Thinking about our first time meeting, me wearing heels because you told me to, rubbing my foot against your leg under the table , taking off my shoe and rubbing your boner with my stocking foot, slowly and softly teasing you, but keeping a normal conversation. Getting the check so we can head back to your place, you open the door for me and lift up my skirt and lightly touch my soaking wet bare pussy kissing me hard . Forcing yourself to pull back so you can get into the drivers seat and drive home, unable to control my self I’d undo my seat belt and undo your pants and pull your hard cock out of your boxers, wrapping my mouth around you while you drive cautiously because you’re so distracted by how good my mouth feels, we pull up to your place you do up your pants quickly and we get into your doorway and you just close the door behind us before you push me against the wall shoving your tongue so far down my throat I forget to breath, as you continue to make out with me you lift up my skirt pulling down your pants lift my leg up and shove your hard cock into my tight wet pussy holding my one leg up and other hand on the wall beside my head making out with me aggressively, pulling back to tell me how tight my pussy is and how good it feels. You stop we finally take off our shoes and you drag me to the living room where you throw me down and kneel on the floor as you lick my sweet juices up, sliding one finger into me and then two, making me go crazy, you get up and get on top of me and slide yourself back into me pinning my arms up above my head, grabbing a handful of my breast. Thrusting harder and harder into me, between my hard moans slowly saying cum for me daddy, oh daddy mm cum for me. At the last moment you pull out cumming all over my sweet pussy, teasing my clit with the tip of your cock as you make sure every last drop is on my pussy.
Once when I was in my first year of high school; I faked sick so that I didn’t have to go. And I am so glad I didn’t go that day or none of these events would ever have happened. This is the story of how I blackmailed my step-mother into becoming my willing sexual plaything.
So; I was in my room faking sick and listening to music while playing my phone when I heard a voice from just out of my room. I stopped the music and heard that it was my step-mother talking on the phone. My dad had married her just a few months ago and we were still getting to know each other. I didn’t know here much but what I did know was that she had one hell of a body. She had large juicy boobs and an ass that just would not quite.
So yeah; I heard my step-mother on the phone talking to someone but when I heard what she was talking about. I couldn’t believe my ears.
“Yeah baby; you like my little fantasy story? You like me fucking my step-son while his daddy’s at work. It’s so taboo isn’t it. A 13 year old boy being milked of his sperm over and over again by his step-mommy.” My step-mother – Julia said to the person on the other end of the phone.
I could not believe what I heard. She was talking about me. I had to know what was going on so I went closer and tried to hear more.
“You came already? Oh; I guess you really enjoyed my story. I hope to hear from you again big-boy, bye bye for now.” Julia said before she hung up the phone and smiled.
“Julia.” I said. I had to say something. I thought that just maybe, I could use this to my advantage.
Julia almost screamed when she heard my voice and spun around to see me at my bedroom door with the door opened just a crack. Julia was so shocked that she didn’t even have the power to talk for a short moment. When she did; I could hear the fear in her voice.
“Sammy… um… I didn’t know that you were home. Shouldn’t you be at school?” Julia asked.
“I’m sick today.” I said simply.
“Oh; um… you didn’t hear me on the phone just now did you?” Julia asked.
“Yeah; I heard everything.” I said while trying to hide a lust filled grin.
Julia then had another short pause. I could see that she was wondering how she could find a way around the situation where she didn’t get into trouble from my father. If I told him than… I don’t know what would have happened.
“Sammy; you can’t tell your dad about this okay.” Julia wasn’t asking, it was a statement. But she wasn’t being firm, it was almost like she was begging me to keep my mouth shut.
“What are you gonna give me to keep my mouth shut?” I asked. I was very smug and manipulative at that age. I learned it from movies and television shows so I was pretty good at it then.
“Sammy.” Julia said as she felt the gravity of the situation. “What do you want.” Julia asked hesitantly.
I was almost going to ask for money for games and other junk but what she said earlier when she was on the phone about milking me of my sperm when my dad was at work stuck in my head. I was full of lust so I asked her for something a little more intimate.
“I want you to do those things that you were talking about on the phone. Milking me and all that stuff.” I said. Instantly; Julia’s face when from fear of being caught to shock.
“Your kidding me.” Julia said with the face of shock still stuck on her face.
“No, I’m not. That’s my offer. You do that and I won’t tell my dad.” I said with my smug look on my face.
“Sammy; that person I was talking to was a phone sex caller. I have sex with people over the phone so that I can make a little money on the side. It was just a fantasy of mine he wanted to hear.” Julia explained.
That’s when I found out that she had phone sex with people to make money on the side. Apparently she was very good at it. But what she said at the end had gotten my attention. The part about it being a fantasy of hers.
“So; you think about milking me of my sperm over and over again?” I asked.
Julia couldn’t hold it anymore, she knew that she was found out and that she wasn’t going to be able to hide it. “Yes… I had thoughts like that of you and other little boys.” Julia explained.
“So you like little boys than?” I asked.
“Yes; that’s part of why I married your father, he looks young and handsome so that’s why and…” Julia cut herself off before saying the rest… “partly because of you too. I met your father through you remember. I saw you and I instantly wanted to sleep with you instead of your father.” Julia said.
I couldn’t help it at that moment as my penis started to get hard over what she was saying. All the blood in my body instantly went to my penis making it rock hard and ready to cum for her.
“Um… great so… you can sleep with me to fulfill your fantasy and I can do the same. Win-win, you do this and I won’t tell my dad.” I offered Julia the outcome but she still looked desperate for a different option , partly.
“Okay than; but we can’t have sex. I’m married to your father and I love him so I can’t have sex with you. It’s also illegal so I can just do other things okay. I’ll use my hand to… you know.” Julia said.
That was a bummer; I really thought I would be able to get fucked by my hot step-mom. I didn’t really want a hand job from her so I though maybe I could get her to use her mouth. “What about a blowjob?” I asked.
“No; I kiss your father with this mouth.” Julia said.
Than I saw them and thought that it was the best result second to getting to have actual sex. They’re something that every teenage boy loves and dreams about. Boobs. At the time; I loved boobs like a lot and when on the internet once I heard of something called a titty fuck. It’s when the man puts his penis in between the boobs of a girl and she strokes him like that. I had to get that so I asked.
“Could you maybe use your boobs to titty fuck me?” I asked and hoped she said yes.
Julia looked down at her big boobs and then back up at me. A little smile came onto her face as she saw me looking desperate this time. She thought about with yet another short moment and than smiled even more.
“Okay; but when you cum, that’s it okay? You can’t ask for more and you can’t continue to blackmail me afterwards okay?” Julia asked.
I nodded my head as she said everything. It was fair; I was about to cum from a titty fuck and it was going to be from my step-mother.
“Okay; go sit down in the lounge room and I’ll be there in just a moment.” Julia said as she went into her room which was also my fathers to get something.
“What are you getting?” I asked.
“Something special, don’t worry, you’ll love it.” Julia said as I slowly walked down the hallway.
After a few minutes of sitting on the couch with my pants off and my hands being the only thing covering my hard penis, Julia came out. She was dressed in a silky night gown and had a small bottle of something in her hands.
“What’s that?” I asked pointing at her hands.
“It’s just a bottle of lube. Just relax; it’ll make it all slippery and feel good.” Julia said as she knelt down on the floor in front of me.
I couldn’t believe what was about to happen. Julia than took her silky robe off of her and it fell to the ground silently. I couldn’t believe my eyes as Julia revealed her big juicy boobs to me. She leaned in so that I could get a closer look at them. “Like what you see?” Julia asked with a big grin on her face.
I loved what I saw as I admired her boobs. I still remember every curve, everything about them was imprinted into my head. Mostly because of how long I was there looking at them. I raised a hesitant hand up to Julia’s left boob and looked at her for approval. She nodded and so I used both hands to touch them. Better touch them both instead of just one.
I played with Julia’s boobs for what seemed like forever. She was enjoying it too from the look on her face and the sounds that were leaving her. Subtle moans and groans of sexual approval to my touch was awesome. I felt like I had taken a large leap into the sexual work at this point. Julia was my teacher and I was her horny student.
After the tit touching marathon; Julia took my hands away. “Close your eyes and open your mouth.” Julia said.
“But-” Julia stopped me from speaking by putting a finger on my lips and said it again.
This time; I did and waited in anticipation. I was expecting a kiss but what I got was better. Julia drove her left nipple into my mouth and held my head in place as I came to my senses about what she was doing. Julia was trying to breast feed me.
“Mmmmm….” I moaned into her boob as I gently sucked on her nipple and drank her breast milk. I didn’t even know she could have breast milk. I only thought that was for people that had babies or something like that.
“Hmmm… you love mommy’s milk baby?” Julia asked.
I gave a moan of approval as I continued to drink her milk. It was so erotic that I was lost in a sea of bliss. I hugged Julia close to me, sucked out more and more breast milk and couldn’t wait for the titty fuck that came next. My mind felt like it was going blank with what was happening and I had this silly though of me being turned into a lust filled zombie asking for boobs instead of brains.
After a few minutes; Julia took my lips from her nipple and I was almost sad that she took it away from me. But than she popped open the bottle of lube and slowly dripped the lube onto her big juicy boobs.
“Oh my god.” I said, I looked at my penis which was already rock hard and noticed that I was already leaking pre-cum at the time. It was my first sexual experience at the time and I was a 13 year old with hormones running my body and I was just a passenger.
After Julia’s boobs were covered with the lube; she grabbed my butt and brought me closer to her. I was a little worried at first until I felt my penis become surrounded by her big juicy boobs. I entered her cleavage and felt entrapped in them as if I couldn’t escape.
“You ready?” Julia asked as she squeezed her boobs together and sandwiched my penis between them in a tight but pleasing boob cage.
Before I could get the first letter of ‘yes’ out; Julia started titty fucking me with a passion. Up and down – up and down she went over and over again and I felt like I was lost. I was thrown into this world of taboo bliss and didn’t want to ever leave.
I felt my penis become all slippery with every tug her boobs gave. I saw the head of my penis go in and out as she went up and down on me. I couldn’t help but moan and groan from the pleasure. More and more pre-cum was coming out now and I felt my balls tightening.
“Oh; I love this so much. I’ve wanted to do this to you ever since I helped you out in the shop picking out clothes. I wanted to take you into one of the change rooms and suck your cock but then your father found you.” Julia said.
That was the day we met. I was picking out clothes and saw a young boy leave the change rooms looking very happy and went to go see why. That’s when I saw Julia leave one of the change rooms and wipe away some thick white slime from her mouth. She saw me and came towards me with a big smile than. Than my father came around the corner and found me before Julia could grab me and have her way with me. I didn’t know it at the time than but Julia was a nymphomaniac slut that liked to suck the dicks of little boys to make them cum. If I had known that sooner; I would have tried something to get that working.
But yeah; that’s how my father met her, she was working in the store helping people pick out clothes and suck off any willing underage boys that day. Later they fell in love. I still don’t know if she fell in love with him because of me though. I hope so; maybe soon we could take it to a whole new level.
I was in heaven as my penis slipped in and out of Julia’s cleavage. It was so warm and wet in her cleavage that it was what I thought a womb was like. The feeling of being warm, wet and safe – but that’s my fucked up point of view. The sounds coming from her cleavage as it went up and down on me was also alluring and bringing me closer to cumming for Julia. The wet slick sounds that took away the quiet and made it all so much more sexual.
I was getting close now. After about three minutes of feeling this blissful pleasure; I was so close. I grabbed the cushions of the couch with a mighty grip. My legs began to shake without my control. My breaths became large and heavy. My entire body was becoming tense.
Julia could see this and so she seduced me to let it all go. “Don’t hold back baby. Let it go. Cum for you step-mommy. Cum as much as you can until your all empty inside.” Julia said before she quickened her titty fuck and put a lot more pressure on to my penis. I thought I was is a blissful heaven before but now I was in outer space and beyond existence.
In that moment; I had no control over my body. I laid back with my eyes rolling back into my head and let myself cum. A second later; I was all most screaming in ecstasy as I felt my sperm rush up my penis and explode out and fly out all around me and splatter onto Julia, myself and the couch. I continued to cum for what seemed like a full minute but I think it was just because Julia gave it to me by a titty fuck. It was all so erotic that I’m surprised I didn’t die from it.
Julia didn’t just stop when I started cumming either. She kept going; I swear I could see the look of bliss on her face also as she milked the cum from my penis. Each rope of cum was like an orgasm for her from what I could see and there was a lot. I could even hear her moan as she continued to milk the last of the load out of me.
“Uh… Julia… stop…” I said through pants as her titty fucking was now driving my penis into a sensation overload. It was too ticklish and sensitive at the moment that it felt like a pleasing pain or a painful pleasure. It was just too much at the moment.
Julia teasingly went on for another minute as I was too exhausted and in a cum-high to do anything. After she stopped; she leaned back and my penis slipped out of her tight cleavage with a wet smack. I looked at it to see that it was red raw from all the blood in it and also saw ropes of cum still gently leaking out of the tip.
“Oh god that was… so good.” I said, still panting a little.
“I’m glad you liked it. All the boy’s I hook up with do though so there’s no surprise there.” Julia said as she wiped some of the cum from her neck and chin down to her cleavage so that it grouped together and slide down her cleavage. I couldn’t help but watch it slowly go down and disappear passed her belly button.
“Hmmm…” Julia noised with curiosity.
“What’s wrong?” I asked.
“Oh nothing; it’s just, your still hard.” Julia said.
I looked down to see that she was right. I was still hard and I didn’t feel like it was going to go down any time soon. I think I could go for another orgasm. “What should we do?” I asked.
“Well; I do love giving little boys blowjobs. And I know I said that I kiss your father with this mouth but as long as I brush my teeth and was my mouth out afterwards. I guess I can blow you.” Julia said with a smile spread from ear to ear.
“Are you serious?” I asked.
In not even a second; Julia dove down and wrapped her big red lips around my penis and went down to it’s base. She clamped her lips down hard but not too hard and sucked up and she slowly drew her head back. I couldn’t believe the sensation of her mouth as it slowly came up very teasingly. Her lips and tongue felt so soft and the walls of her cheeks felt amazing. I could see the outline of my penis through her cheeks. I could even see where my knob was when it was just about to leave her mouth. My penis came out with a pop and Julia had a little gasp for air.
I was extremely hard yet again and wanted to cum… badly.
“So; you wanna blowjob… little boy.” Julia said. It was so sexy that I didn’t have any words for her.
“I take that as a yes.” Julia said as she leaned back and then dove down onto my penis and began her blowjob. It felt so good as her head bobbed up and down on me and milked me for another orgasm.
It was crazy; my step-mother had just titty fucked me and now she was blowing me all in the same day. I could not believe it. I thought for a second if it were a dream and if it was, than I didn’t want to wake up. I rather be in a sex crazed coma for life than go back to the real world.
Julia had wrapped her arms around my midsection so I could not get away. As if I wanted to anyway and she continued to blow me in such an expert way that she must have given blowjobs to dozens of little boys before she even met me. I finally know why that boy from the dressing room came out with a smile.
I grabbed onto the couch top behind me to get a good grip as Julia was getting very much into the blowjob now. I was almost being pulled off of the couch.
After a few minutes; Julia came up for air and I gave a slight whimper at how it stopped. I didn’t want it to stop, I never wanted it to stop.
“Oh; poor baby Sammy. You must want to cum so badly. Don’t worry; mommy won’t stop until she has every last drop of your cum.” Julia said before going back to work and milking me. Her air tight lips sealed themselves again on my penis and sucked with amazing force again.
Up and down she went with her warm and wet mouth. I truly never wanted to leave her mouth because of how good it felt. And just like her cleavage titty fuck, her mouth made sounds as well as she blew me. Slick sounds of a wet surface going at a very nice speed.
“Oh god, I’m close.” I said. Again; I could feel the tension in my penis and balls rising up. It was like a volcano about to erupt its hot lava.
Than Julia took her mouth off again so that she could say. “Cum in my mouth little boy.” And then she went for the final length and now she was trying to milk me. Maybe I would die after this orgasm but I didn’t care because it was going to feel too good to be true.
A moment later; I came again but it didn’t stop. As the first few ropes of cum exploded from my knob, I grabbed onto Julia’s head and gently held her in place. My legs wrapped around her midsection and I felt my balls concave as the last of my cum was sucked out of me by Julia’s expert mouth skills. Even her tongue which was wrapped around my penis continued to milk every last drop that was left inside.
“OH MOMMY… MOMMY… MOMMY… AHHHHH…” I moaned out without thought. Spur of the moment mind fuck I guess.
I could feel and even hear Julia swallow the roped of cum as they flew down her throat. I felt that with every stream of cum that I gave her, it was like a piece of my life went with her. I guess it was first sexual shock at the time.
After the cum-high was over; I let go of Julia’s head and fell back onto the couch. I felt so drained of cum and energy that I could fall asleep than and there.
Julia then took my penis from out of her mouth slowly and smiled up at me. “And just like a good little boy, you came a lot for mommy.” Julia said as she stood up before she straddled me.
I was exhausted but Julia still wanted to play. She must really love making little boys cum for her, I didn’t know weather it was a sick fetish or just a thing some rare people had. It felt really good though to be milked by Julia. Plenty of experience I guess.
“Thank you.” I said.
“So; you won’t tell your dad I do phone sex for extra cash and you definitely won’t tell him about this will you?” Julia asked as she grabbed my penis gently and gave it a little stroke.
I looked up with a smile at Julia and said. “No, our little secret.”
Julia smiled as she rubbed my penis against the entrance of her pussy. “Now that you know my secret. I think we should do this a little more often. Because I don’t have to go to work and blow any little boys there now. I have you. Think of it like this, I am your plaything and you are mine.” Julia said.
I was okay with that; it sounded fine. So after that; I went to bed and every single time that Julia and I could release some bodily fluids, we would. Sadly though, I never got to fuck her pussy or ass. Those belonged to my dad.
This is the story of when I was around 14 years old and my father was trying to get me to grow up a little. I was your typical teenager that went to school and came back and played video games and all that other stuff but my dad didn’t like that much. He wanted me to go out and do things, even if I didn’t have to or even want to.
So, after a few failed ideas, my dad had gotten me a job working for our new neighbour and her name was (lets call her Britney – for confidential issues) and she was incredibly hot. I would sometimes find her sunbathing in her back yard in her bikini and watch her through a small crack in my curtain from my room. She was really hot for a thirty year old, twice my age but at the time, all hot women were the same age to me.
So yeah; my dad said that he had talked to Britney about me doing some house chores for her and so I went with it in hope that it would make him happy. I went over in the morning and knocked on the door and she answered in a quick moment.
“Hello Scott.” Britney said as she opened the door. I couldn’t talk for a moment due to her wearing only a bath robe and nothing else. Unfortunately; it was all tied up at the moment so I couldn’t see her boobs that I would kill to see at 14.
“Hi… Britney.” I said; sounding like an idiot as I tripped over my words and almost failing to look at her eyes and not trying to see if she would have a nipple slip.
“So I’ve been talking with your dad and he says that he wants you to do some chores for me.” Britney said as she guided me into her house. Wasn’t that bad of a house either, very spacious for a woman.
“Yeah; he wants me to grow up a little and stop playing games.” I said; partly I wasn’t complaining because I had gotten to see Britney in her bath robe. I saved that memory for the spank-bank for many years to come.
“Playing games yeah. I love playing games.” Britney said as she guided me to the back yard. Her ass was swaying a little much to be normal. Was she doing it on purpose or is she in a playful mood?
I went with her to the back yard and saw it; it was going to be a long day from the look of it. It was a jungle and I guess it was a job that would take a few hours with the ankle high grass, weeds growing on the fences and a few old trash things that the previous members left behind.
“I want you too clean all this up today and afterwards I’ll have something for you okay.” Britney said as she went back inside and turned on music and danced to it in her bath robe. As for me; I was left out here to cut grass, de-root weeds and pile the old trash into a few garbage bins.
For about 4 hours I was at it until I was finally finished. The grass was cut; weeds de-rooted and the trash in the bins. It looked like a good back yard again. I went inside and went to find Britney.
“Britney; I’m done in the back yard.” I said as I came into the lounge room and found a plate of sandwiches and a nice cup of cold water for me. Britney was just sitting there on the couch in her robe still.
“All done already? Very good, come and sit down with me. Now we have to discuss payment.” Britney said as she patted the spot next to her for me to sit down.
I came to her and sat down. Then suddenly as I sat; Britney straddled me and pinned me to the couch.
“What’s going on?” I asked a little scared and shocked.
“Well; I don’t think you would really want money for all the hard work you did. I saw you out there and I would say that all that work made you have a little tension down stairs. I’m guessing you need a little release.” Britney said as she parted her robe and revealed her boobs to me.
I was so taken back by them that I couldn’t speak even though I wanted to say so much at the time.
“What are you doing?” I asked.
“Pleasing the boy next door.” Britney said as she slid down my body until she was kneeling in front of me. She then took the robe off completely and I was so shocked but now extremely horny that I didn’t move.
“Britney I’m only 14 years old.” I said as she undid my zipper and started taking my pants off along with my boxers.
“I won’t tell if you won’t. I just love underage boys. And plus; would you really say no to me?” Britney asked and I then looked her over again and I could never say no to her. She was a full 10 for me and I had never had anything like this done to me. I’ve seen porn a few times but I would never expect me to be in this type of situation.
“Oh Britney.” I said as my mind shut off and my cock filled with blood so fast that I thought I was about to faint.
“That a boy.” Britney said as she took my pants and boxers to my ankles and grabbed my hard cock in her hands.
“Nice cock for a 14 year old.” Britney said as she started to gently jerk my cock in her hands. I was in heaven already as she stroked me up and down. I had only ever done this to myself but not that she was doing this to me, I was awoken to a new world of pleasure.
“I was just wondering… why you like underage boys?” I asked Britney as she now sped up her strokes.
“Well: I’ve always wanted to be a mommy but I can’t have children and somehow that turned into a taboo fantasy I wanted: To stroke young boys to climax over and over again. I’ve made so many young boys cum now that I don’t even look for people over 18, I’m just a dirty older woman looking for my next school boy to please.” Britney said as she kept on stroking me with her experienced hands.
“How many have you done and how do you do it?” I asked; this story was really getting me off that pre-cum was leaking out of my cock.
“Well; if you promise to keep it a secret, I’ll tell you.” Britney said with her lustful eyes.
“I promise.” I said and that was all I said.
“Well; sometimes I go out and find random boys walking home from school and get them into the car, go to a hidden place and then jerk them off in the back seat. I’ve even gone to the children’s ward of a hospital and milked a few boys there and said it was for the hospital. And now; I’ve got my neighbours kid over at my place and I’m going to make him cum over and over again.” Britney said as she smiled at me and I smiled back at her promise of multiple pleasings.
After about five minutes; I was about to cum and it felt so good.
“You about to cum? I’ve seen that face on many young boys so many times.” Britney said as she sped her strokes up to an incredible speed and cradled my balls with her other hand.
“Oh god; I’m gonna cum.” I said as I felt my cum rise up in my cock and then it happened. I came and I didn’t just cum; I came like a fountain. For a few reasons actually. It has been a few days since I came; Britney was a fantasy I’m living, her stories are hot as fuck and as I came, she squeezed my balls gently and forced more cum to shoot out.
For about 20 seconds; I came in Britney’s hands and she pleasured me into a new world of bliss. My eyes were shut for most of the orgasm so I couldn’t really tel the look on her face but the greatfull moans were good from what I could remember.
After I calmed down from my orgasmic high; Britney looked at me with lust and a sneaky smile.
“You don’t think we’re done here do you?” Britney said.
“What do you mean?” I asked.
“Well; I don’t just please boys once and send them on their way home. I milk them until they can’t walk anymore and I have to drive them home.” Britney said as she used the cum I just came on her hands to lube up her cleavage.
“Wait; your going-” But before I could finish; Britney spoke.
“I’m going to titty fuck you; blow you, fuck you and then maybe even give you my ass before you leave. Young boys can last so much longer than men and have so much more built up tension that I can milk out of them.” Britney said as she squeezed her boobs around my cock and yet again; I was in heaven.
For about three hours; Britney and I were on that couch in total bliss. She did every single thing to me that she said that she was going to do and I loved it. I came a total of five times that day and all due to Britney, my hot as neighbour next door. She was right to; after all that fucking; I couldn’t walk right when I went home, and that was just next door. I lost my virginity to that woman and many other innocent things to her too.
After a great sleep and a big breakfast; I was over the very next day to clean her house. And after that; there was another milking session that went for hours and in different positions.
My dad was proud of me growing up but he never knew that I went over to fuck the next door neighbour multiple times. He honestly thought I was working on her house when really I was cumming five times a day.
For the 2 years it was like this until she moved again and that was a harsh day. She had me addicted to her like a drug and after she left, it was cold turkey and back to me stroking the turkey in memory of her. Funny thing too; I never knew her last name so I couldn’t look her up.
Good thing though; I had run into others that she had fucked over the years and they too were looking for her. A naughty neighbour into underage sex is great. A true taboo fantasy for the ages.
This story starts when I was in my last year of high school and I was just about to break away from school and into the adult world. I was in my English class one day and listening to my hot teacher, Ms. Lita talk to us about how the studies of English would help us through our lives. I could see it but many others said that it was bull shit.
So; when class was over, I stayed behind because I wanted to tell Ms. Lita how I felt about her. Ever since she came to the school a few months ago, I had a huge crush on her and couldn’t keep my eyes off of her. She had nice longish black hair, bright blue eyes, a lovely body and she was really funny too. She had the whole package of hot and awesome. We got on together a lot as well, I thought that we were meant to be.
So; after class was over I went up to her and started talking about the usual stuff about what I’m going to do after high school and all that but I wanted to say more. I wanted to say that I liked or even loved her but I wasn’t sure if the feeling would be returned. I was afraid but I wanted to say it.
After the usual talk I came out with it and said. “Ms. Lita; I… really like you.” I said and I felt like my heart was about to explode out of my chest.
“Oh… Sam… I.” Ms. Lita said. I knew I stepped over a line by telling her. I felt like an idiot and I couldn’t handle what she was about to say. I had the rejection talk plenty of times and I didn’t want to hear it again.
“Um… sorry Ms. Lita… I shouldn’t have said that. I’m sorry, I’ll go.” I said feeling like a complete idiot.
“No wait.” Ms. Lita said.
I grabbed my bag and went for the door but she grabbed my arm and stopped me before I opened the door.
“I feel the same way.” Ms. Lita said.
At that moment; it was like all of time stood still and everything outside of the room meant nothing. It was just her and me in the entire world and nothing else mattered.
“You do?” I asked.
“Yes; ever since my first lesson teaching you.” Ms. Lita said. My mind was swimming now with the thought of our Shakespearean type relationship. A teacher and a student relationship, doomed to fail but with hope it would survive.
“Oh god, I love you.” I said as I dropped my bag and took her in my arms.
Ms. Lita wrapped her legs around me and we started kissing each other with a passion. It was so hot and yet so taboo but I didn’t care. I loved her and nobody could stop my love for her.
I set Ms. Lita on the desk and we started taking our clothes off of each other. My shirt and pants came off in a flash as Ms. Lita took off her clothes just as fast as I. In only a moment; we were down to nothing but out skin and we bathed in the beauty of each others body. She had beautiful boobs and they were better than I ever imagined them, and felt even better also.
We didn’t have a condom but we didn’t really care at that moment. Through prior sexual experiences, I was very good and confident that I could pull out in time and not knock her up. We were both clean as well so that was a plus.
I guided myself into Ms. Lita (lets call her by her given name shall we – a little easier I guess. Not her real name though.) So; I guided my way into Lilly and that first penetration felt so good after the long wait we had both had together. The tension between us was finally broken and we were free now. I know I was still a student and that this act was illegal but we were quiet about it.
I started gently thrusting into Lilly and she bounced back and forth matching my thrusts. I pumped and pumped and had gotten gently quicker as time went on. She felt so good inside; so wet and tight that I never wanted to sleep with another woman ever again. She was perfect, we were perfect together. Luckily; she was not that older than I was. Just older by 3 years but with her looks, she looked just like one of the school students.
We made a little noise with our moans and groans but tried to keep quiet. Lucky for us; no classes were around to hear us and the walls were thick so noise couldn’t go through so well unless we had gotten too noisy.
After a few minutes on the table, I picket Lilly up and we went all over the class room and made love. I pinned her up against the white board and accidentally rubbed off some of the work she had written but we didn’t care. It wasn’t something important to us. Then we rolled around a little and went to the door where she fucked me against it. We had forgotten to lock the door so with a quick thought, I locked the door and continued on.
We ended up on the floor next and she was on top of me in cowgirl position and humping me. It felt so good that I believe it was the connection that we had that made our love making so much better. That and especially since that act we were doing was taboo in every ones eyes. If we were caught; Lilly would loose her job and I don’t know what would happen to me. I would probably be called that guy that slept with his high school teacher but I didn’t want to be known as that. Our relationship was like that of Romeo and Juliet, forbidden and yet so right.
As time went on with the love we were making; we looked into each others eyes and had a momentarily telepathic connection I guess. We looked into each others eyes and said. ‘I love you.’
We could feel ourselves growing to our orgasms so I did the polite thing and took care of the end for us both. Knowing how to please a woman was something I was good at and took up to see as the right thing to do.
I picked up Lilly and we went back to her desk were I could thrust into her in missionary position again. I set her down and went to work with fucking her in a nice steady speed that was eventually rising.
Our moans became louder but we had to be quiet. We didn’t want to get caught but we would if we weren’t quiet.
Lily grabbed onto my arms as her orgasm was rising and I sped up now to drive her all the way to her climax. It looked like too much for her but she nodded to me that it was fine and to go on. We had such a connection that we thought alike.
Lily moaned out but quickly quietened herself and fighting against moaning. Then it happened. Lily came on my penis and she went into a frenzy of bliss as her orgasm rippled through her body causing her to jerk and thrust up and down all over the place. I felt so much happen then. Her pussy clamped down and felt like it was milking me; her lags and hand gripped me in such a way that I thought I would break but I didn’t stop. To please her was what I wanted and from what I could tell, I did a good job at that.
Then; after she finished cumming for me, she settled and look into my eyes with such a look that I will never forget it. It said so many thinks to me like ‘thank you’ – ‘I love you’ – ‘never leave me’ and so much more sweet nothings.
I though was not done yet and Lily knew that so we changed positions. She guided me to her chair where she taught many lessons and I sat down on it with her sit on me. From the moment that I had entered her to now, I hadn’t left the warm, tight and wet hold of her pussy. It was too good.
After I sat on the seat; Lily started fucking me on it and that position was so good because we could kiss and talk. After a moment; I could feel it. The build up of my orgasm rising in me and wanting to explode out of me in into Lily. I couldn’t do that though. I couldn’t knock her up or we would be in a lot of trouble.
I looked into her eyes and she could see that I was close so she humped me harder and faster which really made me go into a frenzy also. I grabbed her ass firm but not to the point of pain I hope and thrust into Lily and met her bounce.
“I’m close.” I said as I was a few seconds away from cumming.
We fucked for a few more seconds before I couldn’t handle it anymore and she jumped off of me and knelt down to take my load. I wasn’t expecting her to take my load like that. I honestly didn’t know what to expect.
She then jerked my penis in her hands and directed my penis towards her boobs and almost instantly, I came for her.
From memory; I had never had such a powerful orgasm. I came like it was the last orgasm of my entire life. It hit her boobs in such a way that it splashed back onto the chair and onto me. More cum splashed out onto Lily for some time before my own orgasm had stopped and now her entire boobs were coated with my cum. From the look on her face though, she didn’t mind the mess. She rather looked complimented by it.
After I settled from the orgasm I had just had. We sat together and just held each other for about five minutes before we moved and had to get cleaned up. I wiped the cum and sweat from me as she did the same and we talked about what we were going to do next.
We were now a couple but still; nobody would accept our relationship even if we told them about it a year or two later.
We staid together all through the end of school and so on. After school; I found a job and a place within a year. In that year though; we had to keep our relationship a secret before we could actually come out. We never told anybody about our in school-love-making-session so it was all innocent through their eyes.
This is our story. I and Lily chose to put this story here so that we could actually tell people in our own secret way (sort of). Were still together and now where soon to be married and have kids. Thanks for reading. 🙂
Hi; I’m… lets call me (Sam) okay, for the record. One day after a hard day of work of running around for my boss of moving things from A – B and dealing with body crushing work, I wanted to relax. My body ached and I had knots in the muscles from doing so much work so I decided to go to a massage parlor.
I didn’t know of any near by so I looked them up and found one not too far from where I worked and so I went in hopes of getting some relaxation and release. Not sexual release, just a release of tension from the day. I was completely innocent and didn’t know that the massage parlor I was going to offered Happy Endings. I should have read the description of the parlor a little more.
So; I went in and asked for a 30 min massage which cost 60$ and that sounded good. She told me what would happen during the massage (sort of – she didn’t really speak fluent English) and led me to my room. I went in and there was a masseuse waiting for me. She was really hot too. Young 20’s with black hair; a nice body, great boobs and a very nice bubble butt from what I could see. She spoke much better English than the manager.
So after the meet and greet I stripped which was a little awkward and than I had gotten on the table. It was a normal massage for the first twenty minutes I guess. We spoke a little of work and the day. Practically telling her why I was there getting the massage. She was nice.
So after the massage ended I guess; she started leading her hands up a little high in the thigh zone and I squirmed a little. I couldn’t help getting a hard on at that point, especially when she would massage my chest and I could see right down her cleavage.
Then she told me to sit on the side of the table which I thought was an odd request. I did anyway and tried to hide my boner with the towel she gave me. It didn’t work thought because she said that this part of the massage didn’t require the towel so she took it away from me and told me to close my eyes. I did thinking that it was a sensory massage and I was still feeling awkward about my cock being in the open for her to see.
I waited a few seconds and herd sounds. The sound of fabric rustling; lotion being applied to skin, her kneel in front of me and then I felt an amazing feeling. Still with my eyes closed; she wrapped her boobs around me cock and coated my cock with her tight, oiled-up boobs.
I opened my eyes after feeling the sudden sensation and saw what she was doing. “What are you doing?” I asked.
She simply said one word with a hint of confusion to how I was reacting. “Paizuri.” And I had no idea what the hell that meant.
“Pai-zur-i?” I asked.
“You do know this is a Happy Ending’s parlor don’t you? Paizuri means ‘titty fucking’. Our parlor is called Paizuri Parlor.” She said and she gentle and subtly went up and down with her boobs stroking my cock. I guess she was trying to seduce me into letting her titty fuck me or give me ‘Paizrui’ as she called it.
It was true; the parlor was called Paizrui Parlor but I just thought it was a strange type of massage which I guess it still is. Titty fucking customers. Don’t get me wrong; it felt amazing but the sudden titty fucking was well… very sudden. I calmed down from the shock of it all and let her go on.
I partly explained to her that I didn’t know that it was that type of parlor and she laughed politely at the situation. I thought it was funny as well.
Then she started to titty fuck me faster after pressing her boobs together a little more to add pressure to my cock. She also flicked her tongue out a little and licked the tip of my cock and it’s hole and that felt awesome.
Not long after my cock had become incredibly sensitive and I was on the very of cumming in between her boobs. I told her and she started talking dirty to me. “That’s right; cum for your masseuse. Let her milk your penis dry.” She said.
All her words seemed to do was build up more of a load for her when I came. Her titty fucking felt so good; the pressure, the wetness of it and the heat cumming from her boobs. It felt too good and so I was getting closer.
My masseuse smiled up at me as I was getting closer and closer. Pre-cum started to leak out of my cock as I was getting closer. And then; all of a sudden, she titty fucked me harder and faster without warning and than I came in between her boobs.
My cock was just poking out of the top of her cleavage so when I came; it flew up a little and just hit her chin to leak back down to be gathered up in her cleavage. I came hard and was cumming for about twenty seconds from her awesome titty fucking. I never knew it would feel so good.
After the orgasm finished; I laid back on the table and panted from the orgasm as she pressed her boobs together and gathered up all of my cum in between her boobs. It felt so good as she squeezed out the last droplets of cum from my cock as she brought her boobs upwards to clean me off.
“Did that feel good?” My masseuse asked.
“Hell yes.” I said as I felt the tension from today leave me and I felt completely relaxed.
After that; I had a quick shower, got dressed and she gave me the card to the parlor. It was just a little home made card from the look of it. She wanted me to come / cum again for another Paizuri session with her or a girl of my choice if I wished.
I have been back a few times; only once a month and I have had the greatest orgasms in my life because of those girls. They really know how to get a guy off. This is my story of becoming a ‘punter’ which is a guy that frequently goes to massage parlors to get off with the girls.