6 comments/ 107734 views/ 15 favorites How Many Times Can 66 Go Into 38? By: How Many Times Can 66 Go Into 38? "It's a Montalcino from the Tuscany region," I told her. "You know it doesn't get a whole lot better than this," she cooed as she took another sip of wine. We sat in different spots in the hot tub, sipped wine and continued our conversation. I noticed Barb was acting very amorous and she moved over to sit next to me. When our thighs touched it was like an electric shock ran through my body. I had not been with a near naked woman in over twenty years. Barb rested her head on my shoulder as she totally relaxed in the bubbling water. Then I felt her hand graze over my thigh and move toward my crotch. I didn't stop her as I waited for her to find my erect cock in my bathing suit. Her hand sneaked under my bathing suit and encircled my cock. Barb smiled at me as she stroked my erection. Barb then removed her hand and slipped off the bathing suit I had given her. I quickly removed my bathing suit and tossed it on the edge of the hot tub. The three season room was totally private as it was surrounded by trees plus the windows were steamed up. "Sit on the edge," she told me. I sat on the edge of the Jacuzzi with my 7+ inches standing proud. Barb lowered her mouth on my cock and really got in to sucking me off. She bobbed her head up and down on my rod as she fondled my balls with her hand. Barb intensified the oral action and swallowed as much cock as she could. She seemed to be continually testing her gag line. "Oh sucking you has got me excited I need to sit on you," Barb sighed. "Sit on me?" I teased. "Sit on your cock," she snapped. Barb straddled me and lowered her hot cunt on my cock. She wrapped her arms around me and pulled me to her crushing her small tits against my chest. I reached down and cupped her round ass with both hands as she bounced up and down on my cock. "Oh this is going to be a quick one. Get ready!" she gasped. I picked up the pace fucking her and she lost it. She screamed out loud for me to hold her as her body shook with the intensity of her orgasm. Her hips flailed away as her body seemed to go into spasm. I held her tight until her body stopped thrashing and she settled down. She rested her head on my shoulder as we sat there with my cock still buried in her pussy. I started to move again this time in search of my own orgasm but she stopped me. I slipped back into the Jacuzzi and Barb settled into the seat next to me. We both relaxed in the bubbling water as we recovered from our intense orgasms. I thought to myself that this woman was really something and how fortunate I was to have fucked her. It was still hard to believe what had just occurred but I knew that it would not be just a one time fling with this sexy woman. We got out of the hot tub, dried off and put the terry cloth robes on. I went into the family room and turned on some music. Barb came in with her wine and stretched out on the sofa next to me. Eventually she put her head in my lap as we listened to the music and then she fell asleep. Barb slept for a short awhile and then she woke up. "Hum I guess I needed that nap. You wore me out today," she said with a smile. "Oh I think you held your own. I'm a little tired too," I replied. "Maybe but you are in great shape," she said as she reached under my robe and cupped my balls. "Careful, you will get me turned on again," I cautioned. "My plan exactly," she quipped with a squeeze of my cock. "We should take this into the bedroom," I told her and then I led her back to the guest room. We dropped our robes and Barb lay back on the bed. I walked over to the bed and sat on the side of it. I stroked Barb's shapely legs and luscious thighs. My hand drifted up to her mound and I felt that she was wet with desire. She smiled at me as I fingered her pussy and licked my fingers clean of her juices. Then she opened her arms and welcomed me into her body one final time before the day ended. I slipped between her thighs and slid my hard cock into her quim. Once again Barb uttered an audible gasp as I hit bottom. I began to fuck her slowly and eased my cock almost all the way out of her pussy before plunging it back in. She was lost in the lust of the moment. "Oh that's it fuck me, fuck me slow, fuck me good, fuck me forever," she whispered. Just hearing her asking me to fuck her was an incredible turn-on for me and I picked up my pace. Barb threw her hips up at me as if to try and get me deeper in her cunt. I felt my orgasm approaching but I didn't want to cum before she did so I tried to slow down. "No, no don't stop, fuck me faster, I'm so close," Barb begged. I picked up the pace again as we both raced toward our orgasms. I don't know who came first because we were so close but Barb wrapped her legs around me and humped me for all she was worth as I came this time and spurted my seed in her womb. We continued to fuck each other until we were drained and exhausted. I collapsed on top of Barb and she didn't seem to mind my weight as she held me and cried out. "Oh thank you, thank you," she said over and over. I moved off of Barb and looked at her shapely body as it glowed in the aftermath of sex. Her cute blonde bush glistened with moistness and her nipples were rock hard. I ran my hand over her tits and teased her nipples. "Walt, I'm not comfortable staying the night. Do you mind taking me home?" she requested. "No not at all, I'll be happy to get you home," I said as I swung my legs out of bed. "Help your self to the shower," I told her as I left the guest room. I picked up the bathing suits and tossed them in the laundry tub. I then secured the hot tub and the three season room before I got dressed. As I was dressing I thought to myself that I was glad that Barb was leaving since I didn't think that I could perform again. I finished dressing and waited for her to get ready to leave. She came out of the bedroom dressed and ready to go. I drove her home and dropped her off. She kissed me tenderly and told me what a special day it had been for her. As I drove home I thought that it indeed had been a special day for me as well. I also thought about those advertisements for the erectile dysfunction drugs and the claims of four hour erections. I decided to try those. I would call my doctor tomorrow and get a prescription so that the next time I was with Barb I would last longer. That night I slept soundly and in the morning I woke up with an erection which doesn't happen very much any more. BARB STOPS IN FOR A VISIT The next morning after I worked out I called my family doctor and asked him about the erectile dysfunction drugs. He told me to stop by his office and he would leave a sample for me along with a prescription. I was pleased that I would get to try them first because the pills were expensive and they were not covered by Medicare. I picked them up and saved for a time when I would be with Barb again. As it turned out I didn't have to wait that long. It was a Friday evening and I was listening to music and reading a new book when the door bell rang. I answered the door and I was surprised to see Barb at the door. "Hi are you busy? I just got through with a showing and I was in your subdivision so I thought I would stop by," she explained. I was happy to see her. "Come in please I said but you will have to excuse my appearance," I told her referring to my sweat pants and shirt. "Can I get you a drink?" I asked. "I'd love a drink. Do you have any more of that wine? "You bet in fact I just opened a bottle so your timing was perfect." I took Barb's coat and hunk it up for her as she made her way into the family room. She sat on the sofa and kicked her shoes off. I poured her a glass of wine and then excused myself for a minute. I went into the bathroom and quickly popped one of the pills in my mouth thinking that maybe tonight I would find out if these things work. I returned to the family room and joined Barb on the sofa. We quickly killed the first bottle of wine while we chatted so I opened another one and refreshed our glasses. I looked at Barb's shapely legs stretched out toward me. I raised my glass in a mock toast and sipped the wine. "My feet are killing me today from those showings," she sighed. She looked at me quizzically and I smiled as I picked up her feet and put them in my lap. "I give excellent massages, how about a nice foot massage?" I really announced rather than asked. I began to massage one foot and Barb sighed, "Oh that does feel good!" I worked on her one foot for awhile and then placed it right in my crotch as I picked up her other foot. As I massaged her other foot the one in my crotch was pressed right against my erect cock. I knew Barb could feel it and that she knew what it was. My cock throbbed and I was sure she could feel it pulsating against the sole of her foot. I massaged the other foot and Barb just sighed and cooed in relaxation. "How about your calf muscles I bet they are still sore from skiing and now all that walking in high heels?" I asked. Barb didn't answer but she didn't protest either when I began to massage her calves. I rubbed the calf of one leg while the foot of the other leg remained in my crotch. Barb took another sip of wine and tilted her head back and closed her eyes. I worked all the tension out of one calf and then started to work on the other one. Barb kept her eyes closed and her head back as I massaged her shapely legs. Occasionally she would pick up her head, sip some wine and smile at me before closing her eyes again. I didn't ask her permission as I let my hands move up to her thighs and massaged her quads. Barb jumped at the first touch of her thighs but then she relaxed and let me work out the kinks. As I massaged her thighs I pushed her skirt up higher and I could see her panty covered crotch. Barb was wearing thigh hose and her bare skin was visible now. I let my hands wonder all over her thighs as I massaged her inner thighs as well. I could clearly see a wet spot had formed on Barb's panties. Barb kept her eyes closed as I massaged her thighs and I decided to take it to the next step. I moved my hands above her stockings and caressed the naked skin. I pushed Barb's skirt up to her hips and leaned over to kiss her creamy thighs. She gasped aloud at the touch of my lips to her naked skin. I could smell the sweet aroma of sex that was given off by her pussy as my face moved closer to her crotch. I lifted Barb's legs to my shoulders and kissed her inner thighs just below her panties. She groaned with pleasure as she reached down with her hands to control my head. Barb tried to keep my head from reaching her pussy but I moved the panties to one side of her vulva baring her sopping wet cunt. I tickled her outer lips with my fingers and then let them slip inside her vagina. Barb was so wet that two of my fingers slid in easily and she unconsciously relaxed her grip on my head. I moved my mouth toward her and closed over her pussy shoving my tongue into her wetness. Barb cried out and grabbed my head again but this time she held it tight to her quim. I lapped at her pussy as I fingered her with two fingers. Then I spread her pussy lips apart and located her throbbing clit peeking out from its protective hood. Barb was really excited as her erect clit looked like a teeny dick sticking out. I sucked on her hard clit and she bucked her hips up into my face. I reached under her and cupped her shapely ass cheeks in my hands as I drove into her pussy with my tongue and nibbled on her clit. "Oh sweet Jesus, I'm cumming. Hold me, please hold tight," she screamed as she lost it. The climax rocked her body and I held on for dear life as she thrashed, twisted and bucked all over the sofa. I kept right on eating her pussy and I held onto her shapely ass as she thrashed about. Barb slowly calmed after her intense orgasm and I continued to lick her until her pussy was dry. As we lay on her sofa I continued to lick and kiss her bare thighs above her hose as she ran her hands through my hair. "Oh that was something I really came hard. Thank you, thank you!" she murmured. Then I peeled off her panties leaving her hose on her body. Barb watched me as if she was in a trance as I pushed the sweat pants down to my knees and my rock hard cock leaped out. I moved between her thighs and placed my cock at the entrance to her cunt. She shivered in anticipation. I eased her back down on the sofa and proceeded to feed my thick cock to her. "Oh yes, oh it feels so good, oh, oh, fuck me, yes fuck", she cried. I slid in and out of her pussy slowly allowing her to adjust to my cock and continued to go deeper with each thrust until I was buried balls deep in her pussy. "Oh my I love your cock, fuck me, make me cum, make it last forever", she cried out. I pounded her pussy making sure that my cock was in constant contact with her clit. Barb had multiple orgasms as I fucked her. I pulled her blouse out of her skirt and pushed it up over her bra. Then I reached under her and unhooked the bra and pushed it up over her tits. I twirled the nipples in my fingers and then leaned over taking one then the other in my mouth. She went wild telling me. "Oh yes, suck my tits, suck my nipples, fuck me good!" I could feel my balls start to tighten and I knew it wouldn't be long before I filled her pussy with my cum. Barb stiffened and then had another violent orgasm. She yelled, "Hold me, please hold me, I'm cummmming!" I reached around behind her and pulled her toward me as she shook and trembled throughout her intense orgasm. As she was cumming so did I and I fired cum into her pussy. As she started to recover I laid her back down on the sofa and slowly fucked her as my cock didn't soften. My cock was swimming in her cunt; there was so much jizm in there mingling with her own juices. "Are you okay Barb?" I asked her. "Can we go to the bedroom?" she asked. "Yes, let's do that. We should have gone there first." She sat up and tried to straighten out her clothing the best she could and then headed to the guest bedroom. I followed her to the room and once we were inside we stripped off our clothes and Barb got in her bed on her back. She held her arms open to me welcoming me between her legs again. I crawled between her legs and slipped my hard cock back in her pussy. I never wanted this to end and I wanted to fuck this woman all night. I fucked Barb as long as I could and I was pleased that my cock didn't go soft. She had multiple orgasms and the final one was so violent she nearly bucked me off her body. Then she collapsed and cried out. "Please stop, I have to rest. I don't think that I ever have been fucked so thoroughly in my life. I want this to go on forever but I need a rest. I am not sure I can cum any more." "Are you up for the hot tub?" I asked. "Absolutely," she replied. We walked naked out into the three season room and I opened up the hot tub. Barb and I got in and we soaked in the refreshing water and soothing jets. My cock was still hard and I was now convinced that these pills did work. Even if I didn't cum again that night I was sure that I would stay hard long enough to more then satisfy Barb. We soaked in the jets of the hot tub and Barb leaned back against me and I reached around and fondled her tits lovingly. She cooed as she was in ecstasy and totally relaxed. After the hot tub we dried each other off with huge terry cloth towels and as she was drying me, my cock was at full attention. "Does that thing ever go down?" she asked as she dried it tenderly. "Not as long as I am around you", I said cupping her ass and then asked, "How about if I give you a massage?" Barb smiled and we headed back to the guest room. I retrieved a bottle of body oil from the bathroom cabinet. She crawled back on the bed and lay face down. I admired her shapely ass and I wondered if she would let me fuck her there. I wanted to save her ass for later though so I told her to turn over on her back. "Front first," I said as I rolled her over. I started at her feet and worked my way her legs and thighs but I did not touch her pussy. Then I moved my hands up to tits and twirled her delicious nubs in my fingers. I worked my hands back down her torso and this time I touched her pussy and fingered her gently as well. I located her clit again and rolled it in my oily fingers emitting a short gasp from her. Barb seemed to have another small orgasm just from being touched. "Time to do the other side," I told her as I rolled her onto her stomach. I marveled at her soft flawless skin and shapely ass. This time I started with her shoulders and worked my way down to her ass, thighs and legs. She was so relaxed I felt that she might fall asleep. I paid special attention to her ass and placed a well-oiled finger in her bunghole. My finger was so slick and she was so relaxed that it slid in easily. I continued to massage her shapely beautiful ass and finger her hole. I added a second finger and although it was much snugger Barb didn't complain. It was apparent that she had had things in her ass before tonight. I pulled her up by her hips until her curvy ass was in the air and she lay with her head to one side on the bed. She was almost crooning as I continued to finger her asshole and then began to finger her pussy as well. I removed my fingers and eased my engorged cock into her pussy. I began to fuck her slowly and then added first one then two fingers back in her asshole. Barb was on the verge on an uncontrollable orgasm and as she began to thrust and shake, I took advantage of her state and slid my cock from her cunt to her asshole. I managed to get the head in past the sphincter and then let Barb do the rest. As she bucked and shuddered with an intense orgasm she impaled her ass on my cock. Only when she started to come back to earth did she realize that about half of my cock was in her ass. "Oh my God you are in my ass. I haven't done this for a long time," she said in a panic. "Relax," I told her "I would never hurt you, trust me, you will learn to like this," I reassured her. I continued to ease more of my cock into her ass feeding her a little at a time. It seemed like hours before I was all the way in and began to slowly fuck her. I played with her tits with one hand and her pussy with the other. Soon I had a smooth rhythm going and I was sawing in and out of her ass easily. I felt my balls tighten just before I blasted my load of cum into her asshole. I hadn't cum twice in a night in a very long time. The feeling was incredible and my cock felt like it was twice its normal size in her ass. My dick remained hard even though I had cum again and I eased it out of her asshole with an audible popping sound. I collapsed on the bed and Barb rolled over next to me and her hands went straight to her pussy and she began to finger herself. I got back between her legs and slipped my still hard cock back into her pussy and fucked her until she begged me to stop. I couldn't cum again if I wanted to but the swelling in my cock was amazing. Barb sighed as she relaxed from her intense orgasm. "I don't know how you do it but I'm glad that you do," she gasped and then asked, "Is it okay if I stay the night?" "Of course you can. I'll sleep in the other room so you can get a good night's sleep," I offered. "Thank you, it's been awhile since I have slept with anyone in the same bed." I kissed her goodnight and told her that I would put her car in the garage. She told me where her keys were and then I left her in the guest bedroom. I threw on my sweats and ski jacket and then went outside to pull her car into the garage. I then went to my own bedroom and fell asleep in my own bed alone. THE MORNING AFTER The next morning I woke up first and looked in on Barb. I stared at the beautiful woman in the guest bed. I eased the covers off of her body and she stirred slightly. She looked so angelic sleeping on her back with her cute firm tits poking up in the air and her hot pussy on display. I eased her legs apart and lowered my mouth to her vulva. I teased her with my tongue until her pussy heated up and glistened with moisture. She started to stir and reached down to her pussy only to find my head between her legs. She opened her legs wider giving me easier access to her luscious pussy. How Many Times Can 66 Go Into 38? I located her clit and brought a soft moan to her lips as I nibbled it gently. I then inserted a thick finger into her pussy and continued to tease her hard clit. Her pussy was getting wetter and wetter and she started to move her hips with a desire to cum. That was the signal that I was waiting for and I moved my body up and knelt between her legs. I lined up my erect cock with Barb's sopping wet cunt and eased it in. Her face tensed with the anticipation of my cock filling her pussy. I fucked her slowly at first as I usually did and then I began to pick up the pace. Soon I was pounding her pussy and fucking her into submission. Barb had orgasm after orgasm as I relentlessly fucked her. I just kept at her with my hard-on until she screamed and pleaded with me to stop. Barb's body convulsed in a mind blowing orgasm and then she went limp on the bed. I smiled to myself and eased my cock out of her well fucked pussy. "Wow that is one wakeup call I won't soon forget," she said with a long sigh. "It was my pleasure," I told her. "My body aches from head to foot. Between skiing and making love I have used more muscles in the past week than I knew that I had," she stated as her hands ran over her body. "When I'm sore I always hit the hot tub the first thing. The warm water and jets really loosen up my muscles and I feel better the rest of the day," I told her. "That sounds like a plan but first I need a shower." "I'll make us some coffee," I replied. I set up the espresso machine and brewed two lattes for us. While the coffee was brewing I took a quick rinse off in my shower and then put on a terry robe. I brought another robe in for Barb and left it on the bed for her. Then I went into the three season room and opened up the hot tub. Barb came out and I handed her a café latte. We relaxed and soaked in the hot tub for almost and hour during which time I did refresh our lattes several times. When we finished in the hot tub I told Barb that I would make breakfast while she got dressed. I took another quick rinse off, threw on a pair of seats and then made breakfast. Barb came into the breakfast area, smiled and sat down at the table. I served the omelets, toast, juice and coffee and then I sat down to join her. "You are going to spoil me with great sex, hot tub, massage, lattes and now breakfast," she said and then added, "Not to mention the great sex." "I aim to please," I replied. "Well pleased I am but tell me how do you maintain your stamina, you wore me out last night?" she questioned, "Are you taking Viagra or something?" "Well I have to be honest I did take a pill but it wasn't Viagra, It was Levitra but the doctor said they were similar and he gave me a sample," I admitted. "Well it definitely worked for you and me too I would say," she laughed. "The doc said it increases blood flow to the penis which is why the erection can last for a long time," I explained. "So that explains why it's said that guys think with their dick and not their head," she said with a laugh. I laughed too and then our conversation turned to other things and we learned more about each other. I told her about my marriage and my indiscretions but how I turned that around. She told me about her marriage and how after three years her husband was bored. He wanted them to join a swinger's club but she refused. Shortly later they got a divorce. Barb had had female complications and she had to have a hysterectomy so she never had children. After the divorce she was very cautious with men and very selective with whom she dated. WE talked about skiing in Colorado and SCUBA diving in the Caribbean. She told me that she would love to do those things and that she would love to travel to Europe. I told her about my travels to France, Italy and Spain and she was impressed that I spoke those languages well enough to get around the countries. Barb then checked the time and said that she had to get going. She apologized for not staying longer and helping me clean up. I reminded her that I had plenty of time to clean up and that I was happy to have her company. We kissed on the cheeks and said goodbye as Barb left the house. After Barb left, I cleaned up the dishes, got dressed in my workout clothes and walked over to the gym. It was three miles to the gym and I preferred to walk outside than use the treadmill. I worked out for two hours and then I walked to the café to enjoy and espresso and the morning paper. As I worked home from the café I thought about Barb and how much longer I would see her. I knew that it wouldn't last very long as I was 66 and she was 38. I was sure that she would tire of me or start dating someone her own age. But for now I would enjoy our time together. I thought of our ages and came up with a corny math problem. How many times can 66 go into 38 and is there anything leftover? I knew that Barb had nothing left after I had gone into her four times last night but yet I had something left thanks to the Levitra. I made up my mind to fill that prescription later that day.