The Winsome Widow Part 2
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Better With Some Clothes On free porn video
AUTHORS NOTE: As I approach my 500th story submission which will be my final one, I thought back to all the times that I had sex while partially clothed. I decided to write about those experiences as I found those times to be risky, thrilling and exciting. The thought of being discovered by other people while having partially clothed sex added to the excitement of it. Some were better then others but they were all memorable. Most of the encounters took place in cars or the office but some were in public places as well. It started in high school which is where the story will begin. As in all stories, all characters are at least 18 years of age.
INTRODUCTION
In this story my age will range from 18 to 48 during the description of my encounters. The one thing that I pride myself on is staying fit through all those years and even today at age 71. I am 6’0′ tall and have always weighed between 205 and 210, my current weight. In the high school years I played baseball, football and basketball. In my 20’s and 30’s I played softball, football and took martial arts classes. Eventually I shifted to the individual sports of tennis, golf, Alpine skiing and SCUBA diving. Even today I am still an avid downhill skier, golfer and SCUBA diver and I still take martial arts classes. In addition I make it to the gym at least three days a week and I work as a ski instructor at a local ski area in the Midwest.
I love to travel and although not fluent, I am very comfortable with the Spanish, Italian, and French languages. I am also currently studying Mandarin Chinese. I enjoy reading and the arts and I am a frequent live theater attendee. I have traveled to Spain, Italy, France and the UK over the years as well as some of the best SCUBA diving spots in the Caribbean and best ski mountains in the U.S. and Europe. Some of my other story submissions to literotica speak to my experiences in other countries and islands as well as at home in the states. I served four years in the Marine Corps and I was honorably discharged in 1963.
THE FINAL YEAR OF HIGH SCHOOL
DATING SUSAN
Susan and I were both 18 years old when we began dating late in our senior year of high school. She was a cute brunette who wore her hair in a DA style, popular in 1959. She was 5’5′ tall with nice legs and a killer ass. Susan was not a virgin when she and I started dating and I was determined to have her. Our dating started out with heavy make-out sessions and petting, which always left Susan’s panties soaking wet and my car filled with the smell of sex. Susan’s flat tits would be exposed and I would suck and roll the nipples between my fingers until they were eraser hard. Susan would have orgasms just from me playing with her tiny tits. Later in our dating I would stroke Susan’s thighs when I sucked her tits, occasionally brushing my hand against her panty covered pussy. Susan would jump and moan each time my hand came in contact with her cunt.
One night after one of my ball games, I drove Susan to our favorite make out spot. Susan was still dressed in her cheerleading outfit and before long her sweater and sport bra was pushed up over her flat tits. I sucked her tits and stroked her thighs. This time I moved my hand inside her panties and stroked her clit. Susan went wild and humped my hand. I then eased her panties down and off her legs. Next I moved between her legs and positioned them over my shoulders. Susan was shaking in anticipation as I began to lick her pussy as I cupped her beautiful ass cheeks. Susan came numerous times humping her pussy against my face and soaking me with her cum.
I moved up along side Susan and kissed her deeply allowing her to taste her own pussy juice. I steered her petite hands to my exposed engorged cock and Susan stared at it in awe. I guided her through hand job techniques and soon had Susan licking and kissing my cock. I moved her to the next level of sucking the head of my big cock and fondling my semen filled balls. Susan started to get into it and tried to take more and more of my cock in her mouth. I could feel my orgasm building but elected not to warn Susan.
My first burst of cum caught her totally by surprise and when she felt the second burst she tried to swallow the first. Her mouth quickly filled with cum and to prevent gagging she pulled my cock from her mouth. My cock kept firing cum and it hit her in the face, hair and bare tits. Susan giggled as she held my spurting cock in her hands as cum flew everywhere. It was the first time that she made me cum.
The next several dates were repeat performances and Susan had become comfortable with both of us being partially naked. We experimented with sixty-nine so we could eat each other together. We would stretch out on the back seat of my car with my cock sticking out of my fly. Susan would be dressed except for her panties which I had removed. I introduced my finger into her asshole as I ate her pussy. One time I placed Susan on all fours with her skirt flipped up over her back as licked her pussy and rimmed her asshole. Another time I placed just the head of my cock in her pussy and rubbed her clit with the soft head of my cock. Susan went wild and had multiple orgasms.
Susan told me that she was ready to fuck. With Susan lying back on the car seat I removed her panties and pushed her skirt up to her waist. I freed my erect cock from my pants and pushed it into her cunt. I slid between her legs and I was gentle and patient as I eased my throbbing 7+’ cock into her pussy. Susan felt pleasure as my large cock touched every fiber of her cunt. I fucked her slowly with long deep strokes and Susan began to hump up at me. She had numerous orgasms with the last ones violent and vocal. I tensed and flooded her pussy to overflowing with cum. I continued to pump her pussy and she could feel the juices running out of her cunt and trickling down her thighs. Susan held me tightly as she felt she was in heaven.
Times after that Susan would sit on my cock facing me as I sat in the back seat. Her panties were off but her skirt covered our activities. She would ride me through multiple orgasms and each time she would bury her face in my shoulder to muffle her cries of ecstasy. The times that Susan was safe I would cum in her pussy the other times she would let me cum in her mouth. One night after we fucked I decided to go after her ass. She had a beautiful shaped ass and I just had to have it.
With Susan laying face down on the back seat of the car, I kneaded her gorgeous ass cheeks. I massaged her ass before I put an ample amount of lotion in her asshole. I had had anal sex before so I knew that the girl’s anus had to be well lubed. I began to probe her asshole first with one and then two fingers. Before long my fingers were moving easily in and out of Susan’s thoroughly lubed asshole. I lifted Susan up by her hips until her ass was in the air as she rested her head on the car seat. She looked beautiful with her shapely ass in the air and I knew that I just had to have it. I removed my fingers and positioned the head of my cock at the entrance to her ass. As I eased my cock into her bunghole I heard Susan gasp. I promised that I would not injure her.
As I eased my cock into her ass the head cleared her sphincter as Susan uttered an audible gasp. I continued to ease my cock in and out of her asshole feeding her an additional ¼ to ½ inch at a time, each time waiting until she relaxed. It seemed to take hours before my entire 7+’ were lodged deep in her ass. If I had not cum earlier already I would have shot my wad quickly. I started to fuck her with long deliberate strokes as I admired her beautiful ass accepting my huge cock. I stroked her marvelous ass cheeks and told her how good she looked in this position with my dick in her luscious ass.
I felt my orgasm start down in my balls and rush up through my cock flooding Susan’s rectum. I ejaculated more than I expected and cum soon filled her asshole to overflowing and then backed up coating my cock and
running down the inside of her thighs. We both collapsed on the car seat and rolled to our sides with my cock still imbedded in Susan’s ass. My cock eventually softened and slipped from her asshole with an audile pop.
Susan and I continued our sexual escapades on a regular basis. Susan could always count on having all three of her holes filled with cum on each occasion. Then there was that fateful day when we got caught. Her parents had left the house so Susan and I decided to have a quickie. I ate her pussy first but then I was so hot for her ass that I bent her over the sofa and flipped up her skirt. I lubed her ass as I always did before I entered her. I was pounding her ass with my big hard cock when I looked up and saw both her parents standing in the doorway with their mouths agape. I was on the verge of a massive cum shot, so when I pulled out, my cock spewed cum all over Susan’s bare buttocks.
I just stood there as cum shot out of my cock and landed on Susan’s ass. Her parents were speechless as they watched my big cock unleash its fury. I noticed that Susan’s mother stared at my large pulsating cock almost in awe. Then Susan’s father screamed for me to get out of the house and never return. I pulled up my pants and rushed out of the house.
I made a dash for my car and drove home. I was sure that Susan’s parents would call mine but they never did. Days later, Susan’s father met with me and told me that he expected me to keep my mouth shut about having sex with his daughter. He also told me that I was never to date Susan again. I didn’t know what to say so I just nodded in agreement. What do you say when a girl’s parents catch you with your cock in their daughter’s ass?
SUSAN’S MOTHER ANDREA
I didn’t date Susan for the remainder of the school year even though we were both tempted to still see each other secretly. Susan’s father had threatened her with boarding school if he ever suspected that she was having sex again. I dated some other girls the rest of the school year but I never had sex with any of them other than hand jobs and pussy licking.
That summer I was working at the local grocery store before I headed off to boot camp. Most of my friends were going to college but I had enlisted in the Marines. One day Susan’s mother came into the store and purchased a large order of groceries. She asked the manger if I could deliver them to her home. The manager agreed and told me to deliver the groceries to the Wilson’s home. I was nervous as I felt that Susan’s mom had purposely requested me to deliver her groceries. I was worried that she may have finally got up the nerve to confront me about the day she caught me with Susan. My thoughts could not have been more unfounded.
I pulled into the driveway of the house and walked around to the back door that led into the kitchen. I knocked on the door and waited for Mrs. Wilson to answer. When she didn’t answer I tested the door and it was open. I decided to put the groceries on the kitchen counter and then leave. As I was about to leave I heard Mrs. Wilson moan. Assuming that she was in pain or some sort of trouble I looked in the living room to check on her. She was seated on the sofa with her dress pulled up to her waist. Her panties where off but she still had on her nylons and garter belt. She was shoving something in and out of her pussy and when I looked closer I saw that it resembled a male cock. I had never seen anything like it and I didn’t even know people could buy things like that. My mouth was agape as I stared at Susan’s partially naked mother.
‘Oh Walt, you got here quickly. I didn’t expect you so soon,’ she said as she removed the odd looking thing from her pussy.
‘What is that?’ I asked.
‘Oh it’s something that I picked up in France. Mr. Wilson doesn’t keep me happy anymore so I use this,’ she told me.
Mrs. Wilson had short blonde hair and I now I knew that she was indeed a natural blonde. She was about 5’6′ tall and couldn’t have weighed more than 120 lbs. She had a narrow waist, very pretty legs and a nice round bottom. Her figure was near perfect in proportion. It was obvious where Susan got her good looks and curvy ass.
I stepped inside the living room and she made no effort to cover herself. I could feel my cock harden in my pants. ‘Where are your husband and Susan?’ I asked nervously.
‘Don’t worry about them they are visiting a college campus and they won’t be back until later,’ she assured me.
‘Do you like my legs and ass?’ she asked me directly.
‘You have a beautiful ass and very lovely legs, Mrs. Wilson. I think that your figure is fabulous,’ I replied nervously but honestly.
‘I want you to eat me first then fuck me and if you do a good job I will let you have my ass,’ Andrea whispered sexily.
I stood frozen to the spot. Here was Susan’s mother telling me to eat her and fuck her and promising to give me her hot ass. I didn’t know what to do so I didn’t move for a second. Then she patted her pussy in an invitation so I moved between Andrea’s legs. I dove right into her pussy and licked away at her tasty twat. Andrea was a little surprised at my eagerness but she loved the technique and she soon had her first orgasm.
‘Oh boy, this is a quick one. Oh eat me yes that’s it right there,’ she cried out.
Andrea’s body trembled in orgasm as I continued to eat her pussy. I was determined to make her cum several times before I fucked her. After several mild orgasms, Andrea’s body lifted off the sofa with the intensity of her biggest climax. Her mouth opened as if to scream but no sounds came out and her body gyrated out of control. I held tightly to her legs and tried to keep my mouth fastened to her cunt but her body moved too violently. Her entire body went stiff and then she screamed aloud just as she came hard. Then she collapsed like deflated balloon and lay flat on the bed. I did not give her a chance to recover. I stood up and dropped my pants and underwear to my ankles and slid my throbbing cock into her pussy. She gasped when I entered her and then I began to fuck her slowly.
I was so turned on that I came shortly after my cock entered her pussy. Cum flew from my cock deep into her pussy as I flooded her womb to overflowing. I managed to stay hard so I kept right on fucking her and I could feel my cock swimming around in the combined juices in her pussy. Andrea started to build toward another orgasm and I picked up the pace in hopes that we could cum together. Soon we were pounding at each other’s body and it seemed more like wresting than fucking. It almost became a contest to see who could cum first or who could last the longest and I wasn’t really sure of either.
Andrea stiffened under me momentarily and then her body thrust up and around as if she was trying to buck me off of her. I fought back and drilled my cock into her. She was gasping as if she was trying to breathe but I knew that she was having a massive orgasm. Just at the height of her climax I unleashed my load into her for a second time. The two of us thrashed about and locked onto each other as the intense orgasms overtook our bodies. We both then collapsed on the sofa with me on top of her. After we calmed I got off her and sat on the sofa.
Andrea spoke first, ‘That was incredible! I suspected that you would be a good lover.’
We played with each other for quite awhile with Andrea stroking my cock and me rubbing her tits and ass. I then rolled Andrea over on all fours kneeling on the floor leaning over the sofa with her dress flipped up. I lifted her gorgeous ass in the air and slipped my tongue in the crack of her ass. Andrea gasped aloud when my tongue touched her nether hole and the she moaned and groaned as I continued to rim her asshole. She was going wild and she had shoved her hand back in her pussy as I plunged my tongue deeper and deeper into her anus. Finally I knelt behind her and lined up my cock with her asshole.
‘Wait, oh wait, put some cream on your cock,’ Andrea cri
ed out.
She frantically got some lotion from her nearby purse and handed it to me. I put an ample amount of lube on my cock and in her asshole. I stroked my cock as I fingered her ass and I took my time as I loved fingering her shapely bottom. Andrea cooed as I fingered her and then she got impatient.
‘Stop teasing me and put your big cock in there,’ she pleaded.
I smiled as I had the desired effect on her. I eased my cock into her snug ass in one steady slow movement until I was all the way in. Andrea seemed to hold her breath during the penetration but once I started moving she got into it. She thrust her ass back at me just as I thrust forward into her ass. We got a good rhythm going and soon we were fucking in unison as if we had done this many times before.
‘Oh God this is great. Fuck my ass drill me, shove it in deep,’ Andrea screamed.
She was gasping and grunting as I really began to pummel her ass. When I reached for her pussy I found her hand already in place frigging herself frantically. I picked up the pace and held to Andrea’s shapely buttocks as our hips slapped noisily together. She was really into it now and the two of us fucked like animals.
‘Oh yeah that’s it, that’s the way to fuck my ass. Give it to me, cum in me, cum in my ass,’ she screamed.
We were both grunting from the physical intensity of our butt fucking. I slammed into her as my cock now moved in her tight ass. I felt my orgasm approaching and as much as I wanted to prolong the ass fucking session, I couldn’t. My body stiffened and I plunged my cock all the way into her gorgeous ass. Streams of semen shot into her rectum as I seemed to cum continuously for several minutes.
‘Oh good, I feel it,’ she cried out and then her own orgasm hit her, ‘Oh my, I’m cumming again!’
Her body thrashed around as I held onto her curvy ass cheeks and kept my cock buried in her ass. Her body danced around and it was all I could do to keep my cock in her ass. She then collapsed face down on the sofa and my cock slipped from her ass with an audible pop. I ran my cock over her buttocks rubbing the remaining cum on her curvy ass. She wiggled her bottom and squealed in delight. She was surprised with the amount of cum that I generated for my third orgasm of the afternoon. We were both totally drained and for several minutes we didn’t talk and then Andrea broke our silence.
‘I think that you better go now,’ she whispered.
‘Okay,’ I replied and I stood up and pulled up my underwear and pants.
As I walked out of her living room I looked back at her and she was still kneeling on the floor. She was bent over the seat of the sofa with her dress still over her back and her gorgeous ass on display. It was quite a sight to see the sophisticated Mrs. Wilson with her just fucked naked ass sticking up in the air. I never fucked Mrs. Wilson again after that day but I never forgot that afternoon.
AN AFTERNOON WITH MARILYN
It was the summer after graduation and Hank and I were hanging out at the community pool on day. It was overcast with a threat of rain so the pool was not very crowded. Usually the basketball court was packed with teams of five waiting to challenge the winners. That day there were only enough players to conduct three-on-three half court games. Hank and I would play for awhile and then go for a swim. There was only one girl there that day who we knew. Marilyn had graduated with us but she did not run in our circles. We both knew that she put out.
Marilyn openly flirted with Hank and I and she let us know with her body language that she was ours for the taking. Marilyn was not a pretty girl but she was not offensive either. She hated her hair which was coarse and straw-like, so she kept it pulled back. Marilyn was stacked for an 18 year old and she filled out her one piece bathing suit which displayed all her curves. At 5’6′ and 115 pounds Marilyn cut a hell of a figure. She had 36 B breasts, a narrow waist and an ass that one could crack an egg on. Her legs were shapely and they finished off her curvy figure.
Virginia
- 26.06.2022
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