Putting It In

by Pamela Poundtown

  I knew I was close, but I still needed a bit of time. However, Yuri was at her own personal limit. She got off my cock, slumping over to the side, and passing out for a couple of moments.

  "She’s like that. Usually the first to go,” she told me.

  "For real?” I asked.

  "Yeah. It’s a bit hard for us sometimes. But, I noticed you’re still raring to go. If you want, you can have my ass,” she told me.

  I looked at her with a flush, and she soon got on all fours, spread out like she was ready to take anything that she could. I then watched as she wiggled her butt slightly, my cock throbbing in desire. This was heaven, right? It had to fucking be heaven.

  I then walked over to her, watching as she smiled with excitement. I then spread her apart, pushing my cock against the very entrance.

  There was a bit of resistance, despite the fact that she seemed ready and raring to go. I watched as she smiled, pushing up against me as I thrust really deep into her. I felt my cock immediately get hit with an overwhelming feeling of tightness. Holy fuck, this was the best thing ever. I saw her start to tense, and soon, she relaxed.

  "You’re bigger than I thought Frankie,” she said.

  This was like a dream come true. I was inside of the one woman I've lusted for and wanted for a long time. I remember when I used to bat it off to the idea of her fucking me, but now I was in her ass, and it felt like a whole new world.

  I pushed deep into her, causing her to let out a moan of pleasure. I felt like I was being sucked in, and as I fucked her, she then started to move towards my cock, making me lose my mind.

  "Yes, that's just the way I like it. Fuck the shit out of my ass!”

  I then started to move in and out, feeling everything go blank. It was then when I saw Natalie moved towards her face, pushing her pussy in front of it. Trish worked hard, getting Natalie off.

  I then noticed Abby was nearby, her pussy and ass begging for attention too.

  While I fucked Trish, I moved my hand out, pushing it into her pussy. It was weird to fist one woman while I was fucking another, but she seemed to love it, and soon, she started to groan in pleasure and move towards me.

  The feeling of both of these incidents happening felt almost surreal. I loved the feeling that this was giving me, and as I watched Natalie and Trish go at it, I felt like I was really in a whole new world. After a few more thrusts, I knew that I was at my limit. Her ass was just too tight, and that’s when I felt it.

  The thrill of the orgasm hit me as I came hard, filling her up with the feeling of my see. I moved my hand to her clit, rubbing it, and while she got Trish off, I could see that she was getting aroused too. After a brief moment or so, both of them were at their limit too.

  Then, there was Abby to deal with. One by one, I managed to get everyone off, using both my fingers, and my fists. Everyone then pulled away, each of us basking in the afterglow. I saw Trish smile at me, that flirty little glance that I saw before.

  "You did pretty well, handsome,” she said to me.

  "You were pretty great yourself,” I told her.

  "Anyways, if you want to stay here, you’re more than welcome to. We can all have a little fun again,” she said.

  I figured a nap wouldn’t be that bad. I mean, I fucking needed it, that’s for sure.

  I started to fall asleep in the living room, wondering just what the future might hold.

  Chapter 3

  "What the hell are you doing here?”

  I was immediately roused from my sleep, looking over to see who it was. Sure enough, it was Devin. Holy fuck. What he also saw, was all of the other ladies around me, including his mom. He looked at me, shocked and unsure of what to think.

  "It’s--”

  "Sorry Devin, did I forget to let you know that I'd have company over today? I’m so sorry,” she told him.

  “Really, my best friend mom?” he said.

  "He came over to deliver something. I can't help it that he decided to stay for a little extra fun,” she said with a coo.

  "Yeah well, I definitely didn’t need to walk in to see this,” he told me.

  "Sorry son. I’ll make sure to let you know next time anything happens,” she told me.

  "Yeah, yeah,” he said.

  I watched as he looked at me, shaking his head, and soon, he headed upstairs. I looked at his mom, and then the rest of the girls, immediately wondering what we should do next. When they all woke up, Trish smiled at them.

  "We should get dressed. Devin ended up coming home early,” she said with a smile.

  "Did you know he would be here?” I asked.

  "No. He told me he’d be with his friend for a while, but I guess that didn’t happen,” she said.

  A part of me wondered if I should talk to Devin about all this. But, I figured the best thing to do, would be to wait for him to talk to me. Trish walked over to the kitchen, still naked, and she made us all food.

  I was surprised none of them seemed put off by me. Did that mean they all wanted this. Yuri was the first to get dressed, followed by Natalie. Then, I got myself together, or at least put on pants, and Natalie settled for a bra and panties, which still left little to the imagination, but I guess was fine. When we were all done, Trish came back and threw on her underwear, smiling at all of us with a smirk.

  “There we go,” she said.

  “Everything okay?” I asked.

  "Oh yes. Just took a bit to get started with. You said you had to leave soon, right?” she asked me.

  I nodded. "Yeah. It’ll have be kind of quick. I definitely have to get out of here soon,” I told them.

  The woman smiled, giving me a small plate for dinner. We all ate happily, but we didn’t speak for a long time about anything. I definitely knew there were a few things we needed to discuss that’s for sure. After a long time, I finally finished, putting my dish away and looking at her.

  "I have to head out soon,” I told them.

  "I figured as much. It was fun hanging out with you though,” Trish said.

  I looked at her, slightly embarrassed by all of this. I did have to head back soon, even though it was the last thing I wanted to do.

  "Anyways, what now?” I asked her.

  "Well, you’re always more than welcome to come stop on by. Just let me know, and I’ll bring friends over,” she said with a purr.

  I flushed. I mean, I wasn’t against doing that again, but still. It certainly did have an awkward touch to it. I looked at her, and then I spoke.

  "What about Devin though?”

  "Oh him? He’ll be fine. He’s used to this type of shit by now,” she said.

  I looked at Trish, unsure of what to say. I mean, I guess if she says so, then fine.

  "Okay,” I told her.

  "Besides, this isn’t the first time he’s ran into me during a moment. I have seen him before. At this point, he just ignores it. don’t worry so much,” she told me.

  I flushed, feeling as if I was doing something wrong. Was I? I didn’t even know anymore.

  "Okay Trish,” I told her.

  "Besides, I had a good time. We all did. It seemed like you had a pretty decent time as well.”

  I mean, I'd probably have enough material for my spank bank to last a long time, and then some. After I looked at her for a moment, I blushed, and then I spoke again.

  "Anyways, I should be getting out of here.”

  "Alright. Have a good evening,” she told me.

  I walked out to my delivery truck and drove it back. I still couldn't believe I did that, that they had sex with me, and I wondered if Devin would call me at some point. I got back to the office, putting the truck away. One of the workers was there, but they didn’t question anything. I clocked out, and headed back to my place.

  Along the way though, there was a ring. I looked at the caller, and sure enough, it was him. I pulled my phone out, holding it to my ear and then speaking.

  "Devin.”

  "Well hello to you too. What the hel
l was that?” he asked.

  "Your mom wanted me to come over. So I did,” I told him.

  “Right, right. I can’t believe you slept with her. don’t you know how risky it is,” he said.

  "I mean yeah, but she wanted it. She was the one who agreed to it first,” I said.

  "Yeah, but still. You gotta be careful. I won’t say anything, but just don’t do that while you’re on the job again. You could get fired,” he admonished.

  "Okay mom,” I teased.

  "I may be acting like your mom, but I’m just trying to help,” he said.

  "Yeah, yeah. Anyways, how was hanging out with your new friend? I'm surprised you haven’t talked to me.”

  "Because you’ve been busy. And busy with my mom it seems,” he told me.

  "Okay,” I said to him.

  I looked out, seeing that I was almost home.

  "Sorry for my mom by the way. I know it was probably fun for you, but she’s a bit of a hoe. It’s not the first time, and probably not the last. Just...if you make deliverers there, or end up at her place, at least shoot me a text. And I do want to hang out again, if you want,” he said.

  "Sure, I'll probably be over at some point during the next week.”

  "Not just to see my mom, right?” he said jokingly.

  I laughed. "I doubt that will happen again. Your mom was fun, but I think she wants someone who’s more professional,” I told him.

  "Nah dude, she won’t stop talking about you with her dumb girlfriends. But, I think it’s safe to say that if you come over for me, you leave her be. I know that’s probably hard for you to do, but please keep it out of our friendship,” he said.

  I laughed at his words, but I could understand the sentiment.

  "Nah I'll make sure I'll visit for other reasons. And while you’re not around. That was jut...wow,” I told him.

  "Better than you ever thought, huh?” he asked.

  "Yeah pretty much. I'd love to try it again,” I told him.

  "I'm sure. Anyways, you free next Friday?”

  "Yeah.”

  “Then let’s go chill and such. And not have my mom hanging around,” he teased.

  I laughed. "You got it.”

  The phone clicked off, and when I got home, I stepped out. My parents didn’t even ask me what I was doing, nor did they question what happened, or why I was back so late. They seemed happy that I had a job and that was that. It seemed like something that they were happy with, and while I felt good, a part of me wondered if there was any chance that they’d figure out what happened.

  I knew Devin wouldn’t say anything. He wasn’t all that happy with it, but he certainly wasn’t going to hate me. I guess he just accepted his mom was a hoe. As for me, I think I’ll just come over when she wants me again.

  The next time I saw her would be fun, that’s for sure. I knew for a fact that this was probably going to be a fun experience, but at the same time, I wanted to make sure it wasn’t awkward. However, I was just happy I got to finally fulfill a dream, and I knew I'd be fapping to this for a long time.

  That night, I did think of that, and I couldn’t wait for the next experience. However, I was pretty fucking tired, and I’d probably feel dragging in the morning. But it was an experience, and one that I'd do again if I ever had the chance, because I finally got to fuck the MILF of my dreams and her friends, and it was the beginning of something bigger than I ever thought before.

  Story 42

  Maggie

  Despite growing up in a family in which any real conversations were avoided like the plague, Maggie still had no qualms when it came to announcing her sexual preference. She was only sixteen at the time but she wasted no time in coming right out and telling her parents. Her poor mom looked as if she might have a heart attack and her dad had stared into space as if pretending none of it had been real. But Maggie was feisty, they’d always known this, and even they knew that if she had her mind set on something then there was no changing her mind. In a way, Maggie coming out to her family had been quite good for them. It forced them to talk about ‘embarrassing’ subjects and made the three of them a lot closer than before. They couldn’t exactly be upset about it either, they’d always encouraged Maggie to fight for what she believed in.

  Even though she was sixteen when she had first told her parents she was actually about fourteen when she first figured it out for herself. The only reason that she didn’t tell them then was because she wanted to be completely sure. After all it could’ve just been a phase – one of those things that ‘all girls go through.’ This had been said by her Aunt Tilly, who had been talking about Cousin Clarisse after her ‘lesbian stint’ a few years ago. Maggie wasn’t quite sure if it had been a phase though, because she still caught Clarisse looking longingly at other girls. That was why it was important for Maggie to get the respect and understanding from her parents. She didn’t want to be one of those girls that walked around pretending to be something she was not. She did, however, feel sorry for her parents who had to tell all her aunts and uncles that ‘Maggie now preferred girls.’ She could only imagine the look of disgust that had probably crossed their faces and the amount of phone calls that had gone around to gossip about it. She loved her family for standing up for her no matter how much they probably wished that she could be normal. Not that they ever told her this though. If they did they’d probably get shouted at for accusing her of not being normal. What is normal? She often wondered. But she knew that it certainly didn’t boil down to sexual orientation.

  The first time that she ever kissed a girl was two days before her sixteenth birthday. She was determined that nobody would be able to say to her ‘sweet sixteen and never been kissed.’ It wasn’t exactly easy for her to meet someone because all her friends were interested in boys and even if they weren’t they had no plans of admitting to anyone, let alone themselves. At that time she was far more interested in her other hobbies in life – mostly photography, of which she had taken a keen interest since she was a child. Her mother had promised her that she would get a proper camera on her sixteenth birthday and so months leading up to the big day she went around taking photos with her old camera with plans of retaking them with her new one so that she could compare the difference. While everyone at school was talking about boys and the crushes they had, she was out taking photos. At that stage she still hadn’t told anyone that she was a lesbian. She’d already decided to spill the beans with her parents after her birthday (she worried that if she did it before she wouldn’t get the camera). Telling her friends would come soon after. She didn’t really think they’d be surprised though – she barely said a word about any of the cute boys the way they did.

  When she got invited to a party she almost said no but then, remembering her birthday coming up, she decided that perhaps she’d be able to get a kiss that night. All her friends had already been kissed – most had done more – and she decided that her time had now come. She’d actually planned on kissing a boy, because that would be a lot easier than trying to find a girl to kiss her. And surely a kiss was just a kiss? It shouldn’t really make a difference who it was coming from. Well that’s what her fifteen / almost sixteen year old self thought at least. Little did she know how wrong she was.

  Hours into the night, after lots of dancing and giggling with the girls, she stepped outside to get some fresh air. Just moments before she had finally kissed a boy. Henry was a year older than her and had greatly obliged when she asked if she could kiss him. The kiss was nice but it wasn’t anything special and she walked away feeling a little bit disappointed by the experience. Oh well, she had thought, at least I can cross that one off my list. She walked far down the path and found a tree to sit under, where she was far enough to get some peace and quiet while still close enough to still see the party. She jumped when she saw Willow sitting by the tree next to her. “Willow, you gave me such a fright.” Willow laughed back, “I was wondering when you’d notice me. So you also needed to get away, huh? I’m not so g
ood with parties.” Maggie was surprised – Willow was one of the most popular girls in school. “You’re not good with parties? Man if someone like you needs to get away you can imagine how I feel!”

  Willow came to join Maggie by her tree and the two of them sat talking for the rest of the night. None of them made any attempt to go back to the party. Maggie felt more relaxed than she had in a long time and she was surprised when Willow took her hand. For a while the two of them sat there, holding hands and not saying a word. Then suddenly, without any warning whatsoever, Willow turned to her and kissed her. At first Maggie pulled back in surprise but then she went in and kissed her back. The kiss was long, lingering and sweet and stirred emotions in her that she had never known before. In that instant all her doubts as to whether or not she preferred girls over boys were confirmed. And yes, she realized, it did make a difference whether a boy kissed you or a girl kissed you. It made a big difference.

  ***

  Eva

  It had been six months since Eva’s last boyfriend. Enough time for everyone to start asking her who the next guy was going to be. It wasn’t that Eva liked the fact that she had so many boyfriends, it was simply a matter of her not being able to find the right guy. “You’re so fussy,” her mom had said to her on countless occasions. But what was she supposed to do? Just settle down with any guy just to please her family? Eva didn’t believe that people should ‘settle.’ “I’d rather be alone than be with someone that I don’t love.” She’d defiantly told her mother over and over again. Her mom would shake her head and walk away as if she was better off talking to a child.

  Eva was nineteen years old and beautiful. Her curls were big and bold and made her feel confident even when she knew she felt everything but. She’d once been asked to partake in a show called “Miss African-American – the season of curves.” The woman who had spotted her on the street had pleaded for Eva to take her card, “You are exactly what we are looking for. I have no doubt in my mind that you could walk away as the winner. And the prize is pretty great – it’s a holiday in Mauritius and a $2000 cash reward.” Eva had vehemently said no, no matter how badly she needed the money or how much the agent begged her. Eva appreciated the compliments but wanted nothing to do with a show that was so obviously racist. Also, the fact that they had called it ‘the season of curves’ means they were targeting plus size women. Women who, it seemed, could not ordinarily become models and needed their own show without the skinny ones to make it happen. Eva had thanked her and walked away.