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
stamina."
I knew immediately what she was saying. Although I usually had an orgasm fairly rapidly the first time, the second time I could really hold off for quite some time, and
if
we got around to a third time my cock would be pretty numb but I could stay hard for virtually forever without coming and without getting soft.
I'd gotten used to older ladies and still hadn't been with anyone my own age, but Lindsey was as close as anyone yet. For the first time I was looking at a naked, hard-bodied, woman; a woman that obviously was quite familiar with a gym. Even those older women who regularly worked out were more rounded and softer than Lindsey. Her breasts were firm, upright even. The muscles of her legs and arms, and presumably her bottom, were all firm and toned, but what really caught my attention was her naked pussy and ring. None of the ladies I'd been with had been into pubic grooming. Although one or two had kept it trimmed, the oldest ones like Mary obviously never trimmed their pubes. Lindsey was totally bare; she had to be, or her pubes would have protruded above her skimpy bikini bottom. At the top of her labia was a small ring with a ball on it, later I found the ball normally rested against her clit.
I just stood there for a moment letting my eyes take in Lindsey's body, her hand on my crotch and then she reached up for my shirt.
I'd gotten quite good at reading my clients, understanding immediately that Lindsey wanted to strip me, and she didn't want any help. My shirt came over my head, and afterward her hands immediately dropped to my belt. I lifted one leg and pulled a shoe and sock off, and then swapped legs while Lindsey got my belt and pants opened up. When she pushed down, I took over and stepped out of them, now totally nude myself.
It didn't take much for me to get an erection, and Lindsey was by far the hottest thing I'd ever been with. Once I was naked her hand dropped to my cock again, her face reaching up toward mine as my hands rose to her breasts. I turned my face away, her lips coming up to caress my cheek and then nibbling on my earlobe instead. "No kissing, huh?" she whispered, understanding from my turning my face away what signal I was giving. I didn't answer as she'd understood the message. "Uhmmm, that's really nice," she said about my fingers on her nipples, and began to drop in front of me. Her lips went back to my cheek, and then to my neck and down to the front of my chest. She leaned across and suckled one nipple and then the other before sinking further in front of me, kissing down my belly before her mouth found my erection. Bending her head down she first took me into her mouth and then continued to sink to her knees, pulling my erection horizontally as she did. Her hands slithered around my hips and onto my ass, holding me in place. "Uhm, you're a good little cock sucker, aren't you?" I said, hoping my dirty talk would be what she wanted.
"She is the
best
cocksucker I know," I heard from Paul. He had stepped out of sight and I hadn't been paying attention, but now, when I glanced behind me toward his voice, I found him sitting on the arm of the couch, totally naked and slowly stroking his own erection. I hadn't heard him strip at all, and now my original misgivings on finding him home returned.
"Hey!" I said, cocking my head to indicate my displeasure, totally uncomfortable, "I'm not uh... into men."
I couldn't help myself. Despite that I was telling him men aren't my thing it was impossible not to notice, with his cock in his hand that, just like Lindsey, he was also totally hairless on his genitals. Leaning slightly back as he was, his cock rising away from his smoothly shaved belly, his cock looked immense in comparison to my own which was always protruding through an inch of hair.
"She does love to suck a nice cock, and she does like occasional variety. I just really like to watch her enjoying herself."
I still wasn't comfortable with Paul being there, but right then Lindsey pulled away from my cock and stood. "It's your turn to eat me," she said. Her hand slid into mine and she pulled me along as she stepped over to the couch at the opposite end from where Paul was. "Do you like to eat pussy?" She asked as she slumped back into the couch, her legs and pussy at the near end. "I hope you're good at it."