Life Choices - Chapter 5

Rick was beginning to get confused about his feelings in some areas. On the one hand, he was getting all the sex he wanted. He was drilling Chrissy a couple of times a week, usually over the lunch hour when her k**s were in school. Cindy always singled him out for the first fuck on Thursday night at Pete's and he was getting plenty of ass of both kinds at Pete's on Tuesdays and Thursdays. Then there was Tilly. He was ringing her bell several times per session at least twice a week, not to mention ringing his own bell with her at least three times each time they got together. All in all, Rick was launching his rocket more in a week than most men were doing in three months. Yet, what he really wanted was Mandy. He couldn't explain it to himself let alone anyone else. She had a special place in his heart and had ever since he met her as a teen. It wasn't just her natural beauty or her warm, caring personality or any one thing in particular. He was simply drawn to her like a moth to a light. But he was getting nowhere fast. They spent many evenings together having dinner, watching a movie now and then, or simply talking. He had fixed up her office and Tilly was working for her now and they spent hours working together every day on the residential development. She was always warm, friendly, and loving toward him, but the most he could get from her was a hug or a kiss on the cheek. At the slightest indication he might try for something more, she withdrew physically. He had nearly decided that he should just let it go and continue with his other sexual pursuits. It wasn't like he was suffering any kind of deprivation.

Early one evening, curled up with Tilly after a particularly strenuous fuck session - even for them - they lie quietly together just making small talk until they could muster the energy for another round.

"Tilly, how did you get the name, "Tilly"?" Rick asked out of nowhere.

She laughed, "My father insisted on naming me Matilda Marie after his grandmother. Have you ever heard a more horrible name than Matilda? Anyway, I hated the name and so did my mother. I begged to go by Marie when I was old enough the k**s at school made fun of my name. Dad would not hear of it. Finally, my third grade teacher started calling me Tilly because her mother had the same name and used the nickname Tilly. My dad actually liked it and so did my mom. That's how it started."

"And how did you become the master of fucking? You can do things I didn't think were possible downstairs there. That didn't happen by happily fucking your husband twice a week for forty years."

Tilly laughed again. "You are a nosy one, aren't you, Ricky? Okay, I will tell you as long as you keep it to yourself. I trust that you will. My husband, Jack, and I knew each other since high school. I loved to fuck from the time I knew what it was. I am blessed with a larger than average clit, so it doesn't take a lot of time or a lot of dick to get me off. Jack, like any other man, liked to fuck as often as possible. We discovered that about each other on our first date and we never stopped. In fact, our dates almost consisted entirely of fucking. But I made it clear to him from the beginning that I was not going to be content just fucking one man because I knew just one man would not be able to keep up with me. Since he felt the same way, we agreed that if we got married, we would develop a swinger life style, but that our fucking with others would always be done together.

"Almost every weekend, we would go to another town to keep the tongues from wagging around here and meet up with various other couples with a similar view of life and sex. So during the week, Jack and I would fuck each other at least once a day and usually twice. Then on weekends, we would spend our time at someone else's home and have group fucks. Jack had the same stamina level you do for many years. There were several things about Jack I admired. His cock wasn't as large as yours, but that is overrated anyway. But I appreciated his stamina. I appreciated his openness about what he liked and wanted. And I appreciated his willingness to try new things and go with the flow. He was as straight as your cock, but occasionally we would meet a couple where the guy liked a little male action. Jack would go along with it. And it turned my fire up several degrees to watch him stuff his meat in another guy's face or ass while we ladies played with each other.

"I learned the skill of fucking cum out of a man without moving anything but the pussy muscles when I was sitting on a guy's cock and he wanted suck on Jack's rod. Jack and I were on this guy like he was a tandem bicycle. Jack was leaned over the guy's face feeding him his cock and bracing himself against the headboard of the bed. The man's wife watched with enthusiasm and played with my tits. Jack's ass exposed and within a short distance of my face. I leaned over and stuffed my tongue in Jack's ass. You can't do that while bouncing up and down on a cock. Tongue fucking his ass set off a chain reaction. I was squeezing my pussy so tight on the guy's cock, he nearly ruptured a nut blowing his load in me, Jack shot cum so fast and furious that the guy nearly choked on it as he swallowed, and I had a multiple orgasm that lasted so long, they thought for a moment I was having a seizure. You want to make a guy shoot twice as much cum and with twice as much force? Tongue fuck his as while he is fucking someone else. That'll do it every time."

"Last question," Rick said. "How do you know about Pete and his parties?"

"Seriously?" Tilly said. "You want me to reveal everything? Jack and I met Pete many years ago through our swinging connections. He was married at the time and swinging, but his wife didn't like it all that much. She was a good fuck, but there was always a part of her that did not like sharing her husband with others. She left him eventually and Pete was trying to figure out how a single guy could stay active. Jack and I suggested hosting the parties that he is doing to this day. He likes going both ways, so the network of men gave him a way of keeping in the loop and bringing some women into the mix as well. As far as I know he never remarried, but he still has the parties. In fact, if he still has the rules in place that we shared with him, he got those from us so that there is never any awkward accusations and legal ramifications. And I know Cindy, the girl you dick every week at his parties. She replaced me. Jack and I used to go every Thursday night and I would be the cum whore. But I would only let Jack and Pete fuck me. Everyone else had to be content to play with my tits and jerk off on me. Any more invasive questions, young man, or are you ready to fuck some more?"

Rick's cock was at full attention and ready for showtime.

"Ricky, I want you to take me from behind this time and where I can watch in front of the full length mirror. It's been a long time since I have watched myself fuck. Would you do that for me?"

"Of course," Rick said, knowing it would be quite the view for him as well.

They positioned themselves on the bed sideways so that Tilly faced the full length mirror on the closet door near the bed. Her heavy tits hung like two suspended cantaloupe from her chest and she watched as Rick moved in behind her. She felt his long, thick cock begin to enter her and she watched as he grabbed her hips and pushed himself all the way in and began to slowly thrust in and out. She began her rhythm of sliding back and forth to meet his thrusts. In doing so, her tits began a back and forth swinging motion in time with that of the rest of her body. It had a hypnotic effect on her and Rick both as they watched themselves fucking in the mirror. Tilly climaxed several times in rapid fire sequence, each time her pussy spasming on Rick's cock until he could hold back no longer. He shot one thick jet of cum after another, warming and soaking her insides. Tilly's head hung down as she came, blocking the view of her swaying tits. Rick leaned over her as he finished and squeezed her mounds hard in his hands and felt the long hard nipples between his thumb and index finger. They lay down together, Tilly taking tissues from the nightstand to wipe up the river of cum draining from her pussy.

"I don't believe I have ever fucked a guy who pumped as much jizz as you do Ricky. I know you have been blessed down there with size of your cock and balls, but I still wonder where you store all that. That was your third round and I am cleaning up as much after that cum as I normally do from a man the entire night!"

Rick could only shrug and they laughed together.

They snuggled some more and Tilly took the risk of bringing up what she suspected would be a touchy subject.

"You are wanting to get into Mandy' panties, aren't you?"

Everything but his cock stiffened on Rick with the question. "Yes, I would, Tilly. But that doesn't mean I don't enjoy you."

"Oh, don't be a prude, Ricky. I don't give a fuck who you fuck or who you want. But I work for Many now and we spend a lot of time together. In fact, you are here twice a week fucking my brains out and she is here three times a week and we feed each other pussy. In between all that, she and I talk. And I know there are issues there to be resolved. I told you I have the skills to get information out of people. And she is a sweet beauty. In fact she is pretty rare and I want to help you two out."

"What do you mean?" asked Rick, not following particularly well.

"Crap! Typical male. Unless it is a pussy, women have to draw a diagram for men. I want to help you both get where you both want to be - fucking each other blind. But you have to know where to start. And pinching her ass is not the place to start! You need to talk. Talk about what you want out of life. Every time she is around you, she suffers from wet crotch syndrome because she wants nothing more than to fuck you silly. And even my tired old eyes can see that every time you are around her, your suffering from petrified prick. There is a bulge in your pants too big to hide when you get within five feet of her. It won't matter how many women you fuck - me included - that will solve that problem, Ricky. So here are the facts. Between sucking each other's clits off and ruining our respective makeup jobs with smeared pussy juices, Mandy expressed her fears and what is holding her back. But before I tell you all this though, you have to promise me that you won't fuck it up. Be subtle and sincere or you are going to screw the pooch in more areas than just the opportunity to get in panties. Life choices, Ricky. Make the best ones you can."

"Okay, okay, Tilly. I'm all ears!"

"Actually, you have quite a bit of yourself devoted to dick, but yeah, okay," said Tilly with a hearty laugh. "Your mother could handle being a housewife and staying at home. At least she could handle it as well as she could handle anything. But she couldn't handle your dad fooling around. He was more like Jack and me. So the whole attitude of men will be men and women will keep house only half worked for your mother. That drove her to drink among other things. Mandy is different. She can handle the men will be men part just fine, but she couldn't handle the women will keep house part and was not happy giving up her work and being faithful to your father. She is afraid that the apple doesn't fall far from the tree. She knows you have other women in your bed life and is fine with that, but she wants her work and the freedom to play with others too. She is afraid if the two of you take your relationship to bed, you will want what your father wanted and that was too stifling for her.

"So before you take any action on what I have just told you, you need to imagine long and hard how you are going to feel watching her fuck another man in front of you, or a woman for that matter, and decide if you can handle that. You already know I am banging you both, but that can be different than watching another man pack her pussy with his meat. If that turns you on, go for it. If it pisses you off, you can't have her Ricky. Pretty simple. Live by the sword, die by the sword. You can't fuck half the county and expect her wait for you to come home and be content with sloppy seconds - or thirds - or fourths. No matter what you decide with Mandy or anyone else for that matter, I just want you to know that you can come here as often as you want, hopefully more than you do now and please the older lady. Speaking of which, up for another round?"

Tilly never ceased to amaze Rick. Beauty, sexy figure, a love of fucking, and wisdom all in one human body. As she climbed on top and took his length inside her, she lay on top of him and began to give him a cock massage as she otherwise remained still. Tilly, he decided, was the only woman if he had to choose, that he could remain faithful. That wasn't going to happen and he was aroused beyond description by the swinging style Tilly had relayed. He knew which way he was going to go. It just had to know how to set the stage.

Two days later, over the lunch hour, he and Chrissy were sweating up a storm as he rode her like a wild horse, fucking her deep and fast. She had already cum twice and he was getting close. Of all the fucks, she was the most physically animated. She would buck and grind and moan and yell as she enjoyed to the fullest getting pounded by his thick cock. This time, she had her legs hooked over his shoulders, allowing to take him as deep as humanly possible. He was often hitting the end of her tunnel with his thrusts and she was digging her fingers into his back under her legs. Her rough-smooth pussy walls were threatening to pull his cock off of his body until he could take it no more and shot his cum so deep and so fast that it splashed back in a squishing noise and soaked both party's inner thighs. Chrissy rolled him off and she immediately went down on him to suck the cum off of his cock and lick the area around his balls. He pulled her body over on top of himself so that he could return the favor. He had begun to acquire a taste for cum at Pete's parties and had no objections to the taste of his own cum mingled with hers. The licked each other to another orgasm for each. They collapsed in each other's arms, exhausted.

"It took me a while, Chrissy, but when we first met a few weeks ago, I thought I knew you from somewhere. I finally figured it out. I remember you as Christina and you stayed with me on Friday and Saturday nights when I was about ************ and a little older."

Chrissy went stiff and cold in his arms. "And you are still willing to be as kind as you are and to still come here and fuck me? I guess I get the fucking part, since that is what we did when I stayed with you. But my behavior caused quite the shit storm for you and everyone else. Yet you can still treat me with respect and care?"

Rick pulled her on top of him so that he could look her in the eyes. "My family was already in the middle of a shit storm. You didn't cause it. In fact, you probably forced my family to beginning to actual deal with the shit storm they were in. My mother was already a lost cause and my father didn't care that you were fucking me. And I enjoyed what we did together more than you could possibly know."

Chrissy's eyes filled with tears. "So, you're telling me that it's all okay? I have been scared to death that you would piece it all together and run me off. But I love the work, providing for my family and for the first time since way back then, I have been able to enjoy the pleasures of sex. I was scared to death that I was going to lose it all." She cried uncontrollably for several minutes. Once she calmed down, she asked, "Will you still come here now and then and allow me to enjoy our time together? I don't expect you to, like, you know, marry me or anything. I don't go around fucking just anyone. But I can be happy just having you a couple of times a week. Maybe someday I will find someone - you or someone else - but I hated my marriage and don't want another one anytime soon. You okay with that?"

"Sure, Chrissy. Let the past go. There is nothing to be ashamed of or regret as far as I am concerned. And I look forward to our time together. You are a beauty, you are gentle and kind. And...you are also a great fuck!" Rick smiled and tickled her as he threw out that last comment.

Chrissy laughed with relief and appreciation and she rode him to another animated and furiously fast orgasm before it was time to get showered and back to the office. As it was, their lunch break was longer than it should have been, but also a badly needed time alone together. For Rick, things were beginning to come together.

That evening, Rick fired up the grill and fixed dinner for himself and Mandy. He opened a bottle of wine and they enjoyed a great dinner on the patio and talked of many things including some items related to the office.

"Mandy, it has been so much fun working with you and the residential projects and seeing your ideas for making the homes unique and desirable to the market. Promise me you won't stop your work? I can't imagine going back to just commercial construction alone and not collaborating with you."

Mandy beamed with pride and appreciation. "I have no intention of stopping or breaking away from our working relationship, Rick. Thank you for telling me that!"

"What else do you want out of life, Mandy? It has been a few months since dad died. Maybe it is too early for you, but what kind of relationship do you want personally down the road? My father could be more than a little controlling, so I don't see that as a good read on what you want. I mean, you seem happier than ever with your work and we don't spend as much time together away from work as we used to. I see that as more the way you really want things than your time as my step mother."

Mandy thought for a few minutes, afraid that Rick was doing one of two things. Either he was setting a trap for her that was going to cause problems for them personally or that he honestly wanted to know, which might cause problems anyway. She knew that if she was going to be happy she had to be honest but she struggled to find the words. As she hesitated, Rick spoke first.

"Personally, I don't necessarily want to be tied down. That may be short sighted, but I think having the freedom to make my own choices in how I spend my time and with whom I spend it is important. On the other hand, I really enjoy spending time with you and I miss you when we aren't together. We seem to meet each other coming and going or it is all about work. I miss the relaxing, casual time we used to spend together. I would like to get some of that back. I can see you agreeing with the first part of what I am thinking, but not sure about the last part."

"Rick, I can't think of anyone I would rather spend time with than you. In more ways than you realize. And yes, I agree with you on both counts. Your dad was a little stifling. And I am sorry to sound critical of him in front of you. I just need time before I jump back into anything long term."

"I guess that is my point, Mandy. Dad is gone and we are finding our own way together, taking advantage of each other's strengths and interests. I would never hold you back. But I don't want to lose you either. Your friendship and your companionship is too important to me."

"So, you are saying you want to take our relationship deeper, but you have no plans to keep me all to yourself?" Mandy asked, hoping to confirm what she wanted to hear.

"Yes, Mandy, that is exactly what I am saying. Just don't bring them here. I won't either - unless we invite them together," Rick said with a laugh.

Mandy stood up, took Rick's hand as he stood up, and she hugged him tight and gave him a deep, passionate kiss.

"Come with me. I will show you how deep I want this relationship to go."