But Clare, who was beneath the massage table verbally added in her two cents on my length, girth and hardness ... while she was in awe of my size she was also a mean bitch and just teased my cock relentlessly with her fingers with absolutely no intention of allowing me to cum.
I loved Clare touching my hard cock and almost sobbed when she stopped just teasing me as my cock thrust into the air searching for something to rub against.
I don't think I had ever been denied an orgasm to this extent in my entire life!
When I did drip some precum, all Clare did to help was to use her index finger and massage the white sauce into my very sensitive mushroom head, which made my urge, my need to cum that much more pronounced.
As Caroline's fucking continued, I was soon begging to cum ... Clare just laughed.
Marie didn't say a word.
Clare made it worse for me by quietly yet sensuously teasing my tight sack with her fingers and her fingernails, knowing full well that all it was doing was manufacturing more little swimmers that had no place to go ... I was soon begging Clare, bargaining with her ... trying to bribe her ... with money ... travel on my private jet .... trips to Vegas ... new clothes ... jewels ... all to no avail.
As for Caroline, of course the first poke, that initial penetration of that rubber cock was painful, despite the lube ... then when I attempted to tighten my cheeks and then tried to expel the monster size rubber cock, Caroline gave me no mercy ... being very, very gentle was not in her tool kit ... she slapped my ass, hard and suggested that what I was going through was not as bad as what she experienced when I took her virgin ass just a couple days before ...
Caroline pounded away ... she seemed quite experienced with the strap on ... surely this was not her first time because soon I could hear her breath start to quicken, her hips moved faster and she pulled on my hips so the rubber cock would truly plumb my depths and causing my belly to convulse in pain ... all which she ignored on her quest to bring herself to an orgasm ... time after time ... good Lord this woman loved to cum ...
Her condescending, sarcastic, teasing attitude that she shared with the other two ladies in the room, Marie and Clare, about how she'd been waiting to do this, this butt fucking, for months, ever since I turned her business deal down went on non-stop from the first poke to her finally collapsing on my back.
Having cum more times than I could count, when Caroline finally collapsed, her flawless nude body coated with sweat, and proceeded to hug me tight while her shuddering slowly subsided.
Once she regained her breath she sat up and slowly, very slowly, pulled the large dildo out of me.
My starfish was gaping; winking at her as it slowly closed.
My asshole felt like the entrance to the Holland Tunnel.
Open wide for business.
I could even smell my own shit as it wafted out of my no longer tight water sealed starfish.
Caroline slapped my ass a few times simply because she could and announced "That was the most money I've paid for a piece of ass but it was the best I've ever had."
Caroline got off the massage table, bent down and kissed my cheek, something I did not expect, as in a moment of tenderness from this Asian Bitch (with a capital letter).
"Jack, now you know what it was like for me to take you the other night in my ass. The dildo I used on you is from a cast that was made of your big, beautiful cock in Las Vegas last Fall. You can thank your wife for giving me one as a gift. I was saving it up to use on your virgin ass. I'm looking forward to using it again on you."
With that, Caroline left and headed home.
But not before taunting me and slapping, very hard, my bare bottom more than a few times and laughing at me.
Her parting words were "You're my bitch Jack and I own your ass."
My cheeks burned red. Both pairs.
*******
Marie, who hadn't said a word during the whole pegging thing, gently rubbed my ass, soothing me, and that was fine until she started in with her needles, you know, acupuncture, to help me rid my body of the pain from my sciatic nerve being out of whack. Which was the reason I went to see her in the first place. It seemed like months ago but it had only been a few hours.
I guess she figured with a throbbing starfish and a bowel that had never been an on-ramp before, only an exit, the needles would seem less painful.
She was wrong, the needles fucking hurt too.
Clare, Marie's sister, helped me under the massage table and alternated her time and attention to my raging hard on with her lips, tongue, mouth.
She never used her fingers on me, and never lost contact with my cock once it was in her mouth.
Clare did tease me with her fingernails, but that attention was devoted exclusively to my balls.
I didn't last long the first time with Clare; my cock had been throbbing for relief and she passed her oral exams with me!
I came loudly and it seemed like my orgasm went on forever as I spurted gobs of my hot sticky goo into her mouth.
While I have to confess I didn't much care for her when she was teasing me when Caroline was fucking my ass, Clare proved her worth to me with her oral finesse.
She gratefully allowed me to cum very quickly that first time as my pent up baby batter rocketed up my cock into her warm, wet mouth of hers.
And, to her credit, she did not allow me to soften; she worked her mouth, tongue, lips and throat like a Beverly Hills escort and in only a few short minutes she was sucking my timber down into her willing tight throat, coaxing a second load in no time flat.
The third time Clare had to work for it but God bless her, she stayed at it, reviving my sapling back to a redwood like no other woman I had met could.
Each time Clare gratefully swallowed my load without choking or gagging on my creamy white sauce.
After taking care of me, fully draining my balls, Clare left to go home too.
She said a few words in Japanese to Marie and once Clare left, she said "Clare loved your cock. She said it was the biggest one she'd ever played with. And she said to tell you that your cum tasted sweet. Next time she wants you to fuck her. I told her that we'd see about that."
Which made me feel just a tiny bit better about myself.
*******
Marie stripped down, and got me off the table and into the bath. She showered with me, cleaning every crevice I had (one of them very tenderly and softly) and then bundled me up in some pajamas and slippers and took me north to her three story Sedona home with 360 degree views of the surrounding red rocks.
I slept alone that first night and I had no idea how long I had slept or what time it was when I woke up.
Marie came into my dark bedroom with a cup of coffee wearing her birthday suit.
"How did you like getting fucked in the ass Jack?" Marie asked me with a sly smile.
No "Good morning."
No "How did you sleep?"
No "Are you hungry?"
Just right to my ass being fucked the day before.
"It hurt like hell" I replied back, not looking at her, "It's not something I care to have happen again."
I looked at her and she nodded in understanding.
Then she said something that stuck with me for a long time.
"You didn't put up much resistance Jack. In fact, you didn't put up any resistance at all to getting butt fucked."
I finally looked at Marie and nodded and she replied "You need a time out to get your bearings and that is why you're here with me. I've been planning this little retreat for you for a long time. That ass fucking should be a wake-up call for you. Your life is pretty fucked up right now. It will get worse before it gets better."
*******
With those not so encouraging words, I got out of bed and used the bathroom to do my thing and then met Marie out on the rooftop patio.
I couldn't find anything to wear (my clothes had disappeared) so I went outside naked as the day I was born.
Marie was still naked and while the sun was high, it would be moving west in an hour or so, and the air would cool the land down at the mile high altitude.
The outside fireplace was burning as we sipped our hot black gold.
"Now you know what it's like when you take a woman's ass for the first time" she shared.
I nodded again and then she continued with "But it sure looked to me like you got into it" and I shyly smiled at the thought of Caroline fucking me from behind while I was begging Clare to give me a hand job.
Hindsight is always 20/20, right?
"If you think you're going to fuck me in the ass Marie, you're on drugs."
She laughed and said "I'm into anal sex about as much as you are right now."
Marie took a sip and said "Oh, you've been getting fucked Jack, big time, and you don't have a clue. Even the fucking Caroline gave you was signed, sealed and delivered weeks before you arrived in Scottsdale."
"What are you talking about?" I answered, getting a little pissed.
Marie took another sip and answered with "You're going to find out why I brought you here. But first you need to relax and get a clear head. By that I mean, no booze, food that it good for you, lots of rest and no clothes. If you're good I will let you have your phone back. Down the road. For now you're disconnected from the world."
With a knowing smile, she set her coffee cup down, got up and walked over to me, knelt at my feet, pushed my legs apart and lowered her head to my soft cock.
It didn't stay soft for very long.
God that woman could suck a dick.
It turned out that she had many more redeeming qualities but for now I was just fine with her oral skill set.
*******
Another day passed, we did some chit chat, getting to know you stuff, nothing serious.
The truth was that we had been nude the entire time we'd been on her property. She had told me when I was first getting on the massage table in Scottsdale that "I like my men naked" and she wasn't kidding.
