A week well spent in Waikiki [MF] [LONG]

My last deployment had us hopping between countries for the last three months of a ten month tour. Our last port visit before we got back to Cali was Hawaii. It was the week of my birthday. Me and my squad, yes a literal squad of Marines, were tearing up the bars in Waikiki. We get a solid buzz going when we go to this one place that was pretty busy. Couldn’t tell you name. Good crowd. Good music. Good vibe.

Then, like in cheesy rom coms, I see her across the room talking to her friend. Her smile was killer. Long wavy brunette hair down to her lower back. Tan skin. Glasses over her bright blue eyes. Curvy body. She was absolutely beautiful. She had a radiant glow about her. Could’ve just been me seeing that though.

I was trying to think of something to say when she starts walking straight at me. I’m 23 years old at the time. I’ve been in combat. I’ve been wounded. Why the fuck am I nervous? It seems like she was walking at me for an hour. She was wearing a maxi dress which showed off her figure perfectly. She gets closer where I can size her up a little better. I’m 6’3, she’s almost eye level with me. 6 feet tall busty Amazon goddess, and she walks right passed me. I missed an opportunity.

She got in line at the bar. Opportunity opens. I turn around and get in line two people behind her. The whole time I’m trying to think of something to say, here she comes for a second pass. How long was I in line? I get a drink and slap the bitch out of me. I’m going talk to her. I walk up to her and her friend and she looks at me smiling from whatever they were talking about.

Me – sorry to interrupt you two, but I saw you across the room and I wanted to say something, then you walked right by me. The only reason I got in line to “get a drink” was a weak excuse to try and talk to you. I pussed our twice, I’m not doing it a third time. I’m Dennis.
Her – *laughing* well I appreciate your honesty. I’m Tiffany. So, what are you guys doing? (Even her voice was sexy)
Me – me and my friends are doing an early celebration for my birthday since we’ll be at sea the day of.
Tiffany – it’s my birthday too, what day is yours?
Me – April 18th
Tiffany – my birthday is April 18th
Me – youre kidding

We pull our licenses out and it was legit. Same day, but I’m 7 years younger. And she’s driving distance from me back in California. Fast forward a few hours, a few more bars, and a lot of drinks. It’s just 4 of us left. I obviously had some sexual intentions towards her.

Well, it’s about 3am, bars are doing last call. I’m trying to keep our night going. Just me and her, everyone else can fuck off. I suggest my hotels bar. She smiled and grabbed my hands, “I think I’m gonna call it a night. What hotel are you in?” We ended up being on the same street coincidentally. She gave me her room number and the spare key. I grab my stuff go to her room with the key she gave me. The showers running. I knock on the bathroom door, “it’s open”. I walk in and she say “drink some water, I’ll be be out in a minute.”

Water stops, a few minutes go by, then the door opens. Steam rolls out of bathroom as she steps out like a grand entrance wrapped in a towel. My mind is racing. Tiffany grabs some clothes and steps back into the bathroom. I can kinda see her naked body in the foggy reflection of the mirror. She walks out in a tank top, nipples poking through, and these tight dark blue booty shorts. Long, toned, smooth legs. Tiffany is stacked. When she walks up to me I notice they’re pierced. I’m a fan of pierced nipples.

I’m sitting on the corner of the bed when she walks up to me with this sexy seductive look on her face.

Tiffany – I had fun with you tonight. (Grabs my face) what are we doing tomorrow?
Me – we can do anything you want. I’m going wherever you go.
Tiffany – and tonight?

I grab her hips and pull her down on top of me. I start kissing her chest and neck. She lets out this deep breath and quiet little moan. She arches her back and whips her hair off to one side exposing her neck line. This woman knows how to be sexy. I was so hard it almost hurt. We start making out and I roll her over and get on top of her. She starts giggling as I kiss down her neck to her chest. I lift her shirt and start kissing her sexy tight stomach. She takes care of her body. I hit her panty line and she wraps her legs around my shoulders running her fingers through my hair then gets up on her elbows so she can see. I go to remover her panties when she stops me. “Mm mm. Panties don’t come off on the first night.” I go to stand up when her legs tighten around me “just because they don’t come off doesn’t mean we have to stop” staring at me with her bright blue eyes. All I could do was smile and get back to work. I run my index finger under her waist and slide down to expose her. So glad she left the bathroom light on. God it was sexy. This thing was immaculate. A waxed innie with a little patch. A deep V in her pelvis. She caught me staring at, an in her. I wish I knew more words to describe what it looked like. Curl your arm and look at the crease on your elbow. That’s it but tan with a little triangle patch about the size of a quarter.

I begin teasing her, breathing on her skin, kissing her inner thighs, running my finger tips over her clit and up her body. Licking from her opening then up to her clit and back down again. She tightens her legs bringing me in closer. Just as I’m about to slide a finger inside her she lets go. I look up and she smiles at me rolling over and crawling away on her hands and knees looking back at me. Dark blue ass crawling to the pillows. She’s sitting up against them, knees up, and says “come here my little lost boy” peeling her panties to the side.

I bury my face back and press my lips against her clit suctioning it and flicking it with my tongue. I’m driving her wild. Her hands on the back of my head, scratching my neck and shoulder with her nails. She tastes like honey. That’s not a joke or me sounding sexy.

Tiffany pulls me up and we start kissing. I grind my dick right on her. She’s so wet it saturated through my shorts. I didn’t make her cum but she was heated. I reached down to pull my cock out when she stops me.

Tiffany – if you really want me, prove it and wait until tomorrow night. I want us sober when we do this.
Me – (breathing heavily) I can wait. It’s gonna be hard to fall asleep now, do you want me to finish you?
Tiffany – yes, but that wouldn’t be fair. As bad as I want it, I can wait.
Me – (rolling next to her) you can’t be mad if I poke you throughout the night.
Tiffany – looking forward to it.

We ended up falling asleep. Her friend was there for a business trip and had her own room with a coworker. Tiffany was tagging along. We ended up spending the next day together. Sex was on my mind the entire time. I couldn’t keep my eyes off of her. When she looked at me, I had to focus on not getting hard. We’re at dinner and she says “you know what’s happening when we leave.” Been thinking about it nonstop.

When we get in the hotel room, the curtains are open and the lamp is on. It’s kinda dark but enough light to see. She’s walking towards the glass door when her dress hits the ground. She has on black stockings and sexy black lingerie. Her gorgeous ass is swallowing her panties. Her bra is hanging on for dear life trying to contain her huge perfect round tits. She looks back at me over her shoulder, “you’re still dressed.” Like Superman in reverse I’m naked pressed up against her. She taller than me with her heels on. My cock is plunged between her legs pushing up on her pussy. Her hand reaches down and she runs her fingers up the shaft. I’m kissing her neck and earlobes. I can feel her wetting her panties. Tiffany puts my hands on her waist as she bend over, hands on the glass door over looking the beach. “No more waiting lost boy.” I unclasp her bra and get a good handful of her perky tits. She was beautiful. I can see them in the reflection of the glass. Massive, with small nipples and a gold stud in each one. I peel her panties down her legs exposing her ass. She steps out of her heels when they hit the floor. I kiss the back of her thighs and give her a little bite on her ass. She was so wet. I stand up and press the head of my cock against her opening. Before I could even push into it, she wiggles her hips playfully and takes me into her bit by bit until her ass is pressed against my hips.

She feels amazing. So warm. Soaking wet it makes that noise when I thrust. You know the noise. She moans with each pump, tits jiggling, ass rippling. It’s a tight fit inside of her. She tells me “I’ve been thinking about this all day. I wanted you so bad at the beach, right there in front of everybody. There’s something about you.”

I pull her up to me and we make out while I fuck her from behind. I press her body against the glass. To whoever may have been watching, they got a show. I have her hands pinned to the door. She has a death grip on my fingers interlocking hers. The door is rattling against her body from me plunging in and out of her when she says “get on the bed” shoving me down on it.

My dick is glistening from how wet her pussy is. Before she climbs on she bends over and gets a mouthful of me to the base with her hair off to one side, exposing her neck, looking me in the eyes the whole time. A few sucks and she wipes her mouth then saddles up on top of me. When she lowers herself down onto me, she runs her finger down my chest to my stomach, then begins to fuck me. Tiffany knows what she wants and she’s getting it. I squeeze her ass spreading it open. She’s moaning rocking her hips sliding up and down my cock. She reaches back to grab my hand off her ass and sucks my index and middle finger. Her perfect tits bounce with her rise and drop. My hand still on her ass grazes her butthole when I get a better grip. She lets out an “Ooo” and asks me if I like that. “If you want it, I like it.” She leans down with her tits in my face and whispers, “you can play.”

Tiffany is bottoming our on top of me leaning over on her elbows. I’m sucking her pierced nipples and circling her asshole. Shes loving it. Nibbling my earlobe she whispers “put your finger in my ass.” Right away I go about an inch. She rides me for a few more minutes taking it in her ass and pussy when I flip her on her back. I grab her ankles and pull her to the edge of the bed. My cock is laying on her clit. She grinds her hips toying herself. Her naked body waiting to be taken again. I slip into her and fuck her hard. Her legs resting on my shoulders, she begins to rub her clit and squeeze her tits moaning as I impale her over and over again. Slow and hard.

About a minute goes by when I see her abs tense up. Her arms go up over her head and her legs come off my shoulders and lock around my waist. “Oh ffffuuck” as her body starts to quiver uncontrollably. I feel her breath hitting me and see her heart beating through her chest. “Fuck! Oh god I’m cumming! Don’t stop! Don’t stop! Fuck me!” Her pussy and asshole are contracting around me. It felt amazing. Tiffany looked like she was about to pass out. She orgasmed for roughly 25 seconds. After she finishes all she could do was lay there breathing and laugh. I put my hand on her chest to feel her heart beat. She starts giggling and tells me “now you.”

We had only been having sex for about 15 minutes. I put her on her side and kneel over her leg with the other one bent in front of her and enter. This is my favorite position. Tiffany catches her breath and really start playing the sexy card. She puts a hand on her ass spreading it open looking up at me. “Mmmm. God that felt so good. I want you to cum for me. Wherever you want, just give it to me.” Start the timer. I’m giving her quick deep thrusts when I feel her clinching her pussy in sync with my thrusting. I look at her and she smiles knowing it’s driving me crazy. I can feel the pulsating. I’m about to explode.

I pull out and scurry up to her face. She opens her mouth and starts to lollipop the tip using her tongue to hit right below the head of my cock. As I said in my last story, I have large cumshots. Tiffany deepthroats while sword swallowing the first few half of the load moaning as it hits the back of her throat. Doesn’t skip a beat. I just keep cumming though. She pulls it out of her mouth and licks the tip really aggressively, cum still shooting less and less intensely. It’s all over her mouth and cleavage dripping down her body and neck. I’m done cumming but she keeps sucking and licking. My hearts pounding. Our eyes meet, her licking her lips, when she says “I’m not done with you yet lost boy.” Smiling the whole time. Her mouth and chest shining in the light. I grab a towel and she cleans herself off.

We hang out swapping more stories about our lives. At this point we had only know each other for about 24 hours. I’m leaning against the headboard and she’s between my legs eating ice cream with her stockings still on. I’ve said it before, she knows how to be sexy. Like she has a PhD in attraction. Her hair smells so good. I can see those gold bars through her nipples when I start to rub her sides and stomach with my fingertips. She’s ticklish. Squirming when I graze her hips and upper thighs.

She throws her legs over mine opening herself up inviting me in. Left hand presses her clit in a circular motion, right hand gripping her hair. She joins me and starts fingering herself. Her dark red nails disappearing inside herself. As I start kissing her neck, she turns to me and puts the fingers that were inside of her between our lips so we both taste her. That was a first for me. She reaches between our bodies and grabs my cock which is obviously hard again. She gets up on her knees, ass facing me, and drops down on her elbows. I’m starting straight at her asshole and pussy which basically looks like a lower case i. She starts to play with herself teasing me in the process. Her nipples strafe the sheets as she caresses her clit. So I lean in to kiss her wet lips and smooth ass then plunge my tongue inside.

Addicted. This woman had me hooked. Since we did the sensual “love making” earlier, I wanted to turn up the intensity. I push her foreword onto her stomach and get behind her. As I was thinking it Tiffany puts her hands behind her back right above her ass and says pin me down. Naturally, the gentleman I am, proceeded to do as requested. Now I’m pressed up against her, one hand holding her wrists in place, the other holding myself up. Her back and ass flexed as I slid back into her bottoming out. The mirror directly to the side of the bed gives us a nice view to watch one another. The look on her face is like one of enduring pleasure. I’ve said in my previous story, I’m not huge. Slightly above average at 7 and some change, and extremely vascular.

She’s taking a serious fucking. I’m trying hard to make her orgasm again. About 5 minutes of intense full length thrusts, she turns her head and says “fuck my pussy baby, fuck me harder! make me cum for you!” All while arching her toned ass up towards me revealing her tight little asshole. I leg go of her hands to balance myself better and Tiffany reaches down to play with herself immediately as I feel her contracting again. Her orgasms seem like she’s gonna pass out. Full body convulsions. Weak knees. Can’t get a word out. Uncontrollable flexing. Pussy and asshole both contract. She melts.

After her volcanic eruption, she wiggles her hips like a little kid and giggles. Once she catches her breath, she rolls over on her back. Those perfect tits with her gold bars are shining in the dim light. Cum dripping down her thighs. Her face is glowing when she says “we’re gonna cum together. Me on you, and you in me” all while staring through my soul and running her dark red nails around her little pink nipples. When I stop up to reinsert myself she say “not here. In the bathroom.” She sits down on the sink countertop, ass hanging off a little and leans against the mirror. “Fuck me like I deserve it.” Boy did she. I felt I owed her for years of not knowing her.

Her legs wrap around me pulling me inside of her. One hand is back on her clit and her other is around my neck gripping my trap. I have one around her throat and on on her hip. Were locked together fucking on the sink counter, she’s biting her lip staring me in my eyes breathing heavily, her tits are shaking to the impacts of me driving into her as hard as I can. I was hitting it so hard that she slid back and my legs were hitting the counter. When I yank her back towards me I must’ve hit something because she quivered and her eyes rolled back. I readjust the angle I’m going in to keep hitting that spot. She’s working her kegels with each penetration when the feeling hits. Cumshot is inevitable now. I tell her I’m about to cub when she says “cum in me, don’t pull out. I want to feel you explode inside of me” I’m holding back trying to get her to join me, and like clockwork she tells me to tell her to cum. So I whisper in her ear “I need to you to cum, together.” Bring on her contractions. As soon as the first one grips me, I’m mid release with the first shot. Pump after pump, it feels like it was as large as the first time we had sex. “Keep going, keep going, not until we’re done” she moans out. It feels like I’m pressed against the bottom of her heart with how intense she quivers. She loosens her grip around my waist and her nails dig into my shoulder. Her ass was clinching so hard she almost pinched me. Her handprints on the mirror could tell the story on their own. She does her cute little wiggle again and releases me. Her hands are draped over my shoulders, I’m bleeding a little, and I pull out of her. A mixture of our cum runs out of her onto the bathroom counter. I look down and admire her body. Her heart is racing. All of my veins are inflated. I just stand there in front of her as she pulls me in closer. Tiffany is sitting on my slightly softer cock now. Pressed between her pussy lips, she tells me “we still have two more days, can’t have you worn out on the first night.” She stands up, cubs running out of her down her long smooth legs and turns the shower on.

We end up showering together and falling asleep naked. The next two days were filled with us sneaking off to have sex. We fucked in the ocean, couldn’t finish though. To many distractions. We did finish in the jacuzzi at her hotel. And no, I didn’t cum in the water. I’m not inconsiderate. She swallowed. If y’all want more of me and Tiffany, we have almost a year of a relationship worth of top notch sex all over the places she took me. There’s a reason she calls me lost boy too if anybody was wondering, just ask.

Source: reddit.com/r/gonewildstories/comments/8qln2u/a_week_well_spent_in_waikiki_mf_long