Some time ago one older lady convinced me to set up a web page with contact details and a bio so I could offer my services. She even measured my cock with a tape measure she ‘just happened to have handy’ while I had a full erection, while she was sucking me. Her girlfriend was watching and wrote down the measurements. “Wow, incredible, eight and a half inches long, and five and a half inches in circumference.”

After a wide range of experiences as a gigolo, I developed a preference for a certain type of client: elegant, sophisticated women aged around forty five years old, with bodies anywhere between size ten to fourteen and not overweight. They were often a long way from home on business. Almost without exception these women would be very good communicators, uninhibited and able to articulate their sexual preferences. And if they enjoyed what I had to offer and recommended me to others that was an added bonus.

Janet wanted to watch her boyfriend suck a ‘very well endowed man’ while she watched.

When I arrived Janet was very effusive and obviously excited at the arrangements she had made. “You are a good looking man. Can’t wait to see your big cock, especially with my man Tony sucking it.”

She was a plain looking woman, around forty-five years old, but, I mused probably with a really good body under the very plain, sack like dress she was wearing.

“Come into the bedroom and let’s get started. I am paying for this so I want to play with you first before Tony has you. Is it true you are eight and a half inches?”

“My cock loves a challenge, especially when turned on by a naked woman,” I smirked as I stripped down to my jock strap.

Without a word Janet shrugged out of her dress exposing her voluptuous naked body. Heavy slightly sagging tits with long erect nipples, trimmed pussy and good legs.

“Does that turn you on?” she purred as she pulled my jock strap down exposing my semi-erect cock. “Let’s see if you do have eight and a half inches. What can I do to help?”

At that moment her boyfriend Tony walked in dressed in very tight gym slacks, bare-chested and sat in a chair in front of us, side on to a large wall mirror. He was an attractive small man, though it was difficult to understand any attraction these two people may have had for each other.

“We have been discussing this scenario for days,” Janet said as she stood behind me and teased my nipples.

“You can start sucking his cock now Tony. You wanted a very well endowed man and that really is eight and a half inches. I am impressed and envious. You have my permission. Make it good for all of us.”

He was very, very good and obviously experienced. After a few minutes I watched as he stopped sucking and filled his mouth with small ice cubes, then recommenced sucking. The sensation of hot and cold on my cock was magic, especially as he alternated scratching and squeezing my balls, without speaking a single word.

Being able to watch my rock hard cock being pleasured by another man in the mirror with Janet watching naked and offering advice and encouragement to both of us was a real buzz.

It got even better when she started tongue kissing me with my rock hard cock in her man’s mouth while he worked on my balls.

And when she took some ice in her hands and rubbed it into my nipples while her man bought me to orgasm I was very well pleasured.

Xxxxxxxxx

Mary was a newly retired head mistress from an exclusive girls school.