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By (user no longer on site) OP
over a year ago
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So we arrive at the first bar, it was a classy wine bar and we take a side booth. I order a chilled bottle of white wine and we sit opposite each other, chatting like we’ve always know each other. Initially the conversation was tame, about her studies and family and my career and divorce.
It didn’t take long and we were on about glass 2 or 3 when things started to get spicy. She asked me my deepest darkest fantasies. I must admit I’d never really thought about this, I’d certainly never considered sharing such thoughts. Emily started prompting me. Was it a threesome, was it dominance, submission, was it more depraved.
She was great at this questioning, obtaining details from me I’d not really thought before. Yes I was dominant, yes I’d like more than 2 involved, I even confessed wanking with a recent girlfriends 18 year old daughters worn knickers when I stayed at their house. She asked about my views on pain, on water sports, on just about everything. As I confessed my deepest secrets she sat biting her bottom lip seductively. One hand rubbing the stem of her wine glass, I realised the other was between her legs.
“Are you rubbing yourself”; I enquired. “I can’t help it she said, you make me horny, my clit is tingling”. Good girl was my reply. Now I said, tell me yours. As another bottle of wine arrived she sat and for an hour or more sat telling me things I couldn’t believe from a 20 year old woman. How she’d lost her virginity to her step brother. How she loved really hard core porn. She had a huge black dildo that she liked wanking and sucking. How she’d had two girlie encounters, one with a woman she worked for during her A levels, who was 40 and she was 17. The other her housemate Tamsin. This piqued my interest. Tell me more I demanded. Hang on she said, I need a wee first. With that the shuffled out the booth. As she slowly walked passed me she rubbed her fingers across my mouth. They smelt of her sweet pussy. I suddenly grabbed her wrist forcefully, I stared in her eyes and licked and sucked her fingers. She again bit her bottom lip. I then let go of her wrist and off she skipped to the toilet, giggling as she went.
A few minutes went buy and then she returned and sat next to me. She brazenly then just out stretched her right arm and dropped her red thong onto the table and smiled. As much as I wanted to grab them, I just sat back on my seat and looked at her. I left the thong in the middle of the table, I wanted to see what she did. She just mirrored my actions and lent back on her chair. She picked her glass up and licked the rim before taking a sip. When she put her glass down she said, “I want you to dominate me, make me do things that you’ve never thought of before, hurt me”. I was aroused, a little shocked and a little nervous. How far should I take this, how far could I take this?….
I then called the waitress over, she was about 30, Indian looking and very shapely. As I asked for the menu she looked at the table and saw Emily’s thong. Unperturbed, she just said of course and smiled. She looked at Emily and Emily gave her a sexy smile. She returned within a minute with two menus, she passed me mine and as she handed emily hers, emily slowly and seductively stroked the waitresses hand. They held eye contact as this happened. Wow, she was putting on a flirty little show for me.
She asked me if I fancied the waitress. I said she’s attractive. Emily told me she had the real hots for dark skinned people, men and women. I again notice she was touching herself. We had a light meal and a fairly normal 45 mins. At the end of the meal the waitress came back. When she cleared the plates I paid the bill, leaving a good tip. As she stood at our table emily handed her the worn thong and said, “Here, this is for you, I hope to come back for it next week and would like you to be wearing it when I do”. The waitress smiled. She lifted the thong to her face, she sniffed it deeply and said, “Hmm, delicious”. With that she turned and walked away. Wow!
I should warn you, the next part of this story is not for the faint hearted….. reader discretion is advised……
As we walked to another bar we passed a narrow alley, she suddenly grabbed my arm and pulled me down it. We ended against a wall behind an wheelie bun, not at all romantic but she was frenzied. She immediately bent forward and took my dick out. She began slurping on it like her life depended on. I need to taste your spunk she said. Fuck it felt so good. As I held her hair I started to fuck her face, I held her tight and made her repeatedly gag on my cock. As I did so I called her a whore. Suddenly I was aware of movement to my left further up the alley. A homeless man stood staring at us. It was dusk time, a warm evening and he was getting a real show. He edged a little closer and I felt very uneasy, but for some reason all I did was put my finger to my lips and made a sshhh gesture to ensure he stayed silent. As I face fucked Emily I reached over her back and started hoisting her summer dress. Soon I could see her arse, which I knew meant our observer could see her arse and pussy.
He continued to edge closer and closer. He was totally disheveled, about 60, wearing a dirty jumper, jogging bottoms and boots. He had an unkept grey beard and matted hair. He seemed to become more confident with every step forward. He was now within touching distance. I could smell him, general unclean, musky, urine, sweat etc. Emily suddenly stopped, she took her mouth off my cock and looked over her shoulder. She looked right at him, she never said a word. She just went straight back to sucking my cock.
Our guest now had a very obvious bulge in his bottoms, which he then took out with his dirty gnarled hands. His cock was huge, a good 9 inches and more girth than I had. He just stood silent and started to wank. I could smell his musk even stronger, as his joggers slipped down his piss stained pants were clear to see. He carried on wanking with his right hand and now outstretched his left hand towards Emily’s arse. His hands were huge. He stroked her buttocks and again she didn’t flinch, she knew it was him. She looked up at me and just winked.
He now stroked down and his hand disappeared from my view. She suddenly gasped and lurched forward, so I guessed a finger or fingers had entered her. He was now pushing his arm back and forward and this changed her action on my cock to in line with his thrusting fingers. He then pulled his hand down and I could see 2 glistening fingers. He knelt behind her and now buried his bearded face in her arse and down into her pussy. He was like a hungry dog, devouring her pussy, still wanking the entire time. I could see his eyes were closed, then he opened them to look at me. I didn’t really know what to do, so I just smiled.
He stood up and said wow, she looks like she’s good at that. I said, mate she’s the best ever. Again he just said wow as he continued wanking his huge dick. I have no idea why, but thinking of all our conversations about boundaries and using her I guess I thought, fuck it, let’s just see.
So I grabbed her hair hard. She yelped as I dragged her off my cock. Look at me whore I said. She did as told. I looked at him, I said smack her arse. He said what, I said don’t question me, just do it, he nodded and smacked her arse cheek with an open left hand. She wobbled forwards. I was still gripping her hair. Harder, I demanded from him. He did it again, harder you cunt, I barked at him. The third hit made a really crisp noise and immediately left a red hand print. She shrieked an ouch. I yanked her hair again and said shut up bitch. Sorry sir, she muttered. I then told him to stand next to me. He was there in a blink. Fuck, he really did stink. However, despite that I now pulled her head towards his cock. It was the first time she’d seen it. “Fuck” I heard her say, “it’s huge”. As I pulled her closer I saw her physically retch as she fully took in his scent. He muttered an apology. I told him to shut up.
Do it, I said as I pulled her hair again. I can’t she said. I said, “fucking do as you are told”! With that she reached both hands forward, she grasped his weighty cock with one hand beneath the other and still there were inches of his cock hanging free. She started to wank him, his loose foreskin going back and forward. She then spat on his cock and wanked faster. I said suck it bitch. She then unbelievably opened her mouth and inched this monster into her mouth. Gagging with every cm. I now left the wall and went behind her, I spat on her arse, I grabbed her hips and positioned my cock by her arse. I then didn’t waste a second and slowly eased my cock into her tight little arse. She let out a muffled groan, but our homeless friend was now with the script. He grabbed her hair really forcefully and yanked her back on his huge cock. She again gagged, but she obeyed and went back to slobbering on his magnificent cock. I was now gently but steadily fucking her arse. She was groaning as she slurped, even louder when I reached under her and started rubbing her clit as I fucked her.
She again moved her mouth from him, she said fuck yes, this is amazing, it’s insane. Good girl, I said. She then went to the guys cheesy balls and sucked and licked them as he wanked by her pretty face. He started bucking his hips as if losing control, she sensed this and tried to get her mouth back over his huge end. Just as she did he started unloading hot cum over her face and into her mouth. Mmmmm she said as she gobbled down what she could. I rubbed her clit faster and faster and she then came hard, her arse gripping my cock as her knees buckled. Our friend stayed watching making no effort to move or pull up his clothing. I know pulled my cock out and told her to kneel. She did and opened her mouth. I could see his cum still in her mouth and over her face. I grabbed her head and she came forward, licking and sucking her arse juices off my cock, which frankly looked quite pathetic alongside our guests. I told her I was about to cum. Then, as if this encounter had not been shocking or bizarre enough, he knelt alongside side her and opened his mouth. He knelt stroking his half flaccid cock and it was clear her wanted my cum too.
My head was spinning and then they both leant forward, a mouth either side of my shaft, I felt a mans beard on my cock, but I was so far gone I didn’t care. I just started to cum. There was a bucket load, between them they took turns gulping and slurping. As I finished I then watched them kiss. It was utterly surreal.
As we all regained composure she stood up and made her dress look right. I put my cock away and our guest pulled up his boxers and joggers. He said thank you. And Emily kissed him full on the mouth. He then just shuffled off back toward some boxes at the end of the alleyway. |
you lucky guy
