Unexpected Weekend Ch. 01

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Weekend at a Bahamas Resort turned out more than expected.
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Part 1 of the 3 part series

Updated 06/07/2023
Created 04/15/2015
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JeffJared
JeffJared
959 Followers

Though I've always known what kind of girls I liked sexually, it wasn't until I met Bonnie did I realize how far a woman can stretch my sexual appetite . To be honest, for most part of my life until then I was quite tame. I mean, I've always known I like to dominate and I like a woman who is submissive. However, the encounter with her pushed me out of my sexual limits and I began to desire more aggressive sex.

Actually, Bonnie wasn't the only woman I've encountered that liked aggressive sex. I mean, I've had my share of submissive women since college. Most of them were simply obedient and just let me do whatever I wanted with them. In a way, that's why I said earlier my sex life was quite tame in the past. There really wasn't much challenge in a woman that just does whatever I say. In fact, I grew bored with it easily. Bonnie changed all that, as I've shared in my previous story, "An Unexpected Evening."

So, shortly after moving back to the west coast, I met another Chinese woman named Wendy. She was in her early 30s but could've easily passed for a 20 year old. I met her at a friend's party and we instantly hit it off. Now, unlike Bonnie, Wendy was shy and quiet. Being petite and slim, she was exactly my type. The sexual attraction was so intense that just being around her made my cock ache. However, she was quite conservative and I just couldn't get her into the sack after a few dates. Eventually, I gave up on her and we just remained friends online.

Like how Bonnie and I started sexting online, Wendy and I also became bolder and bolder with our chats. Ok I confess, I was the one who pushed the conversations to be more sexual. However, I was not some juvenile who just liked talking dirty or constantly mentioning my cock. I often posted her intriguing sexual questions, asking her what she liked and more importantly, why. At first she made excuses to log off whenever the chat became too sexual, but the more time we spent together the more she opened up to me. Unlike Bonnie, who confessed she can take anything, Wendy was much more restrictive. She painted herself as someone pure and innocent, yet she confessed a desire to be controlled and dominated. I knew she had a more kinky side and I was determined to get a taste of it myself.

One night I met up with her for a drink. Since it was supposed to be a casual meeting, she came in a t-shirt and jeans. By this point of our friendship we were much more comfortable with each other and it was normal for us to verbally tease each other. Between the cocktails and the sex talk, she was becoming more and more "uncomfortable" as the night progressed, evident by her squirming in her seat. She began doing subtle things, whether consciously or not, like rubbing her legs against mine or biting her lower lips whenever I said something suggestive. A few of my sexual comments even had her blushing and speechless.

We drank until the bar closed and I gave her a ride back to her apartment. I even offered to walk her to her door. This was the first time she agreed to let me. It was a warm evening and the light breeze felt good when it brushed against the hair on my skin. I was sure it was the same for her and the arousal mixed with the drinks and the sex talks created a very sensual atmosphere.

Once we reached her door, she opened it, stepped in, and turned around with her hand on my chest, stopping me from following her in. She looked into my eyes and said, "Well, good night," hinting me to leave. There was a small uncomfortable pause. As a gentleman, I would normally just leave. However, I remembered our conversations about how she wanted to be "taken." It made me wonder a little about all those other times when I took her on dates before and she kept refusing me. Was she simply teasing me all those times, because she expected a man to be more forceful with her? After a brief hesitation, I grabbed her by the waist and forcefully pushed her into her apartment, shutting the door behind us. I can still remember how fast my heart was racing at that moment. I remember thinking to myself that what I just did could either land me in a night of raunchy sex or a night in jail.

The look on her face was priceless. She was so shocked when I grabbed her, the only words she could mutter was a small whisper, "Wh.. what are you doing?" Once inside, I pinned her against the door and took hold of her face. All she could do was groan and squirm in my arms while I feasted on her tongue. She had her hands on my chest and tried to push me off. She squealed softly and continued asking me what was I doing. I did hesitate a little, but then I noticed she never said no.

She had a futon in the living room, so I shoved her onto it. She fell on her back and propped herself up on her elbow staring at me with a slight fear in her eyes. I looked down on that slim sexy piece of meat and remembered how much she made my cock throb on all those dates that ended without any satisfaction. A strange feeling came over me, I felt like a beast looking over my prey.

I got on top of her and she immediately dropped her elbow and fell back down on the futon. I leaned forward on my elbows at each side of her head and just stared down at her while she stared back. Then, she began trying to push me off again. The struggle had her grinding her cunt against my cock through our jeans and I knew she was horny. I grabbed each of her wrists and held them down. Though she was struggling harder against me, her light frame was no match for my weight. Watching her thrashing beneath me while quietly squealing, "No... nooo.... please no...," gave me a raging hard on.

While her wrists were held down, she struggled and heaved her chest up as her body throbbed and flopped like a fish. I held her in place and said to her, "Slut! You know you want this. You have been begging for it all night with all your subtle teasing."

She replied in a whimper, "What? What teasing? You're imagining things! Stop!"

I smiled and teased her more, "Perhaps you weren't doing it intentionally, but your body wants it. Sorry, 2 against 1, you lose. I'm going to give your body what it craved all night."

This of course made her struggle harder as she realized I wasn't playing around. I was going to get a taste of her tonight and she had to fight off not just me but her own body. I released her wrists and grabbed her breasts with both hands and immediately she closed her eyes, arched her back, and let out a loud gasp. Her reaction took me by surprise and I realized she must have sensitive nipples. I started pinching through her shirt and bra for her nipples while she whimpered, "No.. no... noo...," and squirmed beneath me.

I gave her a few seconds to rest as I sat up to take off my shirt. Then I grabbed her t-shirt, lifted it up over her head, and left it rolled up onto her outstretched arms above her head. As I pulled her bra up, another gasp escaped from her lips when the bra stroked her nipples. Wendy's nipples were really big and round, just what I liked. I was surprised how sensitive they were, the mere touch made her body jolt like a shot of electricity.

She tilted her head up a little to see what I was doing. I stared sternly back at her and stuck out my tongue. As I lowered my tongue closer to her nipples, she started shaking her head in a panic and lightly whispered, "No... no... no..." as though she knew this was going to push her over the edge. The moment my tongue scrubbed hard across her right nipple, she arched her back, shut her eyes, and moaned uncontrollably. I had found her weak spot and she knew the fight was over. You can only imagine how she reacted once I started sucking on it with my full force.

After a few moments of her thrashing like a helpless animal under the weight of my body as I suckled her right nipple, I moved my mouth to her left nipple and worked it just as hard while rubbing the saliva covered right nipple with my fingers. With her eyes closed, it must've felt like two mouths sucking hard on her most sensitive spots. With the way she was throbbing against my body, I knew she came at least a couple of times with just this foreplay.

After I had my fill of her delicious tits, I got off her as she laid there panting. Without hesitation, I stripped off her jeans like peeling a fruit, revealing her slim silky legs. Then sitting up, I positioned her over my lap on her knees and elbows facing my left. I moved my hands all over her soft body and dipped my fingers down on her lower back. She was so sensitive at this point from her orgasms, I can feel the goose bumps on her skin. The touch made her arch her back while making this strange purring moan.

Then with my left hand, I pulled her panties up between her butt cheeks and started rubbing her cunt through the fabric with my right hand. She rocked back and forth on my lap, moaning softly to each stroke. She was completely wet so I asked her, "You want to be fucked don't you?" When she replied with a no, I gave her ass a hard slap. The sting of the slap forced her eyes open, staring back at me with lost puppy eyes. I asked her again and when she said no, I gave her another hard slap. She gave out a deep crying moan each time my palm met her flesh.

After about a dozen spanks, she finally caved in and whimpered a defeated yes. Then I asked her, "Are you dirty?" She bit her lips and hesitated, but screamed out a yes when my hand came down hard on her ass again. Then I pulled her panties down and with my right hand, slipped 2 fingers down from between her butt cheeks into her cunt. While I fingered her, I groped her nipples with my left hand and asked her, "How dirty are you?" She couldn't answer or talk at all, just rocked back and forth moaning loudly in ecstasy. I asked her again and when I didn't get a response, I pinched her nipple harder. She jolted and screamed, so I asked her again and pinched the other nipple. This finally made her scream out, "Please fuck me! Please fuck this dirty slut!"

Satisfied with her response, I took off my pants and put her kneeling on the floor. Then grabbing her head with both hands, I started relentlessly fucking her face. As mentioned earlier, she was a petite and slim woman; it was an absolute sight to see her with a mouthful of my cock. The whole time, she kept her eyes on my eyes and wouldn't even blink. She sucked hard on my knob but I couldn't get my whole shaft into her mouth. It seemed she either didn't know how to deep throat or was unwilling to. I was ready explode at any point so I didn't make a fuss over it, just kept ramming my cock into her cheeks and rubbing the head in and out of her lips.

When I was nice and ready, I bent her over the futon so her arms were straight with her hands on the futon and her legs spread wide open. Grabbing her by the waist, I jammed my cock into her dripping wet and eagerly waiting pussy in one stroke. She was shocked at the sudden move, probably was expecting me to be gentle with her. Her moaning and screaming was unforgettable while I furiously fucked her with her starring back me. I was too horny by that time and was only able to pound her for a few minutes before cumming all over her back. We both fell asleep on the futon, didn't even clean up. In the morning, she didn't say anything, just gave me a smile and made me some breakfast.

We began fucking each other on a normal basis, yet never actually established a relationship. The more time I spent with her, the more she pulled me into her fetish. As mentioned earlier, she differed from Bonnie in some very key ways. For one thing, Bonnie wanted to be dominated in a total complete animalistic sex. She enjoyed rough sex and being roughed up like a piece of meat. She was a lot more like... well... what one would see in porn. From what I understand of Wendy, she was more into being degraded and forced upon. She didn't like the idea of being roughed up, but she wanted to be held down, spat on, and verbally abused.

For someone with such a kinky sexual appetite, Wendy was extremely restrictive with what she was willing to do. Some of the things she claimed off limits were so mild that it puzzled me. She didn't like fingers in her mouth, her hair being pulled, being slapped in the face, etc... Though she liked being tied up, she absolutely would not allow anything like nipple clamps or other sex toys. So you can imagine, anal sex and threesomes were definitely off the table. However with her it was always a question of whether she really didn't want to do them or she wanted them forced on her.

A few times I did get carried away by either shoving a finger or two in her mouth or grabbing hold of her neck while pummeling her. She reacted by struggling and begging me to stop, yet afterward each time she never addressed me whether I did something wrong. I also noticed that her struggles became more realistic. She would use her full force to struggle against me and even her pleads became more realistic. At one point, she was pushing me so hard in tears that I stopped and froze in fear that I was hurting her. She stared at me in confusion and asked me why I stopped.

Eventually, I came to the conclusion that those limits she set for me were not her real limits. I suspected she set those limits because she wanted me to violate them. I guess she liked consenting to nonconsenting sex. I didn't even know if that made any sense. I began to push her limits little by little. Sometimes I would purposely grab her hair or give her a slap on her face while calling her a filthy whore. As expected, she would resist in bed but never gave me any issues afterward. This later gave me a more devious idea.

Since we weren't actually dating, I was still in contact with Bonnie. We had occasional webcam sex and she too began to reveal more of her sexual personality. Unlike Wendy, Bonnie enjoyed the roughness of being dominated. She told me once that she liked being choked because she enjoyed feeling the hands of a strong man around her neck, making her feel feminine. I realized that Bonnie may not always be a submissive; she was just submissive to someone stronger. You probably figured out what I had in mind. I wanted to know how Bonnie would react to a weaker submissive and how far Wendy would let her so-called limits be pushed.

It just so happened that I hadn't seen Bonnie since her last business trip where she was drunk out of her mind and taken into the men's room for a gangbang. Since she didn't have any business trips in the near future and I was aching to fuck her, we agreed to go to the Bahamas for a weekend fuckfest at some expensive beachside resort. The trip was originally just for the two of us, but now I thought it would be fun to bring Wendy. I told Bonnie that I had a surprise for her and I was bringing someone, but refused to tell her who and why.

The hard part was getting Wendy to come along. I knew if I asked Wendy outright, she would say no. Whether she would mean it or not, I had to step around it. So I told Wendy that I was planning a trip to the Bahamas with some friends and liked her to come along. She was completely under the impression this was a casual group vacation, so she eagerly complied and we booked a flight. As the day drew closer, I started making up stories about how each of my friends had to cancel. Eventually, I told her only one of my friends could make it and whether she still wanted to go. Since the flight was booked and hotel room was reserved, Wendy didn't want to cancel. To my knowledge, it didn't seem like she suspected at all what I had in mind.

The flight was agonizing for my cock, I squirmed in my seat at the thought of how Wendy had no idea what I had planned for her. I kept looking at her sitting next to me, how this quiet and innocent young woman had no idea the dirty things I was fantasizing about her for the weekend. I mean, she knew this would be a sexual weekend since I booked a room for us, but I couldn't wait to see her reaction when we push her limits beyond her current imagination. It brought me back to that first night when I pushed her into her apartment and made a fuck meat out of her. I wondered if this weekend would turn out to be unforgettable or I might end up in jail or something. The thrill of not knowing itself was an irresistible aphrodisiac.

We arrived at the airport and met Bonnie at a café. One look at Wendy, Bonnie knew exactly what I had in mind. She looked at me with a mild surprise as I introduced them to each other. After some small talk over coffee, we took a cab to the resort. Bonnie was dressed more casually than the last time I met her in person at that nightclub. She was in a black tank top and jean shorts while Wendy was wearing a white sundress. Once at the resort, I went to the desk and checked us into our room. Then, I made a fake fuss in front of Wendy about how they messed up the reservation due to all the cancellations from my other friends that Bonnie's room was mistakenly cancelled. Surprisingly, Wendy immediately offered Bonnie to stay with us in our room.

I leaned into Wendy and whispered, "Are you sure, you're ok with this?"

She replied with a kinky smile, "Well, we can't leave her stranded. Don't worry, we'll still find some time alone to... you know..."

Her reply shocked me a little. Even at this point she had no idea I was planning a meat sandwich evening with her as the meat. At first I thought she was deliberately playing dumb, that perhaps she knew and she wanted it too. However, remember what I said about her earlier. She grew up sheltered and was a very conservative woman. Despite how my ongoing efforts eventually opened her up, she was still exploring her sexuality with me. I did not think she realized I would push this far this quick nor did she know my history with Bonnie.

The room was a big master suite decorated with lots of plants and had a king size bed, a couch, desk, huge flat screen HD TV, and a gorgeous view of the ocean. It was expensive but I knew it would be worth it if my gamble paid off. I could already imagine fucking Wendy and Bonnie in various areas and positions in this room. After we dropped off our luggage in the room, we headed out. It was already in the afternoon so we spent some time walking along the beach and the shopping district before settling in at a small quaint seafood restaurant for dinner. With the warm breeze blowing and the sound of the ocean beneath us, it was a surreal moment in paradise.

The whole time during dinner while we chatted, I kept wondering how we would proceed into my plans. My initial plan was simple, we would order some wine and get Wendy drunk. However, she ordered some fancy nonalcoholic island drink instead and didn't touch the wine at all. After dinner, Bonnie suggested that we just watch a movie on cable in the room and relax a bit after our long flights. We bought some drinks and snacks and went up to the room. It was at this moment that Wendy noticed there was only one king size bed. I immediately played the gentleman card and told her that the ladies could sleep in the bed and I would take the couch.

Bonnie hopped onto the bed with the remote and found a random movie and Wendy joined in next to her. I took this opportunity to join in and the three of us sat on the bed watching the movie and snacking on chips with Wendy scrunched up between us. While the movie played, we chatted and joked. Though there were lots of bumping and accidental rubbing, legs touching, arms touching, etc..., I was still not sure how to get things started.

However, as I had hoped, Bonnie became sexually aggressive in the presence of Wendy. In between the talks and jokes, she would reply to Wendy with subtle petting such as touching her legs with her hands. To my surprise, it would appear Wendy was completely unaware of what she was doing. There was not a moment of awkwardness on her expression as she thought this was just a casual plutonic hangout.

JeffJared
JeffJared
959 Followers
12