Pt. 47 - From Mom to Model

This is part 47 of my continuing story.

All my characters are well over the age of consent.

This is a work of fiction. Fiction means made up.

Any typos are mine as I create and edit my own work.

Enjoy!

*******

The third Saturday of November, I flew to Maui for nine days with Paige Spelling for a very special photo shoot.

The plan was to take a conservative early 30's lady with a two piece "mom" swimsuit, with strong tan lines, a cotton tail (untanned) butt, and an all-natural, untrimmed bush on Day One, and over the next week or so, day by day, transform this already beautiful lady into a gorgeous creature with an all over tan, and a completely bare pussy.

I sold Paige on the concept that I called, "From Mom to Model."

When we were in Hong Kong, talking about it, I had Paige look at a special password protected album on my photography website that showed the progression of what I had in mind. These were photos I "grabbed" from various sites that I intended to use as guidelines for this shoot.

I took Paige through each day, pointing out how the transformation would take place in terms of clothing, hair, make-up, pussy hair, and tanning.

What I did not mention was that the experience would likely expand her sexual boundaries. She'd already declared to me that "I'm your slut, Rick!" so why not push the envelope a bit?

Paige loved the photo shoot idea and was flattered that I asked her. My other plans remained in my head. I'd just see how things unfolded as her inhibitions disappeared.

She was also petrified of how her naked body would look on camera and asked me again who would be able to see these pictures.

She also wanted to know if she would be naked in front of other people.

Just talking about it got her panties soaked.

I kept them wet the entire time we were together on Maui.

*******

I woke up wondering where I was and what time it was.

Looking to my left, I found a dark blonde beauty on her back. Her hands by her sides, she was zoned out.

Or fucked out?

Her breasts were large, firm and her tan lines captured her outstanding light pink areolas and long nipples, standing at attention.

My brain cleared, slightly.

Oh, yeah, I'm in bed with a very hot, pliable babe. Paige Spelling.

So as not to disturb a soundly sleeping and nude Paige, I quietly slipped out of the bed and found my iPhone on the nightstand.

It was 8:30 am, and it was Sunday. The start of my week or so with Paige and the photo shoot, From Mom to Model. The next step, "to MILF" was a natural progression but I saw no need to share this last step with anyone.

Slowly it dawned on me, I was in a suite at the Ritz Carlton on Maui. Overlooking the Pacific.

I looked over at sleeping beauty again and took her in.

The sheets were kicked off her amazing body.

Paige appeared to me to be in a deep sleep, with a very content, satisfied, look on her pretty face.

Her hair looked like she'd just enjoyed a night of non-stop fucking. Which she had.

She was breathing normally, although I could have sworn that I caught her lightly snoring at some point earlier during the night. Deep sleep often follows multiple orgasms.

There was dried cum all over her chest, I vaguely remembered fucking her bodacious tits and leaving her a nice wet necklace.

Her very full, more than a handful, all natural breasts were firm, with only a small sag off to the sides of her chest.

With my sharp, eagle eyes I saw the beginning of stretch marks across the top of her breasts, a direct result of the nice heft of her tits.

I smiled at the memory of lifting those puppies in my hands and teasing and tasting her nipples.

Her light pink areoles were two inches across, and her nipples were long, thick, and erect.

Having spent time in bed with some similar aged beauties, I would favorably compare Paige's nipples to any other except her nipples were longer and thicker. Which gave me more to pull, tease, and suck on.

I remembered going to town on those tits of hers and how Paige came and squirted last night through nipple stimulation alone.

Her tummy was flat and below that, her very hairy, dark blonde pussy was still inviting.

As I looked closely, it appeared a bit damp with some clear fluid, my man sauce, dripping onto the bottom sheet below her pussy.

I looked again and saw plenty of dried cum all over her belly, her thighs and around her cunt.

Her legs were spread at the hips and were slender, it appeared to me that Paige had continued her workouts. Maybe she had started running. Or swimming. Or yoga. Or, all three.

Her feet were small, dainty, her toes perfectly pedicured and her toenails were painted red.

I had asked her to get a "mom" tan before she arrived on Maui. I wanted a conservative look accented with strong tan lines that were in all the right places.

Her tan lines were primal. Arousing. Her full breasts were pale, white, surrounded by a light tan. The lines around her pussy were created by wearing what can only be called "granny panties" from a bathing suit bought to hide an amazing body.

I'd fucked her from behind the night before and her ass was pale, as instructed. Her ass was just as tight when we were together in Hong Kong.

The contrast just made it more inviting for me to pound her. That slapping noise as I did her could probably been heard down the hallway. Of course, combined with her groans and screams of pleasure, there was no doubt that we were both enjoying each other and entertaining our fellow hotel guests.

And, despite having come inside her amazingly hot, wet, and very tight pussy several times the night before, my cock started to harden again in response to what I was seeing.

*******

Moving off the bed, I silently moved out to the living room of the suite and texted my two Maui contacts, both working with me on the photo shoot. One did hair and makeup; the other was responsible for the outfits. Both had shared ideas on locations and could help with lighting as needed.

I had paid them a hefty amount of money (in cash) to be "on call" and explained that Paige and I were moving slowly, it was raining, and could we begin the shoot tomorrow. Both were fine with that.

On my last trip to Maui I met with both ladies, separately, interviewing them for the job. My undisclosed plan was to introduce Paige to the idea of having an attractive woman (or women) pleasure her as part of the wrap-up of the shoot. But if it happened sooner, I wouldn't stop the parade.

I didn't expect Paige to reciprocate but in Hong Kong she had declared that she was my slut, so I had the inkling that Paige might do anything I asked her to. Including eating pussy for me. We'd see.

I met one lady in the morning for coffee, the other in the afternoon for a drink. Both came dressed to sell. Dressed professionally but oozing of sexual energy.

What I discovered was that both ladies were "touchers." I knew that because both greeted me with a hug. No handshake. They weren't shy in pushing their breasts into my chest. And they both, within just a few minutes of meeting me, were touching me. Not inappropriately. Their hands on my hands, my arms. Leaning into me, pushing their hair behind their ear, a sure sign of attraction.

They both gave me strong eye contact and both, perhaps unconsciously, pursed their lips and I noticed tongues making their way into public.

Both interviews were cock stirring for me. If they weren't interested in Paige, and even if they were, I'd do both in a heartbeat. Together or separately.

I booked each lady for the entire week after I explained what the shoot was all about.

Smiling, I set the phone down and heard Paige say from the bedroom, "I'm not finished with you yet, Mister Valencia. Come back to bed, lover."

*******

I returned to the room to find my blonde goddess kneeling on the edge of the bed, ass up, head down on the sheets.

Her legs were spread for my easy access to her still damp, very hairy pussy.

She wanted it from behind. Her favorite position, to be taken like a bitch in heat. Her large tits hung down, smashed into the sheets.

My cock grew stronger at this erotic and tasty sight.

"Do me like a dog," she laughed, "but go slowly Rick, my pussy hurts."

"It hurts?" I asked her.

"I haven't had sex with anyone since we were together in Hong Kong. I'm sore from last night."

"Oh..." I had forgotten that she was divorced and was saving herself for me.

Blame the time zone difference. Or jet lag. Or that I had been incredibly busy and simply didn't think about anything but work, nonstop, 24/7. Or that I was just a 28-year-old horn dog who, despite my multiple degrees and professional designations (Attorney at Law, Certified Public Accountant), I just liked to fuck.

Paige interrupted my still foggy brain with "You're also the biggest man who's ever been inside me. Very long and very thick, just the way I want it."

I did not respond verbally, because I had heard this before, but I never tired of knowing that I stood at the top of the hill when it came to having a big cock.

When God was giving out big dicks, I was near the front of the line.

Instead, my cock responded for me. It got harder. Longer, if possible.

Paige continued, "But it's a good hurt. It hurts so good I want you to do it some more. Like right now!"

"You want it from behind, do you?" I teased Paige with my hands on her hips as I ran my stiff but still hardening cock up through her ass deep crack, the friction creating a diamond cutter that would soon need a welcoming place to burrow and then spurt my seed.

"I want you deep inside me," she cooed, "can you feel how wet I am already?"

I stepped back and moved my right hand to her thick bush, first cupping it and claiming it as mine, and then slowly probing it, and yes, it was more than damp!

"Oh yeah," I told her, "You're wet enough for me now."

By all appearances it looked as if Paige's pussy moistened at the mere thought of having sex with me and things got even more interesting, as in flowing like a river, when she assumed a position where she was not just exposed but open to being played with, mounted, and fully penetrated and bred.

But before I did the deed, I quietly and unexpectedly knelt and stuck my nose in her ass crack enjoying her earthy aroma and then within a nanosecond, my long tongue quickly found her wet quim.

It happened so fast it caught Paige by surprise, a very pleasant one.

One lick, two, and she was lifting her ass higher and dropping her pussy to allow me easier access to her twat, and she was already moaning at my unexpected oral visit.

Without hesitation my tongue sought out her erect clit and when I hit the jackpot, she let me know with an "AAHHH!" so I just kept at it. Lapping like a dog. She loved it!

It didn't take her long to cum, the feeling of a tongue on her pussy was so foreign, so unusual; the pleasure was overwhelming to her.

She tasted great, like lavender, and there was no further sign of my man sauce.

Even if I had tasted some cum, I was okay with that, it was my cum.

It wasn't a huge orgasm for Paige, but it served my purpose to get her pussy sopping wet, easier for me penetrate and to take the edge off her.

Her rosebud looked very inviting, and I had dropped a few loads into her bat cave when we were together in Hong Kong.

It looked as if she had her asshole bleached for our time together, but I'd let her share the news when she was ready.

At that moment, I was interested in giving her some love how she wanted it.

There would be plenty of time for her ass.

Standing up behind her, and grabbing my cock with my right hand, I rubbed it up and down Paige's juicy wet slit a few times and then, as she had requested, I split those hair covered meaty lower lips and slowly, oh so slowly, pushed my hard cock as deep as I could in a single stroke.

God she was tight!

And so wet and so fucking hot I thought for an instance I would blow my load in seconds.

Paige moaned "OH GOD RICK" as I speared her.

Her body shook for a second time as she took me to my root, groaning in divine pleasure as I pushed my tip deeply to her cervix.

Paige's hands gripped the sheets and she panted "Go slow, baby, go slow. Oh God... that feels so fucking good!"

*******

I do not want to brag or appear to be something or someone I am not, but I have been truly blessed.

I am an only child of two smart, now retired professionals, and that alone set the stage for a nice life. I avoided doing the stupid things that trip up many young men, like getting a girl pregnant, dropping out of college, getting involved with the criminal justice system by getting arrested, or marrying before I was ready. My course was set early on, and I stayed on course.

Again, not bragging, I was successful, far more successful, than many older men. I wasn't going to blow it.

My success attracted women, particularly, those a bit older than me. Yes, I fooled around with some younger ladies, as you have read in these stories, but I was like a magnet to MILFs, cougars, whatever you wanted to call them. Divorced or separated or single, they were willing to spread their legs, open their mouths and, in most cases, their ass cheeks, and allow me to bring them pleasure.

It wasn't my money they were after, it was a combination of factors, including my good looks, my physical stature, that I was attractive, in shape and worked out, that I was educated, professional, and had financial assets.

I was well read, could carry a conversation, and could leave my work behind me when it was time for my personal life to take center stage.

I also had one other physical asset working in my favor. My cock.

*******

That Sunday I was sort of out of it, being in a new time zone. And in a new place, allegedly on vacation. A sorely needed one.

After fucking Paige to a couple of small orgasms from behind, hitting places inside of her that had likely never been reached by another penis, I flipped her over on her back and lifted her feet up to my head and really started pounding her hard, quickly bringing her to another squirting episode, this time with her entire body shaking in pleasure.

I pulled out of her and shot my load, what little I had left, all over her belly and tits. Once she calmed down, Paige rubbed my seed all over her torso, telling me she liked the aroma of my cum.

Laughing, I pulled her up and kissed her hard. Paige responded as I'd hoped, her mouth wide open and her tongue dueling with mine. Her hands held my head against hers, and my hands roved down her bare back to her ass, where I quickly parted her cheeks and probed her crack with my middle finger in search of her tight little hole.

Paige knew exactly what I was doing, and I was amused as she first tried to escape my search by tensing up and moving her ass away from me, but I was not going to be denied.

Removing my fingers from her crack I pulled her ass closer to me and doubled down on my French kissing and she responded by groaning into my mouth and rubbing her belly into my now hardening cock.

She groaned again when my hands began to massage her full ass cheeks with my strong hands. It was obvious to me that she liked my hands on her ass, and she loved my massage technique but fucking her ass was going to be something for a bit later this trip.

Paige was going to get it, and get it good, but I had to be patient.

I knew she wanted me to fuck her pussy again but this time I wanted her to work for it.

Breaking off our kiss and removing my strong hands from her beautiful bottom, I told her it was time to order us some coffee and breakfast from room service. "And, by the way, when you're in this suite, you will be naked."

Paige gave me a look of shock and surprise. Which turned into a huge smile when I followed up by saying, "I want to look at your beautiful body and be able to touch you freely when we are together."

She was flattered that I thought of her this way.

Paige ordered for us and then proceeded to take a very quick bath to expel my sperm from her pussy and wash it off her hairy pussy and the rest of her bare body.

The food was delivered quickly and despite a look for forgiveness which was a plea to put something on when room service knocked on the door, she accepted her fate and when the door opened, Paige blushed from head to toe as a female server wheeled in the food cart.

I knew Paige well enough to know that she was going to say something to explain herself, and sure enough, she did.

"My husband wants me nude when we stay in hotels," she explained.

"He is a very lucky man," replied the server. "I'd do anything for a body like yours."

At that I knew Paige was blushing and then I heard the server whisper "If you want me to join you later for fun, just text me."

*******

After our late breakfast I climbed back into bed and Paige snuggled up beside me and we napped.

I woke up to a genuinely nice feeling.

Paige was kneeling between my spread legs, and I had a hard on that wouldn't quit.

Paige's manicured nails and the feeling were pleasantly torturing my hard cock. It was heavenly.

She wasn't jacking me, she was just running those nails all over my cock and balls, nothing was left untouched.

I loved what she was doing to me.

"Are you awake Rick?"

I groaned my approval in response; the way she was teasing me was incredible.

"Your cock is huge!"

I smiled.

"It's the biggest I've ever had!"

I smiled, proud of myself.

"You touched places inside of me that had never been touched before. No wonder I come so often with you!"

We kissed.

My roving hands found her large, firm breasts hanging and I teased her responsive nipples. Pulling, tugging, teasing. Lifting her breasts to feel the heft.

Paige groaned into my mouth.

She loved the kissing, and she loved my hands on her.

Truth be told, I felt the same way.

Our lips parted and we smiled at one another.

Paige bent her head to look at my cock.

Even though we were talking, her eyes never left my erection.

"How big is it, Rick?"

"Does size matter?"

She smiled and replied, "When you want to brag to your sisters about how big your boyfriend's dick is, yes, it matters!"

"Eight."

"This is eight inches? No, it's longer than that!"

"It's eight when it's soft."

"Oh... so that would make it maybe ten now?"

"Maybe a bit bigger."

I'd been measured by my lady friends at just over eleven inches when hard. But I wanted Paige to find out for herself.

"I'd say it was a perfect fit for my tight pussy; wouldn't you?"

"You have the tightest pussy I've ever been inside."

We kissed. She liked getting compliments.

Paige continued with, "I think it's bigger now than when we were in Hong Kong. How big around it is Rick? I can barely get my hands around it!"

I was proud of my girth; it earned a lot of female satisfaction when having sex. Paige was worried that I was bigger and getting it up her ass was going to be an issue.

"Is it bigger than a Coke can?"

"Yes."

She continued to tease me and frankly, I was starting to get uncomfortable, as in, my balls were filling up as she continued to play with them. and I needed to blow a wad before I found myself with a case of Blue Balls.

"I'll know you still like your cock sucked, don't you Mister Valencia?"

"Oh yeah" I shared.

"Good, I love giving blowjobs."

"Do you still swallow?" I asked.

"You're going to find out lover."

And with that Paige sat up, pushed her hair back behind her ears, her tits thrusting out and then with a smile, got situated, bent down and began to suck. It was heaven on earth that day on Maui.