Women in My Life Ch. 03

"Are you okay, Shirley?" I asked her.

She smiled at me and said, "My God, I have never cum like that in my life, nor have I ever had anyone cum that much in me before."

She looked down at my soft cock and took it in her hand, "You are big," she said as she stroked my cock to hardness again.

"Let's take our clothes off," I suggested.

Shirley smiled at me and replied, "Yes, let's do that. We should have done that earlier.

We stripped off our clothes and Shirley got in 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 hot woman all day. I fucked Shirley as long as I could before I shot my second load of the afternoon. 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 have never 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 a shower?" I asked.

"Absolutely," she replied.

We both showered together and as I soaped her body Shirley leaned back against me and I reached around and fondled her tits lovingly. She cooed as she was in ecstasy and totally relaxed. I also spent a lot of time washing her curvy ass and her hot pussy. I startled Shirley when I slipped a very soapy finger into her asshole. I knew that I caught her off guard so I didn't pursue her ass any further at that time. After the shower we dried each other off with the motel 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?"

Shirley smiled as I retrieved the lotion. She crawled back on her 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. Shirley 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 Shirley didn't complain. 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. Shirley was on the verge on an uncontrollable orgasm and as she began to thrust and shake, I took advantage of her state and tried to slide my cock from her cunt to her asshole. I managed to get the head outside the sphincter and then Shirley panicked. As she bucked and shuddered with an intense orgasm she almost impaled her ass on my cock. Only when she started to come back to earth did she realize that my cock was about to enter her ass.

I had no intention of hurting Shirley but as I stared at her perfect ass I had to caution myself not to rush it. I was about to fuck my dream ass and I didn't want to do anything to screw it up. I applied lots of lotion and then saliva to my cock as I prepared for my fantasy fuck to come true. I got on the bed behind Shirley and lifted her almost lifeless body up so that her ass was in the air. She kept her head on the mattress and she had a distant dreamy expression on her face as if she was in a different world.

I slid my cock into Shirley's well lubed asshole. Although she had been loosened up by my fingers, my cock was stretching her to new dimensions. Shirley shook her head no, but no words came out of her mouth. She was like a rag doll in my hands and I steadily pushed my cock into her until it was buried in her ass. I fucked her slowly at first and then I really picked up the pace. I pounded her ass and my hips slapped against her ass causing her incredible ass cheeks to jiggle. Shirley just moaned and grunted with every thrust of my body. She was incapable of another orgasm so I was just using her for my pleasure. I added another ass fuck to my collection and this was the finest ever.

I gave her one final thrust then I stiffened and shot my wad into Shirley's asshole. I moved my hips slowly as my cock softened somewhat and I watched as cum trickled out of Shirley's ass. Finally my cock softened slightly and slipped out of Shirley's ass with an audible popping sound as more cum ran out of her ass and down over her cunt lips.

We rested for quite awhile and then I decided to take her ass one more time. I grabbed Shirley by the hips and pulled her lifeless body back up until she was on all fours. I pushed a thick finger into her asshole and tested her tightness then I added a second finger which caused Shirley to gasp. I worked the two fingers in and out of her ass stretching her as much as I could. I then placed my big erect cock back between Shirley's beautiful smooth round ass cheeks and pushed into her asshole.

As I entered her a second time Shirley pleaded, "It hurts, it hurts, please don't."

But I was not to be denied this beautiful ass and I was resolved to take her again. Shirley tried to move away from me and ended up on the bed lying flat on her stomach. I followed her to the prone position and lay on top of her shapely body with my huge cock between her ass cheeks and in her asshole. I began to hump Shirley at a slow pace and then faster with my hips pumping into her. Shirley's screams and moans were louder than ever as her lithe body took my big cock. Shirley started taking my cock better this time and unconsciously massaged it with her amazing ass muscles. I lifted her back to her knees on all fours and reached around to feel her tits. Her nipples were rock hard as I twirled them in my fingers. I then moved one hand down to play with her pussy and Shirley went wild humping her hips faster and faster. Then I placed both hands on her hips and watched my cock penetrate her curvy ass as she moved her hips in time with my humps.

Shirley yelled for all to hear, "Oh my God, fuck me, fuck me, please fuck me!"

I complied with her demands and pounded her ass as hard as I could. Shirley squeezed her ass cheeks together as she orgasmed and I joined her and shot a huge load of cum deep into her ass. Shirley screamed and moaned as she felt me pump several shots of cum into her rectum. Shirley's beautiful body radiated heat as I pumped cum into her ass. Shirley was almost out of breath but started to return to normal breathing as I caressed her body lovingly. I eased my cock from her ass and traces of cum ran out of her asshole between her cheeks and over her pussy.

I learned later that I had taken Shirley's anal virginity and I was thrilled that she had given it up to me. Shirley and I continued to play mixed doubles matches and afterward we headed to our favorite motel for incredible sex. I still remember that first day that we had sex and the exciting things we did that day. Although Shirley didn't suck my cock that day she proved to be an excellent cock sucker and one day she actually sucked me off at the tennis club behind the back drop. We took some risks at the club which added to our excitement. I would eat her pussy and she would suck my cock. Once we even fucked there as Shirley wrapped her legs around my waist as I held her by her shapely ass. We did pretty well in the tournament finishing in third place. After the tournament Steve put the pressure on Shirley to join the other club so we stopped seeing each other. But she is one of the women I always thought of even later in life.

SHERRY

My best friend Ken and I went skiing for a week every year in Colorado. This one year we went to Aspen and stayed in a condo near Snowmass. Ken would always invite some girl that he had fucked before to join him on the trip. This year a woman named Toni showed up the second day that we were there. Toni was nice enough even though she seemed a little shy. I assumed she was slightly embarrassed that I was in the other bedroom while Ken was banging her at night.

Toni was a decent skier and she didn't hold us back. The three of us enjoyed our day on the slopes and our Après Ski. One day we stopped at one bar in Snowmass and there was a rally good band there. That's when I met Sherry. She was standing alone near the bar when I asked her to dance. She smiled and accepted and we hit the dance floor and stayed out for five songs.

"I really need to rest a minute," Sherry told me after the fifth song.

"Sure, would you like to join us?" I asked pointing to the table we were sitting.

Sherry accepted the invitation and joined Ken, Toni and I at the table. Introductions were made and we enjoyed the rest of the afternoon together. Sherry was staying at Snowmass for two days and then heading up to Vail to see some friends there. Sherry was a strawberry blonde with a solid figure. She was about 5'6" and I guessed about 150 -- 160 pounds. She was solid as a rock and had big tits. Her hips and thighs were full but you could tell she was in shape.

The three of us closed the Après Ski bar and then agreed to ski together tomorrow. Sherry said goodnight to us and that she would see us tomorrow. Ken, Toni and I went to dinner and then returned to our condo. It didn't take long for Ken and Toni to go to their bedroom and then I decided to watch TV in my bedroom.

The next day the four of us skied together and had a great time. Sherry was a very accomplished skier and was probably the best of the four of us. After skiing the four of us showered dressed and went to dinner in Aspen. Following dinner we found a place to dance and party and we had a good time although there was something funny about Toni that day. I sensed that Toni was jealous of Sherry being a better skier and dancer. It's funny how women can get that way at times.

The four of us went back to our condo where Sherry had left her car. I invited Sherry in and I spotted the look of disdain on Toni's face. Sherry accepted and came in for a nightcap. Toni seemed uncomfortable with Sherry in the room so she said goodnight and went into the bedroom. Ken followed her shortly leaving Sherry and me together. We sat on the sofa together with our feet up on the coffee table looking at the fire. It was a romantic setting and Sherry cuddled up to me. I put my arm around her and soon we were kissing and petting. I started to take of her sweater but she stopped me.

"Can we go into your bedroom? She whispered.

I nodded and whispered, "Yes."

We walked into the bedroom and I closed the door. I turned on the small light in the room so that we could see. The room was dimly lit but we could see each other very well.

"I want us to undress each other and I want to undress you first," she whispered.

Sherry walked over to me and then she pulled my shirt up and off my body. I stood up as she dropped to her knees in front of me to lower my pants and underwear but first she removed my shoes and socks. Sherry then took hold of the underwear waistband and slowly pulled them down my legs. By this time I had an erection and it sprung out at her as she lowered my briefs. My cock dangled in front of her face as she removed my briefs from me one leg at a time. I stood completely naked in front of her with my cock just inches from her face.

Sherry took my cock in her mouth and sucked it gently. She licked all around it and ran her tongue up and down the shaft. Sherry was a very accomplished cocksucker and I knew that I would soon blow my load. She sucked me deep into her mouth and swirled her tongue around the shaft of my cock. I felt my orgasm building and I warned her that I was going to cum.

"I am going to cum soon Sherry," I cautioned.

She took her mouth of my cock and looked up at me with those deep brown eyes and replied, "I want you to cum in my mouth I want to taste your cum Walt."

Sherry returned her mouth to my cock and resumed sucking it until I exploded in her mouth. She continued to suck my cock and swallow every drop until my cock was drained dry.

"Oh Walt I love your cum. It is so tasty and so much of it," Sherry sighed as she licked her lips.

Sherry then stood up still fully clothed and lifted her face up to me to be kissed. I kissed her and held her in my arms and then I began to undress her. I dropped to my knees, unbuckled her belt and unfastened her jeans. I pulled the jeans down her legs stopping to remove her shoes and anklets. Then I pulled her jeans all the way down and off her shapely legs. I then took hold of her panties and slowly peeled them down and off her legs. Sherry was trembling slightly and had goose bumps on her skin. I held her panties up to my nose and inhaled the smell of her femininity. Sherry gasped at the action. I reached behind Sherry and grasped her firm shapely ass in both my hands and pulled her toward me. She gasped again as I kissed her loins and fondled her ass cheeks. I could smell her sweet sex but I held off on licking her pussy.

I stood back up and I lifted Sherry's sweater up and removed it from her body. Then I reached behind her and unhooked her bra. I was beginning to harden again and my semi-erect cock brushed against her thighs. I slid the bra straps slowly down her arms baring her large firm breasts. Her nipples were rock hard and I couldn't resist tweaking them a little which caused Sherry to moan softly. I then turned her around so that her back was to me and I reached around and cupped her firm tits in my hands. I played with her tits and nipples as I kissed the back of her neck. My cock was now fully erect again and it brushed against her buttocks as I fondled her.

I started a slow gradual descent down the back of her body kissing her neck, shoulders and back until I knelt behind her. When I reached her buttocks I planted kisses on both ass cheeks and tickled her crack with my tongue. Sherry couldn't take anymore of my teasing so she turned her body toward me, grasped my head in both hands and pulled me against her pubes. I found her pussy with my tongue and I grabbed both of her ass cheeks as I began to lick her pussy. Sherry gasped aloud as my tongue found her clit and she held my head tightly as she experienced a mild orgasm. Her body shook and she seemed to hold onto me for balance.

"Oh Walt I need to lay down. Can we go to your bed?" she said breathlessly.

I guided Sherry over to the bed and she immediately splayed her legs and welcomed me back to her pussy. I burrowed my tongue as deep into her as I could and then I just sort of licked and sucked my way up. When I got to her clit I used the very tip of my tongue to tickle it. I flicked my tongue over it once and then used the tip to explore the folds of flesh on either side of it. Sherry was now moaning and she arched herself so that her clit stuck out even further like a little cock. I licked it once more before I took it between my teeth and gently nibbled it.

Sherry went wild and started bucking and moaning loudly. She pulled my head to her pussy as she cried out in ecstasy. I sucked her clit as deep in my mouth as I could and Sherry humped my face for all she was worth. I was pleased that I was able to get her that excited and I sucked harder and played with her wonderful clit with my lips, tongue and teeth. I don't know exactly how many times Sherry came but she finally begged me to stop as she collapsed on the bed, her body in spasms.

I was not done with her however so I eased my dick into her pussy and began to fuck her slowly. Soon my cock was sliding easily in and out of her and we picked up the pace. Sherry wrapped her arms around my back and her legs around the back of my legs. She arched her back as she humped me hard and fast and I made sure that my cock stayed in contact with her clit as I plowed her cunt. We fucked hard and long working ourselves toward an exhaustive state. I could feel my orgasm building but I did not want to cum before Sherry and I was relieved when I felt her tense up.

"Walt, hold me, hold me, I'm coming, oh, oh, oh" Sherry said louder than she wanted as she reached her crescendo!

She tensed up wrapping her arms around my back and her legs around the back of my legs in a vice like grip. I held her trembling body tight and I could feel her drench my cock with her pussy juice just before my own intense orgasm. I could feel it building in my balls and then I exploded filling her with my man seed. It seemed endless as I fired round after round of hot cum into her pussy.

I remained still with my cock still in Sherry's pussy as she uttered unintelligent moans and sounds and her body quivered. Her vagina muscles were involuntarily squeezing and releasing my cock, milking all the juice out of it. My deflated cock slipped from her vagina and she flinched as cool air touched her opening.

"Oh that was incredible. You are a very good lover, Walt," she sighed.

"Well you are too and I really enjoy making love to you," I replied.

"I need to rest for awhile, my body aches so," she said softly.

We rested for awhile and at this point I was anxious to get at her ass all the while wondering if she would let me fuck her in the ass. I moved her to all fours with her ass elevated and she placed her head on the mattress turned to one side so she could see me. I started playing with her pussy and her curvy ass lubricating her asshole with her own cunt juice. Then I grabbed the lotion that I had brought with me and put an ample amount in her asshole. Sherry moaned and cooed as I fingered her pussy and her asshole simultaneously. I tired to get her asshole slick enough so that I could fuck her ass.

When Sherry didn't reject my probing I realized that she was going to let me fuck her in the ass. I put an ample of amount of lotion in her asshole coating the tiny puckered opening of her anus and lubricating the rim. I added my saliva to my lotion covered cock and nestled my dick against the entrance of her rectum momentarily before easing it inside her ass. I always found that body lotion and saliva will make my cock as slippery as possible. I could feel my cock struggle to stretch the resistant muscles. My dick head burrowed in and her rigid passageway soon yielded to the determined action of my cock. Sherry moaned as my penis filled her hole.

"Go slowly at first," she said sexily and then added, "And not too deep at first and then deeper."

I fucked her with long and deliberate strokes until my cock was sliding easily back and forth in her ass. I caressed her shapely buttocks as I watched my penis move in and out of her rectum worming around inside of her curvy ass. For some reason I looked at the wall and I saw a reflection in the mirror on the wall. It was Toni. She had opened my bedroom door far enough to see and she was watching me fuck Sherry in the ass. I don't know how long Toni had been watching us but I didn't care as I returned my attention to Toni.