Virgin Gigolo Ch. 04

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 to 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 that 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, 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 horizontal 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."

"I haven't had any complaints," I said without admitting anything. As I dropped to my knees, she raised her legs and draped them over my shoulders.

"Oh my God! You're really good," she moaned a few moments later, as she was already approaching an orgasm. Her body was writhing, twisting, pushing her puss against my mouth and tongue and finally she climaxed, her hands coming to hold my head. "Oh! That's so good!" she panted. "So good! Now slide up here and fuck me!"

"Uhm, gladly!" I said. Standing, I stepped towards my pants to retrieve a rubber which I had in a pocket and easily found before turning back.

"Oh no! No, No..." she said seeing what I'd done. "I want you bare; I want you to cum in me."

"I'm sorry, Lindsey... No, I don't... I don't do bareback." If it hadn't been for Mary's training and insistence that I never take a chance on getting someone pregnant or a disease, I probably would have succumbed. The other women that I'd fucked were nowhere near as delectable as Lindsey.

"Please?" I heard from over my shoulder and looking back I found Paul standing, no longer on the arm of the couch, not approaching but now in a position where he could see us better.

"What?" I responded, once again shocked by any input from Paul, not used to having even another woman there.

"Do her bare, so I can eat your cum from her pussy."

"What"? I said, never having heard of such a kink.

"Paul likes to eat cum from my pussy," Lindsey said with a giggle, "It's kind of his thing."

"Not mine," I said, shaking my head and holding my stance. I'd just dropped the foil wrapper to the ground and slipped the roll down over my cock. "No rubber, no deal."

"Oh my God, get in here and fuck me," Lindsey said with a sigh, her legs spreading wide once again. Her hand reached down to guide me in place, her legs wrapping in behind my butt to pull me into her. I eased in with a couple of strokes and when I bottomed out, rotating my hips to feel my cock flexing inside her, she said, "Oh fuck that feels so good!"

When her legs eased their grip on my body, I began a slow fuck, sliding in and out, her legs tightening and loosening to guide me. I paid attention to her clues, picking up speed as her body twisted and squirmed to my penetrations. "Oh fuck! You are good," she moaned, her head rolling back as her body approached orgasm "Oh my God, I love it slow... slow... like this... Fuck...Fuck... Fuck! Paul! Come over here and let me suck you!"

I didn't have time to be shocked or offended or even react. Although I'd learned to control my responses so I could hold back my orgasm until Lindsey was ready, my reactions to Paul stepping forward and placing his cock for Lindsey to suck were practically nothing. He wasn't approaching me, he merely stepped forward, and almost instantly Lindsey's head turned, her mouth enveloping his cock.

I didn't know whether Lindsey was just on the verge of an orgasm that wouldn't come or whether she was almost continuously orgasming. Her body was shaking and quivering along with my cock slipping in and out of her pussy, but she was hungrily sucking on Paul's cock (devouring his cock might be a better description) at the same time. At one point Paul grunted, and then in moments he pulled his cock back from her mouth, his erection not quite as rigid as it had been. I had to surmise that he'd cum in Lindsey's mouth although I'd seen no sign from her that it had happened. Finally, Lindsey's back arched with her hips rising to force herself up into me, her pussy sucking me in until I also came.

Collapsing forward, I put my arms out to find the couch to keep from falling against Lindsey. She giggled. "Oh my God! I love sucking and fucking at the same time." Her hand reached up and stroked my cheek. "Thank you. You were really good."

"I was?" I responded. My cock was shrinking, but I was still partially inside her. Reaching down I tweaked her nipples. She cooed in pleasure.

"Sharon said you were really good, and you could last a long time."

"That wasn't much, I always last longer a second time," I said, peeling the condom off and tying a knot in it. "Bathroom that way?" I asked, motioning toward the hallway, "I'll go wash..."

"And take my dessert? Not on your life." Lindsey reached up and took the condom from me, and turning, put it on the end table. Grabbing my hips with both hands she pulled me to her where she could take my cock in her mouth once again. She sucked and licked and cleaned the semen off my cock, by which time I was almost totally hard again. She pulled away, hand gripping my cock. "I wish you hadn't worn a condom; I love tasting me and cum together. Come here," she said, "I want your tongue," and motioned for me to sit. I thought she meant to sit on the couch, but she stopped me and said, "No, sit on the floor and put your head on the couch so I can sit on your face."

I did as she'd asked, sitting on the floor with my back to the couch, leaning back with my head on the seat, and scooting my body out until my head was properly positioned. Straddling me, she moved her pussy closer to my face and said, "Flick my ring with your tongue, make it bounce on my clit."

"Umm, yeah... just like that," she moaned as I got the hang of it. I had to flick my tongue up, like a cat lapping milk, just catching the clit ring which would lift and then fall back as my tongue slipped by. "God, I love that. You know, I can orgasm at work just walking downstairs? I love to wear skirts where I don't have to wear panties and when I do that, if I step heavy, it bounces all on its own and it takes about three flights and I cum. Ummm, do you like eating pussy?"

'Uhm-hmm," I answered, not pulling away from my task at hand. Occasionally I was giving my tongue a rest from flicking, pressing it in against her clit causing her to moan in appreciation also.

I didn't at first notice that she was locking my head in place with her thighs, just that the more she seemed to be enjoying herself, the tighter her thighs squeezed my head. "Me too, I love having my clit licked. What about you, do you like getting your cock sucked? I love sucking cock."

'Uhm-hmm," I answered again, keeping my tongue busy.

"Me too," she answered, "and so does Paul."

It was at that instant that I felt a hand grip my cock, hold it upright and slip between two lips, a tongue instantly caressing around the head.

I groaned and tried to push away, but Lindsey was having none of that. "Don't stop," she said to my sudden lack of enthusiasm for licking her clit and playing with her jewelry. "He doesn't want to fuck you, that's what I do, he just likes to eat cum. He really likes it from my pussy but since you wore a condom, he'll take it right from the source. Doesn't that sound fair to you?"

There was no way I was concentrating on Lindsey's pussy; all I could think about was the unmistakable feel of my cock in a mouth. I wanted to pull away, but with my head locked between her thighs, I was stuck and couldn't even talk to protest. I lost track of Lindsey's pussy and clit and what I was doing, but know I managed to keep my tongue moving somewhat when Lindsey reached down and pulled the clit ring up and out of the way and told me to keep my tongue directly on her clit. All I had to do was rock it back and forth, but it was the blowjob from Paul that really had my attention. Oral stimulation had been a part of my interaction with every woman that I'd been with, but this was the first time my cock had ever been in a man's mouth. But, except that I knew it was a mans mouth, I couldn't tell any difference.

Even though I'd cum not too long before, I felt my cock rising and expanding to the attention of Paul's mouth. I couldn't control my own tongue; the closer I got to orgasm, the more my tongue quivered and twitched on its own -- all to the pleasure of Lindsey who soon groaned and quivered and, if possible, clinched down on my head even harder with her thighs. I felt another orgasm building, a burning sensation at the base of my cock expanding and rising, until the hot pressure burst forth to the lapping and sucking of Paul. I didn't at first even recognize that he never pulled away: sucking and swallowing and holding at least some of my cum in his mouth.

"Come here, baby. Share that with me." I didn't know he hadn't swallowed everything until just then, but as Lindsey finally eased her death grip on my head, allowing me to move away, Paul stepped up over me, his cock and balls nearly directly overhead, and leaned in to kiss Lindsey. Open mouthed, I could see she must be thrusting her tongue into his mouth, and as they pulled back I saw her tongue lick out and up, covered in the white of my semen she'd taken from his mouth. She ran her tongue between her lips, dismissing Paul who wisely move away.

"You fucker!" I said, staring at him as he did. If he'd remained closer, I would have kicked him in the balls. "I said, I'm not into men."

"Your dick apparently is," he answered, and I started to rise to go after him, and then stopped. I'm not sure what I would have done.

"Brent..." Lindsey said, her hand reaching down to grip my shoulder. "Lighten up, and don't be a prude." I sank back to the ground. "First time a man ever sucked your cock?" I didn't have to answer. "Could you tell the difference?"

I thought about it for a moment before I said, "What?"

"Could you tell the difference? If you'd been lying there blindfolded and you thought it was me coming up to suck your cock, could you have told whether it was me or him?"

"I uhm... I...."

"You really can't. There's no difference between a woman's mouth and a man's when it comes to sucking cocks. Been proven many times. That's just Paul's kink, he loves to eat my puss when I'm full of cum, but occasionally will partake from the faucet too."