Dr. Stanlove or: How I Learned to Stop Worrying and Love the Strap-On
FF oral toys strapon
From the imagination of Chase Shivers
January 1, 2017
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Chapter Cast:
Ireland (Iry), Female, 29
- Beige skin, 5'6, 130lbs, straight shoulder-length blonde hair
Zoe, Female, 29
- Beige skin, 5'6, 120lbs, straight long silky black hair
I'd never been one to approach anyone for a sexual relationship. I never made the first move. I liked it when someone would try to seduce me. To catch my interest. To let me know they wanted to do more than have a conversation. I was confidant in doing so, happy to be the shy, innocent type who enjoyed being led to the bedroom to make love. Over my first twenty-nine years, I'd had a couple of boyfriends who were generally pretty great, a couple who weren't, and a handful of casual friends-with-benefits who I liked to have a few drinks with and then blow in their cars, maybe going further if I was into it that night.
I don't think I was that unusual or abnormal for my age. Many of my female friends enjoyed robust sex lives, and the close circle of four of us had known each other since at least second grade, sharing our hopes, our secrets, and, often, our intimate details.
I enjoyed sex, but I'd never been one to explore beyond the normal vanilla acts. I gave a pretty good blowjob, and I usually swallowed. I knew how to use my hands and my thighs to draw out a man's cum. I generally demurred when a partner wanted to introduce something new. I enjoyed what I was used to, and I didn't experiment beyond what I'd already done. I don't really know why that was my way, it just was.
All my partners had been men. Never had I even really thought about women sexually. Sure, I looked at breasts or hips or legs or whatnot, but it was in the comparative fashion, not in a way which was measuring out a woman's desirability or for my own sexual interest. I wasn't drawn to women the way I was to men.
That changed on my friend Melodia's thirtieth birthday. The four of us were together again, celebrating on a Friday night at a jazz bar downtown. We were all single for the first time in two years. Melodia had been the last with a steady 'other,' that relationship ending only four weeks earlier. The woman was short, blonde like me, and rounder than my frame, but I knew she was pretty even without the makeup. She wrote columns for a music magazine and website, and it often had her going out of town regularly. The stories that came back from those times away were often funny or downright filthy.
With us was our wild child, Gretchen. She hated her name. I wondered regularly if she pushed boundaries as a way of keeping herself from becoming the stereotypical cranky, frumpy 'Gretchen' that often was the first image to come to mind when hearing that name. She'd once had sex with a cab driver while his meter ran. Another time, she fucked two bartenders after a party in an upscale hotel. You'd never know she was an attorney and, at work, was the consummate professional.
And then there was Zoe. Dr. Stanlove to her patients in the city hospital's emergency room. She'd been my best friend since kindergarten. We were partners in crime, she and I, and she knew all my secrets. If I had bodies buried somewhere, Zoe probably helped me dig the hole and cover our tracks. She'd been my confident, my accomplice, and the one person in the world who I knew, without question, I could count on in any situation.
I'd always been pleasantly jealous of her silky black hair. It was gorgeous. My own straw-blonde couldn't compete. At work, Zoe kept it neatly pulled back into a knot which let the strands hang down to her mid-back. That night, as was her usual, she let her hair fall loose from her head, and it danced each time she laughed or turned. She wore a shockingly-bright red dress. Zoe wasn't ostentatious or gaudy in her looks. She wasn't showing anyone up or overcompensating. She was just that beautiful. She could pull off most anything sexy. Even at my height, about five-six, she had a large presence. Zoe could be intense and intimidating if you didn't know her, or if she didn't trust you. She'd once gotten into a fist fight with a frat boy during college because he'd said something mean about my backside.
Zoe kicked his ass.
The two of us were as tight as two friends could be.
I'd find out that night, however, that we could be even tighter.
The four of us were drinking moderately. I'd caught an Uber ride downtown and wasn't too worried about getting drunk. Only Gretchen regularly got visibly intoxicated when we got together, but it only made her more fun to be around. She was a happy drunk, and she knew we'd look out for her if she had picked out a guy below our standards to go home with. We all took care of each other like that.
It was one of those nights where I thought I might like to find a one-night stand. I was horny, which wasn't that unusual, but I was letting go some work stress from my HR job after a big reorganization had finally finished. I felt pretty good, on my third margarita in a little over an hour, and I scanned the room for a guy to talk to.
The night passed on quickly. Before I knew it, we had been sharing several hours of laughter and companionship and the bartender yelled out 'Last Call!' I ordered one more after Melodia and Gretchen called it a night and offered their hugs and kisses before departing in the waiting cab.
Zoe and I hung around as the club emptied, just talking. She commented, “I saw those looks tonight, Iry.” My friends called me that, a shortening of my full name, Ireland. Yeah, I was named for a country. My parents were strange. “You're looking to get laid, eh?”
I shrugged, buzzed, smiling, “Would be nice. It's been a couple of months for me. Getting that itch.”
Zoe turned her head around to look at the three or four people still sipping their last drinks of the night. “Not much to pick from. How about that guy?” She said, pointing towards a young man who was probably no older than twenty-two who was loudly telling the bartender about his motorcycle.
“Nah,” I told her. The guy was a hottie, for sure, but at that point in the night, I was past trying to work myself into a position where he had a chance to initiate things with me. “Besides, they're closing down.”
Zoe nodded, then looked at me with narrowed eyes. “Still can't quite believe it.”
“What?” I asked.
“That you've never considered women.”
I shrugged. “Just never found an attraction there.”
Zoe shook her head. “Too bad... you don't know what you're missing.”
I knew Zoe was bisexual. Hell, I'd known that about her since she started puberty. She told me so as soon as she knew the right term for the way she liked both boys and girls at thirteen. Zoe had had steady relationships with both sexes over the years, but she'd never once propositioned me or suggested we be anything more than best friends. When we were eight, we'd practiced kissing on her bed. There was nothing sexual about it. Really, it was just two giggling young girls with wet lips and shared excitement. It went no further that night, and it never was repeated.
I tried to consider her words carefully. I suppose, like everything else in my sexuality, I was silently waiting for her to suggest we do something more than talk. I wasn't aware of it, as such, and I didn't think about Zoe that way at all. But, if she was to suggest more, I would have willingly followed her lead. To me, Zoe wasn't like other women in so many ways. Only looking back at that night do I realize how easily I let her initiate things.
She was only slightly buzzed as we slowly finished our drinks and prepared to leave. “Iry... want some company tonight?”
It was an innocent question in my ears. Zoe and I had cuddled on many occasions. It was purely platonic, and we both enjoyed falling asleep, usually in our underwear with Zoe spooning me. I never thought of that as sexual, really, just an enjoyable night shared with my best friend. “Sure... been a while since we've cuddled...”
Zoe smiled. Her red lipstick matched her dress. No wonder men and women were falling over each other to sleep with her. Those lips were made to give pleasure. “Cool. I'll fetch Uber.”
We waited just inside the door of the club until the bartender shooed us out so that he could clean up and get home. The Uber driver pulled up shortly and we rode the ten minutes to my home north of downtown. We said little, and I closed my eyes for the last couple of miles and enjoyed my buzz.
Inside my modest house, Zoe excused herself to use the bathroom, setting her oversized purse on a living room counter. I knew she liked to have a nightcap when visiting me, so I poured us melon sours and took the drinks to the couch in the living room. I turned on the gas logs in the fireplace to fight the chilly air.
Zoe returned a moment later and sat next to me, leaning back as she sipped her drink. “Two positions, eh?” Zoe asked out of the blue.
“What?” I replied.
“Tony,” the last sexual partner I'd had, “only did it in two positions.”
“Yeah,” I confirmed, “doggie and missionary.”
“No you on top? How could a guy not want that?”
I shrugged. “He never suggested it.”
“But you love to ride, Iry, why didn't you just climb on top?”
“You know me, Zoe,” I said, repeating a thought I'd spoken to my best friend many times, “I'm passive. I like letting the guy lead me in bed.”
“That is so sexy.”
I blushed, as usual. “Tony was good, though... I even let him go bareback in me a few times...”
“Nice... Not much better than that.”
I was feeling very aroused as I remembered the sex I'd had with Tony. He had been a good lay. I knew I was flushed.
I felt Zoe's eyes on me, and I turned to look at her. I'd seen that look in her eyes many times. Usually, it was pointed towards someone else and I'd admired the way Zoe looked so inviting when she stared at a desired partner that way.
This time, it was me Zoe gave that look to.
“You are so beautiful, Iry,” she said in her seductive voice, “I can accept you aren't interested in woman... but... are you interested in me?”
I'd been led to the point where the only honest response was to say, “Yes...”
Zoe's lips pursed and her eyes narrowed slightly. She'd hooked me, and she knew it.
Her body moved slowly forward and I felt her hand on my knee. I had no time to worry about what was about to happen, no moment to consider that this was my best friend, a woman I'd known since she was five or so, the person I'd spent the most time talking to in my whole life. When she brought her lips to mine, I let her draw out a moan as she took my breath away.
Her fingers began to caress my cheek, then my neck and shoulder. She started to slip the blouse from my shoulders and I let her. I trembled lightly, turned on, scared, nervous. Zoe's hands slid to my breasts as the blouse fell lower. I moaned into her mouth, growing warm, my nipples tingling each time Zoe's palms or fingers touched them.
I was becoming wet. I could feel my pussy twitching in anticipation. I was erect, as well, my clit rubbing lightly against my thin panties. Zoe pushed me to my back and yanked the blouse over my head and off my arms, then slid her fingers to the zipper on my skirt, that covering soon gone as well. She wasted no time reaching for the edge of my panties and started to draw them down my thighs.
Zoe had seen me naked many times in our lives. She'd even gone with me a year early when I had a scare with a possible STI. It turned out to just be a nasty rash, but Zoe had been in the room when the gynecologist had me spread wide open to examine my genitals. I hand't thought anything of it at the time.
As my panties were pulled from my legs and my thighs spread on their own, it was a very different experience to have my best friend's eyes drawn into my most intimate places. I bit my lip when I felt her tongue slide over my cunt. “Mmm,” Zoe purred, “you taste so fucking good.”
I moaned my pleasure and shut out everything but the wonderful sensations in my body. Zoe knew just how to tease every inch of my flesh, when to circle my clit, how deep to push her tongue into my vagina. I rose quickly, my hands on her head, my hips writhing on their own. I started to cum and Zoe's tongue swiped from bottom to top through my slit. I climaxed in rolling shudders, dizzy, full of euphoric warmth.
My own hand moved on its own to rub my hard nub as my orgasm pulsed through me and Zoe smacked it away. I jerked it back, surprised but not angry. In fact, it made me throb and push my crotch against her face. She kept licking me, kept lapping up my juices. She made me cum again while I moaned and couldn't stop myself from bucking and humping her face.
I lay still after some time, buzzing, glowing, the joy of post-orgasmic relaxation fully soaking inside me.
Zoe wasn't done with me. Far from it, in fact. “Don't move.”
My eyes flickered open slowly. I'd not even begun to process the fact that I'd just let my best friend since childhood spread me open and eat my pussy for the first time.
She stepped away, still in the red dress which clung to her curves tightly. I watched her reach into her large purse, pulling out something small. Zoe whipped her long, black hair behind her and ran a ponytail holder up so that her thick strands were drawn together to hang from the center of the back of her head. She was then fumbling deeper inside her purse a moment, quickly pulling out something black, about the size of a healthy banana, straps of some sort dangling down from one end. There was a wicked smile on her face.
She sat the item aside while she pulled her dress down and off her body. Underneath, she wore no bra, the woman's lovely small breasts tight and her dark-red nipples erect. The panties she wore were sheer black, thin. I could see her pubic hairs just below, clearly trimmed to not show outside of the narrow patch of fabric covering her crotch.
Zoe grabbed the item she'd set aside and in seconds, had attached it to her body. A six-inch dildo now stood out from her Pubis Mons, slightly curved, straps running around her waist and through her crotch. She grinned at me, then walked closer. “This is my cock. You're going to worship it.”
I started to protest, uncertain. “Zoe—”
“Shh,” she brought me to silence, “This is my cock.”
It was one thing for her to lick my pussy. It was another for her to fuck me like that. “But—”
“Iry,” Zoe said firmly, “you'll thank me later. Trust me.”
I was compelled to follow her lead. Zoe stepped closer again, the dildo suddenly brushing against my face as I turned. She pushed her hips forward and I let the dong slip between my lips.
The taste wasn't wholly pleasant, but Zoe left me no time to complain. She grabbed my head and started to pump the strap-on in and out of my mouth. I nearly gagged when she pushed deep, but Zoe seemed to know how to strike a balance between too little and too much, pulling back just before I forced the dong from my mouth.
I closed my eyes and pretended it was a penis. Zoe's words started to come faster and grew more explicit. “Suck my cock, Iry. Suck it good. You know you love to suck cock... suck mine harder...”
I did so, using a hand to grip the base, bobbing my head, using my throat to create suction. Zoe's hips moved in time with my mouth, grinding it in, then pulling back. She clearly enjoyed what we were doing. “Suck it, Iry. Good cocksucker. Good girl.”
I wanted to please. I was always that way in bed. Whoever I was with, I wanted to please. My fingers began to move down from the base of the strap-on to tickle Zoe's pussy through her panties.
She jerked back, pulling the dildo from my mouth and smacking my hand again. “Not for you. Just suck my big cock. There's no pussy, only cock.”
Zoe pushed forward again, and for several minutes, I did my best to make her happy.
When she finally pulled away, she took my face in her hands and gently kissed my lips, closed-mouth, then said, “Get on your hands and knees. Face that way.”
I did as commanded, upturning my ass and waiting for Zoe to decide what I would do next. I had no time to contemplate what was going on. Whatever it was, I was turned on and enjoying being treated as Zoe's submissive.
“Spread wider. Let me see your dirty holes.”
I did my best, not easy on the couch. I let one leg fall off so that I could brace myself on the floor, using one hand to grab my buttock and pulling it to one side. Zoe purred her approval. “Mmm... You've made a wet mess for me to fuck. You want my cock in you, don't you, Iry... You live to take cocks inside you.”
“Yes,” I breathed, “yes... fuck me...”
I felt the tip of the strap-on against my labia. It was cool but not unpleasant. It didn't quite feel like a real dick, but that didn't make it hard to enjoy the way my vagina stretched and yielded when Zoe pushed it inside. She sank in, steady and deep, opening my hole to wrap tightly around the dong. “Where's my cock, Iry?”
“In my pussy.”
“That's right. My cock's in your pussy. Just like you love it. Now, I'm going to fuck you properly.”
I felt then heard vibrations fire through the dong when Zoe flicked a switch. “Nnnn...” I purred.
Zoe's hands grasped my hips and she thrust into me hard. I grunted, the dong striking my cervix. Zoe didn't stop her movements. If anything, the slight discomfort in my grunts from being so full just made her thrust harder. I let go of my buttock and braced myself against the arm of the couch as Zoe hammered herself in and out of my cunt.
The vibrating dong caused me to grow very wet. I knew I was drooling around the penetrating strap-on. I closed my eyes and could hear Zoe breathing heavily behind me. Doggie-style had always been my favorite position. It made me feel vulnerable, open, receptive. I was giving my partner access to my body in a way that made it almost impossible to resist. I'd always loved doing so for men, and now, my best friend, a woman I'd known practically all my life, was plowing my vagina with power and insistence.
I started to orgasm from the force and the vibrations. Zoe picked up on it and said, “Cum for me, Iry. Cum with my cock in you. Take that cock and cum, Iry. That's it... That's it...”
My vagina clenched and I shuddered as waves of pleasure rushed up from my genitals and overwhelmed my senses. I was aware only of three things: euphoria, Zoe's hands on my hips, and the hard 'cock' slipping quickly in and out of my vagina.
Even as I came down from my climax, Zoe never slowed. I started to grow sore, tired, but I was not ready to give in to such concerns. I reached back to caress Zoe's fingers, but she smacked my hand again and then began to grunt. I could hear in her tone that she was getting close to orgasm, as well. I braced myself again, opening my body, willing my best friend to reach her peak.
“God, I love fucking you, Iry... I love fucking you..”
Those words tore through me and had my clit hard and throbbing again.
“Fuck, you're tight... fuck you're tight... that's it, Iry... that's it... Gonna cum, Iry... You love cum in your dirty cunt, don't you... don't you...”
“Cum in me,” I breathed, wholly into the fantasy, “fill me up, Zoe...”
“Gonna cum,” she said, her words rough and breathy, “cumming... cumming in you... Uh... Uh... Uhhhh... Uhhhhhhhhh... Ooooohhhhh... Uhhhhhh...”
Zoe's hips bucked behind me, against me, the vibrating strap-on slicing through me with heat and pressure, opening me, making me feel so vulnerable, so receptive. As my best friend orgasmed, imagining she had a hard cock spewing cum into my pussy, my own sore clit got just enough attention to pound into my fourth climax. We moaned into the room like two women in heat, shuddering together, jerking, shivering, trembling, my head tossing as I came, Zoe's fingers digging into my ass as she rolled her hips through her climax.
I had to collapse. I felt weak, tired, overwhelmed by pleasure and exertion. I rested my head on the arm of the couch as Zoe's movement slowed. The dildo continued to buzz inside me, keeping me aware of its presence. Zoe's hands slid over my ass and caressed my buttocks for a moment, then I felt her withdraw.
I was sore. My pussy gaped, I knew, drooling, wet, messy. I felt the same way I did when a guy with a hard cock had just cum in my cunt. I felt wholly sated.
Zoe's hands were rough but insistent, turning my body over onto my back. She crawled over me and I saw the pleasure on her face as she brought her lips to mine. The strap-on vibrating against my thigh, I felt Zoe reposition it so that it sank once more into my sore pussy. But she held still as we kissed, just shifting her weight a bit as her hands explored my breasts and cradled my neck.
She stared into my eyes after pulling back. Zoe grinned. “Still not into women?”
I thought about it as best I could with a fuzzy head and a glowing pleasure befuddling my mind. I finally answered, “Still not into women.”
“So,” Zoe replied, sounding a touch disappointed, “didn't enjoy that?”
I smiled, “I said I'm not into women... I'm not... But you... I'm totally into you. That was amazing...”
She grinned, then said, “Wish I had a real dick... I'd love to cum inside you, Iry.”
“Mmm... still,” I answered, “I'd love to let you pretend to do so again...”
Zoe purred her approval and her hips shifted in a way which said she wasn't quite done fucking me.
- - -
I'm not attracted to women. I'm just not. Attraction isn't something you can control, something you can force. I don't consider myself bisexual. I don't fantasize about women or about their bodies. I don't find that something I wish to do.
But Zoe. Oh, Zoe. She's different. I'm not attracted to her because she's a woman. I'm attracted to her because I have a deep, personal connection with her. I'd do anything with Zoe. Anything. That included spreading my legs for her. I'd eat her pussy. I'd let her imagine she had a cock so that she could cum inside me. She may be a woman, but she was someone I loved. That was more than enough to make me want to be with her sexually.
I think about Zoe all the time. I imagine her touch, the way she smells, the taste of her arousal on my lips.
It wasn't but a few days before Zoe and I decided we were a couple. More than just best friends. Lovers. In love. We moved in together a few weeks later, and we haven't looked back. She's even taught me how to eat her pussy, something I find surprisingly enjoyable for me. Soon, she's going to see how I take to the strap-on in my ass. I'm tingling with excitement to try it.
I may not be attracted to other women. Zoe calls me a 'situational lesbian.' Whatever I am, she's the only lover I want right now, no matter what is between her legs.
I'm growing wet just thinking about her.
The End