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  • Teasing Small Boyfriend Pt. 01

Teasing Small Boyfriend Pt. 01

My girlfriend Rachel is a very sexy woman. Blond, blue eyes, incredible tight ass, nice full breasts, she is definitely the most gorgeous girl I have ever dated. We've been together for over a year and have been friends for a long time before that. One of the things that I love about her is that she loves sex, not only doing it but talking about it. She's a kinky side and is always open to new experiences, sometimes it's difficult to keep up with her.

Now, I know that most people don't understand, but I have a very peculiar fetish. You see, my penis is a bit on the small side, 5 inches long with good girth, and I like to be teased about it. Everything started with an ex girlfriend named Sarah. We didn't go out for a long time but I remember that when we were going to have sex for the first time, I was a little bit nervous, rubbing my cock on her clit to make sure she was ready, and she said "Don't worry, you wont hurt me. My ex is much bigger than you."

I know that most men would probably be pissed of by hearing this, specially in that situation, but, somehow, I was kind of turn on by it. Even before we break up I would jerk off imagining her being fucked by ex big dick. She never told me the size but I imagined something very big. After that I didn't have any other experience with that. Sometimes I overheard some classmates talking about penis size or some friends would make comments about the guys they slept with, but nothing more than that. And I have always kept this fetish a secret, to me and my self, until that day.

One night I was at her apartment, lying naked with her on her bed, after having sex. She had her computer on her side and was checking her emails and I was thinking about how would I approach the subject. It had been over a month since I decided to tell her about my fetish but I was always very embarrassed and always gave up. Even though she is very open, it's not easy to admit to your girlfriend that you like to be teased for having a small penis. I didn't even knew what she think of my penis. Slowly I built up some courage and started the subject:

"Rach, what do you think of my penis?"

"You know I love it babe" she answer without looking at me.

"I mean..." I breathed lowly "Is it big? Small? What do you think?"

She closed her computer and turned herself to me.

"Why do you want to know? Is something bothering you?" she asked gently.

I started to get curious. It was not her type to avoid answering questions like this. I could also see that she was a bit confused, she couldn't understand why I was asking this questions.

"I just want to know babe. What do you think? You know you can always be honest with me" I said caressing her hair.

"Well, you know I like it. You make me cum so good. Just today you made me cum 3 times!"

"I know babe, I do love having sex with you too. But I want to know what do you think of my dick" I said pressing her.

"Well..." she was unable to produce a full sentence. I could see in her face that she was searching for the right words, but I didn't want to give her time to do that.

"Am I the biggest you ever had?" I asked.

I saw in her face blushing a little. It was not common to see her uncomfortable with a subject and I thought it was cute the way she was shy to talk about it.

"No..." she said shyly "I have seen bigger."

"And how big was it?" I asked curious

"C'mon babe, do you really want to talk about this?" She said trying to avoid the subject

"I do babe. You know you can be honest with me, don't worry. Was he that much bigger than me?" I said jokingly

"Well, he was almost 9 inches long." she said looking away.

I got stunned. That guy cock was almost twice the size of mine. I couldn't help but to start imagining Rachel having sex with a guy with such a massive cock. I was imagining his cock stretching her pussy wide open and her moaning very loud.

"Are you okay?" She asked worried.

"I'm fine babe. And how small was the smallest one you had?"

"Babe..." she whimpered

"C'mon, you can tell me. Am I the smallest one you had?"

She looked at me, and then to my dick, searching someway out, but giving up and answering shyly.

"Yes, you are the smallest."

I was in shock. Ok, I know my dick is small but I was not expecting to be the smallest one. Now I was imagining all her previous boyfriends fucking her with cocks bigger than mine. It was a mix of humiliation and excitement.

"Are you mad?" She said worried.

"Of course not babe, you were just being honest." I said calming her down. "So, what is it like? You know, to have sex with a 9 inch dick. Is it better?"

"No!" she added quickly. "It's not that it's better, it's just different. Do you really wanna talk about this?"

I could see that this conversation was making her uncomfortable. She was being very cautious with her choice of words, trying not to talk much about this. In the other hand, I was very excited to know about her past experiences with bigger cocks. Just the thought of her sweet lips wrapped around another man big and thick cock was enough to make me hard again, but I was controlling my self to hide all the excitement.

"Yes." I answered her. "You don't need to be so defensive, I won't get mad or anything like it. I'm just curious." I added.

"Are you sure about this? Are you really asking me to tell you about how was sex with one of my ex boyfriend?" She asked staring at me.

"Yes babe, and I wont get jealous or mad, I promise."

I could see on her face that this was a conversation that she did not want to have, but as she always says that we should be able to talk about anything, there wasn't much that she could do to get away of this.

"Well..." she sighed. "The owner of the 9 inch cock is Eric. You do remember him, right? You met him a couple of times already."

"Really? I would never guess it. He doesn't look like he's packing that much."

"Believe me, he is." she added firmly.

"Now, you said that sex wasn't better, just different. Care to explain?" I asked.

"It's just that he hit different spots. You know, he can reach deeper and, as he is thicker, it put more pressure. The whole sex ends up being rougher. You, on the other hand, hit the right spot. You hit my g-spot and that's why you can make me cum so easily."

"Well, that does make sense." I answered thoughtfully.

"So, can you tell me why we are talking about this?" she asked firmly.

That was it. The moment of truth. If I wanted to tell her about my secret fantasy, that was the time. I built up some courage and tried to find the right words so it didn't sound weird, but I couldn't find any. The only way was to say it straight and simple.

"You know how you are always saying that we should be open with each other, and that if I had any fantasy I could tell you? Well, I kind of like to be teased about the size of my penis."

Then, I started to explain everything to her. I told her about the incident with Sarah and about the effect that it had on me. I also explained to her that I didn't like anything cruel , exaggerated, or fake. I didn't want all that cuckold thing, the woman saying that the man is a wimp, that he can't satisfy her. I told her that what I like is more like a playful teasing, maybe even a little bit of humiliation, like saying that her ex boyfriends are bigger than me. As I as talking she was watching me in disbelief.

After I finish I gave her a moment to think. She was clearly shocked and didn't know how to respond to it. I knew it was all of a sudden that it was too much to process.

"I think I need sometime to think about it, ok?" she said.

"Sure babe, you know I don't mind." I answered

"Anyway, thanks for telling me. It means a lot to me."

Then she kissed me and went to sleep;

The following days were a bit odd. She didn't treat me any different but I was almost dying to know how would she respond to everything. We met a feel times during the week but the subject never came up. Everything was normal, like nothing had happen. I didn't want to ask, because she asked me for some time, but this waiting was killing me.

It was Friday night, when she invited me to see a movie at her place. First, we had dinner at a restaurant near her place. Dinner went well, nothing unusual. At this point I was already thinking that she decided to ignore that day and pretend that nothing happen. After the dinner we headed to her house. We went to her room and watched the movie on her computer, with a little make out during the film.

After the movie she sat on my lap and started to kiss me passionately. I couldn't help to notice that she was specially intense this night. She took off her dress and kissed my neck, caressing my hair. My hands were all over her body. God, I love that girl! She is so hot and made me hard in a second. She started to kiss me more intensively and begun to undress me. First she took my shirt, then my pants and then my underwear. Totally naked, with my massive hard on rubbing her thighs, she continued to kiss me passionately. I tried to take off her bra or her panties, but she wouldn't let me. She just kept rubbing her body on mine, kissing me, saying that she loves me very much.

After a long make out session, I was very horny and wanted nothing more than to fuck her brains out. Noticing my impatience, she get off my lap and try to reach the drawer next to her side of the bed. She gets a measuring tape from the drawer and come closer to me.

"I want to measure you." She said with a devilish grin.

"You want to measure my dick?" I asked in disbelief.

This was unimaginable. Was she really going to play along? I really didn't see that coming. I was in shock, I still wasn't believing that this was happening.

"Yeah, I mean, all that talking about size the other night, I just realize that I don't know your size. Sure, I can guess it, but I want to know the exact measurement. Can I measure or do you want to do it by yourself?"

"I'd rather have you do it" I answer nervously.

"Ok, hold still." She held the tape and placed it just over my dick, marking the place with her nail.

Then she got her computer and started looking some thing without saying anything to me.

"Well?" I said.

"Just a moment babe, I'm just double checking one thing." she answered.

I tried to look at the screen to see what she was doing but I didn't have time because she finished pretty fast.

"Okay, what's your guess?" she asked playfully.

I had measured myself several times before, so I knew exactly my measurement, but I wanted to play along.

"I would guess something around 5 inches?"

"Before measuring I guessed 5 inches as well and looks like we're right. You're five inches and ¼ "She replies smiling.

"Is that a good thing?" I asked.

"You tell me. I searched on the internet a little about size, and to have a more reliable opinion I talked to Samantha and Chloe about this."

Holy crap! Samantha and Chloe are her best friends. Samantha is by far her hottest friend but Chloe is also very beautiful. I couldn't believe that Rachel have told then about this. How would I face then latter?

"Did you tell then?" I asked astonished.

"Calm down, I didn't tell then anything. Although they did ask me about your size." She said giggling.

"So, what did they say?" I asked nervously

"Well, most sites are saying that 6 inches is the average, give or take a little. I asked the girls about what did they think it would be the average and they said 6 inches as well."

"Um, so I guess I'm a bit smaller than the average." I said sheepish.

"Yes babe, I guess you do have a small dick" she said sharply.

I never thought I would hear does words from her mouth. All those things, the measurement, telling me the size that their friends like, saying that I have a small cock. I couldn't believe this was happening. I was very aroused and a little humiliated.

Then, she sat on my side and started kissing me again. This time she let me took of her bra, and while I was kissing her marvelous tits, I also removed her underwear. I could feel that her pussy was very hot and wet. She was horny and enjoying this as well.

I felt her rubbing my thighs, and stomach, till she finally reach out for my cock. She started rubbing it with her palm, then holding it between her fingers. She started to stroke my dick with just two fingers and whispered on my ear:

"I love how I can do it to you with just 2 fingers. With Eric, sometimes I had to use both hands." She said provokingly

Those words made my dick twitch very hard. Did she really just said that? All I could do was groan.

"I felt that twitch. Did you like to hear about how I jerked him off?" she asked

I nodded but remained silent, just enjoying her fingers.

"You are so naughty! I bet right now you are imagine my hands wrapped about a big cock just like his. Are you?"

"Holy shit! Yes!" I cried as she stroke me faster.

"Can you imagine how much bigger he is than you?"

I couldn't answer, I didn't want to answer. She stopped and went to get another thing from her drawer.

"I bought this to show you how big he was." She said with a devilish grin.

Then, to my surprise, she took from the drawer a huge dildo. It was all black and looked like it was new. She placed it next to my penis and said:

"I went to a sex shop to buy this one. This is more or less the size of Eric, it's 9 inches long but a little thinner" she explained

"Thinner?" I thought. The dildo was already thicker than me and it was thinner the him?

"Now, do you see how you can't compare with him?" she said. "He's so much bigger than you. Yours look like a teenager near his." she laugh

"Ouch, that hurt!" I thought. I didn't knew if she was joking or not anymore. But this whole thing of her saying that I have a small penis was really turning me on.

"Do you want to fuck me?" She asked starring at me.

"Yes, I need to be inside of you!" I answered fiercely

"Good, but first, I want you to fuck me with Eric." she said handling me the dildo

She also gave me some lube to use on it. I started to rub the head of the dildo against her clit. While caressing her tights I kept rubbing our new toy in her pussy entrance. I could see that she was getting wet, she started to moan, her mount was wide open and her eyes were closed.

"Put it in." She ordered

Slowly I slid the first inches in.

"Shit! So thick!" she yelled.

I let her get used to it for a while and then I started moving it slowly. I could see her lips parted and opened wide taking the girth inside of her. Her lips were fully stretched around that huge toy.

"Ahh..." She moaned, "More, please more!"

I pressed further inside her, letting just enough for me to handle the toy out. I hold still for a while, till she get used to it.

"Fuck me!" She pleaded. I started moving the dildo in and out of her.

"Faster!" She order as I increase the pace.

"Yes! Do me Hard!" She pleaded again.

"God this cock is stretching me so much!" she screeched while she started to shake

"Ah, ah, ah, keep going! Keep fucking me with that big cock!" she yelled.

"Oh God" Her moans started to get more intense, her face started to flush, her body started to shake. I kept pounding her pussy hard and fast till her body relaxed. I took out the toy and she grabbed me, pulling me towards her.

"Thanks babe, now it's your turn."

She didn't need to say it twice. Her pussy was all red and stretched of the toy, and I wondered what would it felt like. She was already wet so I didn't need to wait any longer. I was so horny after seeing my wife cum so beautifully that I just wanted to fuck the brains out of her. I started to thrust my dick in her pussy as hard as I could. I couldn't help to notice how loose she was. Maybe this is the feeling I would get if fucked her after she had been with a guy well hung like Eric. Those thoughts made me even more aroused and I thrust harder..

"You can go harder babe." she said. "I'm so loose that I can barely feel your little guy" she laugh.

That was too much for me. I started to thrust as fast as I could, and feeling the pressure in my balls I came instantly very hard.

"Shit, I love you Rach!" I cried as I filled her pussy with my cum.

Both tired, we lie side by side in the bed.

"Thanks babe, that was awesome."

"It was good for me as well. Was it like you imagined?" she asked.

"I'm pretty sure I couldn't imagine it this way." I answer jokingly. "Was everything true?"

"Well, most of it. You did make me cum again now in the end, the part about not feeling you as just to tease" she replies smirking.

"And the rest?"

"All true." she gave me a straight answer.

"So, you do think that I have a small dick."

"Babe..." she sighed. "Yes, let's be honest. Five inches isn't much."

"But that doesn't mean that I don't love you or that you can't satisfy me." she added quickly. "It's just that, sometimes, I miss the feeling of being filled up by a big cock.'

"So do you want to keep using the toy?"

"No, I have a better idea." a devilish grin appeared on her face.

"What?" I asked intrigued.

"Samantha is always bragging about the size of Mark's dick, say that he is really big. What if I manage to talk her into swapping partners, would you be interested to?"

*************

Part two coming soon:

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