A Swinging Neighborhood Ch. 05bywalterio©
Author note: This story is completely fictional but it is based on experiences over a lifetime. Many of those experiences have been embellished in this story. All characters are at least 18 years of age. I broke down the story into chapters and I will submit it one chapter at a time. The series will continue as long as I get positive feedback. Suggestions for additional chapters are welcome through the comment section or e-mail. I have already used some previous suggestions and requests from readers in this story.
CHAPTER 01 - PRELUDE
CHAPTER 02 - FIVE YEARS EARLIER
CHAPTER 03 - THE DAYS FOLLOWING
CHAPTER 04 - LIFE AFTER THE DIVORCE
CHAPTER 05 - THE SKI TRIP
CHAPTER 06 - CLOSER TO HOME
CHAPTER 07 -- SUMMER ARRIVES
CHAPTER 08 - A MEMORABLE DAY IN JUNE
CHAPTER 09 - A TEENAGE SEXUAL PREDATOR
CHAPTER 10 - AN UNPLANNED THREESOME
CHAPTER 11 - TENNIS AND OTHER LOVE GAMES
CHAPTER 12 -- NICKY RETURNS FOR MORE
CHAPTER FIVE - THE SKI TRIP
My best friend Ken and I went skiing for a week every year in Colorado. This particular 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 really 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 Sherry.
I caressed her big tits and tweaked her nipples as I leaned over her body and said loud enough for Toni to hear, "Sherry you have a hot ass, I love fucking you in your hot ass."
My hands freely roamed her body and I pulled her hips drawing her backwards impaling her on my inflated member. I reached for her pussy to finger fuck her and diddle her clit but I found Sherry's hand already buried in her cunt. She was frigging herself frantically working herself toward an orgasm. Suddenly I felt my cock inside her ass swell up and I started pumping faster. Within minutes I knew that Sherry felt the warm fluid being squirted inside her rectum and she immediately started to cum herself. Her cunt walls convulsed around her own hand fucking her pussy as her anal muscles squeezed every drop from my spurting cock. I grunted as my whole body became stiff and I slammed my cock harder into her. Sherry writhed around and her body arched off the bed as a climax of a massive proportion tore through her loins.
My cock slipped from her ass with an audible pop and I flopped down on the bed next to her. She surprised me when she covered my cock with her mouth and sucked any remaining cum from my tool. She seemed unconcerned that my cock had just been in her ass. Later I learned that she had douched her ass in anticipation of being butt fucked that night. The both of us were exhausted and Sherry curled up in my arms. I looked toward the door and it was closed again. The two of us then dozed off.
When I woke up in the morning Sherry was gone. She left me a note reminding me that she was headed up to Vail and thanked me for a great time together. I lay in bed that morning wondering how many guys might get in her ass before her vacation was over. Sherry was a great fuck and I missed her already.
I was the first one up as usual and I made the coffee again. Ken and Toni eventually emerged and we shared the morning coffee. We had breakfast, dressed and headed for the slopes. Toni was cool toward me that morning but as the day wore on she warmed up. Ken on the other hand was dying to know if I fucked Sherry the night before.
After skiing that day we skipped the Après Ski as the three of us were exhausted. We went back to the condo and had a couple of drinks and then headed for the Jacuzzi. The Jacuzzi was in a small glass enclosed building that was so steamed up you could not see in or out of it. We wore warm-ups over our bathing suits and dashed for the building. Once inside we lost our warm-ups and got in the Jacuzzi. So far we were the only three people in it.
Toni wore a very tasteful two piece bathing suit. It was emerald green that matched her eyes and showed off her red hair. Toni was attractive but not beautiful. Her figure was decent and I guessed her to be about 34-24-35. She was very fit and had great abs and legs. The three of us sat in the hot tub with me facing Toni and Ken as they sat next to each other. We chatted as the warm bubbly water soothed our bodies.
Another couple came in so I slid over next to Toni to make room for them. Ken had his arm around Toni as we talked. Then I felt a hand brush my thigh. I thought it was an accident but then it returned. Toni then started rubbing my crotch under water and searching for my cock. Her hand snaked into my bathing suit and she grasped my hardening cock. She didn't try to jerk me off but it seemed as if she was evaluating my cock. Shortly after I was fully erect she removed her hand from my bathing suit.
We stayed in the Jacuzzi for almost an hour and then decided to head back. As it turned out other people were coming in to use it and it was just as well that we were leaving. We went back to the condo, showered, dressed in tees and shorts and sat around having a drink by the fire. I looked at Toni and it was obvious that she was not wearing a bra under her tee and I doubted if she bothered with panties under her shorts.
"Walt, Toni would like to try two guys at the same time," Ken said,
I froze when I heard his words. I took another sip of my scotch and replied, "Really!"
I looked at Toni and she blushed but nodded the affirmative. I smiled and answered, "I'm available."
Ken and Toni both laughed at my reply. Then Ken said, "Well let's get started."
I followed them into their bedroom and without hesitation the three of us stripped and got naked in bed. Toni lay back on the bed and Ken and I went to work on her. We started sucking on her firm tits as we fondled her ass and fingered her pussy. Ken worked his way down her body and began to eat her pussy. Toni reached for my cock and guided it into her mouth. Ken then slid his cock into Toni's cunt and humped her hard and fast. We were all hot and we all came quickly. Toni took my load down her throat and milked my cock dry as Ken shot his seed into her womb. Toni covered Ken's dick with her womanly juices moaning on my cock as she experienced her first orgasm.
Toni kept sucking my cock keeping me in an erect state until I was ready for more action. I laid her on her back and eased my cock into her pussy. She was tight and I was sure that my cock was touching areas in her womb for the first time. I started with slow movements and then picked up the pace pounding her pussy hard and making sure that my cock stayed in contact with her clit. She opened her mouth as if to scream but Ken was there to fill it with his cock. I then rolled us both over keeping my dick in her as I assumed the bottom position. Ken knew what I had in mind and moved behind her to work on her ass. Ken began to rim her and eat her ass. Toni looked surprised but did not object as Ken stuck his tongue deep in her asshole.
Ken was now applying lotion and fingering Toni's ass as she humped herself on my cock. I just lay there and let Toni fuck herself using my cock for her pleasure. As she screamed with a spasmodic orgasm, she stiffened and then collapsed on my body. Ken had used that opportunity to insert his dick in her ass. As she slowly recovered from her very intense orgasm she realized that Ken and I were still fucking her but that he now had his cock buried in her ass. Ken's cock was not as long mine and about half as thick. He had the perfect cock to break in an ass. I learned later that Ken had been trying to ass fuck Toni but she kept putting him off.
Toni told us that she didn't want to do this but it fell on deaf ears as Ken and I pounded both her pussy and ass. It was clearly her first ass fucking. Ken and I were close to cumming and our urgent gyrations were getting to Toni again. Ken was the first to cum and I witnessed the surprised look on Toni's face as she felt cum in her rectum for the first time. Toni and I came at the same time and she shivered and trembled as I blasted my load into her womb. As we calmed down we rolled to our sides with our dicks still in her and as we relaxed our cocks softened and slipped from her pussy and asshole.
Toni lay there in a confused state with cum seeping from both her pussy and ass. Ken and I stroked her body and played with her tits and stiff nipples. I started to get aroused again as I fondled her cute tits. I thought about her ass and I decided that I really wanted to fuck her in the ass too. I moved to my knees and rolled Toni over on her stomach. I lifted her by the hips and slipped my semi-hard cock into her pussy. Toni was so drained she just went with the flow and let it happen. I slowly fucked her in the doggy style position and my cock eventually hardened again. Ken had moved toward her face and offered her his cock. Toni was hesitant about sucking on the cock that had just been in her ass but Ken was persistent and had his way with her.