Message-ID: <24438asstr$959922682@assm.asstr-mirror.org> From: yellowyenko@hotmail.com X-Original-Message-ID: <3936b7b8.9580035@news.tri-lakes.net> X-Original-Path: 12.35.116.37 Subject: {ASSM} Serendipty in High School [mf, teen, mature, cons] Date: Fri, 2 Jun 2000 01:11:23 -0400 Path: assm.asstr-mirror.org!not-for-mail Approved: <assm@asstr-mirror.org> Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: <URL:http://assm.asstr-mirror.org/Year2000/24438> X-Moderator-Contact: ASSTR ASSM moderation <story-ckought69@hotmail.com> X-Story-Submission: <ckought69@hotmail.com> X-Moderator-ID: Vulpine, newsman One of the best times I had in high school 20 or so years ago was a accidental sex session I had with my girlfriend's mom. Cindy and her mom, Nancy, looked identical in body. They were both the same height and weight, both had short cropped blonde hair and a copper complexion. Cindy and I were both 18 and seniors in high school. Her mom and dad were about 35, I believe. Cindy had asked me to come to her house after school and she would be waiting for me. Which normally I took to mean we were going to fuck all night long. Her parents left for the weekend that afternoon, but unbeknownst to Cindy, her dad had to cancel at the last minute to fly to Atlanta and take care of some business, thereby leaving her mom at home with no plans. I decided to skip my last class period, and head over to Cindy's house earlier than she expected me so I could take a swim in their pool. I let myself in with a key hidden near the side door. Cindy's parents were both professional and their digs showed it. I casually walked through the house not realizing her mom was home. Her mom had always flirted with me behind Cindy's back, nothing major but just little flirtations of showing me some accidental tit, and accidently catching me in the cabana's dressing room a couple of times while I was changing into my suit. Cindy loved to be naked. When her mom and dad wasn't home she and I would just strip out of our clothes and go about doing whatever, including some of the hottest sex I've ever had to date. This particular day, who I thought was Cindy but was really her mom was standing at the sink in the kitchen washing a few dishes, naked as a jaybird. I admired her tight body as I stripped out of my own clothes. Once naked, my 8" cock protruded like a handle from my body. I stepped lightly over to where Cindy was standing and suddenly snaked my hand around over her mouth and held her head tightly while she wildly fought and began screaming through my hand. Raspily I whispered in her ear, "Cindy, Cindy, parents have gone away, need a good hosing from Jim today!" Immediately she quit struggling but still was trying to speak as I snaked my other hand to her exposed tits. I knew I had made a fatal mistake when I started kneading her tits, her mom's tits were a cup size bigger than Cindy's! "OH SHIT!" I thought. I continued to knead her breasts spending several seconds rolling her now hard nipples between my fingers as I pondered the situation. The embarrassement was already there, I didn't know what to do! I whispered hoarsely, "I know how much you like rape scenarios (Cindy really didn't but I was trying desparately to find a way out of the situation and at the same time take full advantage of the situation) now just calm down, Cindy, and whatever you do don't turn around and look at me! Give me some of that dishsoap!" She, still shaking, handed the soap to me. "Now rest your hands on the countertop and back up and spread out!" I told her. She did so. I removed my hand from her mouth, she said nothing, and ran the soap around her pussy and up the crack of her ass, making her moan, a few times. "I don't want to hurt my Cindy, now, do I?" I asked. She merely shook her head, but didn't speak, which in her mind kept me thinking she was actually Cindy. I threw the soap into the sink with a clatter and then positioned my rock hard cock at her anal opening, but did not push in yet. I figured she had let the situation go on this far, she wasn't about to say anything now, it would surely embarrass us both. I leaned in once again and whispered, "Gonna give you what you like the best, babe!" Cindy didn't like anal fucking at all but I decided to take advantage of this situation. I lined myself up and pushed my cockhead slowly in Cindy's mom's ass. She moaned and spread out even more. I pushed all the way in and then started rythmically rocking her back and forth while she held on to the sink/counter. I knew I had to work fast because Cindy was due home after her last class period. I began thrusting harder, she moaned and groaned loudly, as I started shooting my creme up her ass. With one final thrust, I fell heavily on her back and kissed the back of her neck. I pulled out of her ass and turned away and said, "Now for a dip, come out and join me!" I never looked back around to her, giving her mom a chance for deviant planning also. Cindy didn't come out to the pool for at least 30 minutes, by the time she did, I was in the Hot Tub. Cindy, dressed in her school clothes, came out to the pool area and said, "You're here early!" "Yes, I wanted to get an early start!" I laughed. "There's been a change of plans," she said. "What, what's wrong?" I responded innocently. My dad was called away on business, so mom and dad canceled their plans. My mom just called my cell phone and said she was on her way home and she has ordered pizza for us!" "Super!" I responded. Cindy just stood there for a few seconds more before saying, "So? So, you better get dressed, I know you're naked in there!" "Oh yeah, I better get dressed." I responded as I pulled my 6 foot frame out of the boiling water. Cindy went up to her room to change but wouldn't let me come up because she was afraid her mom would not approve. About the time I settled down into the plush leather sofa in the Family room, her mom came in the front door. "Oh, hello, Jim," she said cheerfully. "You have a good day in school?" She asked. "Same old, same old." I responded. She continued into the kitchen with a sack in her hands. Cindy bounded down the stairs dressed in a black one piece swim suit and a swim scarf tied around her waist. "Mom? Could Jim borrow one of dad's swimsuits?" She asked. "Sure honey, there's a couple in the dryer!" Nancy responded. "Thanks." Cindy replied. "Here you go Jim," Cindy said and tossed me a pair of swim trunks. I changed out in the cabana and then headed back into the house where Cindy sat on a barstool talking to her mom as she put up a few things she had bought from the grocery store. I sat beside Cindy and gave her a quick peck on the cheek and said, "Thanks!" "What are you thanking me for?" She asked innocently. "Just for being a beautiful girl, I suppose." I answered wrinkling my eyebrows at her. Nancy said upon hearing the doorbell, "The pizza is here!" "Cool!" I replied. When her mom walked out of the kitchen to answer the door, Cindy leaned over and gave me a passionate french kiss on the mouth and said, "sorry for the inconvience!" "No problem." I responded. After we ate pizza, Nancy excused herself saying she was going to change into her swimwear. Cindy put the left over pizza in the fridge and cleaned up a bit. I walked out to the pool area and uncovered the hot tub and slid back in. Cindy came over and untied her waist scarf and slid in next to me, immediately her hands snaked to my crotch under the boiling water. A little while later, Nancy came out in a hot yellow bikini. "Wow, mom, you look great, is that a new bikini!?" Cindy exclaimed. "Yes, it is and thank you!" She said as she slid in the hot tub opposite of us. I nodded my approval as Cindy playfully covered my eyes with her hand. Cindy had my cock firmly in her hand, pumping it under the gurgling water. She had done this before, it turned her on and she knew her mom couldn't see under the surface of the water. Nancy leaned back against the back pad and stretched her arms out on the rim of the tub and said, "This feels so good!" As Cindy worked my cock, I decided to do something risky myself and began playing footsie with Nancy opposite of me, even running my foot up and down her calf muscle. Nancy looked at me quizzingly and I smiled at her and winked! Now she knows that I know I fucked her! She turned beet red. "Oh yes, this feels real good after a long day at school," I exclaimed. Cindy was just smiling and talking while stroking my hard cock under the water with her mom sitting opposite of us. Cindy put my cock, with some difficulty, back into my swim shorts, and lifted herself out of the tub and said, "swim time for me!" Nancy knew that Cindy couldn't hear her talk over the gurgling of the tub and looked at me square and said, "How did you know?" "Your daughter is not as well endowed as you are, Mrs. Jenkins!" I answered. "Ahhh...." She said nodding her head. "Well, my husband is not as well endowed as you are Jim!" She responded with a smile. I smiled back. "Oh, crap!" We heard Cindy exclaim as she crawled out of the pool. "I forgot that the theatre team was having a meeting tonight at 7:00! And it's 6:45 now, I'll have enough time to get there!" Cindy shouted. "Mom, is it okay if Jim stays here and swims until I get home, I should be back around 8:00!?" She asked her mom hurriedly. "Of course dear, be careful driving!" She responded. "Do you want me to drive you over?" I asked, hoping she would say no. "No, it would take you too long to get ready!" She said over her shoulder as she bounded into the house. A few minutes later, we heard the door slam and Cindy's car start and pull away. "Mrs. Jenkins, if you would be so kind to remove your bikini!" I said looking straight at her. She swallowed hard and untied her bikini top and dropped it on the corner rim of the tub, a second later her bottoms followed. "Now slide over here and join me," I said as I slid my own trunks off. She slid over next to me and immediately encircled as much of my cock as she could with her hand. "Have you ever been fucked in the ass?" I asked slyly. "Up until a couple of hours ago, no, and it hurt like hell!" She answered. "You'll get used to it." I replied and smiled, as I tilted her head back and gave her a long tongue exploring kiss. Immediately she swung her leg over me and faced me on my lap, and guided my cock into her hot moist pussy. She was tight, tighter even than her daughter. She bent her legs back, digging her knees into the sides of my legs, impaling her further onto my hard cock. "Ohhh....that feels so good!" She said more to herself than to me. She preceded to give me on of the best fucks of my 18 years, of course my only other experience came from her own daughter. "Is my daughter a good fuck!?" She asked coyly. "Not as good as you are, Mrs. Jenkins!" I replied, making her hunch faster down on me. "I guess I have more experience than she does!" She replied as she ground her hips down against me. By the time we put our swimwear back on and pulled ourselves out of the tub, we both looked like shriveled up old people, we'd been in the tub for about an hour. We walked back into the house drying ourselves as we walked. "I need a drink!" She said, "you?" "No thanks, Mrs. Jenkins." I responded, as I made my way back to the palatial family room. I pulled on my teeshirt but left my swim trunks on, she had went upstairs and stripped and put on her silk pink night robe, that I'd seen her in plenty of times before. She came back and sat next to me, allowing the robe to fall away from her body revealing much of her breasts. "You shouldn't sit like that Mrs. Jenkins," I said and continued, "you have forgotten what 18 year old boys can do!" "Oh, I haven't forgotten," she giggled. I pulled my hardening cock out of my shorts and motioned her down to it. She bent down from where she was sitting and engulfed by erection with her mouth while pumping it with her hand. I snaked my hand under her robe and began playing with her hanging tits making her moan loudly. I saw Cindy's little red car turn the corner just as I spewed my load into her mom's mouth. Before Nancy pulled away from me, I said, "Cindy's back!" She coughed and gagged and cleaned up her spillage with her robe and raced up stairs. I shook my cock a few times and put it back into my shorts and greeted Cindy at the door a few seconds later. "Miss me?" She grinned. "Very much!" I replied. "Are you horny or what, I can smell your...you know...your excitement." She whispered. I smiled. She looked at her watch and asked, "Where's mom? It's too early for her to go to bed." As she noted the 8:20 time. "She went upstairs for something, probably to change!" The three of us sat in the family room and watched TV until about 10:00, when her mom announced she was getting tired and was going to turn in. We both nodded to her as she left. I took Cindy's hand and guided it to my cloth confined cock and smiled knowingly at her. "WE CAN'T DO THAT! MOM'S HERE!" She warned and pulled her hand away from me. Ignoring her, I began playing with her tits through her shirt, pinching them lightly. "NO!" She said sternly. "Your mom is in bed!" I replied. I continued to play with her and she continued to pull away. Then I started tickling her and she began laughing and rolled off the sofa. I followed her down and we began wrestling, both of us trying to tickle the other. Her little denim miniskirt rode up her ass, revealing her silk red panties really turned me that much more. I reached up and pulled her panties down so fast it made her gasp. She tried to reach the panties before I pulled them off her legs, to no avail. They were off. She slapped my hands and whispered sternly, "MOM? REMEMBER? SHE'S HERE!" I laughed and continued to tickle her until her fight became wrestling again. I snaked a hand up her miniskirt to her box and began rubbing her pussy. "Oh, oh, oh, no, no, we can't do that here, Jim!" She panted. She had not looked at me for some time and did not notice that I had slid out of my swim shorts and my cock was standing at attention. I finally relented and rolled away from her and laid on my back. She rolled and straddled me and started to say something when she noticed my cock standing at attention, bared in all its glory. "Jimmm!?," she started, as her hand wrapped around my hard cock and slowly began pumping me, "what would happen if mom came back down, like she sometimes does?" She asked but still pumped on my cock. "KIDS I'M COMING DOWN IF YOU ARE DOING SOMETHING YOU SHOULDN'T, STOP!" Mrs. Jenkins called out. I stood quickly and sat back on the sofa throwing my swim trunks under me. Cindy stood up and I grabbed her hand and pulled her down between my legs so that she would be laying between my legs as I lounged on the soft leather sofa. Cindy turned and rested her head on her hand, with her elbow resting on my upper thigh, keeping my rock hard cock hidden from view with her head. I was sunk down in such a way on the sofa that her mom couldn't tell I didn't have shorts on. Mrs. Jenkins came in and settled in the rocking chair opposite of us with a tall bourbon in her hand. "Who won?" She asked. "What?" Cindy replied. "Who won the tickling/wrestling match?" She asked. "She did, Mrs. Jenkins, she always wins!" I replied while rubbing my cock against the back of Cindy's head. Cindy wasn't about to object in this situation. She merely smiled at her mom and nodded. "Mom are you all right?" Cindy asked as her mom nodded as if she was about to fall asleep. "Yes, honey, I took a couple of sleeping pills and the bourbon should be enough to put me in dreamland." She replied as she tilted the reclining chair back and closed her eyes. We stayed in our position on the sofa together for at least 10 minutes more before Cindy said, "She's out like a light!" Cindy shifted her weight and moved up between my legs and sat heavily in the opposite corner of the sofa. She smiled at me rather weakly as if saying, "that was close!" I rolled down to the floor and crawled over to where Cindy was sitting and opened her legs up. "YOU ARE KIDDING, RIGHT?" She asked unbelievingly. I shook my head and said, "hook me baby and draw me in!" She positioned both her legs over my shoulders and scooted her crotch toward my head. I bunched her miniskirt around her waist and pulled her even closer to me. My tongue snaked out of my mouth and plunged into her pussy causing her to gasp. She held on to my head, but her eyes never left the sleeping from of her mom across the room, watching for one instance of awakenness. I plunged my tongue in and out of her, up and down her labia and toyed with her clitoris, making her moan and groan. "Oh, that feels so good!" She whispered. I ate her for several minutes before standing up and motioning for her to kneel on the couch and give me room behind her. After being seated, I pulled her to me, positioned my cock to her moist pussy opening and she sat down on my rod. She gasped as my cock slid in her. I reached under her shirt and unfastened her bra allowing her 34b breasts to be free. While she grinded up and down on me, I played with her tits and nipples making her bite her lip to keep from screaming. Feeling my 4th load of the day building, I arched my back putting me even further into her and orgasmed. Exhausted, Cindy slumped down on me, my cock still in her pussy. She leaned back to give me a long kiss. "You are evil!" She whispered. "Oh man, there's our friends," She said as she glanced out the front window and saw a car lights turn in the driveway. "I told them to come on over and we'd swim! What are we going to do about her?" She asked me, motioning to her sleeping mom. "I'll carry her upstairs to her bedroom," I replied. Cindy helped me position her mom in my arms and I picked her up with ease and started toward the stairs, just as the doorbell rang. Cindy waited until I turned the corner of the stairs before opening the door to the awaiting teenagers. I made my way toward Mrs. Jenkin's room and laid her on the already turned down bed. I removed her robe and laid it on the chair. Before pulling the sheet and quilt over her, I took one more look at her georgous 35 year old body and sighed. She opened her eyes and said, "you want to join me?" "I knew you were awake!" I responded. "About one for the road," she said with glassy eyes. "Mrs. Jenkins, I couldn't do one more for the road if Miss America was laying here nude!" I laughingly said. She closed her eyes and fell back to sleep and I covered her up and gave her a kiss on the mouth. I started back down stairs and met Cindy coming up. "I thought I heard mom talking!" She said. "Yes, you did!" I giggled. I told Cindy what her mom had said with my best drunken act!" Cindy shook her head and we rejoined our friends back at the pool. -- Pursuant to the Berne Convention, this work is copyright with all rights reserved by its author unless explicitly indicated. +---------------------------------------------------------------------------+ | alt.sex.stories.moderated ----- send stories to: <ckought69@hotmail.com> | | FAQ: <http://assm.asstr-mirror.org/faq.html> Moderator: <story-ckought69@hotmail.com> | +---------------------------------------------------------------------------+ |Archive: <http://assm.asstr-mirror.org> Hosted by Alt.Sex.Stories Text Repository | |<http://www.asstr-mirror.org>, an entity supported entirely by donations. | +---------------------------------------------------------------------------+