Cindy And May |

May still lives in the small town where she grew up. She and her husband Bob run an insurance agency; her in the office and he in the field, which seems to involve playing a lot of golf. They have one son who is in college. He lives on campus for the social life, but manages to deliver his laundry to Mom regularly.

She has been best friends with Cindy since first grade; as children they were inseparable. Cindy, who was raised by her widowed father was the ring leader of the pair. She often instigated activities for which May usually got blamed while     Cindy skated free.

She was slower to settle down than May. The year after May and Bob married, Cindy married Tim, scion of a local banking family. Her daughter April was one year younger than May’s son Tom. Both mothers hoped that their kids might form a romantic attachment but they were just friends. April attends college in Geneva.

May loved her friend. They were each other’s Maid of Honor and Cindy and Tim were godparents to Tommy. As the wife of the president of the local bank, Cindy has become a wellknown socialite. Her name is attached to every charitable or cultural event occuring in town.

Saturday morning is May’s time to do chores; she has a woman come in every Monday to clean but there is still laundry to do and miscellaneous washing and dusting. Bob plays golf.

One such day she noticed that the bed in the guest room was sightly mussed. She wondered if the cleaner might have lain on it during her break time. She straightened the covers and forgot about it.

Another time, a week or so later she noticed it again. This time she decided to remake the bed. She discovered that the sheets smelled of and had sticky spots on them. Her first thought was whether Bob could be up to no good, but she quickly decided not; Bob’s drive had been replaced by driving golf balls.

In the old days, it was three times per week and occasional golf; that routine was now reversed. Perhaps Tommy was sneaking home with a girl, not having much privacy in the dorm. That was OK with May.

Then, one Wednesday, May forgot some work papers so she went home at noon for them. Upon entering the kitchen she heard noises from the guest room. Thinking to catch Tommy in flagrante, she tiptoed to the door.

She pushed it open and to her shock saw a large man (not her son) someone with her long legs over his shoulders. A splash of blond hair turned toward the door and she saw her friend Cindy’s face in the throes of an orgasm.

Speechless and embarrassed, she turned and left the house without a word. Having no other place to go, she went back to the office and tried to resume working. When she arrived home that evening there was a large bouquet of flowers on the kitchen counter and a note asking her to meet Cindy at their favorite watering hole at 7:00. Of course she had to go. She left a note for Bob.

Cindy was seated in a quiet corner booth when May arrived. There was a drink waiting for her. “Jesus, you scared the hell out of me,” was Cindy’s opening line; no “I’m sorry,” no explanation. This is the ballsy Cindy that she has known for fortyplus years.

“How do you think it was for me, and how long have you been using my house for your illicit ? I thought it was a home invasion; I guess it was really.” May tried to sound angry but this is just the sort of thing Cindy would do and she knew it.

“A couple of months. I knew you would be OK about it but I didn’t want your husband to know. You know that I can’t meet my lover anywhere in this town. I can’t have gossip going around, and I have staff at home.”

“Who is he and where did you meet him? What if your husband finds out? Spill it all.” May wanted all the dirt.

“I met him online, one of those cuckold sites. Tim knows about it; he knows he can’t keep up with my ual needs. Now that we have empty nests, we should be able to pamper ourselves. He is relieved that he doesn’t have to worry about keeping me happy that way. Happy wife, happy life is his motto but I have to be careful not to cause a scandal for Tim’s sake.”

“Is this your first time?” May knows Cindy well and suspected this was not her first rodeo.

“Well no, I started with a very wellhung, older black guy. He was magical in bed. I fell in love with his cock. But he wanted to dominate us. And he wanted to take me out and show me off to his buddies; his married white whore. I had to kick him to the curb.

“Now I stick to hot young studs; they are more easily controlled. I think Gerard is a keeper; he can cum more than once in an hour, and he likes licking my pussy, both before and after.” May was a bit shocked but more than a bit aroused by this talk.

Cindy went to the bar and returned with two more drinks. She sat sideways facing May and began describing the many virtues of being a hot wife.

“You should get yourself a lover. I know Bob is no great shakes in bed, you have told me many times that that part of your lives is behind you. But is it really or is it just too much trouble to light his fire?” Her arm was behind May, her fingers idly entangling her hair, causing a rush of endorphins and heat. Her other hand rested on May’s knee.

“I would be happy to share Gerard with you; he has plenty of drive and he has a big dick. If you hadn’t run away this morning you could have had a taste. He can go all day, more than I can handle, and he cums buckets.”

Cindy’s hand had moved up May’s thigh as she said all this. May could feel a tingling in her crotch as she envisioned the two of them going to town in her guest bedroom. She needed another drink, a strong one.

They spent the next hour knocking back martinis while her friend regaled her with graphic descriptions of their activities. And then told her what she makes Tim do to her when she gets home. The liquor and her stories had May’s panties damp in a way they had not been in years.

Cindy shocked her by taking her hand and guiding it under her skirt. “Feel how hot my pussy is; it’s like this all the time now.”

“Oh my god, you shaved yourself,” May couldn’t resist feeling the smooth lips of her pussy and one finger slipped in. She had never felt another woman’s genitals before. Very erotic.

‘No, it’s waxed; my men love my smooth cunt. I now call my husband Tim The Licker. He can’t wait for me to get home after I’ve been fucked by Gerard.” She reached under May’s dress, touching the crotch of her panties. “Bob is going to catch hell when you get home tonight.”

I’m sure I’ll have to wake him up from in front of the TV, but he’s going to lick my pussy at least,” May thought.

“I’m sure that Gerard has a friend. Let me set up a double with them. We’ll have a ball and you will be walking bowlegged after.” Her hand pulled May’s panties aside and gently stroked her pussy lips. “Can you get rid of Bob for a day? Or can you just tell him that you are going to make him a cuck?”

“That’s what I did with Tim. I sat him down, played with his little dick for a few minutes, and laid it out for him. He came in my hand before I even got to suck his cock. Now he loves sloppy seconds when I let him have me.”

May thought, Wow. This is a brand new world to me. Sure, like most, I have heard of married women having lovers. TV soaps are full of such scenarios. But that’s not me.

“Well, as exciting as this all sounds, I married for life with a vow to be faithful. Next time you use my house as a love nest leave me a sign, OK?” With that said she rose to go home with her head full of visions of Cindy being railed in her guest bed.

Sure enough, she found Bob in his recliner, snoring away. By the time he realized that his wet dream was actually real, he was on the verge of cumming in his wife’s pussy as she rode his hard cock. “Pinch my nipples,” she whispered, strumming her clit to her orgasm.

For the next couple of weeks, upon returning home from the office she checked the condition of the guest rooms, but found no evidence of coital activity. Of course, Bob was oblivious to it all, but he enjoyed the fruits of her imagination that first week.

Then one Wednesday there was a single rose in a bud vase on her kitchen counter. Sure enough, the bed sheets were soiled and redolent of . Like a good friend, May stripped the bed and washed them.

Once again she became aroused, and a bit jealous of her friend’s freedom and Bob was the beneficiary. She couldn’t help wondering whether she could convince him to become a cuckold.

The rose became the signal that there was wash to do. Sometimes Cindy would call her to tell her all the details and urge her to join them next time. Whenever they met, privately or at some social function Cindy seemed vibrant and happy, in control of her surroundings. May couldn’t help wondering if she was missing something special, something that a woman in her circumstances should have. Cindy’s kisses seemed more intimate and ual lately, no more air kisses.

Then one Wednesday there were two roses in the vase. She rushed to the guest room to strip the bed before Bob got home, but it was pristine. She checked the other guest room; the same.

With a bemused shrug, May went to the master bedroom to change out of her work clothes. Her kingsized marriage bed was a wreck with cum stains all over it, more than she had ever seen before. She thought she understood the meaning of double roses. She was upset at the violation of her marital space.

She needed to act quickly; first, she texted Bob telling him to have dinner at the club because she and Cindy have made plans for the evening. Next, she texted Cindy to meet her at the bar again. That allowed her time to air out the playroom and change the bed linen.

Cindy was seated in the same corner booth when May arrived; a martini ready for her. “I know, I know, we went a little crazy today. Just listen to me. I figure that you are about ready to join the party so I asked Gerard if he had a friend for you. Today he showed up with his buddy Al.

“I texted you to come home, didn’t you get it? Meanwhile, I started to make out with my stud and before I knew it I had two guys kissing me, playing with my tits and stripping my clothes off. The guest bed is too small for group activity so we decided to wait for you in your bedroom.

“Then, I honestly forgot about you because I was lying between two studs with beautiful hard cocks. Either way, I turned my head I was kissed while the other mouth captured the nearest nipple. I was in heaven.

“Their hands were dueling for the primacy of my pussy, first one then the other driving me crazy with desire. Pretty soon Gerard was between my thighs tonguing my clit, so Al moved up for me to take his big dick into my mouth while he fondled my breasts.

Gerard is circumcised and Al is not, it’s the best of both worlds. Have you ever played with an uncut cock? It’s a whole new experience.” All this exposure to ual high jinx was taking its toll on May and making with Bob seem rather pedestrian.

“Cindy, I can’t put the horns on poor Bob; he’s an innocent; and doesn’t deserve to be cuckolded.” She was talking to herself more than to Cindy, who knew better it seemed.

“That’s where you are wrong. First of all, you both share a responsibility for keeping things interesting in bed. I promise you that after you have been fucked by somebody like Al, you and Bob will have the best you have ever experienced together.

“And if he wants to know why, you should tell him. If you want to give him a headsup beforehand I can instruct you how to do that. Let me bring Al back next week. You will not regret it and neither will your husband.”

“Let me think about it. It is a big step for me; I’m not as adventurous as you.” May kissed her friend and headed home to Bob. She decided to not inform him of what was brewing with her and Cindy, but by the time she reached home, she had all but made up her mind to meet Al.

If it was as wonderful as Cindy said, she could then decide how to proceed from there. Her panties seemed to be constantly wet and the vision of a large, uncircumcised cock entering a bare pussy occupied her mind whenever it was idle.

Every day around noon May would check her phone messages, at once relieved, then disappointed to see no message from her friend. Then one Wednesday it came: “Come home right away.”

She told Bob that she didn’t feel well and needed the afternoon off. Her heart was beating madly on the drive home. She couldn’t resist pressing her middle finger into her gusset and feeling the thrill that it caused. As she entered the kitchen she felt faint. For several minutes she stood outside the guest bedroom and listened.

The sounds of ual pleasure were obvious, making her pussy ache and become wet. Suddenly the door opened and a handsome, naked young man looked out at her. He turned and called, “Cindy, we have company,” then he said, “Hi, I’m Al, you must be May. You are beautiful.”

May was terrified. She stood there, shaking, until Al wrapped his arms around her and kissed her. Immediately there was Cindy and another man hugging her and kissing her as well. A warm feeling flowed through her.

“Oh darling, I’m so happy you came. How do you like your new partner?” She reached down and grasped Al’s rather large hard cock. “Come, let’s go to your bedroom and get acquainted.”

From that moment on May seemed to be in a zen state. She stood still while they removed her clothes and admired her body. Gerard said to Cindy, “You are right, she is a MILF.” His hands were roaming over her body, gently caressing her breasts and her bum, his lips kissed her neck thrilling her. Someone’s fingers were sliding up and down along her pussy lips. Her knees were shaking weakly.

May was startled out of her reverie when Cindy pushed the men away and kissed her pressing her tongue on her lips while her bare, hard nipples pressed against May’s. A shudder went through her body almost making her cum. She responded with her tongue, moaning, and her teeth nipped Cindy’s lower lip.

Gerard had laid on his back on the bed, stroking his hard cock and watching the others. May was uncertain which young man was meant for her and didn’t really care. She just wanted to get her hands and lips on either, and soon.

Her friend solved the matter by pressing May’s shoulders down until she was on her knees in front of Al’s throbbing cock. Then Cindy knelt beside her, kissed her again, and pulled his cock to their joined lips. Al placed a hand behind each of their heads holding them steady while he pressed his cock forward.

What a magnificent organ he had. It was very big, long, and fat, and his glans was shroud by a long flap of skin. May watched as Cindy grasped it by its barrel and pulled back toward its root. The skin slid back revealing its livid purple head. “Now you do it,” she whispered. “There’s something I have wanted to do for a long time.”

So saying, she lay on the floor on her back and wriggled between their legs. She sucked one of Al’s balls into her mouth while May moved his foreskin back and forth plunging her lips over the exposed glans. It had a wonderful, smooth rubbery texture and a gamey aroma unlike her squeaky clean husband’s little circumcised dick.

At that moment May remembered that she was married to a loving, trusting man. I should stop now, a faithful wife doesn’t do this to her husband, I haven’t gone too far yet, she thought. But I don’t want to stop. Am I turning into a tramp?

But then Cindy moved under May and began to lave her pussy lips with her tongue. When it touched her clit, May almost fell to the floor with her first big orgasm. She couldn’t keep her hold on Al’s beautiful cock so he grasped her head in both hands and fed his cock into her mouth, making her cough and gag.

All thoughts of Bob disappeared from her head, it was a jumble of cocks and cunts and tongues and lips. Things were happening as if on autopilot in her ual haze until she found herself on her back beside Cindy with Al between her legs, his cock poised at her nether lips. The moment of truth had arrived and she was not of a mind to resist. She reached between her spread legs and guided his monster to her.

May was not sure how many times, but she was sure that she had cum more than once already. Now she wanted to feel the fullness of the largest cock she had ever seen imposing itself into her sopping wet cunt.

He was halfway in when she started cumming; there was a rolling spasm starting at her pussy, traveling to her brain and back through her legs. She had never felt so full, so stretched open, yet she was so wet that his cock slid into her with little resistance until she felt him in her uterus.

It never stopped until she realized that she was screaming for him to fuck her and cum in her. Then she was begging him to stop, that it had become too intense. While they rested, her pussy responded to his throbbing cock deep in her by grasping and releasing it; something she did not know it could do.

She could feel his pulse pumping blood into his cock. Cindy and Gerard were praising her enthusiasm. Then she nodded to Al, who began again to stroke his cock into her.

This time he moved in long, slow strokes, “Are you ready for my cum May? May I May, cum deep in your beautiful pussy?” She nodded OK and raised her face to his for a kiss, her arms wrapped around his neck, her hands caressing his curly hair while he shuddered his orgasm, bringing on another for her.

They lay connected while the sensations calmed and watched the others consummate their coupling. After a few minutes, Al’s softening cock slipped out of May causing her to feel bereft, like she was losing something important, almost sacred.

May couldn’t resist the urge to hold Al’s soft cock. She had always been intrigued by the way a nice harmless soft penis could expand, get hard, and force its way into the tightest pussy or other orifice.

To her surprise, Al quickly got hard again. She let go of him and sat up. “Al, this has been an amazing and beautiful experience that I’ll never forget, but it’s too much for me. I have to stop. I have just violated a sacred trust. Sorry.”

She rose, picked up her clothes, and went into the bathroom to shower. Cindy poked her head in the bathroom door and announced that they were leaving. May stayed there until she heard her guests dress and leave. Then she dried herself and put on her robe.

Now she started to think of Bob. What have I done? Have I destroyed our marriage? Can I tell him what happened? Can he understand? But then a vision of her and Al brought an involuntary smile to her face and a frisson of pleasure. She curled up on the bed, pulled the coverlet over herself, and drifted off to a contented sleep.

May woke to see Bob sitting beside her, “Hi darling, are you feeling alright?” he asked. She panicked momentarily. Oh my god, I haven’t cleaned anything up; the sheets must smell of and cum. He’ll figure out what happened, what I did.

“Bob, will you make love to me, please? I need you.” This was what they always did after Cindy visited.

“Of course. Are you sure you want to? It won’t be very special, it’s only me.”

“What do you mean? You are my husband, it’s always special when we make love. Please?” But she did have a momentary flashback to Al. She felt ashamed.

Bob took off his clothes and climbed in bed. They kissed as usual and he kissed her nipples before he went down to perform cunnilingus. May stopped him; she must smell and be gooey with Al’s cum.

“Are you sore down there?” he asked. “I understand, I’ll be gentle.” She placed her hand on his forearm.

“You know don’t you?” She tried to see in his eyes how he was feeling about her, them.

“I guessed. Tim has told me about his and Cindy’s arrangement. And he told me that she has been trying to get you to make a cuckold of me. I have been waiting for the axe to fall. You didn’t seem sick this morning before you said you had to come home.”

“What are you going to do?” Here it comes. He has had plenty of time to plan this. Probably he has a lawyer writing up divorce papers. Has he bugged the house? Is there a camera hidden somewhere?

“Well, that depends a lot on what you are going to do. I assume from the smell of this room that you had a very good time, that your world has been rocked. Do you want to be single again?”

“No Bob, no! Far from it. I feel a deep love for you right now, and I know that I want to be with you forever. And I feel shame for what I did.”

“Was this the first time?”

“In fact, yes. But it has been on my mind for some time. I have been jealous of Cindy’s freedom and vitality. I have wanted to do it for weeks, I just couldn’t pull the trigger. I’m sorry that I couldn’t talk to you about what was happening.”

Bob was quiet for a few minutes, then, “Are you planning to do it again?”

“Not if you ask me not to,” she knew she shouldn’t hesitate with her answer.

“But you would like to.” it was a statement, not a question.

“Bob, I have been your faithful wife for twentyfive years, and your faithful girlfriend for years before that. I had never felt like I was missing something until I saw how much pleasure and fun Cindy was having.

“But the truth is, based on this first experience, I have missed something; probably I should have sown some wild oats when we were young, but I didn’t. I can’t judge how much is the newness, the young handsome stranger, or the danger of being caught, but it was mindblowing, literally; it felt as if the top of my head would come off.

“I know this must be hurtful. I wish it weren’t but I owe you the truth. I mean it when I say I love you and I want us to stay together. If you say, ‘No more,’ then that will be it.”

“I’d like to know what was so different and special. Can you verbalize that?”

“Well, let’s start with the fact that Al, that’s his name, is a twentysomething hard body.” May tapped her hand on Bob’s middleaged belly. “He has all his hair, then there is his magnificent cock; it’s twice the size of yours, and he knows how to use it. He has been where you can never go. I have never felt so filled up.” She took hold of his limp cock and gave it a little shake. “I lost count of my orgasms, but they were many.

“He is an avid, skilled kisser and even his muscles have muscles. For some time now, our kisses have seemed perfunctory, and I am as much to blame for that as you.

“But, darling, you are fully as good at licking my pussy and making me cum. I wish you could experience the soulwrenching sensations that I felt when his cock touched my uterus for the first time; I may have passed out for a time, it was so intense.

“The next thing I knew, I was wishing he would impregnate me. My hormones must be raging after weeks of hearing Cindy’s boasts.”

“Tim told me that his wife nearly fell in love with her first lover. Is that how you feel about this Al?”

“I have to word this carefully: When he was inside me and we came together I had a strong feeling of affection, you might even call it love for him. But I am not going to fall in love with a guy who is twenty years my junior, who goes around married women for a hobby. Does that sound reasonable?”

“I suppose. Cindy sees her guy almost every week. If I said I could go along with some extra curricular activity, how often do you think you would want him?”

“I can’t say now; it’s all so new and exciting. I might want to see him often for a while until the novelty wears off. I can still feel him deep inside me” May put her hand on her abdomen, then caressed Bob’s cheek with what felt to him like a look of sympathy, not exactly love. Maybe pity was a better word.

“And if it doesn’t wear off?”

“I can’t predict the future. I only know that I love you and have invested a lot of my life in our relationship; I don’t want you hurt. I can’t see anyone taking me away from you; only you could make that happen, but I don’t want the feelings that I experienced today to fade, else why would I put our happy marriage to this test.” After some thought, Bob spoke.

“OK, here is my offer: you may get together with Al two more times, as soon as you both want. Then we will talk. If I have not been driven nuts by all of this, then we will agree on a protocol for your fun afternoons and you will honor it. But I make no promise beyond two times.

“Also, Cindy has to stop using my house for her shackups. If I come home to more cummy sheets, I will assume they are yours. Finally, you must not be seen in public with this guy. Fuck him here or his place only. Agreed?”

“Sounds good to me.” May was greatly relieved and grateful. “Thank you for this. You won’t regret it, I’m going to make you the happiest cuckold in the world starting right now.

Bob held up a finger, “Oh, one more thing,” Oh oh, here it comes, May thought. “Don’t let your son catch you in flagrante.”

“OK. Now,” she pointed toward her exposed pussy, “you have some work to do That needs to be cooled off. Then we should discuss wifescaping.” She reached for his growing cock.