Prim and Proper Coc Whore

This is the tenth story of my series about my post-marital sexual journey. Read the first story (Babysitter Lauren) or my profile, for any background needed. You may see references to prior stories/people, but for the most part each story stands on its own. There is a second part to this that will be published in a few days.

Not everyone likes me or my stories. That's OK.

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Gabby

About a month or so after I had ended a three-month relationship with Susan, I received a text from Gabby, a mutual acquaintance of Susan and mine. We were all members of the same country club.

Gabby was very formal and proper. Her demeanor was one of constant sophistication, the personification of high class. Perfectly manicured, impeccably dressed, well-spoken and courteous at all times. Always a perfect hostess whenever she entertained, and she expected similar treatment as a guest. First class, high-society all the way.

She was married to one of the wealthiest guys at our club. Her husband had started and sold several tech businesses, and he was worth a fortune. He was about 25 years older than Gabby, who was about 40 (to my now 44) at the time of this story.

Gabby's text said something along the lines of "Hello Philip. I've come to hear that you and Susan ended things. I'm sorry to hear this. If you need someone to talk to in your time of grief, please do not hesitate to contact me. I would be privileged to discuss with you matters of the heart."

To be honest, the break up didn't bother me in the least. Susan was a great lay and we had fun in bed together, but she was one of a fairly long line of women I'd fucked over the prior three or so years since my divorce. It was no great loss and not anything that I lost any sleep over.

But the offer from Gabby was appreciated, and she was a striking, beautiful woman, so I offered for her to meet me at the club a few nights later for a drink or two.

Gabby was knockout gorgeous. Tall; jet-black hair; perfectly round, full tits; slim waist; and a nice, full round ass. Ten out of ten. Except for when she wore bulky sweaters, you could see that she had huge nipples. Her high beams were always on, and she always wore the tightest and skimpiest bikinis to the club pool to show them off.

Her hips were a bit wide and her ass bigger than normal, the result of having children twenty years ago from a first marriage. But she carried it well thanks to her height, and she looked great.

The morning that we were scheduled to meet, Gabby texted and asked if we could just meet at my house to avoid any perceptions of impropriety in being seen together.

This struck me as slightly odd, mostly because it wasn't like her to invite herself somewhere. She would have considered that unsophisticated and rude.

Nonetheless, of course I accepted her offer to bring a bottle of wine to my house.

She arrived as scheduled with a bottle of some ridiculously expensive red wine. She looked fantastic. Fingernails and toenails perfectly manicured, high heels and a tennis skirt with a button-down blouse. Her simple outfit probably cost thousands.

"Good evening, Philip," she greeted me rather formally. "Your home is quite lovely, and your decorating has a perfect touch. It is splendid."

(By this time, I had moved out of my rental house and into a nice, big townhouse about a two miles or so from my ex-wife. Still in the same town and convenient to her house, the schools, parks etc.)

I thanked Gabby for the compliments and offered her a chair in my front living room, and we chatted as friends do, catching up on our kids and what they were up to.

The topic rolled around to Susan, and I explained the reason for the break up and expressed that I wasn't all that upset about it, having been through multiple relationships over the years.

Out of the blue, Gabby said, in her formal, lady-like tone, "Pardon me for being rather blunt, but Susan shared that you are quite well-endowed."

I almost spit out my drink.

I looked at her and raised an eyebrow, unsure how to react.

Gabby's tone changed, now a little bit more "normal" as she clarified, "She said you have a really big dick."

"Did she now?" I asked, starting to sense that Gabby's visit was going to be more than a friendly-shoulder-to-cry-on situation.

"Yes. Biggest she's ever had, she told me. 'A cock as big and hard as a baseball bat' I think were her exact words," Gabby replied, her formalness continuing to give way to full-on trashiness.

"Well, that's a nice compliment, I guess. But what does that have to do with our breakup?"

"Nothing." She stared me in the eye, all pretentiousness now gone. "It has to do with the fact that my husband has a little dick and I really, REALLY need a big dick."

"Why'd you marry him then?" I asked.

"Money. He has a lot of it and I like it."

At least she's honest about it, I thought.

"He likes to show me off, it validates him as a big-shot businessman. I'm his trophy. And in exchange I get to buy clothes and shoes and jewelry, take trips. Whatever I want. But his little dick is pathetic, plus he's older and on a bunch of medication, so he doesn't get it up much anymore. So, every now and then I need to get fucked by a nice, big cock."

Gabby kicked off her shoes, got up and started walking toward me. She stood in front of me for a moment as if waiting for me to give her permission.

"Is this one of those times?" I asked.

She nodded, "It is. It's been over a year. Do you mind?"

"Not at all," I answered, unable to believe my good luck.

I nodded, and she dropped to her knees in front of me as I sat on my couch. Gabby started unbuttoning my shorts, then pulled down the zipper. She grabbed the waistband and pulled off my shorts and boxers. My cock was about half hard, laying sideways onto my leg, and growing as Gabby grabbed it.

"Wow!" she proclaimed. "Susan wasn't kidding. And she didn't say a word about these big balls or the giant golf ball-sized head you have. Holy fuck."

"What else did she tell you?" I questioned her as she stroked my cock to full hardness.

"She said you eat pussy like a man possessed, and that you fucked her in the ass a couple of times. I can't believe that. How did this thing get into her ass, she's so small."

"Did she tell you how much I come?"

"Mmmmm no but I'll assume it's a lot, judging by these balls."

"If you want this," I warned her, "it will have to be my way. I don't like to be told 'no'. Do you understand?"

Gabby nodded and shuddered a bit when I said this, and I sensed that I had struck a nerve with this comment.

Gabby confirmed my suspicion by saying, "I like to be treated rough and told what to do. I'll do whatever you say."

"Make love to my cock with your lips and tongue," I told her. "Treat it like it is the most prized possession you own. Don't put it in your mouth yet though."

Gabby did so, and then some. She licked the rim and around the head, pursed her lips and ran them up and down the front side of my shaft and around the head, traced the large blue vein with the tip of her tongue, and gave my large, mushroom head a kiss and then little nibble with the blades of her teeth. A good ten-fifteen minutes of outstanding cock worship. Her eyes rarely left mine.

"Tell me what you're thinking," I directed her.

Gabby sat back and continued stroking me as she started talking.

"Your cock is amazing; I can't remember the last time I saw one so big. The head is so big and your shaft is so hard and smooth, it's like a piece of steel. I can feel it throbbing in my hand. I want to get this beautiful cock deep into my throat and have you fuck my face as rough as you want to. I can't wait to feel it throb when you shoot a hot load of cum into me."

"Lick my balls now," I instructed as I scooted a bit forward toward the edge of the sofa.

Gabby held my cock up and dipped her head between my legs, taking broad licks of my balls, then sucking my whole ball sack into her mouth, her cheeks filling up like a chipmunk. I could feel her tongue continuing to lick my balls as they were buried in her mouth.

I was blown away (literally and figuratively) that miss sophisticated country club princess was on her knees, sucking my balls and telling me how much she loved big dicks. I've said many times that women in the bedroom are different than they are in the boardroom, but I didn't expect this from Gabby.

"Suck me now," I said. "Beg me for my cum."

Gabby released my balls and looked at me with a big smile, then took a big lick of the precum that had been flowing down my shaft.

"Mmmmm, so sweet. I love precum, but I love cum more. Will you please, please come in my mouth? I need to have that delicious cum in my mouth and down the back of my throat."

With that she took my cock into her mouth, again her eyes on mine, and slowly pushed my entire length into her throat. It was so quiet in my living room, and I could hear the moment when the head of my cock passed the point where her mouth ended and her throat began. Agonizingly slowly, my cock disappeared into her mouth. She had to take her eyes off of mine so she could shift her position and go face down into my lap.

Within a few seconds, my cock was all the way in Gabby's throat, and her nose was pressed up against my abdomen. Gabby then began to bob, my cock coming about three quarters of the way out of her throat, then back in all the way. She was an experienced pro, and I was fully appreciating her skills and enjoying the moment.

But I did start to feel that familiar tingle, so I said to Gabby, "I'm gonna come soon," and I slowly got to my feet.

Although I didn't really need to, I grabbed her head and used my hands to help her with what she was doing. As I said, she didn't need the help, because she was taking my cock all the way down on her own, and quite aggressively, but nonetheless I used my hands to pick up the pace slightly, pulling her hair and really getting after it. She was looking up at me with a pleading look in her eyes to match the begging she verbalized earlier.

Finally, I couldn't hold back.

"Oh yeah, that feels good, mmmm I'm coming, swallow my cum, every drop."

Gabby took the first few shots right down her throat, then pulled back to allow the rest of my cum to shoot into her mouth. I heard her take another gulp as she filled up, then she milked the remaining cum out of my shaft.

My cock fell out of her mouth, and she opened her mouth to show me what she was able to hold onto. With a nod of approval from me, Gabby swallowed the last bit down and smacked her lips.

"Oh God that was great!" we said simultaneously, then laughed.

"You weren't kidding about your big loads. Holy shit, I've never had so much cum before. I'm gonna need some Tums!" she kidded me.

I pulled my shorts on and flopped back down on the couch. Gabby stayed on her knees before me.

"When can you get hard again?" she asked me. "I need you to fuck me in the worst way."

At my age at the time, I needed about fifteen minutes.

"Not long," I said, "maybe fifteen or twenty minutes. But what's the rush? I'd like to have a little fun with your body if you don't mind."

"I thought you'd never ask!" she said jokingly.

"Stand up and undress," I ordered her. "I want to see those great tits of yours."

Gabby stood and removed her top, showing those big tits encased in a bra that was clearly losing the fight. She reached back and unclipped the bra, and finally those luscious tits were right in front of me.

In a word, perfect. Those tits stood out big and proud, softball-sized with large dark brown areola, and long pointy nipples like pencil erasers. No wonder she was always high beaming!!

Gabby placed her hands under her tits, pushing them up a bit and squeezing them together, and rolling a nipple between her thumb and index finger.

"Do you like them?" she asked. "My pride and joy."

"Oh, don't I know it," I answered, and she laughed.

"Is it that obvious? And they are 100% real too!" (An obvious lie).

"Let me judge that for myself," I said, prompting Gabby to saunter over and plop herself on my lap, straddling me.

I reached out and pinched each nipple as she had done, causing her head to fly back and a moan to escape her lips.

"My nipples are soooooo sensitive," she said, stating the obvious. "They are a direct line to my clit and I can come just from nipple stimulation, if I'm really aroused."

I began twisting her nipples back and forth between my fingers, pinching them harder and harder as I did so. Gabby let go of her tits and wrapped her arms around my neck, holding on to me as she began humping away. I leaned forward to grab a nipple in my mouth, first sucking on it lightly, then harder and harder as Gabby humped harder and harder.

As I heard her breath get ragged to the point that I knew she was on the verge of an orgasm, I grabbed her ass under her skirt, then bit down on her nipple, causing her to scream and announce "Oh God, I'm coming, yes, bite my nipple, oh God yes!!!"

I held onto her ample ass cheeks as she fought through her orgasm, shaking and moaning as the first wave hit her, then the smaller aftershocks causing her to shiver until she finally was all the way down.

I let go of her nipple and sat back, Gabby burying her face in my neck while she caught her breath. She eventually sat back and bit and looked at me.

"God that was good," she said, then leaned forward to kiss me for the first time.

She started to slowly grind her hips again, and said "I can feel you getting hard, are you ready to fuck me?"

"Yes and no," I answered. "Yes, I'm hard enough to fuck you, but no, I'm not ready yet."

With that I stood up, her legs wrapping around my waist, then I turned around and put her down on the couch, essentially switching positions. I slid to my knees on the floor and lifted her skirt, finding her shaved pussy barely covered by the thin material of a pink thong.

"I love eating pussy more than you like sucking cock I'll bet," I said to her.

"Prove it!" was Gabby's response.

Gabby grabbed the backs of her knees and pulled her legs back, completely exposing her pussy to me as I moved her thong to the side. Her pussy was as I had expected -- shaved bare, plump, swollen labia, nice and pink with an even pinker center showing as her wet lips parted.

I ran my thumb up and down her cunt, smearing her wetness along the lips of her pussy. Slowly I inserted first one, then two fingers into her, watching her eyes roll back in her head as I penetrated her deeper and deeper.

Gabby was tight as hell, and I was really looking forward to getting my cock in her. I determined right then and there that I would not take it slow. If she was jonesing for a big dick, she was gonna have to take the whole thing at once.

At the moment though I was intent on getting her off. I worked my fingers in and out of her, wiggling them around, and leaned forward to tickle her clit with my tongue and alternating with sucking on it. I looked up to see her watching me, and she was pinching and rolling one of her nipples with her fingers while her other hand put pressure on my head to get me deeper into her pussy.

I obliged her, really forcing my face into her pussy and my tongue up into her cunt. Gabby released my head and grabbed her other nipple with her free hand, now pinching and rolling both of those long, hard nipples with her perfectly manicured fingers.

Gabby reached her peak and convulsed, raising her hips and shaking as she announced, "Oh fuck, I'm coming, Oh God yes, keep sucking my pussy!" and she continued to shake and shudder as I finished her off.

Gabby's body relaxed as she flopped back on the sofa, her back against the back cushions. I removed her skimpy panties and unzipped her skirt, removing it and leaving this refined, sophisticated woman completely naked and spread-eagled on my couch, a defined wet spot from her wet pussy and orgasm evident on the cushions beneath her ass.

I stood and loomed over her, my shadow causing her eyes to flutter open. She saw me standing over her, my cock in my hand fully hard as I stroked it to its fullest potential.

I stepped up closer to her as she reached out and massaged the large, purple head of my cock. This typically proper woman devolved into her most basic, animalistic self, her need and desire overtaking the façade of elegance as she reached for me.

"Get that huge cock inside my cunt right now!" she demanded. "Fuck me with that thick piece of meat, jam it in me and have no mercy on me, pound me like a whore, I want to feel it up to my eyeballs!"

She pulled me toward her and placed the head of my cock at her entrance. Once the tip was inside, we locked eyes and she said "fuck me, and be rough."

With that, I jammed the entire right and a quarter inch length of my cock into her in one thrust. Gabby screamed bloody murder, but I didn't relent. I twisted our bodies so that we were now flat on the couch, and I pinned one of her legs back while I wrapped my other hand around her throat.

Gabby gasped for breath and clawed at my back as I pummeled her, choking her at first, then releasing her and slapping her across the face several times, finally pinning both of her legs back by locking my elbows behind her knees.

"You like that, cheating cunt? Fuckin' gold digging whore," I taunted her.

She was making incoherent sounds, pinching and twisting her nipples again as I continued my assault on her pussy.

I could feel myself on the verge of coming, but I wasn't done with her, so I slowed my pace and pulled out of her, leaving her a gasping mess on her back on the couch.

Not willing to allow her to rest, I straddled her head with my knees and jammed my cock back into her throat, leaning forward and fucking her face. Over and over, I pounded her throat, a true skull fucking as she drooled gobs of saliva onto those fantastic huge tits.

Finally, I was ready for the kill. I grabbed her by the hips and pulled her onto the floor, on her knees with her torso and tits bent across an ottoman in my living room. I rested on one knee and one foot as I pointed my cock at her plump bottom, pushing it between her legs and forcing myself back into her cunt.

The leverage I was able to get allowed me to slam into her with great force, and she threw her ass back at me with equal force. With a free hand I first slapped her big ass several times, then gripped her head by the roots of her hair on her scalp, yanking her head back and twisting her neck to look at me.

"Tell me what you are or you don't get my cum."

"Oh God," she replied. "I'm a slut. A big cock slut. I need your big cock in me, fuck me and come in me please, I want your hot cum."

With that I released her hair, grabbed her ample hips and drove into her one last time, holding there while my cum pumped out of my balls and up my shaft. Gabby had pushed herself up just enough to free one hand to once again pinch one of her nipples, and she came again with a groan.

"I can feel your cum shooting into me and feel your cock throbbing," she hissed as the last remnants of my jizz filled her hole.

I was drained and withdrew from her, my cockhead popping out with a wet plop. Gabby flopped her torso back down on the ottoman to catch her breath. The room was silent once again.

Without a word, Gabby got up and gathered her clothing. She walked naked down the hall to my bedroom and closed the door.

I dressed as well, and a few minutes later Gabby reappeared, 100% put back together as she had come.

I stood and approached her, and she stuck out her hand.

"Thank you for a lovely evening, Philip. I quite enjoyed your company, and I hope that we can meet here again very soon to share some good wine and explore this conversation further."