“Margaret is the minder for a very wealthy sixty-year old business woman, Lisa, from down south, she was on the business pages in today’s paper. They are about to finalize their business. Before they leave town Lisa wants to satiate her sex drive. She is too old for intercourse, her plumbing is suspect. She asked if I could organize a hung stud, half her age, for her to demonstrate her fellatio skills before she loses them completely,” my agent Ada told me over the phone.
“Michael is in his late twenties, ten-inches and available at two tomorrow,” I told her. “Will that be suitable, they are in a suite on the top floor of the Hyatt.”
I am Michael, in my late twenties, 72 inches tall, 168 pounds, a toned, fit body and genetically lucky to possess a large, thick cock, ten-inches when erect. I live in Sydney, Australia and used to moonlight as a gigolo or male escort.
That was before Ada asked me to work for her ‘exclusive agency’. “We have a wide ranging client list, males and females, and lots of constant work,” she told me as she auditioned me. “And we provide for some very kinky people, even famous people with lots of sexual fetishes.”
On the way to my latest assignment I wondered if I would be able to get it up for a sixty-year old woman, albeit a very wealthy one. “I am Lisa’s minder, Margaret told me when I arrived. “I think you are aware of Lisa’s requirements today? She wanted me to organise a hung stud, half her age, for her to demonstrate her fellatio skills before she loses them completely. And she will probably ask me watch. Are we on the same page?
“Michael has arrived Lisa.”
“Bring him into my dressing room,” she replied in a stentorian tone, obviously someone used to being in charge and getting her way.
“Am I what you expected Michael, a sixty-year old dried out old prune?,” she teased facing a mirror as Margaret stood behind her and kissed her neck. “I was about to take my earrings off, or would you like me to leave them on for you?”
“Off, a huge turn on for me watching a woman remove her earrings before sex,” I told her as we looked over each other. Still a very attractive brunette, average height, wearing killer heels.
“I hadn’t quite finished dressing for you. I am naked under my negligee apart from a garter belt and a cup-less bra. Is there anything else you would like me to wear for you,” she teased with a wicked smile as Margaret helped her off with her negligee,
“Am I what you expected Michael, a sixty-year old dried out old prune?,” she teased again as I ogled her wonderful, voluptuous, size 12-14 body, Her large, enhanced tits spilling out of her cup-less bra. I have had an ass fetish ever since a woman with an incredible ass asked me to lick and kiss it as foreplay years ago. Lisa’s magnificent ass had me drooling.
“As you can see, I have had some work, had my thighs firmed up, a tummy tuck, boob enhancement and collagen lips. I have been lucky, my big, forty-two inch ass is still original, no work and still no dimples. Can’t fuck though, however, I do get a huge buzz giving fellatio to a hung boy. Even better if a third person is watching and enjoying.
“Show Margaret and I your equipment. Would you like her to undress you for me?” My exhibitions streak loves flaunting my equipment for a new sexual partner, two was an even bigger buzz.
“I am impressed,” Lisa whispered as I handed her a cock ring and she slid it along my erection and clipped it under my balls without any prompting.
“Would you like Margaret to watch me demonstrate my fellatio skills on you, my blow job technique? Would you like her to stand behind you and tease your nipples while the watches?,” Lisa asked as we moved to another room with mirrors on all the walls and I sat on the high stool with cushions in front of it.
“You know I love to watch you giving a hung boy a blow job Lisa, a wonderful perk with my job,” Margaret told her, obviously aroused as they kissed with the tips of their tongues. “Make it exciting for me, you know your turn on is my turn on.”
Margaret had her arms under mine, teasing my nipples with a fingertip as Lisa licked the underside of my erection. “I love a challenge and right now your thick, ten-inch erection is my ultimate challenge. Talk to me, don’t hold back. There is an old saying, treat the whores like ladies and treat the ladies like whores. With my clothes on I am a lady. Comprehend?”
Margaret was licking and sucking my nipples, my hands behind my head, soaking up the wonderful sexual pleasure of Lisa’s lips and tongue on my erection, while she moved her tongue around the underside of my erection while doing basic up-and-down motions.
Then she spent time focusing on the seam on the underside of my erection, a most sensitive area for me, with a pointy tongue, and licking up and down and side to side. She was holding the base of my erection in her hand while moving her lips back and forth over the ridge between the head of my erection and shaft, edging me by only moving about an inch.
“You are so good Lisa, my big cock loves what your are doing.”
Then basic strokes with her hand and mouth on my erection, turning her wrist back and forth as she moved up and down. “I need a break,” she told me as she gently slapped my erection on her tongue, before she rubbed my erection over her lips and nipples
“She is good isn’t she? I love watching and she loves me watching,” Margaret whispered as they kissed again, before her employer alternated between using her mouth and hand to bring me to orgasm.
“That big vein in you erection looks as though it is ready to burst. Do you want her to swallow?,” Margaret asked as I was moaning, “Fuck me, fuck my big cock.”
“Not yet, edge me some more, she is so fucking good, a whore, a magnificent whore,” I muttered, fighting to hold back my orgasm.
“Like this? Am I a whore? Treat me like one,” Lisa teased as she ran her thumb tip and a fingertip along the full length of my erection as she licked and sucked just the tip of it.
“Gunna cum, gunna cum, so good, so fucking good,” I was moaning as my whole body tensed.
“Do you want her to swallow?,” Margaret asked as she softly chewed my nipples, I was right on the edge, unable to hold back much longer.
“Yes, yes, yes, gunna cum, so good, so fucking good,” I moaned as she swallowed.
“Ada, your agent told me you can get it up twice in a session. Is that true? Or fake news? You know why I am asking don’t you? I want to emulate Lisa. You heard me tell her, make it exciting for me, you know your turn on is my turn on. And that was so exciting for me,” Margaret told me after we all watched each other shower. “How can we help you achieve another erection for us?”
“As soon as I saw Lisa’s magnificent ass, it had me drooling. I have had an ass fetish ever since a woman with an incredible ass asked me to lick and kiss it as foreplay years ago.
“You are our ideal type of boy, a boy with a kinky streak,” Lisa told me as she stood so I could lick and kiss her magnificent ass cheeks. “Your magnificent, big ass would be even more exciting in a tiny black thong,” I whispered before Margaret quickly found one for her.
“Very exciting, my cock loves your big ass,” I told them truthfully as Margaret stroked my now full on, thick, ten-inch erection for them as I licked and kissed Lisa’s ass cheeks divided by the thong up her ass crack.
“Is that for me,” she asked as she commenced emulating Lisa., “I am going to start off slowly, I want to maximise my pleasure and time with your thick, ten-inch erection.
“I am going to give you sensual kisses on the inside of your thighs, slowly working my way closer and closer to your huge cock. Teasing with a blow job builds up wonderful tension and I hope you will enjoy it a lot more,” she told me as she slid one hand up and down my shaft and teased the head with her mouth while letting the other hand wander over my cock and torso.
“I am getting serious now,” she whispered as she grabbed around my ass to help pull me closer to her before she cupped my balls, serious stimulation now. She was using all her mouth, from gentle flicks across the tip of my erection with her tongue, to pushing my erection against the walls of her cheeks.
“Mmm, so good, you are so big, I love it, I have always fantasised about giving head to a man your size,” she managed to mutter as I felt the soft vibration from her voice on my shaft, adding to the experience. “Do you like watching Lisa? Do you like Lisa watching?”
I loved her licking and sucking my erection, a combination of both. Running her hands over my chest and torso, feeling my thighs, touching them in sensitive spots, ignoring my erection momentarily as I fought to hold back my orgasm, a wonderful sensation as she edged me.
“I love looking at us in the mirror, an extra visual turn on for me, giving head near a mirror and looking down at your erection between my lips.
“Be patient, and embrace all the pleasurable experiences I’m giving you, without any expectations,” she told me as she gave my erection tongue strokes around my foreskin, always pleasurable during oral sex.
“The small, though exquisite pleasure I am going to create by sucking the tip of your erection will result in the most satisfying and engaging sexual experience for both of us,” she told me as she teased my balls with her fingertips.
“Am I a good?” Lisa teased as she ran her thumb tip and a fingertip along the full length of my erection as she licked and sucked just the tip of it.
“Gunna cum, gunna cum, so good, so fucking good,” I was moaning as my whole body tensed.
“Do you want her to swallow?,” Lisa asked as she softly chewed my nipples, I was right on the edge, unable to hold back much longer.
“Yes, yes, yes, gunna cum, so good, so fucking good,” I moaned as she swallowed.
The next day, when I checked in with my agent Ada, she asked if I had preconceived ideas about Lisa, the very wealthy sixty-year old business woman she booked for me.
“Yes, I did, though I quickly changed my mind. She was magnificent, so was her minder.”
“In future you should remember, sixty is the new forty. I have another cougar arriving in town next week. Would you like to meet her?”