This is an age-old story. I was a married man in a good marriage, with two young teenage kids, but the wife was no longer interested in sex. Sure, I was getting laid about once a month, but those were usually boring and robotic quickies. No passion, little foreplay, just a quick fuck.

Craigslist was in its heyday back in 2009, when it had a Personals section. A lot of escorts placed ads in that section, but most were from people just wanting a “No Strings Attached” hook up. After months and months of just reading the posts, I decided to go for it and reply to a few select listings.

After replying to several women’s ads, I received a message back from one the next day. The jest of her original post was that she was going to be in Sacramento for a convention and staying at one of the major hotels near the convention center. She was a forty-five-year-old woman from Orange County. She described herself as a “DWW, 45, five-six, size ten, brown hair and eyes.” She would not tell me her name, but her email address was “DollFace” something at Gmail.

We traded a few emails back and forth for over a week and set up a day and time to meet. I had sent her one full body photo, but with my face blurred out. She would not send me a picture. We made plans to meet at the intersection just west of the convention center on K Street. She said she would be walking from the convention center to her hotel, the Grand Hyatt. Since I would be coming straight from work, I told her I’d be in a navy-blue suit with a white dress shirt, and no tie.

At 3:50 pm, I arrived at the designated corner. I was early and very nervous as this was my first time looking outside of my marriage. To be honest, I wasn’t sure if I could really go through with it and have sex with another woman. I kept checking my watch for the time, and my phone to see if she had emailed me.

As I was looking at every woman who looked close to her description coming from the center, I heard a voice behind me, “Grant, is that you?” I used a fake name, so I realized it had to be DollFace behind me. I slowly turned around.

“And you must be DollFace, correct?” I said. She looked just like her description. She was nice looking, but not a woman I would check out in public. She had fair skin and was just average looking.

“So where are we going for drinks?” she asked.

“There is a nice restaurant between here and your hotel,” I told her. “They have a great Happy Hour.”

As we walked to the bar, I learned she was in town for a doll convention. She collected old porcelain head dolls, and she attended the western regional convention every year. She was an expert and sat on several of the breakout sessions as a panelist. And I finally found out her name, Kendra.

We sat at a table away from the bar, placed our orders, and begin to get to know each other and check our chemistry. We talked in almost a whisper as we discussed Craigslist and hookups. Kendra said this was the first time she placed an ad. She admitted she had met with two men in Orange County, but it never went past drinks. I had already told her via email that I was a “Craigslist Virgin.” And, I had lied to her and told her I was divorced.

We talked about our sexual likes, turn-ons, turn-offs, possible things we’d like to explore, etc. She came off as a pretty vanilla woman in the bedroom, but I didn’t care since I just wanted to fuck and eat pussy. My wife did not enjoy receiving oral, so if I got to lick her pussy for a minute a few times a year, I was lucky.

Kendra also confided in me that she had gastric bypass surgery almost a year ago and had lost eighty-five pounds. “I’m waiting for skin removal surgery. I have a lot of excess skin. And it is not pretty,” she said. “My surgery is booked for six weeks. I can’t wait.”

After our second drink, I asked, “Are you ready to go back to your room?”

“I am. Just talking about sex got me wet,” Kendra told me.

After our short walk to the Hyatt, I held her hand once we entered the elevator. She looked up at me and seemed to be begging to be kissed. I leaned over and our tongues instantly explored our mouths. After a nice five-second kiss, we separated and then quickly kissed lips again.

Once in the room, I first looked out her window taking in the great view of California’s state capitol building. I joked that “The Terminator”, Governor Arnold Schwarzenegger, might be able to see us. Kendra was up on the tenth floor, so the view was unobstructed from the tall palm trees along the sidewalks.

We sat on the bottom edge of the bed and started kissing. Soon our hands were caressing our intimate parts when Kendra said, “Let’s get undressed.”

I quickly stood and took off my shirt and slacks. I watched her remove her heels and unzip her dress. When the dress slid down her body, I noticed some loose skin on her back and buttocks. It was when she turned around that I understood what she meant. Kendra’s belly had a lot of loose, saggy skin, and her boobs were deflated and hung low. “I hope you’re not grossed out,” she said.

I smiled at her, took a few steps, and hugged her. I whispered, “You look fine. You’re on a journey and you’re only halfway there.” I then kissed her passionately and ran kisses down her neck causing her to laugh.

“Stop!” Kendra exclaimed. “That tickles!”

I pulled her towards the bed, and we lay on our sides facing each other. “I bet you’re going to look like a million dollars in a year from now!” This made her smile.

“Thanks, Grant.”

As we started to kiss, my left hand went to her right breast. It was strange. It felt like a half-filled water balloon. As I rolled her nipple between my fingers, Kendra moaned, “Yes, I love my tits played with.”

I now focused on both breasts. I first licked her pink areola and soft puffy nipple. More moans from Kendra. My mouth latched on, and I began to suck on her tit. “Oh, yes. I love that,” she said.

My mouth moved to the other breast and did the same thing. Kendra’s legs were moving, and I’m sure her pussy was buzzing with excitement from the breast stimulation. Her thigh brushed up against my boner. I reached down and gave myself a few strokes after adjusting myself.

After about five minutes, my left hand ventured down her body to find her kitty. Kendra had a well-manicured landing strip with short, groomed pubes. As I went lower, she was very wet. And hot. And horny. As I slipped one finger between her folds, she moaned, “Yes. Grant, make me cum.”

I moved a bit on the giant California King bed and was now intent on getting her off. As my finger was exploring her pinkness, my right hand moved her hood exposing her clit. I lightly rubbed her sex button, causing her to twitch. I bent over and licked her pleasure nub, making her twitch again. I licked again. My hand was now banging her in slow motion, and I could tell she had room for at least two, so I added my middle finger. “Oh, yes. Finger me and suck on my clit,” she sighed.

Her pussy was super wet now, and her body was so reactive to everything I did. I knew I could bring her to climax fairly easily. I spread her legs wide and moved between them, giving me a better angle to eat her pussy while continuing to thrust my two fingers deep into her love tunnel.

I licked my way up towards her clit. First, I gave her nub a little soft flick. Then one with more pressure. “Oh, Grant. Suck it. Suck it, please,” Kendra mumbled. My mouth became a vacuum as I sucked on her little white tic-tac. Her hips and ass ground into the bed. Soon her hips were rocking up and down as if she were fucking my fingers.

“Oh, yes baby! Cum for me. I want to drink your nectar,” I told her.

“Oh fuck. Oh fuck,” Kendra whispered. “I’m so close.”

Hearing that I added in tongue flicks on her clit as I continued to suck her nub. My fingers were drenched from her natural lube. After maybe ten seconds, Kendra yelled, “YES! FUCK YES!” Her legs shook first and then her body. I pulled my mouth off her clit to see her creamy white cum covering my left hand.

“Yes, baby!” I told her.

“Don’t stop. Suck my clit!” she told me.

I went back to work on her tic-tac, sucking as directed and also fingering her box. After five deep thrusts into her with my fingers, she climaxed again with a short wave of pleasure. It was as if her kitty walls were quivering around my fingers.

“Oh my god. That was amazing,” Kendra gasped as she tried to catch her breath. It was then she admitted, “Grant, I haven’t been with a man in almost four years. Thank you. That was magical.”

“You’re welcome. I’m so happy I could give you a great experience,” I told her. I then noticed my left fingers and brought them towards my mouth.

“Oh, let me taste it,” she said. “Just one finger.” As I slowly slid my middle finger into Kendra’s mouth, she groaned, “Mmmmmmm, so good.”

I put the index finger in the air, simulating the “number one” sign, and licked my finger up and down in a teasing fashion looking her deep into the eyes. “Give you any ideas?” I asked Kendra.

“Did I tell you I love sucking cock?” she said. “Give me a few minutes.”

I moved to a chair near the window looking at Capitol Park. My mind was racing, thinking, “I’ve just cheated on my wife for the first time.” Guilt washed over my entire body. Unlike Bill Clinton, I did consider oral sex “sex.” I tried to justify the transgression in my mind that I was not feeling loved or having sex often. I was only forty-five and my libido was still in high gear. I can’t tell you how many post-dinner showers I took with the sole mission to jerk off.

I wandered into the bathroom, splashed cold water on my face, and returned to the chair. Kendra was softly fingering herself and smiled as I walked by. “Ready for the best blow job of your life?” she asked.

Laughing, “Of course I am. Come over to the chair” I said as I sat down.

Kendra grabbed a pillow and tossed it on the floor between my legs, knelt, and took my semi-hard cock in her hand. “I know you’re bigger than this. I saw you fully erect. What are you, six or seven inches?” she asked.

“Yeah, just depends how turned on I am, I think. I’m a guy who gets way bigger when I’m hard,” I told Kendra.

After several strokes, she went down on my cock. Licking, sucking, and running her tongue up and down my shaft. And she really was one of the better women I’ve been with to give me a blowie.

I groaned, “You are good, Kendra. Can you suck my balls?” I was freshly shaved and had no hair anywhere below the belt and hoped she’d be into licking and sucking my boys. God knows my wife did not.

“I always do,” she laughed.

Over the next fifteen minutes, Kendra lived up to her self-promotion. Licking, sucking, and deep throating my manhood. She also licked and sucked my balls, while still stroking my cock. And looking me in the eyes. I love it when a woman looks me in the eyes as she has my cock in her mouth. I could feel that I was getting close.

“Babe, I’m real close. Should I pull out or do you swallow?” I asked, hoping for the latter.

With my dick in her mouth, she mumbled, “Swallow.”

I’m sure the smile on my face told her how pleased I was to hear her reply. She now was bobbing up and down going much faster, with her tongue running along the underside of my dick.

“Oh fuck. Oh fuck. I’m so close,” I softly moaned.

Just then, Kendra started tickling my balls and I lost it. “I’m cumming!” I exclaimed. I shot gusher after gusher into Kendra’s mouth, and she did not flinch. About half of my dick was beyond her lips in her mouth. For nearly ten seconds I could feel my cock twitch as my balls emptied.

When I was done, she waited a few seconds and allowed my semi-hard cock from her mouth. While looking at me, she opened her mouth to show me my white jizz, and then swallowed.

“Mmmm, you taste good. Damn, I’ve missed the taste of cum. I love to swallow jizz,” she said. “Do you always cum that much? That was a big load.”

I admitted that I do, and that several women have said the same thing. Sadly, my wife rarely let me cum in her mouth, and over our twenty years together, she only swallowed once. ONCE. I would often pull out in a version of missionary and shoot my load on her torso and wonderful 36D’s.

“You better be able to get hard again because my pussy needs a good fucking,” Kendra laughed.

“Just give me a few minutes. Not sure if I’ll be able to cum again, but I’ll be hard,” I told her. The truth was, I hadn’t fucked my wife a second time since our honeymoon. She always ran to the bathroom to clean up, claiming she didn’t want cum on the sheets. The reality was that she was never interested in a “Round Two.” While my wife could be a huge flirt with guys, teasing them with her great rack, I was starting to think that she was a bit frigid. Every single time I would try to talk to her about sex, fantasies, trying new stuff, she would always deflect and change the subject. Or call me a pervert.

Kendra turned on the tv and we watched the end of the local news. It was now six-thirty. As we cuddled on the couch, she asked about my divorce, so I had to recall what I had told her in the email messages. I mentioned a few true things that were issues like lack of affection, a nosey mother-in-law, and how I thought a couple of years ago that she was having an affair with one of her clients.

“Really, you think she was fucking a customer?” Kendra asked.

“I did. I looked at her cell phone bill one day and they were texting each other every day, seven days a week, and all day long. Not to mention three to five phone calls a day. Why were they texting at nine at night? Or seven in the morning?” I told her. “When I asked to read the thread with him, she refused. I told my Ex that she was hiding something.”

Changing the subject, thankfully, Kendra asked if I wanted a drink from the bar. “I’m going to get an Old Fashioned. What would you like?” she asked. I told her I’d have the same thing. She called room service and placed the order.

After room service brought up our cocktails, we both sat in the chairs looking out at the park and enjoying the view. We chatted some more, and she detailed how she had been married, had two kids, and as many stay-at-home mothers do, gained a ton of weight. She became depressed and stopped socializing with her friends, and even family. Her husband was verbally abusive, and she finally kicked him out, after a friend texted her a photo of him with another woman at lunch.

She was one hundred pounds heavier than she was before she became pregnant with her first child, now eight years old. She never lost that weight and when getting knocked up, unplanned, sixteen months later, she ballooned up. After the husband moved out, she decided she needed to live, and live for herself, and her kids, of course. After researching the weight loss surgery, she contacted her doctor and was fast-tracked into the program. She went through the normal ten-month program in six months. Her doctor thought that, once she had the skin removal surgery, she will be at her pre-pregnancy weight, losing fifteen or twenty pounds of skin. She also said she was getting the “Mommy Makeover” with the flat stomach and lifted or “refurbished” boobs.

As we finished our drinks, Kendra went back on her knees in front of me. “Let me get you hard and then I want you to fuck me in about five positions,” she said.

It didn’t take but sixty seconds, and my tool was as stiff as a crowbar. As we moved to the bed, I asked, “What positions do you want?”

“The basics. Missionary, Cowgirl, Reverse Cowgirl, Doggy, and up against that window so we can enjoy the view,” Kendra said laughing.

“OK. Should I wear a condom?” I asked.

“No, I’m on the pill. But cum on me. My tits, ass, face, whatever is the easiest. I want to eat your load again,” said this cum slut.

Kendra and I spent the next thirty minutes fucking in all the positions she mentioned. When I thought I might blow my load, I’d pull out and we’d change positions, thus prolonging myself.

As I positioned her up against the window, it was now sunset and with the tinted windows, there was no way anyone could see us in the window. I spread her legs wide, and she had her hands up on the glass as if being frisked by the police. I held my dick in my hand and ran my head up and down her slit, lubing up my crown. As I slid in my fat seven inches, Kendra moaned, “Yes. I want to feel your balls slapping my pussy just like in doggy.”

We must have fucked for five minutes against the window when she had a third orgasm during our fuckfest. But I was nowhere near climaxing. Kendra sat in a chair and started stroking me and talking dirty. Then, of course, she went down on my raging hardon, licking and sucking as she had a short time earlier.

It just wasn’t happening. Feeling self-defeated, I told her, “Let me stroke it while you talk dirty again, and I’ll shoot my load in your mouth.” And that’s what I started doing. Spitting in my hand for some lube I was jerking fast and furiously. Shit, my cock was getting raw.

I ran to the bathroom and grabbed a little bottle of the free lotion. Ah, I thought, this will do the trick. Five minutes turned to ten. I could see the excitement in Kendra’s face deflating as she went through the same five or six sentences of dirty talk.

Finally, I could feel my balls tingle and then tighten. “I’m going to cum. Open your mouth!” I declared.

I stroked three more times and let out a primal grunt as I shot a small rope of my spunk into Kendra’s mouth. The next two plastered her cheek. I stepped forward hoping she’d take me in her mouth, but she was swallowing my first blast. She received a couple of small pearl bullets on her chin.

Kendra took a hold of my limp dick and sucked it clean. She then wiped up the jizz on her face and licked her finger. “Mmmm, I’m a little cum slut. I just love the taste,” she said as she giggled.

I was spent. I collapsed into one of the chairs. “Fuck, I never thought I was going to cum. I haven’t done that in twenty years,” I stammered.

“What?” said Kendra. “You haven’t had two orgasms in twenty years?” she asked.

“No. My wife, uh, Ex, never liked to go for round two,” I said.

“You poor baby. Even at my heaviest my Ex always wanted to go again. Sometimes three if we started in the afternoon,” she said.

We moved to the bed and cuddled as Kendra turned on the television. She soon dozed off with her head on my chest. An hour later she woke me up, “Hey, we fell asleep,” she said waking me up. “Are you spending the night?”

In my groggy state I told her, “No, I can’t go to work in the same clothes. I need to go home.”

“Can you come over tomorrow, please?” she asked.

“I can’t. My son has a baseball game,” I told her, which was the truth.

Kendra then said, “Our convention is here every May. I’ll text you in a year, ok?”

Smiling, “Of course it’s ok.”

I quickly showered to get the musky aroma of pussy juice and hand lotion off my cock and balls. After I dressed, Kendra walked me to her door and kissed me goodnight.

“Seriously, I’ll text you next year. Thanks. I had a wonderful time. Good night, Grant,” she said as she closed the door.

Flash forward to mid-December, and I received a text from “DollFace.” I opened it up to see a photo and a message. “Office Christmas Party tonight. See you in May!” Kendra was in a mid-thigh, form-fitting red dress with a deep V-neck, showing her rebuilt ample cleavage. Holy Smokes! She looked stunning. She had a new hairstyle, great makeup, and a slight hint of reddish auburn in her hair. She looked to be about a size six. Kendra looked super sexy.

I texted her back, “WOW! You look great! Love the full makeover! Can’t wait for May.”

“Thanks. XOXO.”

The End.