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Archive for the ‘Tabooed’ Category

My Stepmother’s Boobs

Sunday, January 1st, 2017

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.

Planned my own rape fantasy

Tuesday, October 7th, 2014

I’ve had a rape fantasy pretty much since I became sexually active when I was 18. I became involved in the BDSM lifestyle about the time I became sexually active. Most of my relationships have had some element of power play or at least rough/kinky sex with older men.

I recently started talking to a “friend” I met on Ashley Madison affair site in Vancouver. He is married, 19 years older than me but yet I find him attractive. I’m not sure how we got on the topic but I did share my rape fantasy with him. He seemed very curious as he is a dom but his wife wouldn’t participate into anything like that. We talked about it a lot. A few days later we got to talking about it over Ashley Madison chat and he asked me to share some details. So I did. I told him what my fantasy is, I told him how I want it to play out. After hearing all these, he said he’d be willing to work with me on this fantasy.

Here is the plan: He gave me three possible days (without telling me exactly what day) in which he’ll be waiting for me as well as a time I need to be home by. We’ve talked about do’s and don’ts. We’ve set up a safe word. We’ve agreed he can use a knife or a pair of scissors to cut off my clothing, but no blood. He’s going to gag me with my panties so I can still force the safe word out if I need to. Moderate forced oral is okay but if it goes well he will throat fuck me, but not to the point of puking. He’s allowed to tie my hands or use duct tape. Light face slapping, biting, hair pulling is allowed. Talking dirty like “little whore” or “dirty slut” was allowed. I’m allowed to put up an essentially fake fight, but if I genuinely hurt him in the process we will stop. He’s allowed to finish inside me since I’m on birth control. But he also had the option to finish on my face of body. That part will remain a surprise. After he finishes, he will leave.

Can’t wait for this to happen!