Best Friends with Benefits

All names have been changed to protect the identity of the people involved. These are real sexcapades that I want to remember. These are stories of two people thrown together by circumstance who would never otherwise have crossed paths, two genuine people who fell in love (not withstanding their obligations to their spouses) and who did the best they could to be loving to one another without hurting anyone else.

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Mary and I have had a roller-coaster of a relationship these past 5 years. Our relationship actually goes back much further than that as she was the one who stole my job. Long story, I recommended her for a position that I was supposed to get in the company we both worked for. She got it and excelled at it. But that doesn't bother me. She's excellent and I am glad I recommended her, because I would never have been a part of her life otherwise.

I guess I'd better describe her; Mary is a 37 year old MILF (with three kids) no question about it. She stands just over 5 feet with another few inches added for attitude. She's beautiful in a real way, brown eyes that you could drown in, small mouth that forms the tightest lip-lock around my hard cock (her teeth do scrape my cock when she's sucking it) thin lips perfect for kissing, long graceful neck for nuzzling and short hair in a bob that is perfect for a pony tail to grab on to from behind or to gently push behind her ears when she lets her hair down while making love. She has boobs that sit high on her chest, so it always looks like she's presenting her chest to the world, except when she bends over and you can see straight down that valley to her belly. At 34 b+ capped by long eraser size nipples that are just begging to be sucked, they are just absolutely delectable especially when swaying freely while being pounded from behind. She has a couple of tattoos that I won't describe and a tramp stamp on her behind - but in a feminist way because it is a quote from a poem, so she's taking back the tramp stamp label and making it a statement of feministic empowerment. She never goes bald, because that is what little girls are like. She's a women through and through (although she does trim when it gets a little unruly - better access to her clit) and one taste of her and I was hooked, wrapped around her little finger like I never thought was possible.

People talk about being in love, and looking across the room and locking eyes and seeing fireworks, and to this day nearly 10 years after I first met her, and 5 years after we fell in love, when she walks into the room my heart starts pounding and I get light headed. Her laugh is infectious and her smile can light up a staff meeting. She's the smartest person I know, able to cut to the point and see past all the b.s. in the corporate world, while also being the most genuine caring mature person I could ask for in a partner.

Over time we became best friends. She confided in me and I made her laugh. We texted each other constantly and got each other through the craziness that everyone goes through (her husband Manuel is a true gem of an asshole, generally a nice guy, but clueless and mean to her and her only - like he still believes in the macho crap about how men should rule and women should serve and service). Until one day, we decided to take the plunge - start our own company that is, and that's when things between us really took off.

My car had broken down, and Mary was kind enough to give me a ride home. We were talking and listening to music - when she leaned over out of the blue and kisses me. Full on the lips. It was amazing. My eyes closed, and I couldn't even think. Cars started honking behind us as traffic came to a standstill. Our arms instinctively reached for each other, but the seat-belts prevented any further connection. That is probably what saved us from having the cops called and getting the car towed.

We didn't much talk for the rest of the ride, other than to assure one another it was ok and that we would talk more. I guess we just needed time to process the kiss and what it meant. That was the beginning of a month long make-out session. We kissed everywhere we could. In our offices. In the bathroom. In our cars. Driving out to lunch. Our favorite spot was at a local park, where we would park away from everyone else and listen to music and talk and kiss. One time her husband (who has extremely bad timing) decided it was a good time to sext with Mary while we were making out in the car. Mary wanted to be able to keep the conversation straight in her head, and not get confused if it came up in conversation later with Manuel, so Mary and I acted out the conversation. She undid her seat-belt, and we pushed back the car seat to give her room. She climbed into my lap and began kissing urgently while sexting back with her husband.

He sexted about how he wanted to undo her shirt (she was wearing a dress, but he was so clueless, he probably didn't even remember that) and feel up her boobs. I reached under her dress and began feeling up her boobs. She shifted to give me easier access, fumbling with her phone as she kept up her side of the sexting, describing how she (actually) felt with his (my) hands on her nipples and how it made her wet. With her dress out of the way, I could feel her wetness on my thigh as she sensually rubbed her body on me, one hand keeping her phone, and the other holding onto my neck as she kissed me like we were the only two people in the world.

He starting sexting about how he had his cock out, so Mary undid my zipper, and reached into my pants and pulled out my aching cock. She paused for a second, surprised, as she looked down at the hard dick in her hand, purple head practically pulsing with need (I found out later when we talked about it, that my cock is bigger than her husband's - 7 inches when hard, and just big enough around that she couldn't easily fit her tiny fist around it - who was the only other person she'd been with. She was a little nervous about how big it was, which was probably why she didn't just jump right on it there and then).

She texted back that she had her husband's imaginary cock in hand (actually my hard cock) and he told her to suck it. She maneuvered her butt and knees as far back as they would go, but there simply wasn't enough room in the car to bend over and get her mouth on me, not without her ass being on full display in the windsheild. Not letting go of my hard cock for a second, she regretfully pulled herself back into my lap kissing me hard and promising "some other time babe".

Instead, with her dress still up around her waist, she pushed my hard cock flat against my chest, and lined up her soaking wet vagina (never pussy - which is derogatory for women. And certainly never cunt which is just a terrible insult) with my cock, and began slowly and sensually rubbing her panty clad vagina up and down my hard cock. On the upswing she tilted her hips to rub her clit against my cock, and when it finally got to the top, she would push forward, trapping my cock in her cleft and rubbing the underside of her clit.

Mary was flushed bright red and panting and moaning in my ears as she pleasured herself on my cock. I took her phone and texted her husband back a quick response about how she loved to feel of his dick in her mouth and wanted more. True to form, Manuel replied that he was coming in her mouth. She doesn't like that at all when her husband comes in her mouth, but for him it was all about him. He doesn't care if she gets off, he just wants to cum - especially if he can do it in a way that is degrading to her. Unfortunately, that killed the mood. She was furious with him for being an asshole. If you're going to sext your wife at work, at least take the effort to write how she was coming even if in real life he could never make her come. She sighed, still in my arms, her vagina separated only by a soaked bit of cotton from being more full than she'd ever been before, and she adjusted her dress down.

She pulled my face with both hands, looked me deep in the eyes and kissed me hard. My cock spasmed and tried to rip through her panties, but it wasn't to be - at least not this first time.

She climbed off my lap back into the drivers seat, and gave one more look of longing at my cock -waiving in the air and still wet from her juices before she started the car and we headed back to the office.