Her Dark Side by free241

I had been dating Cindy for a little over 8 months. Her angelic Asian face was matched with a rail thin body. She was a touch over 5’ and weighed in at about 105 pounds. Her tiny breasts matched the rest of her physique. While she had a wonderful personality, I was disappointed to learn that she really wasn’t that sexual. I certainly got my fair share of hand jobs, but she rarely let me lick her beautiful pussy and she had only sucked me off one or two times (and they were lousy). We had a below average amount of sex for a new couple and I was constantly frustrated as she pranced around in tank tops and shorts when we headed to bed.It was Thursday night and we headed out for dinner and a few drinks. As always, she was stunning, wearing a turquoise see through blouse with a white tank top underneath with her form fitting jeans. I couldn’t help thinking about her sexy body as we drank our wine and ate our food. As dinner wound down, we decided that we could spend the night at her place. As we walked into her apartment, she changed into her standard outfit of a tank top (black this time) and boxers. When she broke open another bottle of wine and told me to change for bed, I had a hunch I was going to be getting lucky. After a few glasses of wine, we started to make out a bit, with our tongues interlocking and my hands groping up and down her legs.

Being her usual self, Cindy kept her hands confined to my back and arms. She led me to the bedroom and turned off the light. We always did everything in complete darkness as you might expect with her. We headed to the bed wear we pulled off our shirts. Laying on top of her, I could feel her bare breasts against my chests. My dick started to grind against her pussy and she could feel me getting hard. With out tongues still going at it, she whispered: “I want you to fuck me, but first you have to get me really wet.” I assumed she meant that she wanted me to lick her pussy before fucking her. I couldn’t wait to flick my tongue all over that hairy pussy and lick that big clit of hers. I pulled off her boxers and her black panties and started to nibble on her neck, and then down to her tits. Licking those tiny nipples was so erotic, I was starting to dribble pre-cum thinking about licking her pussy. I started to head south kissing her ribs and then her tummy and belly button when she stopped me – “Just touch me to get me wet, it’s dirty down there.” I was so mad, but I sucked it up and said, “OK”. As I moved back up to kiss her lips, I reached my hand in her pussy and began what had become a regular routine. I rolled my eyes and unenthusiastically rubbed her clit.

A few minutes later, she arched her back and had her orgasm, telling me how good that felt. I was ready for the standard, “Let me rub your dick, Sam” when she surprised me and said, “I still want you to fuck me”. She pulled off my shorts and I started to get on top of her (her standard position), when she said, “Let’s do it doggie style”. I was shocked and delighted. She got up on her knees and waved her sweet ass in front of me. As I rubbed my dick to get myself hard, I couldn’t believe how deprived I had been. I had never seen her bare ass in 8 months because we had always done it in the missionary position. I entered her from behind and she moaned as my thick meat entered her. She didn’t really talk much during sex but she squealed a few times as I went deeper and deeper. That let me know that she was enjoying it. As I kept going, I placed my hands firmly on her ass cheeks and kept squeezing harder and harder, pulling her cheeks apart and widening her asshole. It was so tempting for me to stick my cock right up that hole and I thought that it might be my chance to break her out of her shell.

I licked my fingers and slowly rubbed the perimeter of her asshole as I kept thrusting in her pussy. She didn’t say anything so I assumed she was OK with it. In one swoop, I took my dick out of her pussy and jammed it in her ass. “Ah!” she yelped in a scream of pain. Nothing was going to stop me though, it was so tight and felt so good, I couldn’t wait to cum in her sweet ass. On every thrust, she shouted, “Oh God, please stop, no, it hurts, what are you doing, stop, shit, ow, fuck, stop, no” and then I came in her ass. What a sweet sensation as I spurted my gunk all over. As I pulled out, there was no noise coming from Cindy, I could only hear her sniffling. “That was great, baby. It felt so good.” I said as I lay down next to her. She was sniffling and maybe crying from the pain a bit, but I didn’t care at this point. I had a feeling deep inside she really liked it. She got up to go to the bathroom and I fell asleep right there, tired from the wine and sex.

I awoke the next morning and Cindy had left for work before I woke up as usual. There was a note on the kitchen counter as I was leaving; talk to you during the day, it said. Feeling refreshed and satisfied, I headed to work. After lunch, around 1:00 PM, I got an e-mail from Cindy.

Hey baby,

Meet me at the Claremont Inn tonight at 9:00, I got us a room for the evening — and I bought some things for you; can’t wait to see you.

XOXO,

Cindy

Well, of course, the rest of the day went by so slowly that I almost left early. I actually went to the bathroom at about 4:00 and jerked myself off to relieve some of the tension. Had I released a sexual side of Cindy last night? Was she going to turn into a sexual animal?

At 5:00 I received another e-mail:

I’m already checked in and waiting for you – I have to run some errands before you come over tonight – see you at 9:00, come to room 519.

Cin

I went home and had a beer after work and then went home to change and shower. I arrived at the hotel at just about 9:00 and went to room 519. I knocked on the door and she answered dressed in an unbelievable outfit. A purple bra and panties with a long see through robe over it. I was floored and instantly my dick was hard. “Take down the bed, undress completely, and lie down, while I freshen up in the bathroom”, she said gently. I did as I was told and she came out a few minutes later with some handcuffs. I couldn’t believe how unbelievable this was. I had turned her from a conservative and boring lover into a kinky sex fiend in just one night. She grabbed my right arm first and handcuffed my wrist to one side of the headboard, and my left wrist to the other side with another. “I can see you are pretty hard” she mentioned. “That means you like it, huh, this is turning you on?” I nodded, as my dick was stiffer as it ever was. “Hang on a second, I’ll be right back”, she said as she headed back into the bathroom. I sat there wondering what she was going to do – I was so turned on and was a little frustrated that I was unable to stimulate my dick because I was tied up. Cindy came back out and walked over to me and slid her panties down her legs to expose her beautiful pussy. She got up on the bed and straddled over my face.

“You like my pussy?”
“I love it.”
“You want to taste my pussy juice, right?”
“I want to eat your pussy all the time.”
“Beg for it baby”
“Please let me lick your pussy. I love the taste and how your juice drips all over my chin when I eat you out”
“Are you sure you want my pussy juice?”
“Please, stop torturing me and let me have it”
“OK, open up your mouth and stick out your tongue.”

I stuck out my tongue as she dangled her cunt over my mouth. Seconds later, piss gushed into my mouth and all over my face as I gagged. The piss kept coming and I was trying to spit it out as fast as it came in. She finally stopped and I coughed and coughed trying to get the piss out of my throat. I was drenched in it and it smelled awful. “What the fuck?!?” I shouted. She had got off the bed and walked into the bathroom. “What the fuck was that?!?” I shouted again. There was no answer. I tried to free myself but the handcuffs and the bed frame were too strong. Cindy was still in the bathroom. “What the fuck was that?!? Get the fuck out here you fucking cunt!!!”

Cindy emerged from the bathroom dressed differently. She was now wearing jeans and a sweatshirt. “You didn’t like that?”, she smiled coyly.
“No, you bitch, why the hell did you do that, let me out of here.”
“Calm down, now, or you won’t be going anywhere.”
“What the fuck are you doing?!!!”
“That’s it, I’m going to shut you up.” Cindy went back to the bathroom and brought out some tape and stretched it right over my mouth. My muffled screams really didn’t make too much noise and Cindy sat down in the chair. She turned on the TV and sat for a few minutes without talking. I eventually stopped screaming and waited for her to start talking.
A few more minutes passed and there was a knock at the door. Cindy got up and looked at me with a smile as she opened the door and let in a 5’2”, 300 lb. black woman. She came in dressed normally in a black blouse and jeans and a suitcase.

“Hi”, the woman smiled at me. “My name is Monique and Cindy here tells me that you have been very mean to her…now I see she has tied you up and put some tape over your mouth as I’m sure you have been screaming.”

She reached back and opened her suitcase. I couldn’t see what she was doing but when she turned back around, I saw that she had some rope with her. “Sam, I am going to make sure that you can’t get out of here by tying up your legs.” Monique started to make a complicated knot around my ankles and roped these underneath the bed to make sure that I was firmly stuck. At this point, I really had no ability to move. She then reached back into her bag and pulled out a ball gag. I was really freaking out now.

“Now, Sam, I am going to take off the tape and put this ballgag in your mouth and secure it around your head. If I hear any screams coming from me, you are going to see some serious shit. There are a lot of things in my bag that I don’t want to use, but I bring them for my difficult clients. Do you understand?” I nodded cautiously. She pulled off the tape and stuck that gag right into my mouth and tied it around my head. I looked over at Cindy and she was hardly paying attention to what was going on.