Old 10-03-2016, 08:47 PM   #1
natethegreat
getDare Sweetheart
 
Join Date: May 2009
Location: Canada
Posts: 384
Default The dilemna.

Well I guess I will share a fantasy I have had for a long time. Now I was about 16 years old in the fantasy and an older lady was renting out her basement to me, the following was a fantasy I have had. Not at that time, however later on in life I started fantasizing about it heavily with great thought, as you will soon come to see. Obviously being a fantasy on the past, it is not something that ever happened althoug a majority of the story is based on truth, however extremely overexagerated.

What is true is that I was a late bloomer and did show her my penis after she found the history on her computer. She was nice about it though just said it wasnt anything I needed to hide around her although I didnt admit to it. I stuck to my story about having a small penis and ended up showing her. She told me if I shaved the pubes I had it would look bigger, although I had very little. So she just said I will get bigger and regarldess of size, I can always pleasure a woman. At the age of 27, I am about 4" hard and 2" soft. About 3/4"-1" thick. So still pretty small.

Anyways, here is the story. Btw, if anyone is wondering, in Canada, the legal age of consent is 17, however at that time was 14. Although nothing sexual ever actually took place.

I wake up in the mourning and go upstairs to find Sheila sitting at the kitchen table drinking coffee. She points at the coffee maker and says to grab a cup and sit down, as we need to talk.

I make my coffee and sit down, asking her what's up. I wasn't it was something that wasn't a big deal.

She says she was on the computer this morning, and came across a site which she knew she didn't go to. Then I looked at the search history and saw several more pages. My heart sunk as I realized I had forgot to erase the search history. She then bluntly asks me if I like boys?

I immediately respond no and she asks me why I was looking at pictures of cocks. I tell her it's because I was looking for comparison as I don't really have a big penis.

She laughs a little and says I am lying, reminding me that she hates liars. She then tells me I have to prove it. She says to drop my pants and underwear. I refuse saying I don't want to show her my cock.

She then threatened to tell a few girls I know that she caught me looking at dicks online and that I have a small penis. She said that if I prove I am telling the truth, she won't say a thing. If I am lying about either, I will have to face the consequences. She was smiling the whole time, I could tell she was enjoying it.

So I stood up and undid my button, pulling down my zipper. I lowered my jeans to my knees as she told me to hurry up. I slowly slid my underwear down, now only the bottom of my shirt just barely covering my privates.

She quickly grabbed my shirt and pulled it up, bursting into laughter almost immediately dropping the shirt. I immediately covered myself with my hands but she grabbed them and told me to hold up my shirt. She poked and squeezed it a little, making jokes about how I look like such a little boy.

She grabbed a measuring tape and put it beside my penis. I was about 1" long, maybe about 3/8" thick. She then told me to start stroking myself as she wanted to see what I was like hard. It only took a few seconds and she measured me just under 2", fully hard, maybe a 1/2" thick.

I only had a few pubic hairs as I had only started to hit puberty, very late bloomer, hence why I was still a virgin.

She then said to me I proved I didn't lie about that but still had to prove the other. I looked at her all puzzled and asked her what she meant. She said she wanted proof that I don't like boys and would give me a few tests to see.

She told me to take off all my clothes and come to the computer. I got undressed and walked over, standing beside her. She then popped up some of the pages I was looking at the night before.

She said I am going to stand there until she is convinced I don't like boys. She says if I get aroused at all while watching, it would prove that I lied about both.

I was a little confused so she explained that I said my reason for looking at the pages was for comparison, not for likes. So if I lied about that and not liking boys, it's two lies to face the consequences for.

She then clicks on another page in the history menu which brings her to a video. She clicks on it and a porn of a young submissive male and an older dominant male pops up. She tells me this obviously isn't for comparison and tells me to start talking.

She turns around and sees the older man spanking the young naked boy while tied up. She turns around to me and asks if I really like that kind of stuff. I say I don't and it was an accident to come on this page but she then looks at my penis. It was standing straight out, hard as a rock.

She says that was now 3 lies that I have been caught in today. She says that unless we come up with something extremely good, I will not only have to move out immediately but she will also be telling my friends about all of it.

I beg and plead with her, saying I will do anything, no matter what. She looks at me and asks if I am really willing to do anything. I say yes.

She says ok, I must now be her slave and do whatever she wants, no limits and no backing out, otherwise she will tell. She grabs her phone and is about to take a picture. I cover my privates with one hand and my face with the other and she tells me to remove both.

I refuse and she threatens to call the one girl. She says she needs leverage over me to ensure I stick to my word. So I let her take pictures of me. She takes closeups of my penis and full naked body pictures, including face.

She then turned on a video and told me to confess to liking boys. I once again refused but she said now she only had to text the girls the pics. So I said on video that I do like both boys and girls.

She then told me to go shower and shave all my body hair off, other then below my elbows and knees. She said to wash extra and make sure I come back out naked.

After my bath, I came out and couldn't find her. I called down in the basement and she responded, telling me to come down. I get into the basement and see her with some rope and handcuffs.

She calls me over and immediately cuffs my hands. She ties some rope around a beam above my head and then ties the cuffs to it, so my hands are tied above my head. She then blindfolds me.

I could here her moving around but didn't know what was going to happen next. Then, Wham. A smack right to my privates, stinging so bad. She removed my blindfold and said to me it's time to punish me for lying.

She then went in behind me and started spanking my ass with the belt. She started off about medium but after about 5 hits they were hard. By about 15 I was pleading for her to stop. Around 20, she stopped, me now crying. I got another smack to the privates before she put the belt down. She said I get a bit of a break before getting the remaining half.

I said no, I change my mind, I don't want to be her slave anymore. She says ok as she picks up her phone, she says she is sending the pics and vid to both girls and then will finish my spanking.

I forgot about the vid so immediately said changed my mind again. I would let her finish the spanking. She responded that I am a little too late. She said she already sent one of the pics to Ocean.

She said she would convince Ocean not to say anything to anyone else, as long as I promise not to try to back out again. She knew Ocean pretty well and I didn't really have another choice. It was the other girl I didn't want to find out as I really liked her (Becky).

All of a sudden the phone rang. Sheila answers is and walks away, heading upstairs. I could tell it was Ocean as they were immediately talking about a pic.

After a few minutes, Sheila came back down. I ask her if it was Ocean and she said yes. She said she convinced her not to tell anyone. She then said she is on her way over.

I asked her why and she says the deal was that she could come over and do anything she wanted to me right now, in return for her silence.

I said I agreed as she had already seen the naked picture of me anyways. At least she didn't know about the rest. Sheila then said she told Ocean that I liked boys because she had to explain why I was her slave.

I yelled and said she wasn't supposed to say anything. She then reminded me that I am a slave and from now on I am not to speak unless spoken to, otherwise I will be punished.

She then finished my spanking while telling me she would be leaving me tied up until Ocean got here so I couldn't try to hide or cheat.

I was crying before she was even halfway through this time but before she could finish, the door bell rang.

She goes up and I hear voices and footsteps. My heart pounding as it closer and closer. I could hear them get to the bottom of the stairs and they both come around the corner. Ocean immediately laughing. She walked up to me pretty quickly while ridiculing me. She started grabbing my penis and making fun of me, then asking if I am crying.

I said it was from my spanking and she spun around to Sheila asking if they could spank me. Sheila told her we were in the middle of a spanking and she lost her place so she could finish the spanking with the belt.

Ocean giggled as Sheila passes her the belt. She told her to give me a smack to my privates first, Ocean looking all excited. My legs were together so they told me to spread them. I refused at first but when they said I now get 2 to the privates and 3 if I don't spread them now, I spread them.

The first one Ocean gave me stang a little bit but then Sheila said it was too soft so didn't count. Sheila then took the belt and smacked my privates. I burst out a cry and Ocean looked a little dissapointed. Sheila then said she could still give me 2 to the privates. I then interrupted saying that wasn't fair.

Sheila grabbed the belt and smacked me again, reminding me that I am not to speak unless spoken to. She then told Ocean she could now give me 3.

Ocean gave me another and it was hard. I keeled over as much as I could, being tied up. Sheila told her to go spank my ass until I am standing up proper again.

Ocean started spanking me hard and fast. Sheila said Ocean would keep going until I am standing up straight with my legs spread and none of the smacks to the ass I was getting were part of the punishment. Those would still come after.

So I stood up and Ocean then spanked me through the legs from behind, connecting with my privates. I keeled over a little but she came around front and pushed me up straight. She then smacked me again, not quite as hard.

Sheila then finished me off, another 10 smacks to each cheek with a belt. I was now balling my eyes out.

They then sat on the couch and started discussing what they could do. Ocean said she wanted me to eat her out but couldn't do it until I was done crying. She then said she was going to go pee and hopefully I would be done crying by then.

Sheila then suggested they untie me and make me lay on the floor. She said Ocean could hover over my face and pee in my mouth. Ocean loved that idea.

They came over and uncuffed me, asking me if I knew what was happening. I said yes but asked if I can spit. Sheila immediately said no, I had to swallow and if they could see me spit any, I would be punished.

They decided to bring me into the tub, so not to make a mess. I laid in the tub and they blindfolded me. Telling me such a boy with a pathetic penis doesn't deserve to see pussy. I could sense her overtop of me before all of a sudden she was giggling and pee started coming out. I did my best not to spit but ended up spitting, them noticing.

The pee stopped and after about 10 seconds they tell me I can take my blindfold off. Ocean now has her panties back on but not her pants.

I say I have to pee before we leave the bathroom so they tell me to lay back down. Sheila says they should make me pee all over my face. Ocean asks if she could aim my penis.

So she grabs my penis and I eventually start peeing. They tell me to keep my mouth open and don't spit or swallow any that lands in my mouth. Ocean aimed it well enough to fill up my mouth by the end, them telling me to swallow.

They then turn on the shower, with really cold water. Telling me to was myself off really well. I get major shrinkage, almost to the point of not even having a penis, them laughing at me the whole time. Once done I got out of the tub and Sheila takes some more pics. Ocean took her phone out and took a few as well.

They then brought me back downstairs and had me lay on the bed. They blindfolded me again and Ocean climbed on top of me. They coached me into eating out her pussy. After about 5 minutes, I was getting good. So as I licked her, they started deciding what they would get me to do next.

Ocean said if I like boys, they should get one over here. She said she would love to see me suck a dick and eat some cum.

I tried to speak but with a pussy filling my mouth it was a little difficult. All I hear is Sheila saying she is going upstairs to make a call and see what she can do.

After about 5 minutes, Sheila comes back down and I hear her tell Ocean that someone is on their way. Ocean pulls off my blindfold and asks me if I heard that. She repeats that I am going to suck a cock soon. She then tells me I earned the right to see her pussy and that she is so close to cumming.

After about another 2 minutes, I feel juices running down my neck as she lets out a big sigh. She lifts up a bit and tells me to lick her clean. After about 2 minutes, they pull me up.

I immediately say that there is no way I will be sucking dick. Sheila interrupts me saying first off they both know I like sucking dick and not to be shy about it. Secondly I am not supposed to be speaking. She says it's time to be punished for spitting the pee as well as now for speaking out of turn.

They grab me, dragging me back to the restraints as I am pleading for mercy. They just get me tied up before the door bell rings. Sheila says that must be Mike. She tells Ocean to give me my spanking as she heads up for the door.

Ocean starts spanking me, slow but hard. I am crying after the second smack.

After about 10, Ocean stops and starts feeling my penis. She calls me names like little fairy boy and princess, reminding me that I am about to suck some dick.

Sheila comes down the stairs and there are 2 guys with her. Ocean was as surprised as I was. Sheila says that he brought a friend for double the fun.

She tells Ocean to untie me and for me to go over to the bed. The guys are already making comments about and towards me as they get undressed.

Mike lays down on his back and tells me to get sucking. His penis was not that big and he was uncut like me.

I didn't want to but knew I had no choice. I went up to him and grabbed his cock and licked the tip. I then started moving my tongue around the tip until I actually started sucking. Sheila started taking pictures and eventually ended up video recording it.

The other guy then comes onto the bed and starts feeling my privates. I made comments about it but eventually slid his head underneath and started sucking me as his hands moved towards my ass.

It felt so good but I was so humiliated at the same time. Mike then stops me and gets up, leaving me on the bed on top of his friend with my cock in his mouth. Mike puts his face to my ass and starts licking my ass really hard and fast. It felt so good I let out some sighs. The girls giggled, pointing out how much I am enjoying it.

Then they both stopped. Mike's friend comes around to the front of me, with his cock in front of my face. He was much bigger then Mike, shoving his dick in my mouth. He had me sucking it a little as Mike started rimming me again. Then I was told to just lick his balls. Mike stopped rimming me but I felt his pressure still there.

All of a sudden a pain lets out, Mike shoved his dick inside me. Ocean pulls out her phone and starts recording as Mike fucks me in the ass while I suck and lick his friend. It was a little painful at first but did feel really good at the same time. Ocean puts the camera underneath me while pointing out my cock is rock hard bouncing back and fourth while I am being fucked.

Mike pulls out and comes around to the front of me and I see his cock with a cum filled condom. He pulls the condom off and shoves his dick in my mouth telling me to lick him clean.

I am licking but gagging at the same time as I had never tasted cum before. The other guy starts licking and sucking my cock again. After Mike pulls out he tells me to suck his friend again. I start sucking again and his friend says to swallow it all and after only about a minute he cums in my mouth, me spitting and gagging.

They all laugh and say it's ok but Sheila says it is not and I will pay for it later. They all agree they want to make me cum so the two guys start licking and sucking my penis, balls and ass. Eventually I cum, although it was very little.

The guys thank the girls for inviting them and they head out. The girls tell me it's time to get tied back up for punishment. I beg and plead but Sheila says she only has to send a text to Becky and it is all over.

I get up and let them tie me up. Sheila says 50 smacks to each cheek and 10 to the privates.

I plead with her saying that is way too much. She then says double as I am not supposed to speak.

Ocean then responds, what if we figure out something else instead of all those smacks. Like do half the amount and something else. Sheila says there isn't much she can think of.

Ocean suggests what if we invite Becky over. I immediately say no they can't do that. Sheila then says I can't seem to learn the rules and obey them so I deserve even more of a punishment.

She then picks up her phone and calls someone. I ask her who she is calling as Ocean just giggles. Someone picks up and Sheila says Hi, Becky. My heart drops and I say I will do anything. Sheila tells Becky she should really come over right now and after a second Sheila hangs up the phone.

Sheila tells Ocean that Becky is on her way over. They both go upstairs leaving me tied up. About 30 minutes later the doorbell rings. I hear voices and footsteps. They are upstairs for a bit talking but then I hear Becky yell and footsteps come quickly down the stairs.

All three girls come around the corner, Becky being the first. She immediately starts laughing and walks up to me. She starts feeling my penis, asking what has happened. They tell her about the two guys and then show her pictures. Becky is all dissapointed she missed the real thing so Sheila say they could make sure she is there next time. Becky gets all happy and asks if they could do it now. Sheila says she doesn't know anyone else and the guys are probably not up for it right now.

Becky says her friend lives right around the corner and is Gay. So the night has just began.
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