Craigslist Creampie

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A cuckold finds a man for his loving wife on Craigslist.
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A horny cuckold finds a man for his loving wife on Craigslist

My sweet, innocent, petite wife sat in the back seat of our car with her braless tits on display and her new dress bunched up around her waist. The dim light from the parking lot glinted off the diamond in her wedding ring as she stroked her small hand up and down the big, throbbing cock. The thing was, it wasn't my cock she was jerking. No, it was that of a man she had only just met and I was sitting in the front seat watching everything. Pour yourself a drink and settle in so I can tell you how I arrived at this mind-spinning moment and what happened next.

"Allen, what's Craigslist?" Asked my wife Connie one evening as we sat on the couch watching TV and enjoying after-dinner drinks.

I was taken off guard but was instantly curious. "Seriously? You don't know what Craigslist is? It's an online classified ad service. People put all kinds of ads on there for stuff for sale, or jobs, or just about anything. Why do you ask?"

"Oh, it's not a computerized dating service?"

"Well, yes, people put personal ads on there, too. Why do you ask?"

"Oh, I don't know. I was reading in a magazine or somewhere that somebody was advertising for sex on there. I didn't know people did that."

"What?! An ad for sex and I missed it??"

"Allen!"

"Just kidding, sweetheart. But, yes, folks advertise for all kinds of stuff on there. Whatever you're into, you can probably find on Craigslist. It's all organized by category.

Oh?? And how would you know so much about this?

"I must confess that I've browsed those ads once or twice."

"Really? Looking for other women?"

"No. Of course not. You know I only want you."

"Then why are you looking?"

I just like to see what kind of things other people are into.

Oh? Anything in particular?

"Mostly the MW4M ads and the M4MW ads.

"What's that mean?

"I just find it interesting to see what other loving couples are looking for, or, more specifically what other men are looking for for their wives, and what men are out there looking for couples."

"What do you mean: Men looking for their wives?"

"Some men place ads hoping to find a man to be with their wife."

"You're not serious. Men are turning their wives into prostitutes? This economy is worse than I thought!"

"No. It's not like that at all. Some guys like the idea of their wives having sex with other men."

At this point I was getting very excited -- and nervous. I was excited because I finally had a chance to hint to my beautiful Connie that I was overwhelmed by fantasies of seeing her fucked by another man, but nervous because I didn't know how she would react to this revelation. I didn't want her to think I was some kind of pervert, get pissed at me and shut the whole conversation down. A moment of truth had arrived.

"No way. Really? You don't want that, do you?" she asked, her tone lowering and softening.

Encouraged that she didn't freak out or leave the room I slid over next to her on the couch and put my arm around her and talked softly into her ear.

"You know how much I love you and how I would never do anything to hurt you or make you uncomfortable, but I have to confess there are times when I have fantasies about you being a bad girl and doing naughty things for me."

"You do? Me??" she asked with a mix of incredulity and sarcasm.

"Come on. You must have some idea what gets me off the most on those special nights when you let me do those things," I said in a whisper as I pulled her closer and let a hand drop to her breast to caress her gently, thrilled to find that she was braless under her sweatshirt.

"And what things are those?" she asked in an equally soft but teasing tone.

I was starting to tremble. This was going better than I had ever hoped. I had a chance to finally tell my beautiful, loving wife a deep secret that I had held inside for years and her initial response was encouraging. I decided to see how far I could go.

"Oh, you know. On those nights when you let me shave you and lick you and you let me invite my big friend to come over for a visit."

My 'big friend' is a sizable lifelike rubber dildo that I had slowly introduced into our sex play a few years earlier. I liked to tease her with it and tell her I was going to watch this big cock slide into her. While she never said much as I lubed that bad boy up and watched as it slid in and out between those slick, swollen pussy lips, it was clear from the way she spread and raised her legs and moaned as I hit her deep places that she didn't find it unpleasant.

"Oh..." was all she said.

I intensified my stroking of her breast, feeling around for a nipple that I happily discovered was getting erect. Connie has the most mazing large, responsive nipples that always let me know when she's getting aroused.

"Yes," I continued, "when I see you surrender like that I get delirious and get all kinds of crazy ideas. You are so sexy and beautiful, I sometimes wish I could share you with a friend. I imagine how amazing you would look as you surrender and respond to all the attention we could give you."

"Me? Do you really think of me that way?"

"Oh, yes. When I see how wet you get and how you start humping your hips as I watch that big, slimy cock slide in and out of you my head starts to spin."

"God, you're starting to sound like some kind of pervert!'" she exclaimed with a giggle. "What have I gotten myself into?"

That little giggle was all the green light I needed.

Holding her even tighter, restraining her arms a bit and intensifying my groping of her full, firm tits I whispered hotly into her ear.

"You are the sexiest and most desirable woman I have ever seen. When I see you open yourself to my attentions and see how you respond so strongly I can't help myself. I just keep having visions of how you would react to a real live, big, hard cock thrusting repeatedly into you."

"Oh, my..." was all she could muster, her voice a little raspy as her breathing deepened.

I slipped my hand up under her sweatshirt to find her hard nipple to tug it and roll it between thumb and forefinger, something that I know always get her going.

"Yes, that crazy thought just drives me insane, almost as much as what comes next."

"What? There's more? What kind of woman do you think I am?" she asked in a way that sounded a little more like and honest question than an accusation.

"I think you're a beautiful, sexy, woman who secretly loves sex more than she dares say and a woman who sometimes does special things for her husband."

At this point there was a visible spot on the front of my jeans where my erect cock was straining and weeping. Connie's chest was rising and falling with her deepening breathing. This conversation was taking on a life of its own and going to places I had only dreamed about.

"Okay...but what was that about 'what comes next'? What more could there be!?"

"I have to be honest. After you take on my big friend and I climb on top of you and enter you I can't stop myself from thinking how you would feel as I slip into your soft, wet, warm pussy and know that another man had been there before me."

"Wow, that's a pretty crazy fantasy there, mister. And look what it's doing to you. I had no idea you thought about things like that." She worked a hand free from my grasp and reached over to trace the outline of my raging hard-on through my jeans.

"Really? After all these years of me asking you to dress sexy when we go out and and letting me take those pictures and letting me pleasure you with toys you had no idea I liked to think about sharing you and even getting your bun buttered?"

"Bun buttered! Oh my God! Is that what it's called?? Hey...Wait a minute. You don't show those pictures to anyone, do you?"

There were times when Connie was in a special, sexy mood that I could get her to pose for some pretty hot photos.

"No...But now that you mention it..."

"Don't you dare!"

"I could put an ad on Craigslist and see what kind of response I might get."

"You better not, mister. And besides, who would be interested in an old lady like me?"

"You can't be serious. You are a beautiful, mature, elegant woman that any man would love to spend some quality time with."

'Quality time' was a little code phrase we used for sex. I'm pretty sure she got the implication.

"It's been so long since I've been with anyone but you, I wouldn't know how to behave."

I couldn't believe she said that. She was actually talking as if this could really happen.

"Well, I would hope you would behave badly," I quipped.

"Asshole!" she squealed as she playfully punched me in the arm. Then, turning serious, "You aren't really thinking about doing this are you?"

"Well, it would be mostly you doing it with me mostly watching, but we're just talking here."

"I think I read about men who are into this kind of thing in Cosmo, or somewhere."

"Oh, it's most definitely a thing," I said as I worked the button on her shorts. "Help me out here," I asked and she raised up so I could slip the shorts down over her firm, smooth thighs. I couldn't help but notice a wet spot on her panties that was rivaling my own.

"Hey! What's this? It looks like I need do to a spot check. It looks like somethings got your motor running." I pulled her panties down and threw them on the floor with the shorts.

"Uh-oh."

"Uh-oh is right," I replied as I ran a finger down to feel along the wet, slippery seam of her recently-shaved pussy. "Don't tell me all this talk about me watching you get fucked has you excited."

"You know I like to make you happy and this is pretty exciting, but scary too and I'm not sure I could really do it. Are you serious about this?"

"This is a lot take take in all of a sudden. We don't have to decide anything right now. Let's think about it."

With that, I slid down on the floor and got between her spread knees and began to kiss her pussy. She was already dripping wet and she started gently rocking her hips up and down as soon as I started licking her. As I felt her inner lips swelling under my tongue I started working two fingers into her sodden opening and just as I found the hard bud of her clit with the tip of my tongue, I flipped my hand over so my fingers could stroke her g-spot. As I continued my assault, I used the fingers of my other hand to spread her lips open. My head was spinning as her moans intensified and just as I was thinking about going to get the dildo she raised her hips completely off the couch, went rigid and let out a long, guttural "SHIIIIITTTTT!" and then collapsed back onto the sofa.

I'd like to say I then fucked her long and hard, but when I climbed up onto the couch to mount my lusty wife and slid into her warm, wet, silky sleeve, my head was filled with images of her willingly spreading her thighs for a hung, virile stranger. My cock was rigidly straining for release in ways it hadn't been for a long time and after only a few strokes I shot my load deep into her.

I didn't bring up our conversation for a few days, but since Connie had responded more positively than I could have ever hoped, I was walking around in a fog. I had trouble concentrating on anything other than my thoughts of how I could take advantage of this new opportunity to expand our shared sexual horizons. I wasn't talking to her much about our new shared fantasy because I didn't want to scare her with my eagerness, but I was lavishing extra attention onto her. I was complimenting her and stroking her at every opportunity. I wasn't just bettering her up (Now there's a fortuitous pun!) so she would go along with my fantasy, I was honestly feeling a new level of affection for my bride. I had uncovered a new facet of her sensuality that made me appreciate even more what a wonderful and mysterious woman she was.

Nor did I tell her about the ad I placed on Craigslist. I placed an ad in the "Casual Encounters" section. I asked for responses from mature, clean, fit, polite, married gentlemen who, like me, were mostly monogamous. I attached a revealing and flattering picture of my shapely bride that showed her full breasts and the curve of her hips, but not her face. I didn't say what, exactly, I wanted such a man for, but a crazy plan was coalescing in my brain.

I wasn't prepared for the deluge of responses I would get. There sure are a lot of horny men out there who would gladly fuck another man's wife. The sad news is that most of them are barely literate, crude morons. I won't begin to describe the kind of idiotic, rude and simply stupid replies I got. Thankfully, there are still a few nice guys out there and out of the dozens of responses I got I answered a few, thanking them for their e-mails but letting them know I was looking for something different. I asked two or three for more details and had a nice exchange with one of them. Finally, I was ready to try pushing the envelope a bit. Well, quite a bit, really.

"You know, Connie, it's been a long time since we've had a date night."

'Date night', like 'quality time' is one of our code words. A date night usually involved going out for a nice dinner, including a few extra drinks for Connie and then me trying to get her to do sexy things like taking off her bra in the ladies room or spreading her legs a little for a guy across the room and then taking her home for hot sex, often including a workout with the well-lubed dildo and maybe even a simultaneous finger in her back door before I fucked her as long and hard as I could. If Connie agreed to go out for date night, I knew she was in a good mood and was up for some serious fun. This time would be different.

"That's funny," she replied, "I've been thinking the same thing."

"You don't say! What have you been thinking?"

"Oh, you know, the usual, a nice dinner, a few drinks, and then a little quality time back home."

"Is that all you've been thinking?"

"I know you try to get me drunk and take advantage of me."

"Me?? I would never do that!"

"Cut the bullshit, mister," she said with a smile. "I know when you're trying to get me to be naughty."

"And you have no idea how much you turn me on when you do that for me. Maybe this time I'll buy you a few extra drinks."

"Oh yeah? And why is that?"

"Let's just say I'm having especially strong feelings about you these days and hoping this will be a very special night."

"Oh, shit. What are you up to?"

"Nothing you won't enjoy. Just go with the flow. You trust me don't you?"

"I used to, but these days I'm not so sure."

"You know I love you and would never do anything to hurt you. Let's just go out and have a nice time, okay?"

We happen to live near one of the big football stadiums and there's a a big dining and shopping area next to it and one of our favorite restaurants is there. As we walked from the car on that warm, clear evening I couldn't help but notice how nicely Connie had dressed for our evening out. She was wearing a black pleated skirt that rose above the knee, a tight-fitting pink sweater with a vee-neck that displayed her bust nicely and the black Mary Jane pumps that make her look younger than she really is.

"God, you look especially beautiful tonight. Did you choose that outfit on purpose? Every man in the place will be looking at you."

"You would like that, wouldn't you?"

"Indeed I would. Maybe we can pick one out and ask him to sit with us."

"There you go again with your crazy ideas."

"We live in a crazy world."

Just then (and not entirely by accident) we walked by Victoria's Secret store.

"Hey!" I said, "Let's go see what's on sale."

"Here?" she asked. "This place is for young, skinny, sexy girls."

"Come on. Just for a minute," I countered. "You're young at heart and certainly sexy, and I love your mature form more than any skinny kid's."

We went in, looked around and declined the offer of help from the anorexic-looking sales girl. We commented and joked about the skimpy lingerie with me telling her how much my friends would love to see her modeling that. I had always joked about things like that but I hoped that after our recent revelations that my quips would take on a bit more meaning.

What caught my eye was a yellow dress on the sales rack. At first glance, there was nothing all that special about it, but something about it caught my imagination. It looked something like a simple sun dress with a little elastic around the waist and along the scooped neck. The knit fabric was soft and thin.

"Take a look at this!" I said.

"What about it?" she asked.

"I think this would look good on you, and, it's on sale!"

" I have plenty of dresses, besides, don't you think that would be too revealing?"

"I don't think so. Try it on. You'll look really sexy in this."

"Don't you mean 'slutty'? Let's just go to dinner."

"Come on. It'll only take a minute, and besides, this is date night, remember?"

When Connie stepped out of the dressing room I felt something leak a little in my pants. The dress fit her perfectly. It fell just above the knee, hugged her womanly hips and accentuated her firm breasts. The scooped neck showed more than a little cleavage.

Looking in the mirror, Connie said "I can't wear this!"

"Why not?" I asked, standing close behind her.

"First of all, I'm practically hanging out of it and my underwear shows right through."

"You're not hanging out of it. It nicely displays your beautiful décolletage, and if you weren't wearing underwear, it wouldn't show."

"In your dreams, mister."

I inched closer behind her. "I would love to have my friend see you in that."

"Oh, you mean out little friend back home?"

God, I love this woman. Just hearing her mention our dildo made me weak in the knees.

"That's a great idea. I'd love to dress you up in this and open you up and watch our big friend slide in and out of you."

"Oooo. I like the sound of that, mister."

"Me too, but tonight I'm thinking about a real friend."

"Oh yeah? Like who?" she asked, not believing me.

"Maybe I made a new friend recently who would like to meet you. Would you be willing to do that for me?"

"You're full of shit and having one of your crazy fantasies again. Let's go eat. I need a drink." She was looking at me out of the corner of her eye as we walked to the register to pay for our purchase, probably trying to figure out if I was just kidding or if I really was up to something.

I ordered her a couple of drinks as we sat at the bar waiting for our table, and a couple more after we were seated.

"If you keep buying me drinks like that, you'll be able to get me to do anything you want," she confessed with a little grin.

"In that case I'll tell that cute waiter to keep them coming!"

"Asshole!" she taunted with a playfull poke at my ribs.

After she finished her drinks and was enjoying her meal I could tell my the flush on her neck and the way she was smiling and talking happily that she was feeling pretty good. I decided the time was right to move things along a bit more.

Glancing at my watch, I said "Look at all those handsome men sitting at the bar. They keep peeking over here and checking you out."

"Don't be silly."

"No, they are. And why not? You look radiant sitting there. You're beautiful and sexy and you look so friendly. Would you like to pick one out and show him how friendly you can be?"

"What kind of girl do you think I am?" (At least she didn't tell me to go to hell!)

I moved from my chair to sit next to her on the bench seat so I could speak quietly and privately.

"I think you're a good girl who will sometimes do bad things for her loving husband. See those guys? What if I were to tell you I asked one of them to be there so he could check you out?"

"You didn't! You wouldn't. Would you?" I like the way her tone softened a bit with each question.