Wingman
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Posted:Aug 28, 2018 1:33 pm
Last Updated:Apr 18, 2024 11:37 am
2244 Views
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Jim was my best friend in my teens and early twenties. He was happy to be my wingman and go after the second-place girl when we went out trying to hook up; it became a running joke that he would probably wind up with the girl who drove, and I'd get the better-looking one who got the ride. Jim was about 6'3" and anywhere between 250 and 300 pounds at any particular time. He also had a monster cock, and knew it.
One night we were at a club where we both worked, checking out the women and he pointed to a woman who was built a lot like him. She was tall, medium-brown skinned, with huge tits and a big onion of an ass. He handed me my drink and said " gonna fuck that black chick...". I chuckled and said "Sure you are," and he told me to just be patient. "What makes you think that?" I said, and he told me that she and her friend were checking out guys' bulges, and that he could tell she was looking at his.
It wasn't long before I was out on the dance floor and here comes Jim being dragged out to dance. He gave me the eyebrow and smiled, and started doing his "way-too-big-and-white-to dance" dance, which is basically what it sounds like - an offensive lineman shaking it to Keith Sweat, Bobby Brown, or whatever was bumping back in the late 80s. After another few drinks he came over and handed me his car keys (he was OUR driver), and said "time to go." She was standing at the door waiting for him.
The three of us walked out to his car- it was summer, so no coats- and they got into the back seat. I was happy to be HIS wingman for a change, and curious where this was going. In the rear view mirror I could see them making out, her huge tits out of her black bra, and eventually lost sight of her because she was down sucking his cock while I drove. We went to her small apartment; her cousin was babysitting her very young baby, and quickly left so it was the three of us and the baby in the other room. She and Jim went into her room while I got a beer from the fridge and watched TV. I could hear her moaning and telling Jim to give it to her, to fuck her hard, and I drank my beer feeling glad for him but also had half a hard-on wanting some pussy myself.
He came to the living room in his boxers holding a beer and said "Your turn, bro." "What?" and he said "Go on man, your turn..." I climbed out of the recliner and brought my beer into the bedroom, where in the moonlight I could see her reach over for my belt and start to unbuckle without a word. I let her take my cock out while I took another swig and began to feed her my hard dick. I started to suck and squeeze her nipples... and milk shot out between my fingers. Ah, the babysitter! Those huge tits! I was naive about some things, but I was starting to piece this together.
If it happened today I would have gone down on her immediately to eat her out and get that cream pie that Jim had left in her, but back then I was skittish enough about sloppy seconds. Looking down at her well-fucked cunt lips I easily slid my entire hand inside while she fed on my cock. Soon I buried it inside her gaping pussy and began riding that big girl, with her again telling me to fuck her and that she wanted both of our cum that night. Before long I looked up and Jim had come back in, rubbing his dick over her face and telling her to beg him for it if she wanted it again. Needless to say, she did- very much. I came inside her and headed back to the living room, satisfied and giving the honor back to my man Jim to finish things up.
A little while later he emerged with a shit-eating grin on his face and we headed out. He went back a handful of times that fall and winter and gave her the big cock that she needed. Who knows how many others she was getting too, but maybe that's none of our business. It's good to have a wingman, but nice to return the favor sometimes too!
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Meeting at Last
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Posted:Aug 7, 2018 9:30 am
Last Updated:May 19, 2020 8:58 am
2351 Views
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I took a breath in the hot summer sun and knocked on the door. After too long a time of online chatting I was finally getting together with a woman I had developed a huge crush on. When the door opened I saw the pretty smile and eyes I had seen in her photos. Her dress teased me with a great view of her luscious cleavage and the outline of her hips that I had seen in the photos she shared online - photos that she knew I had fantasized over, and yes, had masturbated to while imagining things we would do together.
She welcomed me in with a smile, a gentle but longing kiss and an embrace that allowed me to feel her feminine curves against my body as we stood together. After a few minutes we were on her couch chatting, already familiar with one another from our online chats but appreciating the chance to speak face to face at last, to look into the other's eyes. Every few sentences of conversation were interrupted by kisses, holding her close to me and tasting her soft full lips, sometimes deeply and passionately and other times playfully, our mouths wanting to know one another. Looking into her eyes with my arm around her, stealing glances down at her delicious cleavage, and wanting to completely have this beautiful woman, kept my cock in a constant semi-erection, swelling when our bodies pressed together in a kiss, and very gradually relaxing when we broke our embrace and resumed chatting.
Kissing one another, tasting her lips, her ears, her neck, her shoulders, we both could feel the change in our breathing and sense the desire. Her soft wet lips on mine, pressing her breasts against my chest, I felt her hands begin to explore and rub the growing bulge that we were both aware of in my shorts. Feeling her hand reach up my leg there was no hiding my arousal, and I helped her unbuckle my shorts and slide them down to the floor. I closed my eyes and tilted my head back as she first held my hard cock, caressing it and my balls. I sighed as her warm wet mouth first wrapped around me - those soft full lips beginning to suck my cock, as I had fantasized about so many times. God, it felt so wonderful, her hand and mouth working in unison and making my cock swell with pleasure. Looking down and seeing her lips sliding up and down my shaft, teasing my mushroom head and caressing my cum-filled balls, almost caused me to shoot long before either of us wanted. I needed to enjoy this, and wanted to feel her sucking and working me until I couldn't hold out any longer.
It wasn't long before I had to release - I wanted to feed her my cum and knew that she would take every drop. It felt so amazing as she held my cock and kept her mouth tight, letting me shoot and continuing to milk my hard cock until I had fed my baby all I had. As we relaxed I wanted to kiss her, to taste my cock and cum on her mouth and show her how good she had made me feel. In my fantasies I knew she would know how to treat a man and know how to work a hard cock, and she certainly did. Now I want more and want to have her again and again.
I wish I could go on about the amazing afternoon of passion that this had begun, but I had to get going shortly after. We both want more, and I am dying to go down on her and taste that wet pink pussy that I've seen in her pics. Maybe next time?
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To Dick-Pic or Not To Dick-Pic, That Is The Question...
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Posted:Apr 7, 2017 9:15 am
Last Updated:Apr 7, 2017 12:30 pm
4213 Views
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So, after several years of TSdates.com I've finally broken down and posted a couple of cock pics. A close friend was disappointed - that I posted them, not disappointed in my package (I hope) - and I agree that I too have always thought I was "above" doing that.
On the other hand, in this sea of junk pics and action shots on TSdates.com, what's one more penis pic? What do you think - are dick pics a turn-off, an attraction, or just background noise that comes along with TSdates.com?
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To link to this blog (ricknice) use [blog ricknice] in your messages.
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