she replied.

“Better than with a man ?”, I asked.

“No, not better.” she replied, “Just different.”

We moved back downstairs to our original seats, which were still waiting for us. I ordered Jen another glass of wine and myself an orange juice. Jen leaned over and whispered softly in my ear.

“I feel really bad. I had an amazing time but we left you out in the cold.”

“It’s quite all right Jen, trust me I enjoyed it a lot, just watching you.”, I responded.

“Well, the night is not over and I promise, I will make it up to you.”, she whispered.

We stayed for a few more minutes and we started to get ready to leave. I notice Raine was ready to take the stage, she was standing just off to the right, slightly hidden by the curtains. She waved to us and made a gesture with her hands that appeared to be “Call Me”, but I wasn’t sure.

We exited the club, walked to the lot and had the valet bring my car around. He opened the door and let Jen in, then handed me the keys. I tipped him and got in the car. Jen had moved right up against me and was leaning her head on my chest. I pulled out the lot and headed for the ramp to the bridge, that would take us home. Almost as soon as I pulled out of the parking lot, Jen’s hand was stroking my thigh. My cock was hardening once again, as it had been much of the night. She noticed quickly and began to softly squeeze and stroke my cock. In no time she had me very uncomfortable, as my cock was straining against my clothing. I was trying to keep my mind on the road but she was making it extremely difficult to do so. I pulled over into the far right hand lane for slower traffic for safety purposes. Jen looked over at me said in a very low soft tone.

“I can’t believe , I am going to say this, but I am horny as hell.”

I chuckled and said something to the effect of that not being a bad thing. She laughed as well but continued to try and prove her point. She sat up slightly in the seat and pulled her dress up just to the top of her thighs. She reached under her dress with one hand, then took my hand with her other and pulled it between her thigh’s. I extended my fingers out until I touched a very hot and very wet pussy.

“See, I told you.”, she whispered, in a deeper toner than normal.

I extended the middle finger of my right hand and quickly found her clit. I slid one finger deep inside her, pulling out her slick juice and coated her clit with it. Once I had her clit extremely wet, I began to rub her clit in small , quick circles. Jen slightly squeezed her thigh’s together putting pressure on my hand.

“Oh God, that feels so good.”, she said in an excited voice, “I could cum again right now. I don’t know what has come over me.”

“It’s ok.”, I reassured her, “Cum as many times as you want.”

“But I feel guilty, you have not got off once yet tonight.”, she said in a sad tone.

“Jen, I love watching you cum. It gives me pleasure. Let yourself go, don’t worry about me.”, I replied.

“Jeff, you have to be the kindest, most unselfish man I have ever been around. Most men think only of themselves. I don’t know any man that would have sat tonight out, just so I could enjoy myself as I did.”, she stated.

I told her I was glad she had enjoyed herself, and that I was able to make one of her fantasies come true. As we spoke, I continued to work on her pussy, feeling her juices flood my hand. I decided to learn a little bit more about this wonderful lady.

“Can I ask you a question, Jen ?”

“Sure, you can.”, she replied.

“Well, do you,….. well you know,…. masterbate a lot ?”, I stuttered.

“Wow, I wasn’t expecting that.”, she giggled.

“It’s ok.”, I responded, “You don’t have to answer.”

“No, no, I don’t mind.”, she quickly replied.

She went on to tell me that she probably masterbated three to four times a week. She said usually it was late at night , when she was relaxed and wanted to take the edge off her day. She told me she had several vibrators that she loved to use, or sometimes, she would just use her fingers. She told me as good as the vibrators were, her fingers always seem to bring her to a more powerful orgasm, although it did take longer. The vibrator would always finish the job quicker. As she spoke, I continued to work on her drenched pussy and I could sense her breathing had changed.

“So how about you make yourself cum for me now ?”, I told her in a low voice.

“You want me to ?”, she replied.

“Oh yea.”, I shot back.

She reached under her skirt with both hands, pushing mine out of the way. She pulled her panties to the side and worked her finger deep into her pussy. I was trying to watch the road and watch her finger’s all at the same time. She pulled her finger out and slowly began to rub her clit. Looking at this incredibly attractive lady sitting in my front seat, her skirt hiked up her legs, with her finger’s in her pussy had my mind reeling. She could sense I was enjoying this a lot.

“You like to watch me play with myself, baby.”, she whispered

“Jen, I can’t tell you how much it turns me on.”, I answered.

“Well good, because I enjoy having you watch me, it makes it so much better when I cum.”, she replied, “Which I am just about ready to do.”

We were not far from my house, so I urged her to wait until we got in my drive, so I could really watch her get off. She eased up on her pussy, slowing her finger’s down for me. A minute or so later, I pulled into my drive. I put the car in park and turned off the ignition. I turned to face her, getting comfortable in my seat. She turned slightly in her seat, putting her back against the door, so I could get a clear view of her pussy.

“You like this ?”, she asked, staring at me intently.

“God, yes, I do Jen.”, I replied quickly.

She began to quicken her pace, her thigh’s open wide. Her juices were flowing out of her, coating the seat. The more interest I showed in what she was doing, the more it seemed to arouse her. I decided to try and urge her on, making it even better. I leaned over, close to her and started whispering, as I looked into her big brown eyes.

“Come on Jen, cum for me, make that pussy explode as you look into my eyes. Let me see your eye’s roll back, baby.

It took only seconds after I had spoke those words. Her eyes closed for a second, then opened as wide as I had ever saw them. Looking directly into my eyes, she erupted into her third orgasm of the evening.

“Oh, Jeff, babyyyy, I’m cummingggggggggg.”, she quietly moaned.

I watched her body convulsed on her hand as waves of pleasure swept through her every nerve ending. She never took her eyes off mine as I watched this beautiful woman climax before my eyes. She reached out and took my hand, pulling it into her soaking, wet pussy. She tilted her head back, as I gently stroked her pussy, bringing her back down gently, relaxing her. After a minute or so, she leaned forward and pressed her lips to mine, her tongue easing between my lips. I enjoyed another of her long, sensual and passionate kisses, as she recomposed herself.


“Jeff, baby, I could get used to this. You make me feel so god damned good.”, she whispered.


We kissed a few more times, then I suggested we go inside the house. I went around, opened her door and led her inside. I could tell that the evening’s events had taken it’s toll on her. She looked drained as she slowly walked into the great room.

“You look tired Jen. You ok sweetie ?”, I asked.

Oh, I am more than ok, I am great. Just give me a minute to recover.”, she winked at me.

“Sure baby, you want some iced tea or something from the kitchen ?”, I asked .

“No thanks, I am ok.”, she responded.

I went into the kitchen, opened the fridge and took out the pitcher of iced tea. It was my favorite drink and one of the few vices I really have. I drink way too much of the stuff. I poured myself a glass, returned the pitcher to the self and closed to door. Jen had been standing behind the door, hidden from my view. She had a devilish grin on her face as she looked up at me.

“Now, mister, you belong to me. Be quiet and put yourself in my hands.”, she said.

She leaned up and kissed me softly on the lips, taking her tongue and running it along my lips. Her hand’s moved down to my belt and she slowly started to unbuckle my pants. She continued to kiss me as she opened my belt, unzipped my pants, pushing them to the floor. She leaned down and pushed my boxer shorts down my thigh’s. My cock was partially erect and very ready for some attention. She got down on her knees, took my cock in her right hand, and placed it between her lips. I immediately felt a shiver run up my spine as her mouth surrounded my cock with its warm wetness. She moved her hand to the base of my cock, and using long slow strokes, pumped me into her eager mouth. By now, she had my entire cock in her mouth, moving her lips up and down my shaft. I could already feel my balls tightening, I knew I would not last long. She sensed the same, as her left hand softly began to caress my nuts. Her tongue began to flutter on the underside on my cock taking me to the edge.

“Jen, baby, I’m gonna cum.”, I warned her.

She released my cock from her lips for a moment and looked up at me with those beautiful brown eyes. It was quite a sight. It took her only a minute to respond.

“Nooooooooo.”, she cried, “Not yet. Come with me.”

She took me by the hand and led me into the great room. She pushed me down on the sofa and sat down next to me. She leaned over and again gave me a very passionate kiss. She whispered in my ear.

“Since, I came for you, I want you to make yourself cum for me.”, she stated.

Now this was something, I was not prepared for. As much as I enjoyed watching a woman masterbate, not even Susan had ever asked me to jerk off while she watched. I started some sort of protest, not quite sure of what I was saying.

“Oh, no.”, Jen replied. “I want to enjoy watching you, like you do me. It’s only fair.”

I could not argue with her point, after all, I know how much it turned me on. I mumbled something about, if I had to and leaned back on the sofa. Jen was staring down at my rock hard cock. As much as I was feeling somewhat nervous about performing in front of her, I have to admit, I was excited. I reached down with my right hand, wrapped my fingers around the base of my cock with a firm grip and began to stroke myself up and down slowly. I looked over and her eyes were glued to my cock. I moved my hand up the shaft slightly so that only the head of my cock was visible. I began to move up and down the shaft faster, watching my cock once again swell and become rock hard. I looked over at Jen, she had leaned back slightly, and once again had her finger’s working in her pussy. The sight of her fingering herself and the feeling of my cock in my hand was too much. I furiously began to pump my cock, lifting my hips off the sofa.

“Cum for me baby, let that load go.”, Jen squealed.

The first jet of cum fired out of my cock landing on my chest. Two more thick ropes jetted out quickly, the feeling was intense. Jen, knocked my hand quickly out of the way and took my still spurting cock deep into her mouth. She sucked hard, swallowing my cum as I continued to push wave after wave of semen past my cock head. I had not cum this much in years, Jen was having trouble swallowing. She moved her lips to the end of my cock, allowing most of what was in her mouth to run down my cock. She then pushed my cock back deep into her mouth sucking what was left down her throat. As my cock, throbbed and softened between her lips, she continued to suck every last drop of cum out of me. She sat up, wiped the back of her hand over her lips and smiled.

“Well, your still way behind me, but that was a good start.”, she laughed.

Her finger’s were still moving expertly on her pussy. She had gotten used to masterbating in front of me and felt perfectly natural in doing so. I leaned up and pressed my lips to hers, not closing my eyes. I could see from her startled expression, this was something she did not expect. She open her eyes and looked at me, as my tongue entered her mouth, tasting my own cum. She closed her eyes and her tongue soon was dancing with mine. I reached between her legs and began to furiously stroke her once again very erect clit. With the thought of me tasting my own cum fresh in her head, it took only seconds for her to go off. She broke our kiss and arched backwards.

“Jesus Christ, I’m cummingggggggg again, fuck yea, oh yeaaaaaa.” , she cried out.

As we held each other close on the sofa, I began to think that this was something, I could definitely get used to. Jen was a great girl and I was beginning to fall hard for her. It felt good, but it also frightened me. What if she didn’t feel the same about me ? So far the “L” word had not been spoken, not even in gratitude for wonderful sex. And then no matter how far I tried to push it out of my mind, way back there somewhere, was Beth.


Chapter 17

We were starting to spend as much time together as our schedules allowed. We talked every day, sometimes several times a day , on the phone. The next week flew by and soon we were approaching the weekend again. I had made no plans, but was hoping to see Jennifer as much as possible over the weekend. I was sitting home Thursday night watching TV when my phone rang. Figuring it was Jen, I answered quickly. I was wrong.

“Hey Jeff, how are you doing ?’, asked Beth.

“I am doing ok Beth, how are you ?”, I replied.

“Ok, I guess, why haven’t you called me ?”, she replied.

“Well Beth, to be honest, you still have not told me what is going on with you and Lance. Then the last thing I want to do is draw any attention to us, by constantly calling you.”, I responded, thinking quickly.

“We really need to get together and talk Jeff, I need to see you.”, She asked.

I still had not explained to Jen, what had happened between Beth and I , before I met her. I did want to get it out in the open, so if it ever came up, it would not be a surprise. Being family, it would not be odd to be seen with Beth, but I really thought the less we got together for now, the better it would be for both of us.

“What did you have in mind, Beth ?”, I asked.

“Lance is out of town, he won’t be home until early in the morning, can I come over now ?”, she asked quickly.

“I suppose so, I am not doing anything special.”, I answered.

“Ok, good, I am leaving work now, I should be there in about forty-five minutes.”, she responded.

As I waited for Beth, a lot of things were running through my mind. One thing I could not deny was that I did still care for Beth and to some degree, I did understand her situation. But on the other hand, I had really had developed strong feelings for Jennifer, she was an incredible lady. I think deep down, I really wanted to fall in love with Jen, I was just not sure if she was taking our relationship as serious as I was. I also knew that sooner or later I was going to have to tell Jen about Beth. That was something, I was not looking forward to at all.

The door bell rang, I got up and went to the door. Beth stepped in looking absolutely stunning as usual. She was wearing a black jacket, white blouse and short black skirt with black heels. I followed her into the great room and sat down in my chair, her on the sofa. I offered her a drink but she said maybe later.

“Jeff, I know I have left you hanging for quite some time now. I am really confused and the more I try to make a decision the more confusing it becomes.”, she said.

“I understand Beth, you have been married a long time.”, I responded.

“I’m trying to do everything I can to make my marriage work, but I feel like I am alone in the battle.”, she added, “But I really do not want to give up, things are somewhat better.”

“Then keep trying, don’t give up.”, I replied.

“Well……, I don’t really know how to say this, but……., I really do miss being intimate with you. It’s all I can think of.”, she stammered.

I guess my facial reactions told her I didn’t take that statement well, because she quickly shot back.

“I know that sounds terrible.”, she continued, “I want my marriage to work, but I want to have an intimate relationship with you as well.”

She looked own at the floor and began to wipe her eyes. I could see she was in some pain, struggling to get this off of her chest.

“Beth, the problem is still what we spoke of when we first discussed a relationship. It’s going to raise a whole lot of eye brows if we tell people, especially in our own family, if we decided to be together. How do you think they would react if they found out we were having an affair and you were still married ?”, I replied.

“I know, Jeff. It would be one hell of a mess.”, she responded.

“That is putting it mildly, Beth.”, I answered.

She continued to wipe tears from her eyes as we spoke, trying to find the right words to express what she was feeling. I was fighting every urge I had to get up, go over to her and put my arms around her. When I tried to look away from her tears my eyes would travel down to her gorgeous legs and that very short skirt. When I looked back up, she was staring at me, she saw me looking.
“Can I ask you a question, Jeff ?”, she finally said.

“Sure you can.”, I replied.

“Are you in love with Jennifer, is she in love with you ?”, she asked.

I thought carefully on how to answer this question, but I was always one to try keep things straight forward and simple. Less you have to try and remember what you told people later if things went bad. I decided to keep it truthful.

“ I have to admit, I have feelings for Jennifer, I’m not quite sure how she feels about me. We have been seeing each other a lot, but neither one of us have used the “Love” word as of yet.”, I replied.

“Oh, I see.”, she answered.

From the look on her face , I am not sure if she was disappointed that I told her I was seeing a lot of Beth, or maybe relieved that as of yet, no one had expressed being “in love” with the other. What I did notice, and I am sure intentionally, she had opened her legs somewhat giving me a nice view of her beautiful thigh’s and the crotch of her red panties. No matter how much I tried not to think about it, I was becoming aroused. I think she sensed it somehow, women have a gift when it comes to reading men. Although I have to admit, we are not at all difficult to read. I got up and once again offered her something to drink, excusing my self to get a glass of iced tea. I needed time to think.

I returned a few moments later and noticed that she had taken off her jacket and was leaning back in the sofa. She had positioned herself, so that I had a really nice view up her skirt. I knew now exactly what she was thinking.

“Beth, honestly, I don’t know what I can tell you that would make this situation any better. Until you decide what to do in your marriage, I don’t think any intimacy between us is possible.”, I told her.

She sat up on the sofa, I think somewhat surprised at the statement, I had just made. She opened her legs for one second, then crossed her thigh’s quickly. I knew what this meant. She was telling me, it’s here now, if you want it. But just that quick, it will be gone.

“So, you are in love with Jennifer ?”, she replied.
“Beth, you are confusing one with the other. I do care for Jennifer a lot, I know I love you as well, but neither of those are the issue. I am simply not going to continue an affair with you behind everyone’s back. It’s not an option at that point.”, I responded.

“So basically your telling me, it’s all or nothing at this point. You’re not interested in me sexually ?”, she asked.

“Of course, I am interested in you sexually, Beth. You’re an amazing , drop dead gorgeous woman, any man would love to go to bed with you. But, I am not going to sneak around to be with you. It has to be out in the open.”, I replied.

She looked down for a moment, then back up at me. She reached over and grabbed her jacket and began to put it on.

“So I guess, I have a lot of thinking to do.”, she stated.

“I guess so.”, I responded with a smile.

She moved to me, leaned up put her arms around my neck and gave me a very quick, warm kiss on the lips.

“I guess I will be having sex alone tonight huh ?”, she said with scowl.

“I guess so.”, I once again replied.

She told me goodnight, she would be in touch soon and headed for the door. It took a few minutes for me to compose myself after she left. I really had wanted to go to bed with her. I fought every impulse I had. But in the end, I was glad I held my ground, things were better this way.

Chapter 18

I was anxious to leave work Friday evening, looking forward to possibly seeing Jennifer. She had been working late most of the week in an attempt to ease her schedule. I was hoping she would be free tonight, although we had made no definite plans. I called her cell on the way home, but only got voice mail. I left a message for her to call me when she could. Almost as soon as I put the phone down, it rang.
I looked at the number, hoping it was Beth. It was my mother-in-law calling from her house.

“Hi Honey, how are you ?”, she asked.

“I am fine Mom, how are you and Dad doing ?”, I replied.

“We are fine, thanks. I just called to see how things were getting along between you and Jennifer. I was talking to Jennifer’s mother today, she seemed as much in the dark as I am about you two.”, she continued.

“Apparently Jennifer has not told her mother much about you two.”, she added.

I went on to tell my mother-in-law that we had been seeing each other regularly for a while now, but things were still on a friendship type basis as far as I could see. No long term plans of any kind had been spoke of.

“Do you love her, Jeff ?”, mom asked.

“I really don’t know mom. I am not sure I can ever love another woman like I did Susan.”, I replied.

“Jeff, I know Susan would want you to be happy. Do whatever feels right to you. I love Jennifer, I have known her since she was a baby, she is like a daughter to me. Just treat her like you did Susan, go from there and see what happens.”, she finished.

“Thanks mom.”, I responded.

We spoke for a few more moments then she told me she had to go, but keep her updated. I promised I would. When I hung up, I though of how strange it was to be talking to my mother-in-law about another woman. Life had a way of throwing you for a loop sometimes.

I didn’t stop on the way home for dinner thinking that perhaps Jen and I would go out to eat later. I got home, took a shower, and sat down to relax. About thirty minutes later my phone rang, it was Jennifer.

“Hey Jen, how are you.”, I asked.

“I’m doing ok, and you?”, she replied.

“Just waiting on you to call.”, I laughed.

“Aw, how sweet. But I have bad news. I have to go to dinner with my boss and some other assistants to discuss a case we are working on.”, she said disappointedly.

“It’s ok, I understand, you have a job to do.”, I answered.

“Can I come by after dinner tonight, I want to talk to you about something ?”, she asked.

“Sure, I will be here. Let me know.”, I replied.

After we hung up, I started to wonder what Jen wanted to talk about. The more I thought about it, the more I thought my mother-in-law and Jen’s mom may have been putting things in her head. Plus with the way things were with Beth, I had no clue what was going on.

I guess it was about ten-thirty when Jen called. She was leaving the restaurant and wanted to know if it was still ok to come by. I told her it was no problem, I was still up wide awake. She said she would be about twenty minutes. I got up, straightened things up a bit, so every thing looked perfect. She was right on time, as usual.

From her appearance, I was guessing she had went on to change first. She had on jeans, a tee-shirt and running shoes and smelled great. She kissed me quick on the lips and came in, she appeared to be in a great mood.

We sat down and quickly caught up on what was going on with each other. She had been busy prepping cases for court all week and had been working late every night. She did however say she would be free most of the weekend, which was good news. Conversation went back and forth, but in the back of my mind I was wondering what she wanted to talk about. I asked her if she wanted to watch a movie or perhaps go rent one or two. She picked up the remote and scanned through the cable HD Movie channels and found several she wanted to watch. I went to make several iced tea’s and microwave a bowl of popcorn. When I returned to the sofa, I sat next to her and she put the movie on. About a third of the way through the movie, it was apparent this was a dud, or at least I thought so. A few minute’s later she must have come to the same conclusion.

“You interested in this movie ?”, she asked.

“Nope, not really.”, I replied.

“Good.”, she said lowering the volume on the TV to zero,

“Jeff, I told you that I wanted to talk to you earlier about something.”, she said.

“Yep” , I replied.

“First, I want to tell you what a great time I have had since meeting you. You make me feel special in everything that you. Your polite, caring, you make me feel like I am the most important woman in the world. You don’t judge me, you let me be who I am.”, she said.

“I find myself thinking more and more about you during the day, I miss you a lot during the week.”, she added.

“I miss you too.”, I admitted.

She leaned over and gave me a quick hug and a kiss, apparently glad to know I was feeling the same.

“But, I have to admit you something. I am very scared right now. I think I could be falling for you, but, and please don’t stop me. I am really frightened to go any further, I am scared I am going to be hurt. I know how you felt about Susan and I know there is absolutely no way I could ever measure up to her.”, she said with some trembling in her voice.

“I don’t want to fall in love with you, then you realize that.”, she continued quietly.

“And now after saying all of that, I am really not sure of how you even feel about me or am I way out of line ?”, she asked.


I could tell instantly she was sincere. This powerful woman who routinely stood before judges, attorneys and criminals and argued the law was helplessly admitting her worst fears to me. She lowered her head and I think waited for an answer. I reached over and took her small hand in mine.



“No Jen, you’re right, you will never be Susan. I don’t expect nor do I want you to be. Trust me, I am as scared as you are right now about being hurt. I’m not sure I could have life take another women from me.”, I answered.

She looked up and I could see some relief in her face. A smile returned to her face and looked at me with those beautiful brown eyes that could melt your heart.

“So what you are saying is you think you might be falling in love with me Jeff. Did I get that right ?”, she asked.

“Yes, you got that right.”, I answered softly.

She smiled a bigger smile, leaned over and kissed me passionately on the lips, then hugged me like she was holding on for dear life.

“I had some reservations, perhaps that after the night we had at the club, you wouldn’t think of me as someone that you could share your life with.”, she said looking down nervously.

“Jen, that’s one of the things I love most about you. Your willing to be who you are in front of me. You don’t play games, your honest. That’s always the best foundation for a relationship.”, I replied.

She looked back up at me smiling again. I could see in her face she was relieved. Her hand came up and touched my right cheek. She looked deep into my eyes.

“I could get used to this.”, she said softly.

“So could I , Jen.”, I quickly replied.
44 comments

moooow2Report 

2019-09-16 23:19:13
good story!

ItsNormyReport 

2017-09-17 17:46:32
Fantastic story...Love the characters, the action, the change of direction, BUT I hope by now you have learned to spell masturbation...every time you use the word, my ride hits a hole in the road....thank you...

Anonymous readerReport 

2016-11-16 13:45:30
I am just waiting for the chapter about the Threesome: Jen, Beth and the author. This is the only way to to resolve Jeffs conflict. Maybe Rennie
could help the trio out. She can make it a foursome? Sounds like fun to me.

Anonymous readerReport 

2015-07-12 22:19:37
I really enjoyed the stories. They have the confusion and complexities of life as messy and real as it is. The characters are usually pretty believable.

I just wish you had a proof reader. For those of us who know the difference between "your" and "you're" it is jarring and takes us out of the magic of the moment to realize that this talented author couldn't possibly be the articulate successful and well educated character in the story. Jeff would certainly know that plurals don't take apostrophes and possessives do.
Other than that little nit picking I commend you as a talented story teller.

Anonymous readerReport 

2014-11-25 07:11:24
I'm enjoying the story outs exciting and sensitive art the same time!!!!!

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