Roach cut me off. "No! I won't take charity! I won't take a loan, either! If I can't keep up with my obligations now, I won't be able to pay you back and I always pay my debts. I need more income and there's only one thing I have to offer. If I can't make a deal with you, I'll have to find someone else." Her eyes filled with tears. "Or anyone else. Whoever will pay me."
I reached over and patted her shoulder. "Alright, don't cry. What did you have in mind?"
Roach fumbled in her pocket for a Kleenex and blew her nose. "I don't know exactly. Maybe $50 for a handjob, $100 for a blowjob, $200 for straight sex? Does that sound reasonable?"
My head was spinning. Reasonable? How the hell would I know? I'd never paid for sex in my life. "I guess it's okay. I don't have any way to tell." Shit, I was starting to get an erection! "What's your plan?"
"We can start now, if you want. You tell me what you want and when." She looked scared and desirable at the same time. "Do you want me now?"
"Yes, god help me, I do want you. Let's go inside." I led her into my bedroom. "Let me undress you." Roach was wearing a pair of shorts and a tank top and sandals. "I want to touch you first." I ran my hands over her body, her waist, her breasts, her ass, between her legs. "Raise your arms, please." I pulled her top off. She wasn't wearing a bra. Her breasts were lovely and I explored them with both hands. I bent to suck her nipples. When I straightened up, Roach's eyes were moist. "Are you sure you're ready for this?"
"Yeah, I'm ready. I'm no virgin, you know. It's just that I've never done it this way." She gripped my erection through my shorts. "Tell me what you want and I'll do it. Or just put me how you want me and do it." She snatched her hand away. "Oh, one thing; no anal. I won't do that. I'll blow you and let you screw me, but no anal."
"That's fine, Roach. We won't do anything you don't want to do." I stripped off my shirt and pants. "Go ahead and take your pants off." When she was naked, I led her to the bed. "Lie down, please. I want to look at you and touch you." Roach's body was a revelation. Her lovely young body was smooth and firm everywhere I touched her. I fingered her pussy, feeling her growing wetness. "I don't have any condoms," I said. "I haven't used one since my wedding day. Since then, I only had sex with my wife. I don't have any diseases."
Roach nodded. "That's what I figured. I'm clean. I'm a regular blood donor and they wouldn't let me donate if my blood didn't come up clean every time." I had two fingers in her and she was stroking my erection. "I'm on the pill. You can cum in me all you want."
"That's good, because I want to cum in you right this minute." I sucked a nipple. "You wouldn't believe how turned on I am right now. I hope you don't mind, but I'm not going to last very long at all once I'm inside you."
Roach moved to the center of the bed and spread her legs. I crawled between her thighs and pushed the head of my cock into her. "Last chance to change your mind." Roach shook her head resolutely and I slid into her all the way. Maybe it was just the fact that I hadn't gotten laid in so long, but Roach's pussy felt unbelievably warm and snug. My cock was made of iron. I held still inside her for a few moments and then started thrusting. I desperately wanted this to last, but in less than a minute I lost it. Roach must have felt me cumming and she could certainly see it on my face. Her expression was unreadable. I stayed inside her and looked into her eyes from very close range. "Are you okay?"
"Yeah, I'm fine. Just trying to process this. It feels so strange, doing it like this. No passion, no affection, just a quick screw." Her voice grew soft and shaky. "A quick screw for money." I started to pull out and she hooked her heels behind my thighs to keep me inside her. "Stay there. I need to get used to this. You're still hard. Keep going if you want to. I'm stronger than you might think. Cum again if you can." Her voice broke for just an instant. "No extra charge."
I moved inside her slowly, savoring the slippery tightness of her. Roach was right about the absence of passion, but that didn't make what we were doing any less erotic to me. If anything, the lack of passion made it more stimulating. I could concentrate on maximizing my pleasure without much concern for her. I wouldn't do anything to hurt her, but her reward for doing this was money, not orgasms. Roach tilted her hips up to meet me and used her heels to encourage my thrusts. I was 51 years old and was surprised to find that I hadn't lost my erection. I started to think I'd be able to cum again, but after a while, despite the delicious sensations, my erection wilted. The cost of getting older, I guess. I rolled off Roach and lay on my side, stroking her body.
"Would you care to take a shower with me?" I asked.
"Sure, what the hell. We're both kind of sweaty."
My master bathroom has a tile and glass shower big enough for several adults. I started the water running and we got in. Roach soaped me up, not neglecting my genitals. I soaped her body and rinsed her three or four times, enjoying her contours. She kept my cock soapy and before long I was hard again. Roach washed the soap off and sat on the tile bench. I stood in front of her and she began sucking me. Neither of us said a word. Roach's blowjob skills were nothing to write home about, but having my dick sucked with hot water cascading over us, Roach's body slick and glistening, my fingers in her wet hair, her tongue dancing erotically around my stiff cock was something I'd never experienced, even with my wife. "I'm going to cum, Roach," I warned her. My legs were shaking. "Real soon." I wanted her to be ready to spit me out if she didn't want cum in her mouth. Roach didn't change a thing and when I came, gasping and spurting time after time, she took as much of me into her mouth as she could. She opened her lips enough to let cum run down her chin, dripping onto her breasts and onto the bench. Roach kept me in her mouth long after my spasms had ceased.
We drank some wine with cheese and crackers on the darkened deck and made small talk. I had some stories that Roach found amusing and she had a few of her own. An hour later, we had soft, gentle sex on one of my oversized chaise lounges. It took me much longer to reach orgasm this time and Roach was patient, alternately riding and sucking me. I finally came inside her, my hands on her breasts, her body silhouetted against the stars.
I handed Roach five $100 bills and she kissed my cheek. "I'll have to hit the bank and stock up on cash," I joked.
"You have my number," she said softly. "Let me know when you want me." She gave me a wan smile. "I'm good with this, you know. I'm glad it's you and not some creepy asshole." She touched my face. "I'm really glad it's you."
Roach worked from 10:00 to 6:00 Monday thru Friday. If I woke up horny, as I usually did, I'd send her a text that said ;-). If she had time, which it seems that she always did, she'd send :o, meaning that she'd be dropping by about 8:30 to give me a blowjob. If I sent :D, she'd know I wanted to have sex and she'd send J. Screwing took longer and she had to shower afterwards, so she'd come at about 8:00. Using Roach's body, I experimented with every sexual position that I thought might be interesting or fun. Roach was strong and flexible and seemed perfectly content to let me have her in any strange or contorted position I could dream up. Using four or five positions in one session wasn't unusual. I had her blow me standing, sitting and on the bed in the classic position and lying on our sides. I tried it with her head hanging off the side of the bed, plunging into her mouth, but I tended to go in too deep and she had problems with gagging. I had no interest in cumming on her face or tits. Roach always let me cum in her mouth and she always swallowed. I've always loved being sucked off, but my wife only blew me every couple of months. I paid Roach to do it almost every day. Cumming in Roach's mouth, with her sucking hard, her tongue busy on my cock, was a thrill that never got old and, as she learned what gave me the most pleasure, her skills improved dramatically. I renegotiated our deal and started paying her $200 for blowing me.
Roach tried her best to keep our sessions impersonal and businesslike, but as the weeks and months passed, it became impossible. When we had sex, she began having orgasms, first quiet and undramatic, then louder and more obvious. We never kissed, other than her lips brushing my cheek when she left with the cash she's earned, but her embrace when she came on my cock became tighter and more urgent. She wouldn't permit me to go down on her, even when I offered to pay extra. "Too personal," she said. "More personal than me cumming in your mouth?" I asked. "That's business," she insisted and wouldn't discuss it any further.
Over the next year, I spent a ridiculous amount of money having sex with Roach. I didn't mind in the slightest. The money was inconsequential and the sex was priceless. I got a prescription for daily Calais and had my testosterone levels checked. My T was a tad low and my doctor was very understanding. I got a 'script for testosterone gel and, in addition to getting a libido bump, my joint stiffness and morning backaches vanished. I was ready for Roach almost every day. Often she'd suck me off in the morning and be back for sex or another blowjob that evening. I spent an hour in the gym three times a week and soon I felt and looked better than I had in years.