In spite of what this title may imply, I'm not into girls and nor is my best friend. This was a one off crazy event and nothing similar has ever happened before or since.
I had been dating a guy for a few months, let's cal him Brad, and everything was great accept that he couldn't cum. He had told me that he has this problem after the first night we'd been together but don't think i'd really grasped what this was going to look like. He told me he can cum by himself but not with girls. I'd never heard of this, and didn't really take him seriously, but it turned out he wasn't lying! He could get hard and fuck me, but he never finished, so it just became up to me to tell him when I'd had enough.
I had made the mistake of sharing this with my best friend, let's call her Maria, who i lived with at the time. She has overheard us having sex one night and had commented on how long it lasted. I explained the situation and she was as confused as i was.
I thought that if i mixed the sex up as much as possible, we may stumble on an idea that could make him cum. So i tried new angles (literally and metaphorically), as often as I could; i'm on top, he's on top, he's down my throat, i'm dressed up like a stripper...you get the idea.
One evening, for another variation, i led him down to the parking lot underneath our building, and we started making out in Maria's car. i'd put the passenger seat as far back as possible, hoisted my knees up, and after a bit of kissing lifted my skirts, took his cock out his pants, and guided him into my pussy. He banged away with all he had until it started to get to the awkward stage, where i had got what i needed and we were just killing time until one of suggested we stopped.
That is when the elevator door opened and through the other parked cars i could see Maria, walking towards us.'I'm here to help!' she announced in a loud drunken voice. I had no idea how she would have known we were down here, but i didn't ask.We both froze. Fucking in the front seat of a car needs some manoeuvring to make happen, and it's also not easy to just stop and jump back out either.
'Keep going! I'm just here to make sure things go to plan.' She told us. I squeezed my eyes shut with embarrassment. My boyfriend just looked in shock, but to my complete surprise, he continued to slide his cock in and out of me as he had been doing.
The car door was open and Maria was standing right next to us, finger to her lips, head cocked slightly to the side, and thinking out loud.'Ok, i think i know what we need here.'She put her hand on the shaft of Brad's cock, and was gently stroking it as he continued to fuck my pussy. He shut his eyes as if he was concentring as hard as he could. Maria shot me a cheeky grin.
The tempo of her hand increased as did his movement, until she gently placed her other hand on the front of his hips, to stop him. He looked at her a little confused. She moved his hips back, until his cock was no longer inside me. She then pointed the angle of his cock down just an inch, until the tip was now hovering over my asshole. She then placed her other hand behind him, and gently pushed him forward.
We'd been fucking for so long that my dripping wet pussy had soaked my ass hole as well, so his cock slipped in perfectly. When anal works, it the best feeling in the world. And tonight it was really working. My eyes rolled back in extacy. Maria was still holing his cock as she guided it in and out of my ass hole, her hand gently touching my clit with each stroke.
i came so hard i left the surface of the planet. For how long i don't know. But when i eventually opened my eyes again, i saw a face on Brad i'd never seen before. I looked down at his cock, now almost balls deep in my ass, just Maria's thumb and first finger still holding it, just as it exploded with the strongest pulse i've ever seen. Pulse after pulse, pumping load after load of hot creamy cum into my tight little asshole. it felt like my butt was being filled by 100 guys.
'My work here is done!' Maria announced as she turned around and disappeared.