The Babysitter: Caught in the act
When I was about 13 and 1/2 years old my parents sat down with me and told me that they would both be going on a business trip together. This was no big deal as dad travelled alot and mom went with him when her job permitted. My grandparents lived about an hour away and usually would either come and stay with me or take me to their house in the country.
My parents explained to me that this time around things were a bit complicated. They had to leave Wednesday before I got home from school and my grandparents wouldn’t be able to come to stay until sometime Thursday. There was going to be about a 36 hour gap where I’d be all alone. I didn’t see this as a big deal. I’d stayed home alone plenty of times when school was closed and mom had to work. This time however, there would be an overnight and this made mom and dad nervous. So, they had decided that I should stay across town with my aunt Jonelle for the night.
Mom and dad knew this wouldn’t go over well with me and I doubt it would with Jonelle. We never got along. I begged both parents to let me stay overnight alone just this once. I promised I’d lock the doors, go to bed early, all the things they’d want to hear. It must have made some impact because they told me to let them talk about it. Later I heard mom on the phone and figured I’d lost the battle. I prepared myself for a long night with Jonelle from hell (my pet name for her).
In a couple of minutes my parents appeared in the doorway and I prepared myself for the bad news. I was pleasantly surprised however. They made a deal with me. If I would agree to behave myself they’d let me stay home alone for the one night. If I messed up, I’d not get another chance until I was 25 (I hoped they were exaggerating). The one catch was that they’d arranged for Serena, the nieghbor girl to keep an eye on me. I was just ready to argue about having a babysitter at my age when my dad interjected. “Serena will simply be ‘on call’. She’ll check in on you at 9:00 to make sure you are in bed and she’ll be available if you have any problems. This is a compromise on our part. If you want to be alone that is your only option. Otherwise I’ll call Jonelle.”
It didn’t take me long to decide. I didn’t know Serena real well. She was 17 and usually saw me as more of a nusiance than a human. I agreed to take my chances with Serena. Besides, how bad could it be? Nothing was as bad as Jonelle from hell.
I said goodbye to my parents Wednesday morning and went off to school. By chance, Serena was riding the bus that day and talked with me on the way to the bus stop. She didn’t seem so bad for a girl. She even teased me that if I didn’t behave she’d have to tie me up and gag me and stash me in the closet. Fat chance I thought. The school day flew by. I couldn’t wait to get home and experience my first night of real freedom. Mom had supper ready for me to heat up and I’d walked to the video store to pick up a couple games and a movie to occupy my time.
After watching the movie and playing the games for a few hours I decided to go on the computer. My parents had made me promise I’d only be on for two hours. That didn’t seem like much time but I was grateful for the time I had and chatted with some friends while I surfed some sites.
I’m not sure what I did, or what happened, but all the sudden I got a pop up with a naked girl on it. I looked around and realized I was all alone. “Time for some exploration” I decided. I’m not sure how long I was exploring but for the first time I was getting some great views of tits the size of watermelons and cleanly shaven pink pussies. I’d found a girlie magazine of my dad’s one time but didn’t have much time to do more than get a passing glance of it. This was so much better. My penis was hard as I enjoyed looking at the pictures and dreaming of what could be. I was rubbing the log in my pants when all the sudden I heard a voice behind me.
“Enjoying yourself Nick?” I about jumped out of my skin when I heard Serena behind me. I hadn’t heard her come in and had no idea how long she was behind me. There was no use trying to shut down the pictures or try to hide it. I was caught red handed…and doomed.
“Ah…I….I….” was all I could say. I felt a huge lump start to grow in my throat. “Oh don’t start to cry” I thought. Before I could say anymore Serena walked into the room and looked at the screen.
“Great set of jugs on that chick, huh Nick?” she said trying to get some eye contact with me. “So what will your parents say when I tell them about this? Or should we just wait until they check the history on the computer and find out themselves?” I sat speechless. All I could think of was…”I’m doomed.”
Serena pulled the chair away from the computer and turned it towards her. Even though I felt like I was going to throw up at any minute my pants still had the remnants of a sizable tent. Things weren’t getting any better. “So, you’re going to narc on me aren’t you?” I finally asked.
“Well Nick. I did make a promise to your parents. They agreed to pay me good money and I could really use it right now. But, I’m willing to discuss things. I think we may be able to cut a plan. You game to hear it?”
I felt as sudden tinge of hope and relief. Maybe Serena wasn’t so bad. I jumped at the opportunity to hear her plan.
“Well, I’ll erase the history on the machine for you and wipe out any knowledge of where you’ve been. And I’ll promise not to tell your parents but you have to do something for me.”
“Okay. Deal. Anything. I’ll wash your car for you, I’ll mow your lawn, carry your books, I’ll…”
Serena put her hand on my knee. “Hold on sailor,” She smiled, “It’s going to take more than that. I’m calling the shots on this one, got it?”
“Um, okay.” I said, suddenly thinking again that I was screwed.
“So, here’s the deal. Pull down your pants.” Serena stood up and looked at me.
“What?”
“You heard me. Pull down your pants. You’ve been looking at naked girls. Maybe it’s time for some of your own medicine.”
I’d changed into my pajamas during the movie. I stood slowly up from the chair and pulled my pj’s to the floor. Serena looked at my semi hard penis and smiled. “Hmm. Cute little thing you have there.”
“Serena reached over and put her hands on my hips and began to caress them. She pulled me closer to her and lowered her hands farther down. I’d just started growing a bush and she rubbed it gently before lowering her hands further and grabbing my shaft.
I started to pull back a bit but relaxed. Serena pushed me gently back onto the chair and knelt in front of me. She was obviously enjoying holding my cock and told me so. “I’ve seen pictures and I’ve reached into guys pants in the dark, but this is the first time I’ve been able to actually play with one. You liking this Nick?
I told her I was and felt a strange sensation as she continued to rub her hand up and down the shaft of my cock. “It’s never felt this hard before.” I told her.
“Can I kiss it?” She asked. I nodded, not sure what that would bring. Serena kissed up and down my shaft and all of the sudden I moaned and shot my hips forward. An eruption of white creamy liquid shot from my penis and hit Serena in the face. She instinctively pushed my cock away and it continued to shoot stream after stream up on my chest. Finally the surges died down.
I looked at Serena, not sure what her reaction was going to be. She looked equally taken back at first. She licked her cream covered lips and smiled. She licked them again. “MMM, that tastes good. Want some? She took a finger and wiped some from the base of my softening shaft and put it to my mouth. I figured, ‘Why not’ and took my first taste of cum juice. I thought it tasted pretty good too.
I looked at Serena. She was intently looking at the pictures on the computer screen. She looked at me. ‘Would you like to see my breasts?’
I told her I would and she took off her shirt and dropped her bra to the floor. The first tits I’d ever seen! I don’t really remember how big they were, but they seemed huge to my eyes. Not as big as in the pictures, but firm and big nipples.
Serena rubbed them together for me and I felt my cock starting to grow again. This time Serena knelt again in front of me. She took my hardening shaft in her hand and rubbed it against her nipples. I watched the nipples get shiny wet from the juice still on the end of my shaft. Serena started to moan. She put her hand in her pants and started to rub her crotch while she pushed my cock against her breast. I felt the surge coming again and warned Serena but she didn’t care. I didn’t shoot as much this time but watched her tits get slippery and wet from my juice. Serena made some really strange moaning sound and her hips bounced up and down.
Finally she calmed down and laid her head on my naked lap. After a couple minutes she stood up. “You’d best clean yourself up and get to bed. My parents will be wondering what is taking me so long.
She clicked on some buttons on the computer. “There. That should take care of that. I watched her put her bra and shirt back on. As she left the room she kissed her finger and put it on my lips. “Get some sleep and keep your mouth shut if you know what’s good for you.” And she left.
Summer Daze
Sally and I worked together at a small camp in the woods of northeastern Wisconsin. It was a great job for me after retiring from marketing. Sally had graduated from High School and was on summer break from a nearby college. She loved her job at the camp because, as a lifeguard, she got to sit around, get a tan and get paid for it. I enjoyed going to the beach whenever I could to tease Sally. It was also a great time to enjoy the beauty of young ladies in swimming suits!
Although life guards were required to wear one-piece bathing suits, Sally filled her suit out very well. She had a great set of tits and her ass was firm and well shaped. There were plenty of times when I couldn’t resist taking a long look at her and wonder what it would be like to have her body in my arms.
Sally lived just a couple miles from me and on occasion, if our schedules allowed, I’d pick her up for work. She loved riding in my convertible and I enjoyed watching her hair blow in the breeze. It was especially nice on the days when she decided to shed her cover up for the ride to work.
One day I had the good fortune of having to go to the beach to deliver some inner tubes. Sally was on the guard stand and I stopped to chat with her a bit. As we were talking a particularly stunning camper walked by. I’d have guessed her to be about 17 but she had one of the nicest set of boobs I’d seen in a long time and I caught myself staring a little longer than usual as she made her way to the water.
“Excuse me!” I heard Sally laughing. I’m sure I turned beet red as I tried to refocus my attention away from the girl in the bikini. Sally teased me about my being an old man and looking at all the young girls.
“I’ll have to admit she caught my eye,” I chuckled, “But she’s way too young for me and I’m just an old man. No young chick is going to give me a second look!”
“Oh, you aren’t so bad. You certainly don’t look your age!” Sally smiled. I gave her knee a pat and thanked her before returning to work.
Later, on the way home Sally began to tease me a bit about the bikini girl. I told her I had to admit that she had a very nice set of breasts and her suit certainly didn’t cover much. Sally agreed and said that she really should have had her cover up a bit. The beach did have rules about suits that were too revealing. But, as Sally said, “To be honest Sam, I was enjoying watching her too. I was disappointed when the director happened along and told her to put on a T-shirt. She had a great rack.”
That incident opened up a whole new topic of conversations for Sally and I. Every day we’d talk about work as usual, but eventually the talk turned to who was on the beach and what ‘eye candy’ was available. If there were days when I didn’t make it to the beach Sally would tell me about what she saw. On occasion she even took a picture with her cell phone for me to look at. Sally seemed genuinely interested in watching my response to the pictures.
“You like to look don’t you Sam?” She asked me one day on the way home.
“Yes I do.” I smiled. “Nothing better than seeing God’s creation and naked women are the best part of that.”
“So, what part do you like best? Breasts? Ass? Pussy?”
Sally’s question caught me a bit off guard. I wasn’t expecting this kind of openness but it excited me and I felt my shorts getting tight. “I think I like breasts the best, but you know it’s all good!” I joked.
“Yeah, me too” Sally smiled. I looked over at her as we drove. She looked so good with the wind in her hair. The summer sun had tanned her well. My cock was swelling to the occasion. “So, Sam, I have to ask you a question.” She finally said.
“Sure, anything.” I said.
“Do you like my breasts?”
The question caught me completely off guard. “Um…yes! I mean. I haven’t been looking at you but….not a fair question. Especially while I’m driving!”
Sally laughed and threw her head back. She smiled at me and gave me a wink.
Sally lived down a long driveway that went through the woods to her parent’s house. When we arrived at the garage Sally thanked me and then told me to wait a minute, she had something for me. She got out of the car and walked around to my side. I’m sure I looked a bit puzzled as she approached my side of the car. Sally dropped her cover up and pulled her suit down giving me a good long look at her young, hard tits. Her nipples were hard and her tan skin made these great boobs stand out even more.
“Here’s something for you to think about tonight!” She smiled and leaned in to kiss my cheek. With that she covered herself up, and walked to the house. When she got to the door she turned and blew me a kiss. “Tomorrow at 9:00?” She said and went into the house.
I went home and took my usual walk and had a normal evening, but my mind was obviously on Sally showing me those great tits. I tried to remind myself that I was old enough to be her father and that the thoughts racing through my head were completely inappropriate but it wasn’t working very well. As I was getting ready for bed my cell phone beeped, telling me I had a text message. I opened the text and it was a message from Sally: “A little reminder for bed” was all it said. When I opened the attachment I was pleased to find a picture of Sally topless! I slept very well that night.
The next morning I picked Sally up for work as usual. There was a new camp at the campgrounds that day and we talked about how you could always tell the ‘newbie’s’ and chuckled at some of the stories. This camp was an all boy camp and Sally teased that the ‘eye candy’ would definitely be a different flavor! When we got to work and went our separate ways Sally turned to me and winked. “Did you like the gifts yesterday?” I smiled and nodded. “Very much so.”
I got two texts from Sally that day. Both were obviously taken at her house and both were different views of her topless. One very nice one of her lying on the bed fondling her nipples. It was hard to concentrate on my work and my cock seemed at the ready most of the day.
At the end of the day Sally met me at the car. It was a rather cool summer day so she had her cover up pulled up around her. I asked if I should put the top up but she really wanted it down so we headed for home.
“So did I keep your mind occupied today?” she asked as we started down the road.”
“You certainly did. I’ve been thinking about you almost non-stop since last night.” I smiled as I focused on the road. “I don’t imagine the beach was much fun though, not a lot of eye candy today with all guys.”
“Yeah, you’re right. Guys don’t quite carry the same thrill.” Sally shifted to look at me as we pulled up her driveway. “I saw one guy that looked like a hunk, but what I really wanted to see was what his package looked like. Guys swimsuits don’t show off much but he looked like he could have been packing some real muscle between his legs.”
“You liked it huh?” I felt myself getting excited as I stopped the car.
“I did. I enjoy looking at breasts and all, but I really wish I could get a real cock in my hands.” Sally was opening up and I was getting harder.
“Had much luck with that at College?” I asked feeling very uneasy.
“I’ve had a couple guys, but they are mostly interested in my body and fucking me.” Sally moved closer across the car and put her hand on my knee. “I really just want to be able to have some cock with no expectations.”
Her hand moved up my leg and I felt my crotch begin to explode. She put her hand on the bulge in my pants and began to rub it. “Don’t worry; mom and dad are gone for the evening. It’s just us.” She slid her hand back down my leg and moved her small, soft hand up the inside of my shorts. I spread my legs and she gently grabbed my balls.
“Hmmm. Those are some pretty hard rocks you have Sam. Mind if I have a look?” I nodded and she undid the seat belt, then my untied my shorts. I lifted my hips so she could pull my shorts and boxers to my ankles. “Let me even the score a little Sam.” She said as she pulled her swimsuit down so I could look at her boobs. On closer look, her nipples were huge and rock hard, just like my cock.
Sally looked with admiration at my crotch. She reached down and grabbed my sack and pulled gently, rubbing my balls together and squeezing them gently. Then she moved her hand up my shaft and gently squeezed it, rubbing the ridges of my shaft with her fingers. Sally guided my hand to her breasts and I felt the firmness of those young tits in my hands. She moaned as I gently pinched her nipples. She began stroking me now. Slowly at first and then a little faster, gazing intently at my penis and enjoying the sensation of the cool air on her breasts.
“Can I suck you Sam?” She asked. I gently pulled her head down to meet the head of my penis and watches as she wrapped her lips around my head. She began to move her head up and down my shaft and I felt the wetness of her saliva.
I began to moan slightly and she pulled off so she could spit more saliva on my cock. Her mouth looked like it was foaming from the action on my cock. She began to pump me more furiously, running her hand up and down my cock faster and harder. After stroking for a bit she grabbed my balls and rubbed them together. I squirmed at the sensation. She spit on my sack and continued to rub. The lubrication of my nuts felt fantastic and I told her so.
Sally smiled. “I want to see you squirt Sam. Squirt for me.” With that she spit on my cock again and then knelt down and started sucking me harder and faster. I began to moan “I’m going to cum. Oh yeas!”
Sally pulled her head back and grabbed my cock hard. She began twisting my cock as she pumped and I raised my hips to each stroke. I pressed back against the car seat as I felt my warm juice explode from my cock.
Sally squealed with glee as she saw my cum land on my shirt. She continued to pump until my spasming cock stopped erupting. Then she knelt down and began to suck the remaining juice from the head of my cock. I watched as she put her tongue inside the slit of my penis and lick it clean.
When Sally leaned back her mouth was full of cum juice and her own saliva. She smiled as she continued to stroke my now softening cock.
“Hmmmm. That was wonderful Sam. Thank you.” With that Sally pulled her top up and climbed out of the car. As I pulled my shorts up to cover myself Sally came around the car and kissed me gently on the cheek. I felt the stickiness of my cum on her lips.
“Good night Sammy. 9:00 tomorrow, right?”
“See you then” As I pulled away I looked in the rear view mirror at this young woman watching me leave her yard. I got home and took off my shorts and my shirt. By now my cock had regained its energy and I began to stroke as I thought of the day’s events. I looked at the pictures that Sally had sent as I jacked off one more time. I was looking forward to work tomorrow!
Being a Good Listener
I’ve known Stacy since she was a 12 year old girl that lived next door. She used to play with my girlfriends daughters quite often so I got to know her pretty well until we moved out of the neighborhood. Then I’d lost touch with Stacy until last year when she began working for my company after high school.
I have to say time had done well for Stacy. She’d grown from the goofy little 12 year old into a charming 19 year old girl. She was about 5’ 6” tall and had long legs and average size tits. She had great looks and a flirty personality. We re-connected right away and became pretty good friends. I was old enough to be her father and I think she looked at me that way since her own dad had been out of the picture for as long as I can remember.
Stacy came to work one day with a different look about her. She’d met a guy over the weekend and had fallen in love. She talked about Danny, as she called him, non-stop and soon I began to tease her good naturedly about the new guy in her life. She enjoyed the attention and we grew closer over time.
One day Stacy came to me and near tears. She was frustrated with her job, frustrated with life and just needed a shoulder to cry on. I told her to come to my office after she was done with work and we could talk. I assured her that I was a good listener and she could talk about anything and it would just be between her and I.
As scheduled, Stacy showed up at my office after her shift was done. It was Friday afternoon and everyone else in the office was gone for the weekend. I invited Stacy in and closed the office door. My office has a small love seat and an easy chair in the corner. I offered Stacy a soda and we sat down to talk.
The first part of our conversation was small talk about life after school, how much life had changed since we’d met seven years ago and, of course, Danny. Soon, our talking turned more towards the issues at hand. From my perspective it seemed like her problems were pretty common in the workplace. The old, “he said, then she said” stuff. But it was obviously concerning to Stacy and she began to cry. I moved from the easy chair over to sit by her and give her a hug.
I held her for a few minutes until she could compose herself all the while trying to ignore the breast pushed up against me and hoping she didn’t notice the rise in my pants. “This is so wrong,” I remember thinking as I tried to dispel the thoughts I was having about this gorgeous young girl in my arms.
When she composed herself I stood up and moved around behind the loveseat and began to rub her shoulders, hoping to hide the erection that wouldn’t seem to quit. Stacy began to relax as I continued to massage her shoulders. She was wearing a low-cut top which allowed me to look down her shirt and see her cleavage. I looked away thinking “this isn’t going to help the situation!”
“This feels so good,” Stacy sighed as she lay back against the loveseat. “I wish Danny would learn to do this.”
“He doesn’t touch you?” I asked.
“Well, he does, but only in the places he wants to touch me which is mostly between my legs.” Stacy spread her legs apart when she said that making me wonder what was beneath the jeans she was wearing.
“So, do you like that?” I asked the question and then thought better of it, but the words were out.
“Uh huh,” She smiled, “I love to let him touch me. He’s got soft gentle fingers and he turns me on big time when he rubs my crotch cause I know what’s coming.” I’m not sure that Stacy realized it, but as she said that her hand wandered down to her crotch and she gently rubbed herself.”
I was nearing being out of control now and knew it, but didn’t care. “So,” I said as I moved my hands a little more in front of her shoulders and slightly down her chest, “Do you let Danny do anything else while he’s down there?”
“I would,” Stacy said quietly, “But he doesn’t offer. He fingers me then fucks me. That’s it. I wish he’d spend some more time there, you know, kissing and stuff.” As Stacy said this my hand had dropped lower than I’d planned and touched the top of her breast. I pulled back quickly hoping she hadn’t noticed, but she had. She gently took my hand and moved it back to her breast.
“It’s okay,” She said. “I like when you touch me. Besides, you said anything that happened in here was a secret, right?”
I didn’t need more of an invitation than that. I gently moved my hands down from behind and began to caress her tits. As I did so she moved so that I could get a better reach. “Mmmmm, this feels so good. So relaxing.” Stacy said as she continued to rub her crotch with her legs split wide open. “I love having a man touch me.”
I moved my hands inside her shirt and slid my fingers beneath her bra, feeling the soft skin of young tits. I continued to move lower until I could touch both of her hardening nipples between my fingers. I watched as Stacy bit her lip and let out a deep sigh. Then she sat forward and pulled her shirt and bra off completely letting her boobs hang free for me to see. She took my by the hand and led me around the loveseat and placed my hand on her waiting breast. I knelt beside her and began to kiss her as I caressed her breasts.
She plunged her tongue deep inside my mouth exploring every inch of it. With one hand she pulled me closer to her mouth. With the other I watched as she continued to rub her crotch feverishly. Her breathing increased as she rubbed and I knew she must be close to orgasm. I moved from her mouth and began sucking hard on her nipples, pulling them deeply into my mouth. “O yes, suck harder. Suck my tits. Pull them deeper into your mouth. Please suck me.” Stacy said as she moaned.
I sucked her harder as she pushed her tits harder against my face. I moved so I could bury my face between them and pulled them hard against me. Her hips began to pulse wildly and I knew she was close. My cock felt like it was going to explode out of my pants as Stacy moaned and then fell limp on the couch.
I pulled back from her tits and began to kiss her again. As she explored my mouth once more I felt her hand take my hand and move it down to her pants and crotch. I felt the warm wetness of her jeans and knew she must be very wet. She moved my hand up to her belt and the two of us worked on loosening her jeans. I moved my hand inside the open jeans and felt the hair on her pubic area, still wet from her orgasm. I moved in front of Stacy and reached to slide her jeans off. She raised her hips to welcome my advance, revealing her pink swollen clit.
Once her jeans were removed I gave her what she so much wanted from Danny. I moved my head into her crotch and began to like and kiss her lips. I lifted her legs high so I could get a good look at her asshole and pussy. I slid my hands down her long legs until they met their goal. I moved my tongue from her ass to the top of her mound slowly tasting the sweet wetness of her juices.
As I did this Stacy moaned and watched me play. She pinched her nipples and played with herself as I stuck my tongue deep inside of her. After tongue fucking her for awhile, I took my fingers and gently moved them into her wet, swollen and waiting vagina. At the same time I sucked on her hardening, pink clit, feeling it grow in my mouth. Stacy began to moan again as I finger-fucked her.
When Stacy’s hips started to pulse once more I quickly found her G-spot and began to caress it as it hardened. Just as Stacy began to come again I moved my mouth to her crotch to taste the sweet explosion of her cum juice. I sucked gently until it subsided and Stacy fell limp on the couch.
“Hmm.” She smiled, “I think I owe you something Mr. Smith.” She pulled me towards her and had me stand before her. She rubbed the bulge in my pants gently. “I think I want some of this.” She said as she began to unzip my pants. My cock sprang from my boxers to full attention and she smiled with glee.
I stood before Stacy as she pulled me close. She wrapped her hands around the base of my cock and pulled it to her mouth. She wrapped her lips around the head as I felt her tongue roll around it. Her sweet young lips felt so good as she pulled me deeper into her mouth.
Stacy pulled back and unbuckled my belt and pants and let them drop to the floor. “I want a closer look at this monster.” She smiled. She took my tool in her hands and began to stroke me slowly. She spit and let her saliva run down her chin and onto my bulging cock. The wet, slippery saliva provided the perfect lubricant as she increased the speed of her stroking. Then she put my cock back in her mouth and sucked some more, pulling me deep inside. I began to pulse my hips. “OH! I’m going to cum.” I moaned.
Just as I was about to explode she pulled me from her mouth and stroked my pulsing shaft and directed it over her tits. I exploded my whole load all over those great young tits. “MMMMM, Stacy said as she rubbed my cum all over her chest. “I love the feeling of cum on me.” She continued to rub her tits with one hand and grabbed my cock with the other. She placed my softening cock in her mouth and licked me clean.
Stacy stood up and kissed me passionately once more. I could taste my cum as she plunged her tongue deep in my mouth.
“Thank you Mr. Smith.” Stacey smiled as she pulled back. I watched her get dressed as I gently stroked what was left of my erection. Every once in a while Stacey will ask to come and talk to me in my office. Each time is usually a Friday and ends with a great blow job and a chance for me to eat some great pussy.
Mystery Lover
I pulled onto the interstate and smiled. It had been too long since I’d seen my boyfriend. The second year of college was tough and I hadn’t made it home for two weeks and I missed him terribly. To make matters better, my parents were gone for the weekend. I’d have the house to myself, except for my brother, and he would be working. Actually, my brother was pretty cool. He was a senior this year and although he was built like a jock, he wasn’t into sports all that much. He was very good looking, although I’d never tell him that, and always seemed to be the popular one with the ladies.
I’d no sooner pulled into the driveway when my cell phone rang. It was Bill, my brother. “Hey sis, you home yet?” I heard his familiar voice. “Just got in the house,” I said, “what’s up?” “Mom and Dad wanted me to remind you that I’d be working late tonight and tomorrow night. So, I guess that’s what I’m doing. I am supposed to keep an eye on you though so you don’t get into trouble. So John can’t come over unless I’m there!”
He almost got me. John was my boyfriend and he and Bill were friends as well. But I knew he was bluffing about John being over. “Yeah, right. Well, I’ll let John know that and he can ask your permission before he comes over!” I giggled at the end, not convincing. We talked a few more minutes before he hung up. I was pretty lucky to have a hot boyfriend and a hot brother as well.
John and I decided to crash at my place that night. We ordered a pizza, found a good movie and snuggled in for the night. The movie was a romantic comedy and was really pretty lame. We took advantage of that to start necking. John started kissing my neck but soon found my lips and plunged his tongue deep inside to explore every part of my waiting mouth. Just kissing him made me feel my panties getting wet. Soon his hands found my breasts. I’m not large breasted, but my nipples are big, very sensitive and get hard when excited. John knew how to take advantage of that situation to the fullest. Soon I was topless and felt him working my tits. In the midst of our making love, John asked me if I’d been attacked by any strangers while at school. We both had talked in the past of what a turn on it would be for me to be seduced by some mystery lover. Sometimes light bondage would be a part of the fantasy. But John was always in the story. Sometimes he’d be watching me from the shadows in the park. Sometimes he’d be fucking me along with some mystery person at the pool. The stories changed from time to time, but the longing was always for me to experience the magic of some mystery man.
As John caressed my waiting tits, I pulled his cock from his pants and began to stroke it. I eventually pulled off my panties and sat on his pole, feeling it push deep inside me. “No fair,” he said as he raised his hips to meet my thrusts, “you are being a bad girl. Keep this up and I’ll have to tie you down!” The thought of being tied up brought me to instant climax. I reached behind me and grabbed John’s balls. This always sent him into instant orgasm and I felt him explode inside me and fill my waiting cunt with his cum.
We were still working his cock inside when we heard a car door slam. Bill was home! We hurried to put ourselves together before he came in. We watched the rest of the movie with John and me under a blanket and Bill in a chair. Little did he know that John and I spend a good part of the movie with each our hands in each other’s crotches. It was a nice homecoming and I couldn’t wait until tomorrow.
************************************************************************************* I slept until noon the next morning. It was good to be at home in my own bed. I had a paper to work on so I got up and took off to spend the afternoon in the library. On the way there John called. He told me that there had been a change in plans. He told me that he had an idea for a fun evening and asked me to trust him completely. There was no reason for me not to trust John. He’d always been trustworthy. Still, his request took me back a bit.
All afternoon I wondered what he had in mind. John met me at the library and we grabbed a sandwich before heading to my place. He was a little quieter than normal, but refused to give me any hints about the activities for the evening. Bill was gone when we got home, as expected. He’d left a note on the table with a one word message: BEHAVE!! There was a smiley face underneath it.
John led me into the family room and had me sit down. I was completely confused as to what was going on. He asked me again, “Do you trust me?” Now I was getting a little worried. “Is something wrong?” the look on my face made him laugh.
“Nothing is wrong!” He smiled that smile that melted me, “Just tell me, do you trust me?”
“Ok.” I said, “I trust you. Now, what is going on?” John pulled a gift bag from behind his back and handed it to me. Inside the gift bag was a bottle of wine, some massage oil, a blindfold and four old pair of pantyhose! The wine and massage oil weren’t really much of a surprise, but blind fold and panty hose? I looked at John confused. “What?”
John smiled, “Remember how you’ve always wanted to do light bondage, to be tied and blindfolded?” When he said that I figured out what he wanted. The thought of this fantasy coming true was enough to get me wet on its own. I leaned over and kissed John very passionately and whispered in his ear, “I’ve been bad baby. I need to be punished.”
We took our ‘toys’ and went up to my bedroom. John ‘ordered me’ to take off my clothes. I slowly took off my shoes. Then I stood before him as he sat on the bed to watch. I unzipped and my pants and slowly dropped them to the floor. I had on a pair of black thongs and as I stepped out of my pants I slowly rubbed my fingers inside my panties. I brought my fingers to my mouth and tasted my own wetness. Then I did it again and let John have a taste of me.
Next, I pulled my shirt off and fondled my breasts under my bra. I reached behind to unbuckle it and let my breasts fall free. I leaned forward and John gladly pulled my hardening nipples into his waiting mouth. I pulled back.
“Stand up” I ordered.
“Hey, I thought I gave the orders here!” He chided me.
I looked at him firmly, “I said, stand up!” John stood slowly before me. I reached down and unfastened his pants. I pulled his shirt over his head and kissed him. Then I moved my mouth to his nipples and kissed and sucked on them. He loved when I’d do this too him. As I sucked on his nipples my hand made its way to his pants. I reached inside and began to feel the hardening cock inside his boxers. I moved my mouth down his body, kissing him as I want. I pulled his jeans and boxers down and looked at the massive cock before me. I put it in my mouth and sucked and kissed that hard shaft of his.
“I think we need some wine now or we’ll never drink it.” John said quietly. We sat on the bed naked, admiring each other and touching each other as we kissed and had a couple glasses of wine. Then John took the massage oil and began to massage my back. I rolled over and felt his firm gentle hands caress my boobs and my waiting mound. When I could I would reach down and stroke his massive cock and feel the ribs in my hands.
“Now,” John said (doing a very poor job of sounding angry), “I think you need to be punished for last night.”
“I know,” I played along, “I was bad. I deserve everything you give me.” The blindfold was more like a hood and he put it over my head. He told me to lie down and spread my legs. I did so and felt him tie my ankles to the foot of my bed. The anticipation of what would happen excited me. Then he moved to my arms and tied my hands together and must have tied them to the head of my bed because I couldn’t move them.
I felt his hands move up and down my body, caressing my tits, and leaning over to suck my nipples. I writhed around, not out of pain or even fear but out of the unknown, the ecstasy of the mystery touch.
“I think you need something more…hold on. I’ll be right back.”
“John, NO!” I said trying to sit up but unable too. I was actually a little afraid at this point. John sat on the bed.
“You said you trusted me. Right?”
“Yes…” I wasn’t quite so sure or convincing.
“Well, do you, or don’t you?” John said as he moved his hands down my body and rested them on my mound. I felt his familiar lips on my mouth and all fear vanished. “I do, but where are you going? For what?” I asked.
“Do you trust me?”
I sighed. I had to choose. “Yes, don’t be gone long” was all I could say. I heard him leave the room and lay there naked and in silence. From what I could tell he was in the kitchen, but wasn’t sure. He was back in a minute, but quieter this time. I was confused, but knew that any question would be answered by the “Do you trust me” response.
I felt John’s lips on mine and felt a hand on my mound. I was confused because it didn’t feel like John’s hand, but I didn’t dare ask. I raised my hips to meet the fingers that slowly pushed into my cunt. These fingers were not John’s. They were longer, softer than his. Then I felt a mouth on my pussy lips while John was still kissing me! Someone was between my legs eating me.
At first I was afraid, but it felt so good. I found myself relaxing, inviting this stranger for more. John knelt down and began sucking my tits. The stranger moved his mouth away and soon I felt fingers in my vagina, rubbing my clit and pushing deeper. I felt an orgasm coming on and began to writhe on the bed.
I felt someone grab my head and pull me to the side. I felt the warm head of a cock at my lips and eagerly invited it in. I think it was John, but I wasn’t sure and frankly, anymore I didn’t care. I sucked that cock and pulled it as deep as I could, tasting the first drops of cum on my lips. This sent me over the edge and I came a second time.
“So you like the punishment, you bad girl?” I heard John ask.
“Uh huh. I’ve been bad.” I moaned.
“You have been bad. You deserve to be fucked.” He said sternly. With that I felt the head of a cock touching my wet pussy.
“Yes, I do. I do deserve to be fucked. Fuck me.” I yelled. The cock pushed its way into me and I knew it was john. “Fuck me. I told him. Fuck me hard!” Another hand grabbed me and pulled me to the side. Another cock was pushed in my mouth as I felt John fucking me. I sucked as the mystery lover increased his pumping my mouth.
“I’m going to cum!” I heard John say. I wasn’t far behind. As I felt his cock pulsing and ready to explode I came as well and pumped my hips to try to meet his.
Finally, John (I think) collapsed on top of me. He lay there as I continued to suck on this mystery cock. Then, it was gone. John (or whoever) moved off me. I felt him kissing my tits as he moved off me.
A somewhat limper cock was at my lips, still wet from cum. It was pushed into my mouth and I sucked it. As I did I felt another cock enter my cunt. This one seemed thicker and harder than John’s but not as long. The mystery lover had no trouble entering me and I gladly moaned my pleasure at its entrance.
The mystery lover pumped his hard cock in and out of me while I sucked cock #1. I heard John’s voice as he told me how hot I was and how good my tits looked. As he said this the mystery lover increased his pumping. I knew he was close to shooting his load. I came a third time as he pumped. He filled me full of his hot, wet, sticky sperm and I heard him moan. It was a familiar sound, but I was too involved to give it much thought.
After a few more minutes of pumping, cock #2 was gone and the room was quieter. John kissed me passionately and I felt my legs and arms regain their freedom. He pulled the hood from my eyes and lay beside me. We held each other until he grew hard again. “John”, I said quietly, “Fuck me again.” I lay on my back and spread my legs wide. John pushed his hard cock in me and fucked me slowly until we both came again. Much as I wanted to ask him about the third person, I knew better and frankly didn’t want to know.
The next morning my parents came home. We talked about the weekend, and school. Bill got up from the couch where he’d been watching the game and went to get ready for work. As he left he gave me a big hug, harder than I’d ever gotten from him. Where had I smelled that smell before?
Business NOT as Usual:Conclusion
Andi slid off the counter and knelt before me. “We can’t send you off to work like this!” She giggled. She licked my softening cock clean. I got dressed and gave her a final kiss before leaving. Somehow the conference wasn’t going to be so bad today.
I pulled in the driveway. It had been a good conference, but I was glad to be done with it. I was also glad that I’d decided to stay the extra night and not catch the red-eye flight home. It was easy to justify that since I had no hotel expense.
Andi called me from the kitchen as I came in the front door. “Get into some comfy clothes and come out by the pool.”
I was happy to oblige. Suit and tie was the dress code, but certainly not my favorite form of dress. I put on some gym shorts and a T shirt and went downstairs. I came out onto the patio and both Sheri and Andi were sitting by the pool waiting for me. Both of them were in bikinis that showed me that Sheri definitely inherited a great set of boobs from her mom.
“Stop staring at us and sit down. I have a cold drink here for you.” Andi chided me. Obviously I did a poor job of acting non-chalant.
I took the lounge chair that was beside Andi and took a sip of the drink that was waiting for me. For the next few minutes we talked about our day. I tried to conceal my delight at looking at these two great bodies lying in the sun beside me. I was especially careful since Sheri was young enough to be one of my youngest children. While I appreciated their hospitality I certainly didn’t want to come across as the dirty old uncle. But with all my attempts, I couldn’t help the growing erection in my shorts.
After we finished our drinks Andi got up and started towards the kitchen. “You want to do the honors and grill the steaks?” She asked. I gladly obliged. I followed her into the kitchen got the meat and returned to the patio to put the steaks on. I looked across the pool where Sheri was still laying in the sun. She had taken her top off giving me a great view of her hard, firm tits. When Andi said it was clothing optional I had no idea how far they took the rules. Sheri’s nipples were as hard and firm as her mothers, and I caught myself wondering what it would be like to put those young nipples in my mouth.
I was so engrossed in my thoughts that I didn’t hear Andi come onto the patio. “What are you lookin’ at you dirty old man?” She teased quietly as she reached around and felt the bulge in my shorts. “Hmmmm, so my little girl is having an effect on you, is she?” Andi kissed my neck and went to the table to finish setting it.
Dinner was pretty uneventful. Sheri had put on her bikini top but it covered little of her great breasts and did little to dispel the visual I’d had earlier when she lay topless in the sun. As the sun set, the night grew chilly. Andi got up to clear the table and suggested that it might be a good night for the hot tub. Sheri and I readily agreed.
Table cleared and dishes finished the three of us retired to the family room. The large room was just off the patio with a clear view of the pool. It had a vaulted ceiling with sky windows directly about the hot tub in the corner. We took our drinks and climbed into the pool. I was half hoping the women would strip, but they didn’t. Their bikinis still gave me a great view though, and I felt my cock stiffening as I looked at the four great tits across the tub from me.
I felt a foot slipping across the tub and up my leg. I felt my cock stiffen as I thought about Andi reaching my crotch. I looked across and realized that because of the angle, it couldn’t have been Andi’s foot that was now sliding onto my now rigid penis, but Sheri’s!
I looked across the tub to see her smiling sheepishly at me, then closing her eyes and putting her head back. Andi didn’t seem to be aware of the play going on under the water, which made it all the more exciting. Andi broke the silence and the moment.
“So, John, Sheri and I have been talking about old times a lot since you came and we have a question for you.”
“Okay, shoot,” I replied innocently.
“Well, Sheri was wondering if your cock was really as large as I’ve described it. So we were talking before you got home and were wondering if you’d care to show that gorgeous prick to us.”
I felt my face grow red, and not from the heat of the water! Both women giggled at my reaction. Sheri, however, moved over beside me and slid her hand between my legs. “From what I can tell here, mom is pretty right on. Care to show me?”
I stood up and began to untie my suit, but Sheri pushed my hands away. She untied the string and gently pulled my trunks to my knees. “Hmmmm, mom, you are right. This is a great cock.” She said as she slid her hand around my hardening pole. I could barely stand it as her soft hands began to stroke my shaft, feeling the ribs of my cock between her fingers and holding my cock head in her hand.
“So, John, Sheri has something to ask you but she is a little shy,” Andi said as Sheri continued to hold my cock in her hand. “She has never been able to satisfy her boyfriends when they ask for a blow job. We’ve been wondering how I could give her some instruction. You care to be the guinea pig?”
I couldn’t believe I was hearing this, but my mind was more focused on this hot babe on my cock than the actual request. I managed to nod my head in agreement, however.
“Great, then I think we should retire to the bedroom.” Andi stated.
We went upstairs to her bedroom. I was still naked and both women stated how much they enjoyed the view on the way up. Andi instructed me to lie on the bed.
“I think we need to even the score a bit here.” She said. She reached over and undid Sheri’s top and let it fall to the floor. I watched as her firm young tits fell free. Her nipples were huge and hard from the excitement. Andi then undid her top as well. Now both women were topless and I looked with admiration on the four tits looking at me.
“So, can we start by you sucking me?” She asked. She leaned forward and I gladly took one of her tits in my mouth. I looked over at Sheri. She was rubbing her tits as she watched her mother being sucked by me. With her other hand she continued to stroke me. I took my free hand and reached for Sheri’s tit. She gladly moved towards my touch. I fondled her hard tits and felt her nipples while I continued to suck on her mom. Both women moaned as I continued to caress and suck them.
“Let me have some now mom.” I heard Sheri say.
Andi moved away from my lips and let Sheri move in. I took her firm tits in my mouth and began sucking her, pulling her nipples as deep in my mouth as I could. Andi sat nearby fondling herself. Then I saw her reach over and begin to caress Sheri’s hair and move her hand down her back. She slid her hands under Sheri’s bottom and began to squeeze her ass.
“You have a nice ass sweetheart.” She said with admiration. She pulled the two strings on Sheri’s bottom so that they fell to the bed. I watched as she slid her hand behind Sheri and begin to play with her ass and pussy. Sheri reached over and gave her mom a passionate kiss.
“I think it’s time for my lesson now mom.” She said quietly. She and Andi pulled away from me and moved down the bed. Sheri sat on one side and Andi on the other. Andi knelt down and pulled my cock into her mouth. “Lots of tongue and very little teeth. Just remember, tongue and lips.” Andi said as she pulled my hardening cock onto her mouth. She moved up and down on my and I felt my cock get harder as she did so. The saliva from her mouth was making my cock harder and shiny.
While Andi sucked my cock and ran her tongue over the head and slit, I had some time to admire Sheri, sitting naked beside me. Her legs were split so that she could touch herself as she watched her mother blowing me. Her bright pink lips were clearly visible as I looked at her clean shaven pussy. I slid my hand onto her leg. Sheri looked at me and smiled. She lay down so that her ass was by my head, giving me a great view of her ass and pussy. I slid my finger between her wet, pink lips and heard her moan.
I pushed my finger deeper into her cunt, feeling her wetness and smelling the sweet smell of her pussy. She pushed her hips closer to me as I finger fucked her.
“Let me try mom.” Sheri said between moans. I felt her soft, young hands grasp my shaft and slide up and down the ribs. Then her warm lips wrapped around my head. I watched my cock disappear inside her mouth.
Andi watched and rubbed her tits as Sheri continued to bob up and down on my hardness. She slipped her hands inside her suit bottom and rubber her cunt. Sheri stopped sucking long enough to tell her mom that it wasn’t fair for her to have any clothes on. Andi smiled and pulled her suit bottom off. I pulled her towards me and she lay beside me as Sheri had done. I pulled her closer and finger fucked her.
While Sheri sucked my cock, Andi moved down so she could grab my balls. She massaged them softly and then began to lick and suck on them. At one point, mom and daughter met at the base of my pole and kissed each other passionately. For a moment, they were the center of their own attention. Sheri and Andi began to kiss and grope at each other’s breasts. I reached down and pushed my fingers into each of their hot wet cunts. Both women began to moan loudly and push down on my hand. Andi came hard, working my fingers deeper into her pussy. Sheri came a short time later.
“I need some fucking cock in me.” Andi moaned. She sat up and moved over my cock. Sheri guided my throbbing member as her mother sat down on my pole. I felt the warmth and wetness of her hot cunt wrap around me. She moved her hips slowly as Sheri played with my balls. Then Sheri began to massage Andi’s clit, bringing her to almost immediate orgasm. Andi rode me hard the whole time she came and finally collapsed on my chest. She kissed me passionately. “No man has ever made me feel like you do.” She whispered.
“I think it’s my turn now mom,” Sheri moaned. Andi slid off me. Sheri was laying on the bed beside us. Her legs were spread wide, revealing her hot, red lips. “I want Uncle John to fuck me too.”
I rolled over and gently slid my cock into this young flesh. She gasped as I pushed deep inside her. “O god that feels good. Do me deep and hard.” She moaned. Andi rolled over and started to rub her daughters tits, which was a huge turn on for me. After a few minutes she began to suck on Sheri’s nipples. I felt Sheri start to cum. Her hips pulsed harder and faster as she moaned. “Fuck, oh Fuck, Oooooooooooooo yessssssssssss.” She screamed as she pulled my ass harder into her, allowing me to penetrate deeper.
The sight of Andi on her daughter’s breasts and the tight pussy wrapping around my cock was more than I could handle. “I’m going to cum!” I shouted and tried to pull out. Sheri grabbed my ass and pulled me deeper.
“Go ahead fucker. Fuck me deep. Fill me with your juice.” She moaned. I exploded inside her, filling her pretty little hole with hot, wet, sticky cum. Then I collapsed. Sheri held me close until my hardness subsided.
I rolled off her and lay on the bed beside them. Andi was still playing with Sheri’s breasts. Sheri reached down and began to play with her pussy, feeling the hot wet semen draining out. Then Andi moved her lips down her daughter’s body. She began to lick the cum from Sheri. Sheri pulled her mom over so that she could return the favor. I watched this mom and daughter duo bring each other to another climax before both collapsed on the bed.
“No sense going to my bed now.” Sheri said. The three of us slept together that night. I in the middle and Sheri and Andi naked on my sides. I fucked each of them at least once more during the night.
The next morning I left with the promise that I would make sure to visit again soon. Andi became a favorite stopping place from then on. Years later, Sheri would marry, but on occasion, when I was in the area, we too got together for ‘the old times’ sake.
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