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Me, Myself, and Two Guys  

Penelope31765 55F  
88 posts
9/27/2019 8:17 pm
Me, Myself, and Two Guys

NOTE: this story is a hybrid of my personal experience and the mellowness that have upon the memory. enjoy!
It all started, as so many of these things do, at a party. An after-work party, to be precise, socializing with the people I worked with. At the time, I worked as a technical editor for a vendor supported the US Navy. I lived in Alexandria, VA and shared an apartment with one of my female coworkers.
At the party, I got to meet some people I didn’t interact with regularly. Many of them were retired Navy officers, but there were a few "civilians" like me. Two guys were particularly interesting to me. They traveled a lot, so I only knew them well enough to nod at when I'd seen them in the office. They were always polite, always together, never overly friendly. To be honest, I assumed they were gay. Not that there is anything wrong with that.
They were two of a kind... similar features, similar builds, non-descript but clean-shaven and "fit". They probably went to the . One, Gregg, was black Irish like : dark hair, light eyes (his were blue). The other, Chris, was fair-haired, tanned, and grey-eyed.
One thing you should know, this job, all the women were expected to wear dresses or skirts and hose/stockings and heels (preferably). I never liked stockings or pantyhose, so I didn't wear them. It's not like they could find a legal way to check.
Chris approached me the party first. I was hanging with my immediate coworkers: laughing, drinking, just socializing with my fellow documentation geeks. We had commandeered the only comfortable seats in the room: two low couches set in an L position. My skirt was knee length, but the couches were low, so there were times when I was probably showing more leg and whatnot than I should. I was trying to pull my skirt straight and had been leaning over, when I noticed Chris was watching me. I also realized that, from his vantage point, he could easily see down my blouse. His eyes, though, were on my hands as I rearranged my skirt.
He looked up, met my gaze, and had the good grace to at least look sheepish at being caught. I could feel the blush spreading from my cheeks down my throat onto my chest. When I blush, it's a very involved process. He smiled as he watched the blush spread, which made me blush even more.
I needed to end that blushing cycle, so I stood and walked over to him. I had had a few beers by this time, so my Dutch courage was strong. His grin broadened, clearly enjoying the sway of my hips and breasts as I stalked over to him. In my heels, I was his height, which he seemed to like too.
There were a few awkward hellos, exchanges of names, seemingly accidental touches on hands, on arms. I was laughing with my head thrown back when I noticed Gregg standing at my arm, offering me a drink, smiling broadly.
We eventually found seats together and spent at least 2 hours talking and laughing and drinking. Gregg mumbled something about using the restroom and shambled off. As I leaned back, I noticed Chris's arm across the back of my chair. I could feel the heat of his chest on my arm as he leaned closer and kissed my neck. His lips traveled up to my ear. I swear, I could see my nipples harden and strain against my bra and blouse.
His lips brushed my ear as he whispered, "Your nipples are so hard... all I want to do is pinch and bite them. PJ, will you let me pinch and bite them?" I could barely respond, but I did manage a hoarse, "Yes, of course."
He continued, "We could give you a ride home. Pinch and bite and..."
I blinked, startled, turned to him and asked "We?" In answer, Chris smiled up at Gregg had once again appeared at my side. As he sat, I noticed he was hard... very hard. Our eyes met and he knew that I knew. His smile was almost feral.
There was a part of me that was frightened of these two men. I didn't know them, really, but I wanted to know them better. I wanted to know parts of them intimately. I knew right then that one of them was giving me a ride and maybe even driving me home.
I thought only Chris was interested, but clearly Gregg was too. How was I to choose? They both stood, smiled knowingly at each other, and each extended a hand to me. As I slid my hands into theirs, I realized that I had gotten myself into something new and different and just a little bit terrifying. But I was so wet, so aroused, so ready, there was no way I wasn't going to go with them.
The flirting and verbal foreplay slipped into physical foreplay in the elevator to the underground parking lot. Gregg watched as Chris kissed me, hands first caressing my throat and then sliding up into my hair, grabbing it roughly. I moaned loudly as he kissed down my throat. His hands seemed to be everywhere. I looked over his shoulder at Gregg was rubbing his thumb along the hard arc in his pants. Watching him made me hotter. I gasped as he grabbed his cock. His eyes were on Chris's hands moving my skirt up, the fabric wedging into my panties as he grabbed my ass and worked his fingers toward my pussy.
Gregg looked up at my , smiling. He was moving his hand over his cock when he said, "You naughty , you're not wearing any stockings or hose. You're far too accommodating." As Chris nibbled my nipples through my blouse, I noticed a small dark mark forming on Gregg's khakis above the tip of his cock. My hands were in Chris's hair, keeping his focused on my tits and nipples. I was wondering if Gregg was going to when the elevator finally stopped and the doors popped open.
No one else was around this late, thank god. No worries about straightening our clothes or making small talk with people more sober than we were.
Gregg and I followed Chris over to his truck. It was an old one, with a bench seat and a stick shift. Of course, I was expected to sit in the middle and straddle the stick shift.
Gregg helped up and into the truck, sliding his hands up my skirt and grabbing my ass. I squealed and giggled, involuntarily, which seemed to please them both. I had to keep my skirt pulled up to avoid ripping the slit... an obviously calculated maneuver. This wasn't the first time these two had done this.
The thought angered me at first, but then I realized that at least they knew what they were doing. I was a novice... so very willing... and they were going to teach me a lesson. Alright!
Each man lightly stroked the insides of my thighs as we sat there, waiting for the engine to smooth . Chris then put his focus into getting the ancient truck of the parking spot, the parking lot, and on the road. Gregg focused on pulling my blouse from my skirt and slipping his right hand up my blouse and his left my ass. He was kissing savagely as I worked to free his cock from the confines of his pants.
I smiled against his mouth when my hand found his cock right away. As I looked down to admire it, he whispered against my ear “I’m a naughty , I don’t wear stockings or hose either.” I shivered his admission and his lips, breath tickling my ear. He twisted my nipple once, twice, before moving his hand into my hair and pulling my to his.
I grabbed his shaft firmly and started stroking it slowly. He moaned into my mouth, "no... I'll too fast." that "no" I knew I was going to make him right there in the truck with Chris watching. I lowered my head down and kissed the pearl of precum shining on his tip. Gods, I love precum. He moaned loudly again but didn't stop . I slid every inch of him into my mouth to the back of my throat, moving my tongue over the shaft as my lips grasped him. His hand was still in my hair, hovering in strands above my scalp. He didn't press or force, but he did run his fingers along the outer edge of my ear and stroked my throat, scratching lightly as I slowly, sensuously sucked his cock.
Chris must have gotten us onto the highway and up to speed, because his shifting hand was now exploring my soaking wet panties from the front, pulling them aside, and fingering my clit. Gregg's fingers were busy with the mouth of my pussy. I do so love to be fingered.
I moaned on Gregg's cock. His right hand plunged into my hair and held my head in place... bringing his hips up, fucking my mouth... he came so quickly he didn't have a chance to warn me. Still, I swallowed most of it, though his last spurt landed on my lips rather than in them. I think he must have planned it because he instantly raised my to his and licked my lips clean and then kissed deeply. "God that was good. gonna make a mess of you."
I laughed but it morphed into a moan as their fingering worked its magic on me, I reached my left hand over to Chris's lap and found a hard cock exposed and waiting for me. He had had been busy with his pants before he started fingering me. I was stroking him quickly, but lightly... teasing him more than anything, as I came for the first time.
I threw my head back and just let the orgasm take me. Greg had my blouse completely pushed up, my bra unclasped, my breasts bouncing free, his mouth and hands working on my nipples. Another orgasm started to crest when Chris's hand disappeared. I vaguely heard him say something about downshifting. He then urged me to cover up.
We were a stop light the end of the exit ramp. I had no clue where we were and felt a chill of fear again. Gregg, took over clit fingering duties when Chris went back to driving, was getting back to the edge of another orgasm as he whispered in my ear, "don't worry, we're going to my place... no roomies to interrupt us." I trusted him completely for no other reason than he was going to make . And, truthfully, I wanted to do that over and over again.
After Chris got us parked, he pulled the driver’s side door, helping down and sliding his hands over every inch of as I slid into his arms. We fondled each other and giggled as we followed Gregg to the door of his townhouse. As soon as the door closed, clothes started flying off. Both men wanted me in my skirt and heels but nothing else. We kissed and groped our way up to Gregg's bedroom. I fell on to Chris on the bed, his feet still on the floor. I pulled my skirt up to straddle him and rubbed my wet lips up and down his shaft, both of us groaning the touch. I then felt Gregg's hands on my hips, sliding the back of my skirt up to my waist. He wasn't completely recovered yet, but he fingered my clit, my lips, and then my ass... using my juices to massage my tight anus.
I jerked when he first touched , but he knew what he was doing, so I let him do it. I knelt back, sliding Chris's cock into my pussy, slowly, moving my hips in small circles, my back against Gregg's abdomen. His cock was fully hard again and pushing against me. He pulled my hair away from neck, kissed it lightly, then whispered in my ear, "just relax. it may hurt at first, but it won't once you relax... and then you won't want me to stop."
I gasped raggedly as he squeezed, twisted, and pinched my nipples and ran his teeth along my ear. He then placed his palm in the middle of my back and push me back down to Chris. Chris immediately took over my breasts and nipples, our eyes locked as we ground against each other.
Gregg's hips tucked against my ass. His left hand grasped my hip, he whispered, "just relax, PJ, relax." Not an easy task when all I wanted to do was squeeze Chris's cock in me. Suddenly, there was a feeling of cold wetness on my anus. Chris smiled at my stunned and ran his thumb along my lower lip. "Don't worry, it's just lube."
As soon as he said "lube," Gregg's cock slowly entered my ass. It did hurt first and my body immediately tensed in response. Both men whispered calming words at me, caressed my body, reassured me. Gregg's cock pushed further in and the pain lessened, as he promised.
I relaxed slightly and started moving my hips until Gregg grabbed my right hip with his now free hand. "Don't move... we'll do the work... just enjoy it."
They fucked me hard. There was no kissing, no caressing, just slamming, savage fucking. The double penetration was amazing, though I had to direct their rhythm, so they didn't dislocate my hips.
Chris came first, loudly, grabbing my head and kissing me deeply. When his cock waned, he shimmied from . He perched on the bed next to and Gregg, his right hand fingered my clit, his left hand fingered Gregg’s ass. I came two more times, my legs were shaking, when Gregg pulled his cock of my ass and came on my back, shooting his into my hair and on to his own pillows. An impressive spurt.
I got to clean up with a blissfully shower, though I wasn't alone for long. Chris joined for some soapy fun and mutual masturbation. Gregg must have used another bathroom, because he was bathed and in bed waiting for us when we came . He had laid one of his t-shirts for and patted the bed beside him, grinning evilly.
Once again, I got to be in the middle. All we did was fondle and kiss, but they did make a few more times. Neither of them were up for that, though. I think they were amazed at how many times I came.
When we finally did stop to rest, I couldn't really sleep. It was a large bed, but I was stuck between two people and couldn't move freely. I made a promise to myself that, if I were ever in this situation again, I would plan on going home afterward and sleeping in comfort in my own bed.
Still... it was a great experience. With the right toys and partner, it can be replicated with just two people.

IEATOUT_69_az 45M
11 posts
9/27/2019 9:47 pm

Great story

girluvzworld 49M/52F  
12 posts
9/28/2019 5:30 am

very nice, thanks for posting

tryusfororal2019 63M/54F
134 posts
9/28/2019 6:43 am

awesome pic

s2ndegree 61M  
9741 posts
9/28/2019 6:55 am

Welcome to the blogs!

Using more than all the road!

jacksrevenge78 42M
232 posts
9/30/2019 2:27 am

I've enjoyed reading it many times over. <3

Penelope31765 55F  
21 posts
10/24/2019 8:35 pm

willp52 59M
69 posts
1/2/2020 4:02 pm

I would love to join you with some toys and a hard dick and many hours of play

Just_Me632 62M
1 post
5/6/2020 3:55 am

Fabulous Post!! Thanks Sexy

Penelope31765 replies on 5/6/2020 5:49 pm:
my pleasure, sweet beastie {=}

ttmt1 40M  
75 posts
8/22/2020 3:33 pm

Loved it 🙂👍

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