Memoirs from a Bordello Day 05

"You know like go diving in the Great Barrier Reef...apparently those jellyfish can fuck you up though." She was making me giggle with mostly everything she said. We eventually tried our hand at Connect 4 but quickly dropped the idea after realizing we were taking way too long with our turns. We were so high it was difficult to process the simple game so we moved on to Yahtzee.

I was surprised that I really got into the game and we agreed that the first person to get Yahtzee could demand a forfeit from the other. On our third game Kelly rolled five twos.

"Yahtzee bitches! Alright, what I want is for you to show me what's in that bag." I felt heat rise to my face as I realized the shopping bag from the sex store was still out in the open.

"Wait no!" Kelly started towards it and I tried to stop her but she was too quick, snatching it before I could get to it. I was embarrassed but still laughing. Kelly reached into the bag to pull out what I was dreading.

"Oh...my...God. Kristy what have we done to you?" She was staring in amazement at a flesh coloured phallus, it was detailed like a penis but at one end above the 'balls' was a four inch bulb that could be inserted into a vagina to be held there.

"It's called a realdoe...it was...an impulse buy?" I could feel myself going bright red but I was still high and grinning so much it hurt. It hadn't been an impulse buy; I had seen it in a video and researched it. It was supposed to provide both the wearer and the receiver pleasure without the aid of a harness. For some reason it turned me on immensely, it seemed more organic than a regular strap on. I had fantasized about using it on Zara but hadn't even had the chance to remove it from its packaging.

"You HAVE to try this on for me." I tried to protest but Kelly cut me off. "No ifs and buts, I need to see how this contraption works." She was already opening it and making for the door to wash it in the bathroom. I was nervous about what was coming. I had been enjoying myself but I wasn't exactly horny even though Kelly looked great. Still, the weed had made me light-headed and the prospect of using the dildo was starting to turn me on. She came back to my room holding the dildo in front of me.

"Ok I'll try it on but don't look."

"Deal, make sure you use a lot of lube though." She sat down on the bed facing away from me and I slipped off my jogging pants. I reached into the bag for the organic lube I also purchased and lathered the bulb with it, reaching down to lubricate my vagina with the excess liquid. Taking a deep breath I held the bulb against my vagina and started to press against it. It was the familiar feeling of resistance at first but with more effort it slipped between my inner labia. It was uncomfortable at first but as I pressed it further in, I felt it come to rest against my g-spot inside me. I looked down to see a fake penis sticking up between my thighs. I was able to let go of the base and the dildo remained in place. Giddy, I walked over to the mirror to look at myself, it was awkward at first and I had to use my vaginal muscles to hold it in but the movement felt good.

The sight of me with an erect penis made me laugh; it was ridiculous, hysterical and erotic at the same time. I heard Kelly shriek as she turned to look at me, she began to cackle and clap her hands, tears coming to her eyes. I couldn't help but to join in.

"Wait! You gotta put your pants back on and walk around like you're a pervy dude." I did what she asked, pulling my pants over the dildo, making them bulge with the plastic erection, strutting up to her and causing more hilarity.

"So how does it feel?" Kelly asked, trying to catch her breath.

"It's weird but it feels good, I mean the movement inside me feels good."

"Really?" She bit her lip and a mischievous grin spread across her. She sat on the edge of the bed and pulled me closer to her so the dildo was close to her face. Pulling my pants back down, she grabbed the shaft and slowly began to stroke it.

"So if I give you a hand job you can feel it?" I could. As she moved her hand up and down the bulb inside of me would rock against my cervix. Also the juncture at the base of the dildo was ribbed and it would graze my clitoris. The urge to giggle was disappearing quickly and being replaced by a serious arousal.

"Yeah I can...and I'm not going to lie, it looks pretty hot when you do that."

"Oh yeah? What if I were to do this as well?" Kelly opened her mouth to lick the tip of the dildo, keeping her eyes on me before inserting the head into her mouth as she began to suck on it. I felt my insides begin to run at the sight.

It is hard to explain how this was turning me on. I am a woman and very proud of it. I have never had an urge to be any other gender however, in this circumstance, an erotic surrounding, it drove me wild to play a man. To pretend like the penis was part of me, to receive oral sex from a pretty girl or to masturbate in a different way.

Kelly was holding the base of the shaft and slowly bobbing her head on the dildo, taking two inches of it into her mouth. My crotch was growing more sensitive with the movement and I let out a sigh, stroking Kelly's cheek.

"You know I haven't told you this but Zara said I could drop the whole 'no touching' thing...so I thought maybe we could have some fun?" She smiled at me hopefully, still stroking the base of the dildo sending a flutter through my stomach. I felt close with Kelly and the idea of sleeping with her was exciting, it could be organic, different from the staged sexual encounters I had had with Zara, different from the nervous exploratory night I had with Leah the night previous.

"Um...I think I could be persuaded, what exactly did you have in mind?" She kissed the top of my thigh still stroking the dildo.

"Have you used one of these during your little meetings with Zara?" She arched an eyebrow suggestively.

"No...I could use some practice." Kelly stood up and pulled my face down on hers to give me a soft kiss on the lips, her eyes sparkling with excitement.

"How do you want to take me?" I kissed her again, letting my tongue briefly flicker between her lips.

"Hmmm, I'm not sure, I'm so new to this I don't know what will feel good." This time the kiss was longer, our lips locking tightly as our tongues explored the other. I was still high from the pot and the slow kiss let my body melt into her. I felt her hands reach up to grab the bottom of my t-shirt and I let go of her mouth to raise my arms, letting her pull it over my head leaving me standing naked

"God, your breasts are so beautiful...I'm so jealous." She let her hand trace down the curve of my boob, the nipple hardening before us. A shiver ran up my spine and I clenched my thighs, squeezing the bulb further inside of me. Kelly's mouth followed her gaze and bee lined for my nipple, her full lips closing around it as I felt her tongue swirl around the tip. I grabbed Kelly's shoulder for balance and then instinctively my other hand moved to grasp the dildo, sliding my hand up and down in a way for it to create friction on my clitoris. I let out a soft moan as Kelly continued to nurse on me, her eyes looking up at mine.

When her lips finally released my nipple, passion shot to my brain and I pressed my mouth hard onto her lips dipping my tongue deep into her mouth, my hands moving to grope her firm breasts through her T-shirt. My touch jolted Kelly into more action; she slipped out of her pyjamas and pulled off her top before continuing our kiss, my hands now able to explore her soft torso, tweaking her nipples.

Our lips separated for air, Kelly grinning ear to ear. Without a word she skipped over to the bag and removed some lube, opening it as she returned. She squeezed a glob of it onto her fingers and we both watched as she coated the phallus. The lube made it easier for Kelly to slide a hand up and down it, the bulb rocking inside, making my heart rate quicken.

Once Kelly seemed happy, she playfully kissed me and then crawled onto all fours on my bed, reaching behind to pull me to kneel behind her. I was nervous that I would do something wrong but her eagerness put me at ease. I reached down to stroke one of her beautiful cheeks. Instinctively I spanked her with my hand, eliciting a squeal.

"Again..." she demanded with a chuckle. I slapped her ass again and this time she groaned. I grabbed the flesh of each cheek and spread them apart, making her pussy lips spread apart and exposing her asshole. She kept her head craned to watch me. I let my hand slip between her lips to make sure she was wet enough, it was and I began to spread her juices over her mound, coating her labia and clitoris. She groaned again and that was the cue I needed to guide the dildo into her.

I pushed the end against her hole and her inner lips gave way easily, wrapping themselves over the head. Kelly sucked in air as I pushed forward, her legs spreading to take more of the penis. I was holding the base of it to keep it sturdy as Kelly began to push her ass onto it inch by inch. Once she got to a point, she moved away from it to slowly pump down on it again, fitting more inside. I was entranced by watching it disappear. On the next thrust we pushed together in tandem, burying it further than ever before. Kelly grunted through her teeth and her arms gave way, her face collapsing into the sheets as she wrapped her hands behind her head.

"Oh god!" I heard her muffled cry. I slowly begin to stroke the dildo in and out of her. The first three times I still had to keep my hand on the base but as Kelly's wetness moistened the shaft, it became easier and I grew confident enough to let go, clutching the bulb with my vaginal muscles, allowing my hands to grab her hips. Even though I had barely begun to move, I felt out of breath already and my knees felt shaky. I gripped her hips tighter.

The situation was incredibly exciting. I had a new method of penetrating a woman, giving her a different type of pleasure that I couldn't supply with my mouth or fingers. With each slow stroke Kelly's moans grew, as did my clitoral sensitivity as I managed to rub against the base of the dildo. Without thinking, I held the next stroke inside Kelly, leaning over her back, spreading her thighs wider so I could lie on top of her, her ass arched slightly upward so I could still buck my hips into her.

"How does it feel?" My mouth was now close to her ear, my breasts mashed against her back. Her only response was to claw at my cheek, bringing her mouth round to kiss my mouth eagerly between her heavy breathing.

"God you bitch! You're doing it slow on purpose aren't you?"

"Maybe..." I pushed my hips into her again, the dildo was at its limit and my strokes were only an inch in and an inch out Kelly let out another desperate groan, urging me to do it again. With every stroke I planted a kiss on her neck or shoulder. As the pace quickened Kelly began to squirm under me, reaching back with her hand to encourage my ass to thrust deeper into her. At one point she snapped and the slow humping wasn't enough for her. She moved from under me, letting the dildo slip out of her and flipped onto her back.

"I want to look at your face as you fuck me Kristy..." She spread her legs wide and put her hands behind her thighs to roll her ass toward the slick dildo. I was light headed with the view; her face was beseeching me to refill her pussy. Any control I had been maintaining left me and I plunged it back inside, my hands pinning her legs back further. She reached up to pull my mouth down on hers; we could barely kiss so ragged was our breathing. My hips started to thrust into her more forcefully this time, the position felt better for me and I managed to find a motion that got the most friction on my aching clitoris.

Our hands became frenzied as I picked up the rhythm, we took turns holding her legs back as we found something else on our bodies to grab. Her hand squeezed her breast, pinching a nipple between two fingers and then almost immediately decided to pull on mine roughly, kneading my swaying tits. In an urge to get deeper inside her, I rolled her legs back further, letting her calves hang over my shoulders, her crotch raised at almost a right angle to the bed. I was able to push even deeper this time and Kelly cried out.

"Oh fuck that feels so good, do me like that..." I took my orders and continued pumping inside of her, I was beginning to feel the rumblings of an orgasm emanating from my clit and the pressure of the bulb inside me but I had to keep the quick pace to push me over the edge. Kelly didn't seem to mind, one hand pulled at the sheets behind her head and the other was reaching down to rub her clit.

"Ohmygodohmygod, I'm so close! Please tell me you're about to cum!" Her words sent me over the edge.

"Oh fuck yes!" There was an eerie silence as we both held our breaths and I gathered all my strength to pump into her five more times before the air exploded out of our mouths, my balance left me and I collapsed onto Kelly, her arms pulling me close and her nails digging into my back as she rode the waves of the orgasm. I shook through my own climax, swearing into Kelly's chest as the intensity slowly faded and we were left in a tangled mess, perspiration of our bodies mixing together. It seemed to take hours before I could muster up the strength to speak.

"Well...that was different." Kelly burst into laughter, kissing me on the cheek.

"Yeah you could say that, Jesus Christ. Any time you want to get high and mess around with that real dope thing just let me know, kay?" I smiled and rolled off her, the dildo had popped out in the throes of my orgasm and I flung it on the floor, too spent to clean up. Kelly crawled under the covers, immediately into a fetal position. I got up to turn off the lights and then crawled in next to her. She reached back for my hand and pulled it over her, kissing it lightly.

"God, you really know how to turn me into a horny slut." I giggled and kissed her neck.

"Likewise...you know I'm really happy that you were...you know my first."

"Don't go trying to make a girl feel special, I know you, I'm certainly not going to be your last." I didn't respond because I knew it was true. Kelly made me happy and safe and I cared deeply for her but those weren't emotions that I particularly was looking for at that time. Excitement and anticipation was. Zara was still there to be taken and as exhaustion dragged me into sleep an image from the security room flashed before me before that was gone too.