It was almost a biblical beginning. In the beginning was Mary. Mary begat Helen, Helen begat Mitzi... and Carol... and Shelly, Marlene, Patty, Gayle, and Sharon. And Sharon begat Lindsey.
A few of them I only saw once, but most I was seeing every couple of weeks - or more. I thought Carol was going to be a one-time thing, until she called back a month later. Sharon was every other week, and she liked it really slow. Most of the time she'd cum just once during my time with her, but only after nearly two hours of foreplay. She said her husband, when she'd had one, had
never
been slow enough for her. She liked oral, a
lot
, giving probably more than receiving. I introduced her to my reading stories to her (from the magazines I got from Helen) or watching porn while she was sucking my cock, or her reading stories to me while I went down on her, both of which she really enjoyed, and then we'd finally end with a fuck. She'd suck me until I was ready to burst, and then she'd back away until I'd recovered, and we'd do it again -- with her getting more and more turned on with each iteration. When she finally put a condom on me and I finished, the condom was always full, more than any other time or with any other woman.
~
"Is this Brent's Yard Maintenance and
Services
? My name is Lindsey. My friend Sharon told me that you have some really excellent
services
, and that I should call you." By this time, I really did have a scheduling calendar. It had gotten to where I was with a MILF virtually every day of the week. Mary and Helen had both been much older than me, but not every horny and lonely woman was in their forties to sixties, just that it seemed most were. I'd gotten to where I tried to find out something about new clients before we met, but despite my queries, sometimes who I was meeting was a bit of a surprise.
~
"Oh, I'm sorry, I must have the wrong address," I said, glancing over at the house number again when the door was answered by a man.
"Probably not," he responded, "Are you Brent?" I confirmed I was, and he said, "Come on in, Lindsey's out back. I'm Paul. She said you'd be coming."
I stepped through the door a bit wary, not having expected a man to be there. He led me through the living room to a sliding glass door that opened onto a small private backyard with a swimming pool, complete with a gorgeous brunette in a skimpy, bright yellow, thong bikini lying face down on a lounge. Her backside was totally naked except for the string of her bikini top and the string wedged between her butt cheeks and across her hips. I could already see she was easily the youngest woman I'd yet been with, maybe 30, perhaps a bit older, but certainly not by much.
"Brent's here, honey," he said, adding to my confusion. Although I'd now been with well over a dozen different women, never had a man been around, and never had a man introduced me to the woman that I was there to please.
Lindsey sat up and swung her legs over the side of the lounge and stood, saying hello and reaching out to shake hands. Lindsey's micro-bikini was even smaller than I'd imagined from seeing her backside naked. The top was two small triangles; most of her breasts were bare. Her nipples, the only part of her breasts that were covered, protruded through the material. One triangle was slightly askew, half her areola exposed, her nipple barely contained behind the edge of the sheer triangle. The other nipple was completely covered by the sheer material, yet both were totally exposed as the material hid nothing. That her pussy was shaved bare was also obvious -- the tiny triangle of cloth stopped just above her clit, her pussy lips, and a metallic decoration readily visible.
I was confused, which they both seemed to understand. "Come on, let's go inside," Lindsey said. She had gripped my hand for the handshake but hadn't relinquished it, now pulling me along as she stepped toward the sliding door. I followed along and she released my hand as soon as we were in the living room. Stepping over by the TV, she picked up a small pile of bills and turned back to me. "$500, right?" she said, handing the pile of hundred-dollar bills to me. I reached out and took them, unconsciously noting there were 5 of them without physically looking or counting.
"I'm not into men," I said, suddenly realizing that he'd followed us in and what his being there might mean.
"Oh, it's OK," Lindsey said, glancing over at what I supposed was her husband but really hadn't been introduced, "You're here for me. Paul just wants to watch."
"I hope you don't mind," Paul said from behind me.
"I wasn't expecting..." I started, refraining from stepping up to Lindsey. I'd found that for the most part, the women I was having sex with were as leery of what we were going to do as I had been initially, and most appreciated me just taking charge. But this, with a husband there, screamed of
Beware -- this is different
! Lindsey didn't seem leery at all.
"I guess we could have told you my husband would be here ahead of time," Lindsey said apologetically. "It's just that when Helen told me about you, and being a professional..."
I looked at her, and then back to Paul as he stepped over to her, reached up, and untied the top of her bikini. "I just love watching Lindsey get fucked, but so many men just can't handle me being around, so when we found out about you, we thought
why not
?"
Once loosened, Lindsey slipped her bikini top up and over her head while Paul's hands dropped to the tie strings on her thong bottom. He pulled the bows which easily came undone and, just like that, Lindsey was standing nude in front of me. Paul stepped back, behind me and out of sight, and Lindsey stepped forward, her hand reaching for my crotch. "Sharon says you've got
great
