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First time with Lisa
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Every girl I’ve been with has been a fan of my cock, but no one has been as enthusiastic as my partner, Kay. Where a lot of women will insist that size doesn’t matter, or that they prefer a smaller, ‘boyfriend dick,’ Kay had set out to find a man with a big dick and she wasn’t disappointed when she found me. She was the first, and only woman I’ve met who could match my sex drive, as well as my penchant for kink and depravity.

One way Kay showed her love for my cock was in her desire to share it with others. She would share fantasies about watching other women take my cock, whether she was joining in a threesome or watching us perform for her pleasure. Kay started exploring some of these ideas with her friend, Lisa. Lisa was a friend from a gaming group who was in a long distance relationship, and as she and Kay became friends Kay discovered that Lisa was interested in a lot of similar kinks. Kay told me that Lisa was very into rough sex, spankings, and extreme degradation. Since she was in a LDR, Lisa wasn’t getting laid as often as she would have liked, and Kay came to the obvious conclusion that I should take care of that. In particular, Kay wanted to see me stretch Lisa’s ass open and thought it would be hot to watch Lisa struggle to take it.

Lisa, for her part, was good. I’m sure Kay was doing her best to tempt her friend, but Lisa wanted to wait for permission from her BF (she would get the occasional hall pass to blow off steam). One night, while we were playing board games at Lisa’s apartment, Kay got a text from Lisa’s BF letting her know he was going to give Lisa a hall pass for the night. We finished up games and hung around while our other friends left. Lisa’s phone rang and she excused herself to her bedroom to talk to her BF and Kay and I checked in quickly. After a few minutes, Lisa came back, blushing hard and shyly said, “You talked to my BF?”

“Yes,” I said, “Is this what you want?” Lisa nodded. She was smiling, but having trouble making eye contact. “Do you want to start here or in the bedroom?” She looked back towards her room. “Get going, slut,” I ordered, “we don’t have all night.”

We followed Lisa back to her room. Kay took a spot on Lisa’s four-post bed and I had Lisa strip and kneel in front of me while I slipped out of my clothes. The expression on Lisa’s face, as she got her eyes and hands on my tool for the first time was priceless. She looked excited and genuinely overwhelmed. I saw her whisper something to Kay, who had leaned in close, but I couldn’t hear it over the music Lisa was playing through her phone. Kay told me later that Lisa said, “You didn’t say it was this big!” Apparently Kay had told her it took two hands to cover, but Lisa had both her hands stacked on my shaft and there was still the head and some shaft left. Lisa’s BF was big, but he fit in both her hands.

Lisa stroked me, and we gave her a moment to play before Kay said, “Put it in your mouth!” Kay opened wide, but she struggled to get the head into her mouth. She backed off, and took a moment to lick along the shaft before she tried again. Despite her best efforts, Lisa wasn’t able to work my head into her mouth and she went back to licking and kissing along the sides. Kay, who has always been a gifted cocksucker looked disappointed but she found her own silver lining.

“I guess he’ll just need to fuck you ass then!”

Lisa got up from her knees and grabbed a bottle of lube from her nightstand before bending over the edge of her bed with her plump ass painted back at me. Kay shifted to a kneeling position next to her friend, with big excited eyes. I rubbed lube on my hard cock, then began to lube and finger Lisa’s ass. Kay mouthed, “Do it,” to me, and never one to disappoint, I lined up with Lisa’s hole.

Unfortunately, despite apparently being a big fan of anal with her BF, Lisa wasn’t any more able to take me in her back door than her mouth. We took a quick breather and I went to wash off in the bathroom. I came back to find the girls in the same position, with Kay smiling. “She’s got one hole left, so you’re going to have to make her take it,” She said with a wink.

I got behind Lisa and gave her ass a hard smack, getting a nice yelp from her. She was dripping wet and as I pressed into her she gave out a nice, “Oh, fuck.” I took a few strokes to work more of my length into her, letting her get used to my size before moving to deeper harder strokes. At the same time I alternated between spanking her ass, grabbing her hips to pull her into me, and pinning her down to fuck her hard.

I can normally last for a while and if I’m not pushing myself to cum, I can keep going and going and I had decided that I was going to give Lisa a night she wouldn’t forget. I fucked her from behind until she came, then I let her climb onto her bed and onto her back. I slid myself back into her and went back to work, groping her plush tits and pinching her nipples. It was definitely an experience to be with someone so into being hurt and degraded. Slapping her, pinching her nipples or clit, and calling her every degrading thing I could think of made Lisa wetter and more excited. We lost track of her orgasms and it was clear that she’d never been fucked that hard or for that long before.

About two hours after we had started, I had Lisa on her hands and knees and her phone rang. We saw her BF’s picture on the screen and I told her to answer it. I kept fucking her. I could hear his voice,

“Hey, baby, how’s it going?”

“Go-o-od,” her panting breaths were matching my thrusts, making it hard for her to talk clearly.

“Did you have fun tonight?”

“Yes, I’m having fun.”

“You’re having fun?”

“Yeah, he’s still fucking me!” I wound up and smacked her ass. I couldn’t help myself. There was a pause. I don’t think he expected me to still be using his girlfriend two hours later. I picked up my pace to try to push her over the edge. “He’s really big,” she moaned into the phone.

“Well I’m glad you’re having fun tonight,” he said.

“Yes!” She moaned, and I slapped her ass again, as hard as I could. I’m not sure if she came, but she definitely let a long moan out into the phone.

“Okay, babe,” He said, “Text me when you’re done.”

“Okay, I love you,”

I kept fucking her for another hour. I could have been satisfied with her sooner, but I wanted to take a little extra time for her to text her BF. I made sure to leave plenty of hand-prints over her body for her to remember me by. I cleaned up and got dressed.

This was my first experience as anything close to a bull. I wasn’t surprised by how much I enjoyed how well my size or stamina compared to Lisa’s BF, but was surprised at how much i enjoyed fucking her with him on the phone. Needless to say, he never invited us back for a hall-pass.

In the car, I looked at Kay, who had been smiling and encouraging for the night, “How was that for you?”

“It was okay,” she said, “But we need to find someone who can take you in her ass.”

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7 months ago