“I heard you telling the boys earlier that you would like to fuck me and how I was naked while I watched one of the men in my talent pool blow you. Have you really been fantasizing about fucking me ever since?,” Ada asked with a big smile as we prepared to depart a recent assignment. See my story THREE PLUS THREE.
“Yes, I have, you know I have.”
“I always get a buzz when some of the women I have arranged to have sex with you phone me or send me emails telling me in detail how you fucked them. I have an assignment coming up where that just might be possible.”
I work as a male escort for Ada’s exclusive agency. She caters for female and male clients. Often both at the same time. In many cases a much younger trophy wife or lover wants to have a hung, younger man. As a trade off the wealthy man often wants to watch, and in many cases give the male escort a blow job.something he has long fantasized about.
“I am going to email you some pics of a couple they emailed me, for your next assignment if you are free on Thursday,” Ada told me late on Monday. “Let me know if you would be comfortable with them. His name George and she is Gerri.”
“Can you meet me in the foyer of that expensive hotel in Pitt Street, two-thirty on Thursday.” she told me later. “I told you I had an assignment coming up where it just might be possible for you to fuck me.
“My clients are very well off. She is his third wife, around my age and he must be pushing eighty. He and his wife want to watch a much younger man with a ten-inch erection fuck a woman in her late forties.
“Their preference is for an attractive, size 12-14 voluptuous brunette, good skin, good legs, big firm ass and C-cup tits with big nipples. He even specified how he expects the woman to shave her pubes. Does that match my profile?
“And if we turn them on enough she would like to make up three-way while he watches. Could be very exciting for both of us.”
Ada arrived in the foyer just after me, dressed in an above the knee, white designer coat, looking very sharp with killer heels and black stockings. “This is very exciting for me,” she smiled.
“And me,” I replied as we tongue kissed spontaneously.
“Vey exciting,” Ada repeated as we tongue kissed in the elevator on the way to her clients penthouse suite. “One of my escorts, almost twenty-years younger than me is going to fuck me while another couple watch. And we have already been paid by him.”
Ada’s clients greeted both of us warmly, the are obviously comfortable with the arrangements. George shook our hands and Gerri kissed both of us, though she did give Ada more attention than me. Just as Ada had told me George is tall and slim and around eighty, he exudes confidence and wealth. Gerri is a knockout, a tall, elegant, dusky part Asian, with long shoulder length brunette hair who exudes sex appeal. Her husky voice adds to her sex appeal.
George was wearing casual clothes. Gerri had heels, a very short black skirt with a matching black blouse with most of the buttons undone to show she had a good, firm pair of tits. And wonderful long legs with firm thighs and a large, well formed ass. “Love your large, loopy gold earrings,” Ada told her as their lips brushed.”
Their suite had lavish interiors and wonderful views over Sydney Harbour past The Heads.
“Just to clarify we are all on the same page. Gerri and I want to watch Ada’s toy boy fuck her while we watch. I am led to believe he has a thick, ten-inch erection. And perhaps some action for Gerri?,” George asked confidently in a relaxed tone as if he was addressing his board room.
“Yes, he is going to fuck me while you watch, I am looking forward to it, you have our full attention,” Ada smiled.
“Is there somewhere for Ada to hang her coat,” I asked as Ada prepared to take it off in their huge bedroom. Lots of mirrors including one on the ceiling, the huge bed is higher than a normal bed, with two chairs close by, I noted as I took in our new surrounds.
“Let me take your coat off for you,” George said, his hands trembling.
“Oh fuck, just what we wanted,” they both exclaimed as Ada shrugged out of it and posed in her heels with her legs spread and hands on hips.
Nothing under her coat other than her black stockings, a skimpy black garter belt to hold them up and a sexy, cup-less bra.
Three people were focusing on the wonderful fleshy area of her thighs above her stockings and below the top of the garter belt. Her shaved and trimmed pubes contrasted beautifully with her blond hair and almost naked body.
“I am so pleased you shaved just as I asked Ada. I love your bald cunt lips and the long, thin sliver of hair above. Do you like that look Gerri,” George asked as he ogled Ada’s sex.
“Love it, a turn on for me.
“Can I help?,” Gerri asked as she almost ripped my shirt off, before she ran a hand over my crotch and removed my trousers, then my briefs.
Always very exciting for me when I expose my cock to new clients, this time an attractive older woman and her much older husband.
Ada was kissing me as Gerri ran a closed hand along my erection. “Later, I want to have that later,” she whispered. “He is huge George, ten-inches, we have never had a man that big before,” she smiled as Ada kissed her and she responded while George felt the weight of my erection.
“Some foreplay for us all,” I told them as I licked and sucked Ada’s nipples, then knelt and licked her cunt lips with my hands grasping her ass cheeks.
“Your turn for some foreplay,” Ada said as she sat me on a chair before she knelt between my legs and licked the tip of my erection. Exquisite foreplay with Gerri and George watching and enjoying.
“We want to watch you fuck Ada from behind,” George whispered.
“And so you shall,” Ada replied with a sexy smile as we settled on the bed facing them seated on the chairs close to the bed.
I could see them both looking at our reflections in the ceiling mirror as I grabbed Ada’s ass cheeks and slowly drove my erection into her.
“Tell us what you want Gerri and George,” Ada teased as we built up a rhythm.
“A long, slow fuck, turn me on some more,” Gerri replied as George rubbed a hand over her crotch.
George was standing behind Gerri teasing her nipples while they watched Ada and I slowly fucking as George asked. “Do you like that Gerri? Is there something else you would like?”
“You know there is something else I would like,” she whispered as she stood with her back to us as George slid her skirt down to her ankles.
My first impression was, ‘wonderful, magnificent and firm big ass’, before she turned around , hands on hips, to flaunt her large, semi erect cock hanging between her wonderful, long thighs.
My second impression was, ‘oh fuck that is just magnificent, a gorgeous tranny with a wonderful body,’ Gerri was an an absolute turn on for me. A feminine body and persona, fleshy, well formed thighs, good firm tits, well formed, big ass and a large exciting erection.
“Relax, and keep fucking me, Gerri wants to have you later,” Ada moaned as Gerri slipped her erection between Ada’s pursed lips.
Every so often Gerri would step back so his cock slipped from Ada’s lips. “Is his body a turn on for you? Tits and big cock. It is for me,” Ada whispered as I moaned approval and kept fucking her as I ogled Gerri’s naked body.
“Wonderful entertainment, all three of you were magnificent,” George smiled enthusiastically as he watched us shower with our hands all over each other. I couldn’t keep my eyes off Gerri’s naked body.
“I want to give you a blow job while my husband watches, he loves to watch,” Gerri whispered an hour later as he licked my nipples. “Does my naked body turn you on?,” he asked as I watched him stroke his erection. “What do you like best,” he teased. “My legs? My tits? My big ass? Or my cock?”
“You are a huge turn on for me. I like it all, a sexy man or woman with tits and a cock is a wonderful combination,“ I answered truthfully as I anticipated his blow job.
“Have you ever had a blow job from a tranny,” Gerri asked as he licked and kissed my flaccid cock.
“No,” I answered untruthfully, in anticipation of his blow job while his husband and Ada watched. “You have my full attention.” I whispered as he sucked my nipples.
Ada’s naked body was wonderful eye candy as my cock responded to Gerri’s tongue and lips on my nipples.
“Does my naked body turn you on?,” he teased again with a smile as he ran a hand along my now thick, ten-inch erection.
“You know it does, look at the erection you have given me.”
“Tell me want you want from me then.”
“A blow job while I ogle your gorgeous naked body.”
“Did you enjoy Ada sucking my cock while you were fucking her,” Gerri whispered as he knelt between my legs and licked my erection.
I am reminded of the woman who explained to me, ‘The word purple naturally contorts your lips into the perfect blow job giving pout. Your lips are slightly curled and pillowy, which makes them feel wetter and creates ideal suction,’ as Gerri repeated the word purple in a whisper.
“Your cock is magnificent, fucking magnificent, and so thick,” he told me loud enough for his husband and Ada to hear as he licked it.
Gerri kissed and licked my inner thighs while he teased my balls, lightly scratched, pulled, rolled them around, and pulled them one at a time in his mouth, while running his fingers up and down my shaft.
Ada and George watched in awe as he wet his lips and covered his teeth, before he ran his tongue around the head of my very erect cock to moisten it.
Gerri had the base of my erection firmly in one hand, with the other hand forming a circle with his thumb and forefinger as he twisted that hand along my erection as he moved his lips up and down.
Then swirling his tongue around the head of my erection, then working it in long strokes up and down my shaft. Then licking along the ridge connecting my head and shaft, while working the shaft with his hands.
Gerri was incredibly good, a blow job like no other, as he strummed the elastic band of tissue on the underside of my shaft with his tongue, then licked the seam on the underside of my shaft, continuing into my scrotum.
Gerri really knew how to tease and edge my erection. The way he kept trying to say ‘purple’ as he slowly swallowed my erection was memorable.
He repeatedly pulled my erection into his pursed lips, then pushed it out, using suction, while keeping his tongue in motion.
A magic moment when Ada tongue kissed me as she watched Gerri working on me. “Your erection is like an iron bar. You are a sex machine, a fucking sex machine,” she whispered for the benefit of Gerri and George.
“Ada is correct, you are a sex machine, a fucking ten-inch sex machine. And a challenge for me, the biggest cock I have ever had.” Gerri muttered. “Do you want me to swallow?”
“Yes, but not yet, tease and edge me some more,” I moaned, trying to hold back my orgasm. “Tease me, edge me.”
“Can I help?,” Ada asked,
“You are a sex machine, a fucking ten-inch sex machine. Look at the vein in your cock, almost bursting. Do you want Gerri to swallow while George and I watch? Do you? Am I teasing you and edging you?,” Ada asked as Gerri took me over the edge and expertly swallowed.
The next day when Ada and I compared notes I asked her if Gerri was an old friend. “It was obvious wasn’t it? Very old friends, we had some wonderful times together before George. His body is an even bigger turn on now,” she smiled.