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Toward the end of my medical residency in a mid-Atlantic city, I roomed with my good friend and fellow third-year student, Chris.

We lucked into this amazing condo that included real covered parking (always great in the winter), and it was five minutes from the hospital. Just when I thought our living situation couldn’t get any better, I met our downstairs neighbor, Rhonda.

Rhonda was a petite brunette in her late 30’s with a heart-shaped face and perky breasts. She must have been a dancer or seriously into yoga, because her ass was insane. Whatever way Rhonda maintained her figure, the effects were not lost on either Chris or me when we’d be coming or going from the hospital and catch her down by the mailboxes.

No matter how stupefied I felt after an overnight shift, the sight of Rhonda’s ass in leggings or yoga pants — or the hint of her nipples through one of her little tank tops — jolted me awake more than any amount of coffee.

“Morning, Stephen!” Rhonda would not only light up with a smile, she would also make it a point to stand close to me when we talked.

During these five-minute encounters, we’d bullshit small talk about places to eat around our neighborhood or cool things happening around town. Rhonda was super sweet and generous with her recommendations. And most importantly, I eventually found out she was single (recently divorced) and not seeing anyone special.

So after about a month of these platonic-yet-flirty run-ins, I got up the courage to ask her out. “Would you like to check out that new tapas place we were talking about?”

Her response was not what I was expecting.

“Oh wow, Stephen.” Rhonda giggled. “Are you and Chris trying to tease me?”

“Uh — no?”

Rhonda smirked and shook her head. “Your roommate asked me to get a drink last night. I guess you haven’t run into him?”

“Oh — uh, no, his pulmonary rotation is sort of opposite my ER shifts.”

I felt the soul-crushing awkward silence sinking in, and I was almost ready to concede defeat — but then Rhonda reached out and touched my arm:

“Well, why don’t you two pick a night when you both are free and we can all go out? I mean, I like you both,” she smiled and locked eyes with me. “Would that be okay?”

I remember going to bed feeling tired and mildly disappointed — mostly tired. And when I woke up, I stuck around waiting to catch Chris and see what his take was on our curious downstairs neighbor.

“Yeah, she gave me that same ‘I like you both’ line,” Chris said.

“So is this a friendzone situation?” I asked. “Because she said to me that she wanted to go out with both of us — who does that?”

Chris, standing there in his scrubs eating his 4 AM serving of Cheerios, seemed to be having a “Eureka!” moment. “I think she’s a freak,” he grinned.

“Like in a scary or deranged way?”

“No… I mean, maybe in a nympho way.”

“Says the guy who’s banging his way through the new intern class,” I rolled my eyes.

Chris laughed. “You got me there. But let’s go out with Rhonda — this is too intriguing to pass up.”

“Should I try and invite another girl? I mean this is weird, right? It’s like a double date, but not a double date.”

Chris laughed. “No, let’s just you and I go and see what happens. I have a feeling this is going to be one of those ‘stories’ we tell someday.”

And how right he was…

I’ll skip the part about the actual date and the small talk from that evening. It was a little after midnight before Chris, Rhonda, and I walked back from the new neighborhood tapas bar and stepped inside our building lobby.

“Nightcap at my place?” Rhonda asked.

“Sure.” Chris and I practically spoke in unison.

Rhonda laughed. “I like it when men are eager. Right this way, gentlemen.”

I took a deep breath and followed Rhonda inside.

In her condo’s entrance, Rhonda slid off her leather jacket and touched my arm. “Stephen… do you think you can help me with my dress zipper? It’s just so hard to reach… ”

“Uh sure — ”

“And Chris — could I get a hand with my boots?” Rhonda sat down on the leather ottoman in her living room and motioned us over.

Chris grinned. He caressed the shaft of her pointy-toed leather boots.

“These boots were handmade in Italy,” Rhonda lifted her hair off her neck and looked back at me. (I was still in the entryway like a total putz.) “Come here — don’t be shy, Stephen.” She licked her lips. “Besides, my zipper’s not half as stiff as I think you’ll both be soon.”

Chris started his way up the leather shaft and gently unzipped her left boot. “I can only hope.”

Still incredulous at my situation, I hurried over and unzipped the back of Rhonda’s long-sleeved cocktail dress and slid it down her shoulders.

Meanwhile, Chris took off Rhonda’s other boot — and once he did, she stood up, letting the dress fall to the floor. She wore only black thigh-highs, a silky sheer mesh bra, and thong panties.

“Her eager mouth strained to fit both our cocks inside.”

“Wow… ” I took in the sight before me.

“I second that.” Chris grinned.

Rhonda was not only hot, but her confidence and eagerness were totally unlike what I experienced with girls in their twenties.

“Why, thank you.” She giggled at us and struck a couple cute poses. “Now, you’re both doctors, so I take it I’ll be good in hands here tonight?” She ran her hands through Chris’s hair and mine. “You both know your anatomy… right?”

“And physiology.” Chris caressed her stomach and gave it a small kiss.

“We’ll be really thorough — ” I blurted out.

Rhonda giggled. “Stephen, I think since you clearly have never shared a woman before that I’m going to pay some special attention to you.” She looked at Chris. “You don’t mind, do you?”

Chris laughed and shook her hand. “It’s all good.”

At that point, Rhonda unhooked her bra and kissed me. I felt such a rush — the gin and tonics I had earlier, her perfume, my cock standing at full attention Before I could blink, Rhonda pushed me down on the couch and unzipped my pants. She grabbed my cock and began swallowing it, pumping up and down the shaft.

Chris, meanwhile, had removed her thong and admired a view of Rhonda’s shaved pussy from the back.

Rhonda released my cock from her mouth. “Don’t wait — I want you to fuck me, Chris.”

“All things in good time.” Chris started teasing her clit with one hand and licking her from behind.

Rhonda moaned as her mouth ran all over me. “Mmm, come on. I want to feel that thick cock inside me.”

I looked up from my blowjob and grinned at Chris. “Better do what she says.”

Rhonda resumed sucking me off while my roommate pounded her, balls-deep. Every time Chris thrust into her, she’d gag as my dick slid further down her throat. It was the wildest rhythm ever.

Eventually she made Chris stop, then she turned so she could give us a double blowjob. “You’re both so fucking hung,” Rhonda whispered in between slurping sounds.

Her eager mouth strained to fit both our cocks inside while her hands roamed freely between our shafts and balls.

“Oh, god… ” I groaned. I thought I was going to burst, but Rhonda knew how to maintain control until she got what she wanted.

She gave me a little wink and then left me there, my erection straining in the empty air as she finished licking up the pussy juice she’d gotten all over Chris.

I exhaled. Chris smirked.

Gripping both of our shafts again, Rhonda stopped sucking. “Are you both game for something? I want you to fill up both my holes so I’m airtight.”

“Oh, hell yeah!” Chris grinned.

“Good.” Rhonda stood up. “Because I’ve always wanted to do a DP — and this will be my first. You doctors know anatomy, so I trust you know all the spots to hit?”

“Definitely,” I said with a kiss.

After a few maneuvers to find the right position, Rhonda got on top of me and put my cock in her pussy, then slid forward so Chris could ease himself inside her ass.

Her pussy already felt like a velvet vise clenching down on my cock — and it got even tighter when I could feel the pressure of Chris’s cock in her asshole. The sensation was crazy.

I sucked and gently pinched Rhonda’s nipples, which dangled in my face as she rode me while Chris plowed her.

Chris grabbed her ass cheeks and slapped them, keeping her as spread apart as possible.

“Ahhh! Oh, fuck yes!” In her sheer ecstasy, Rhonda was screaming so loudly that at one point I think I heard the people next door banging on the wall.

But nothing stopped us that night — Chris and I had Rhonda for as long as possible. He and I took turns thrusting in and out, making it so that not a second elapsed without one of her holes being stuffed.

Rhonda finally collapsed in a wet, whimpering orgasm. Chris pulled out and jizzed on her butt cheeks, which were pink and flushed from his spankings.

I came so hard that I saw stars and possibly blacked out for a minute.

With both her holes stretched and used, Rhonda flopped between us on the living-room floor, rubbing her clit. “Oh, my god. What a night!”

“Got that right.” Chris looked over at me.

“That was fucking awesome!” I laughed and tried to catch my breath.

Rhonda kissed me and then kissed Chris, giving us both that impish grin. “So, I just want to know one thing.”

“What’s that?” I asked.

“When we can do this again?” Rhonda giggled.

Rhonda kept Chris and I going well into the morning hours the next day — she was a freak and then some, as Chris had warned me. The next day, I caught hell from the attending physician for being a half-hour late to evening rounds — but after having Rhonda, I didn’t care.

" />

Help Me, Rhonda

Storyline

Toward the end of my medical residency in a mid-Atlantic city, I roomed with my good friend and fellow third-year student, Chris.

We lucked into this amazing condo that included real covered parking (always great in the winter), and it was five minutes from the hospital. Just when I thought our living situation couldn’t get any better, I met our downstairs neighbor, Rhonda.

Rhonda was a petite brunette in her late 30’s with a heart-shaped face and perky breasts. She must have been a dancer or seriously into yoga, because her ass was insane. Whatever way Rhonda maintained her figure, the effects were not lost on either Chris or me when we’d be coming or going from the hospital and catch her down by the mailboxes.

No matter how stupefied I felt after an overnight shift, the sight of Rhonda’s ass in leggings or yoga pants — or the hint of her nipples through one of her little tank tops — jolted me awake more than any amount of coffee.

“Morning, Stephen!” Rhonda would not only light up with a smile, she would also make it a point to stand close to me when we talked.

During these five-minute encounters, we’d bullshit small talk about places to eat around our neighborhood or cool things happening around town. Rhonda was super sweet and generous with her recommendations. And most importantly, I eventually found out she was single (recently divorced) and not seeing anyone special.

So after about a month of these platonic-yet-flirty run-ins, I got up the courage to ask her out. “Would you like to check out that new tapas place we were talking about?”

Her response was not what I was expecting.

“Oh wow, Stephen.” Rhonda giggled. “Are you and Chris trying to tease me?”

“Uh — no?”

Rhonda smirked and shook her head. “Your roommate asked me to get a drink last night. I guess you haven’t run into him?”

“Oh — uh, no, his pulmonary rotation is sort of opposite my ER shifts.”

I felt the soul-crushing awkward silence sinking in, and I was almost ready to concede defeat — but then Rhonda reached out and touched my arm:

“Well, why don’t you two pick a night when you both are free and we can all go out? I mean, I like you both,” she smiled and locked eyes with me. “Would that be okay?”

I remember going to bed feeling tired and mildly disappointed — mostly tired. And when I woke up, I stuck around waiting to catch Chris and see what his take was on our curious downstairs neighbor.

“Yeah, she gave me that same ‘I like you both’ line,” Chris said.

“So is this a friendzone situation?” I asked. “Because she said to me that she wanted to go out with both of us — who does that?”

Chris, standing there in his scrubs eating his 4 AM serving of Cheerios, seemed to be having a “Eureka!” moment. “I think she’s a freak,” he grinned.

“Like in a scary or deranged way?”

“No… I mean, maybe in a nympho way.”

“Says the guy who’s banging his way through the new intern class,” I rolled my eyes.

Chris laughed. “You got me there. But let’s go out with Rhonda — this is too intriguing to pass up.”

“Should I try and invite another girl? I mean this is weird, right? It’s like a double date, but not a double date.”

Chris laughed. “No, let’s just you and I go and see what happens. I have a feeling this is going to be one of those ‘stories’ we tell someday.”

And how right he was…

I’ll skip the part about the actual date and the small talk from that evening. It was a little after midnight before Chris, Rhonda, and I walked back from the new neighborhood tapas bar and stepped inside our building lobby.

“Nightcap at my place?” Rhonda asked.

“Sure.” Chris and I practically spoke in unison.

Rhonda laughed. “I like it when men are eager. Right this way, gentlemen.”

I took a deep breath and followed Rhonda inside.

In her condo’s entrance, Rhonda slid off her leather jacket and touched my arm. “Stephen… do you think you can help me with my dress zipper? It’s just so hard to reach… ”

“Uh sure — ”

“And Chris — could I get a hand with my boots?” Rhonda sat down on the leather ottoman in her living room and motioned us over.

Chris grinned. He caressed the shaft of her pointy-toed leather boots.

“These boots were handmade in Italy,” Rhonda lifted her hair off her neck and looked back at me. (I was still in the entryway like a total putz.) “Come here — don’t be shy, Stephen.” She licked her lips. “Besides, my zipper’s not half as stiff as I think you’ll both be soon.”

Chris started his way up the leather shaft and gently unzipped her left boot. “I can only hope.”

Still incredulous at my situation, I hurried over and unzipped the back of Rhonda’s long-sleeved cocktail dress and slid it down her shoulders.

Meanwhile, Chris took off Rhonda’s other boot — and once he did, she stood up, letting the dress fall to the floor. She wore only black thigh-highs, a silky sheer mesh bra, and thong panties.

“Her eager mouth strained to fit both our cocks inside.”

“Wow… ” I took in the sight before me.

“I second that.” Chris grinned.

Rhonda was not only hot, but her confidence and eagerness were totally unlike what I experienced with girls in their twenties.

“Why, thank you.” She giggled at us and struck a couple cute poses. “Now, you’re both doctors, so I take it I’ll be good in hands here tonight?” She ran her hands through Chris’s hair and mine. “You both know your anatomy… right?”

“And physiology.” Chris caressed her stomach and gave it a small kiss.

“We’ll be really thorough — ” I blurted out.

Rhonda giggled. “Stephen, I think since you clearly have never shared a woman before that I’m going to pay some special attention to you.” She looked at Chris. “You don’t mind, do you?”

Chris laughed and shook her hand. “It’s all good.”

At that point, Rhonda unhooked her bra and kissed me. I felt such a rush — the gin and tonics I had earlier, her perfume, my cock standing at full attention Before I could blink, Rhonda pushed me down on the couch and unzipped my pants. She grabbed my cock and began swallowing it, pumping up and down the shaft.

Chris, meanwhile, had removed her thong and admired a view of Rhonda’s shaved pussy from the back.

Rhonda released my cock from her mouth. “Don’t wait — I want you to fuck me, Chris.”

“All things in good time.” Chris started teasing her clit with one hand and licking her from behind.

Rhonda moaned as her mouth ran all over me. “Mmm, come on. I want to feel that thick cock inside me.”

I looked up from my blowjob and grinned at Chris. “Better do what she says.”

Rhonda resumed sucking me off while my roommate pounded her, balls-deep. Every time Chris thrust into her, she’d gag as my dick slid further down her throat. It was the wildest rhythm ever.

Eventually she made Chris stop, then she turned so she could give us a double blowjob. “You’re both so fucking hung,” Rhonda whispered in between slurping sounds.

Her eager mouth strained to fit both our cocks inside while her hands roamed freely between our shafts and balls.

“Oh, god… ” I groaned. I thought I was going to burst, but Rhonda knew how to maintain control until she got what she wanted.

She gave me a little wink and then left me there, my erection straining in the empty air as she finished licking up the pussy juice she’d gotten all over Chris.

I exhaled. Chris smirked.

Gripping both of our shafts again, Rhonda stopped sucking. “Are you both game for something? I want you to fill up both my holes so I’m airtight.”

“Oh, hell yeah!” Chris grinned.

“Good.” Rhonda stood up. “Because I’ve always wanted to do a DP — and this will be my first. You doctors know anatomy, so I trust you know all the spots to hit?”

“Definitely,” I said with a kiss.

After a few maneuvers to find the right position, Rhonda got on top of me and put my cock in her pussy, then slid forward so Chris could ease himself inside her ass.

Her pussy already felt like a velvet vise clenching down on my cock — and it got even tighter when I could feel the pressure of Chris’s cock in her asshole. The sensation was crazy.

I sucked and gently pinched Rhonda’s nipples, which dangled in my face as she rode me while Chris plowed her.

Chris grabbed her ass cheeks and slapped them, keeping her as spread apart as possible.

“Ahhh! Oh, fuck yes!” In her sheer ecstasy, Rhonda was screaming so loudly that at one point I think I heard the people next door banging on the wall.

But nothing stopped us that night — Chris and I had Rhonda for as long as possible. He and I took turns thrusting in and out, making it so that not a second elapsed without one of her holes being stuffed.

Rhonda finally collapsed in a wet, whimpering orgasm. Chris pulled out and jizzed on her butt cheeks, which were pink and flushed from his spankings.

I came so hard that I saw stars and possibly blacked out for a minute.

With both her holes stretched and used, Rhonda flopped between us on the living-room floor, rubbing her clit. “Oh, my god. What a night!”

“Got that right.” Chris looked over at me.

“That was fucking awesome!” I laughed and tried to catch my breath.

Rhonda kissed me and then kissed Chris, giving us both that impish grin. “So, I just want to know one thing.”

“What’s that?” I asked.

“When we can do this again?” Rhonda giggled.

Rhonda kept Chris and I going well into the morning hours the next day — she was a freak and then some, as Chris had warned me. The next day, I caught hell from the attending physician for being a half-hour late to evening rounds — but after having Rhonda, I didn’t care.

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