Chapter 4

Lani & Me ... and Cassie ... and Dad!

“Ohhh, Jason, Honey, your cock feels so good in Mommy’s cunt.”

Yes, that’s my mother, telling me how good it feels for me to be fucking her right now. She doesn’t have to tell me this, of course. I can see her and hear her while I’m fucking her. And also, I know how good it feels to me.

But I’m not alone in this. My father is here with me – with us – and together we’re DP’ing my mom. My sexy grandmother Lani explained to me, that first time, when she and I we were stranded in that hotel room at the Holiday Inn, that my Mom learned many years ago how much she liked having two men inside her. The very first time it was my Dad – who was then Mom’s college boyfriend – and her father, my Grandpa Bill, Lani’s husband.

Tonight, it’s me and my Dad.

“Oh, Jason, I love what you’re doing to me – you’re stretching my cunt so good...”

Yes, and the reason that we – Dad and I – are “stretching Mom’s cunt so good” is because she has both our cocks inside her, inside her cunt. She likes being stretched this way.

And yeah, it was weird at first, because if you think about it for more than a second you’ll realize that doing this – having both our cocks inside Mom’s cunt – means that my cock and my Dad’s cock are touching each other.

More than touching. To give Mom what she’s wanting we both have to move, and that means that our cocks have to slide over and against each other. And, yeah, if that hits you as a little too close to gay – well, that’s how it hit me, too, the first couple of times that Mom wanted this.

In fact, I think Mom gets off on that idea, of our cocks slipping and sliding against each other inside her. And I guess I can understand – a bit, anyway. I mean, guys like to watch girls and women doing sex stuff with each other, right? So I guess I can understand how it might be a turn-on for a woman to have guys doing it.

So Mom is sitting on my dad’s cock, and she’s laying back against him, against his chest, and my cock is up inside her, against my dad’s cock, and him and me have gotten into a rhythm where we can alternate sliding our cocks in and out of Mom, and she’s squirming on our two cocks, but she can’t squirm too much ‘cause she really isn’t able to move much, with me laying on top of her and her being pinned between our cocks. The most she’s able to do is dig her nails of one hand into my shoulders and the nails of her other hand back into Dad’s thigh and ass.

And to talk filth to us, whatever comes into her head, while Dad and I are DP’ing her.“That’s it, Jason, Baby – fuck me – shove that lovely dick of yours into my sluthole and fuck me like a whore.”

So like a good son, I’m doing what my Mom tells me to.~ ~ ~ ~ ~“What was it like?”

“What was what like?”

“What was it like, watching your stepdad and me and your mom?”

Cassie, my girlfriend, and I had never really talked about the other night, when I went to her house, ostensibly (thank you, AP English!) because I asked – and she said it would be okay – for me to be there when she and her grandfather-stepdad were making love.

And that’s what they were doing – making love. Cassie and her stepdad – Jorge – have a very special kind of relationship. Kind of like my grandmother Lani and me, I guess, but also different. See, Cassie’s “stepdad” is really her grandfather – her mom and her real dad’s father have been together since a few years after her real father died. Anyhow, both of ‘em were worried when Cass started getting interested in sex, and they were concerned about the kinds of guys who always seemed to be hanging around her since she started to look hot.

So they agreed that instead of one of the losers that was always sniffing around Cassie, it would be best if her stepdad, Jorge, should be the one to introduce Cassie to sex,. And like you might imagine, Cass and her stepdad developed a very special kind of relationship. But it also left Cass’s mother having to watch this relationship from the outside.

And that’s where I came in.

See, it didn’t take Cass very long to catch on to the “special relationship” I have with my petite, sexy grandmother, and one time she asked if she could be there sometime when Lani and I were... “together.” And of course, this gave me the idea of asking if I could be there sometime when she and her stepdad were ... together.Or that was the plan. At least, the part of the plan that I knew about. Turns out, Cass’s mom was tired of sitting on the sidelines and had her own agenda for the evening. Instead of her and me simply being there and watching Cass and her stepdad enjoy their loving sex, her mom seduced me.

And it was hot. Cass’s mom, Ellen, pretty much took control right from the start. First, she climbed onto me and screwed me while I was sitting in a big chair watching Cass and Jorge, and then on the bed right there next to them, with her still on top and in control of things. But apparently seeing his “wife’s” upturned ass right there next to him reminded Jorge of some other things, and it all ended with both Jorge’s and my cocks in her at the same time.

That’s right. Jorge and I DP’d Cass’s mom while Cass sat there on the bed next to us taking it all in.

And that’s what I was asking Cassie about – what was it like for her to be there right next to us in bed while her mother’s getting DP’d by her boyfriend and her stepdad-lover?

“Well, I guess first I was royally pissed. The whole point of the evening was for me to share with you what it is that my dad...,” Cass called her grandfather her dad, mainly ‘cause that’s what he’s been to her since she was seven or so, “ ... and I have, the same way you have with Lani.“And then without the two of us – or anyone, for that matter – discussing it, you and my mom are getting it on. So, yeah, I was real pissed that you two had gone and spoiled what I hoped you’d see with Dad ‘n’ me.

“But then I started to see it from mom’s side, and how all the time that Dad and I have had this thing, that even though she agreed, it was still tough on her, having to sit or lie there alone while Dad and I were ... let’s be honest... fucking.”“So you’re not pissed at me – or still pissed, anyway – with me, or with your mom?”

She touched my cheek, then leaned in and kissed me.

“No, Jace, I’m not pissed at you, or at Mom.”

Cass is so cool.But now that I knew we were on safe – or at least, safer – ground, I had to poke her a little.”Sooo, what was it like, watching your dad and me...”

I wasn’t sure I wanted to get too graphic and say “watching your dad and your boyfriend double-fucking your mom,” so I tried to dial it down a notch, “both having sex with your mom at the same time...?”

“You mean while you and Dad were DP’ing my mother?” and she laughed and punched me on the bicep – hard.

Yeah, Cass is so cool.

“Yeah, that’s what I mean. So, ... what was it like?”

“Actually, Jason, I’ve thought about it – several times. I think at first it was just ... hypnotizing, like watching something you never thought you’d see, never even thought existed, and now that it’s actually happening there’s no way you can take your eyes off it.“But then I started getting turned-on by it. I mean, let’s face it – two guys, and one of ‘em’s your father and one of them’s your boyfriend, and they’re giving it real good to a good-looking, even sexy looking thirty-something woman. And the woman is eating it up, and she’s asking for all they got, and then some more ... I mean, who wouldn’t be turned on by something like that?

I asked Cass, “Cass, remember when toward the end your mom said something like ‘how we used to do this when your father... ‘ – do you remember her saying something like that?”

“Yeah, I thought I heard something like that. But I wasn’t sure...”

“Does that sound to you like...,” and here I was afraid I was getting into dangerous territory, ‘cause we might be getting into something that concerns Cass’s dead father.But before I could panic, Cass says, “Yeah, the way she said it, and when she said it, it sounded like she was talking about the three of them doing ... doing that when Dad was alive.”

She thought a little longer, like she was trying to put some things together from memory.

“In fact, I kinda remember how sometimes I’d see my father and Jorge both hug Mom – I mean, like with her in-between them and them both hugging her...” Then she smiled, this kind of wicked little smile. “Come to think of it, I remember, when they were like that they’d give me a big dish of ice cream – chocolate was my favorite – and send me off to the living room to watch a movie on the Disney channel and they’d all go into the bedroom and shut the door.”

She smiled and gave me a look. “Guess there’re some things about my parents I never suspected.”

“So it doesn’t bother you, finding out that maybe your mom and father and Jorge...?” and I didn’t know how to finish.

And this got me to what I really wanted to find out.

“What’d you think – I mean, how’d you feel about what ... about what we ... what your dad and I ... I mean,...?”

Cass didn’t even bother to let me finish.

“You mean, what’d I think, seeing my mom getting double-penetrated by two studs?”

Yeah, that.

“I thought it was hot as hell. In fact it made me wonder...,” and she kind of waited for me to ask what it was that she “wondered.”

“Wonder what...?”

Cass hesitated, and then her eyes got this kind of far-away look. Then she looked back to me.

“I was trying to imagine what my mom was feeling, like that, with ... with two cocks inside her, at the same time...”

I didn’t say anything – just waited, waited and wondered if she’d go there.

“And then I started wondering, if it had been me – what it would feel like for me...,” and she kind of let her thoughts trail off there.

“Cass...?”

“Yeah?”

“Did that make you think ... did ... do you think that ... that that’s something that ... that maybe you’d want to feel ... sometime?”

And Cassie, one of the big reasons I like her, she didn’t play games and make me pull it out of her.

“You mean, do I want to feel how it felt for my mom, with two cocks inside her – inside me?” I didn’t have to answer her.

Then she laughed, and she whomped me hard with a pillow.

“You dirty boy! You want to know if I want to get DP’d, don’t you! You want to know if I want to have two men stuff their big cocks in me and use me the way you and Jorge did Mom the other night!”

What could I say. Yeah, that’s exactly what I wanted to know. And also, I wasn’t sure how I felt about that, about having another guy’s cock inside Cassie – at least, another guy’s besides her dad. On the other hand, I certainly liked it when I was one of the guys inside her mom. And wouldn’t mind if it happened again.

“But right now what I want to know is how it feels getting S-P’d by some stud.”

S-P’d?

Ohhh, I get it... ~ ~ ~So, yeah, I “SP’d” Cassie, and it was really good, like it always is with Cass. But tonight she – her pussy – seemed really slick – slicker than it usually is. And it got me wondering – did all our talking, about her mom, and about double-fucking and about maybe Cassie thinking about getting DP’d – is that the reason she’s so slick tonight?~ ~ ~I was a little late getting home from work Saturday – I’ve got this job – a friend of my dad’s owns a high-end audio store – yeah, there’s still a lot of people who would rather listen to their music over something larger than ear buds – and those people’ve got lots of money. I work there two days after school, plus Saturdays.

Like today, and that’s why when I got home Cassie was already there. She and my mom were sitting there in the kitchen, talking – not unusual – Cass and my parents like each other – like each other a lot, as a matter of fact – so it was no surprise that she and Mom were well into a conversation about something or other.

But the thing was, when I opened the door from the garage and went into the kitchen it seemed like they stopped talking about whatever it was they’d been talking about. Then Cass started talking, something about “Say, Mrs. Lansing, did I tell you that my parents were planning to take a trip to... uhh ... Branson, Missouri, next month?”

Branson? Cassie’s parent’s? Not freakin’ likely.But I didn’t say anything, just went over and bent down and kissed Cassie – always nice! – and they asked how things went at the store and was it a busy day, and I told them about this one guy that I spent over two hours with and thought he was just wasting my time but then just before we were closing he bought four McIntosh towers. Skip gave him a discount for buying four, but with the tax it was still close to $20,000. Maybe Skip’ll even give me a bonus for making the sale!

But anyhow, after I told them about this the conversation got back to normal. Then Dad got home from the gym and Mom took the roast chicken out of the oven and fixed a salad (she said they were “spring greens,” but to me it was still lettuce) and we had a great dinner, as usual. Dad even got a bottle of this French chablis from the closet in the basement, and Dad knows his stuff ‘cause it was perfect with Mom’s chicken.

Anyhow, dinner was nice and we talked about lots of stuff – my big sale, of course, but a little about school, and about spring break, and a funny story that dad heard when he was at the gym and stuff like that. Not a word about any trip to Branson, though. Funny.

So we finished up and Dad went to read some mail and Cass and I helped Mom clear the table and load the dishwasher and hand-wash and dry the good wine glasses that Mom got out for Dad’s Chablis. It’s kind of a habit the three of us have gotten into whenever Cass has dinner with us, and I guess the three of us like doing this little task together.

We all went into the living room and watched a comedy special that Dad had recorded off cable, but then Cass and I excused ourselves even though it was kind of early, barely eight o’clock.

As we’re heading toward my room Mom said, “You two have a nice time this evening.” And the way she said it, it wasn’t snarky or sarcastic or anything. It was like Mom really meant it, that Cass and I should “have a nice time” this evening.

So we went in my bedroom and closed the door, and it was like it always is with Cass – easy.

She started unbuttoning my shirt, and then I grabbed the hem of her Blackhawks jersey and she raised her arms so I could pull it up over her head, and it was all so easy. Like always with Cass.

One thing about Cass, she always lets me know what she wants. And if I’m doing something she doesn’t like she doesn’t say “stop!” or “don’t!” – she just lets me know what she’d rather have me do instead.

Like now. We’re in my room and we just closed the door and Cass starts snuggling her back up against me, and of course I put my arms around her and nuzzle her hair, and it smells like a combination of honey and sandalwood (Mom told me that once). So I’m holding her and nuzzling her hair and kissing her neck, and she presses back against me and rubs her butt back and forth against me. And that tells me that Cass wants to start tonight with me inside her there – inside her butt.

Like Mom said, Cass and I are supposed to have “a lovely evening,” so I’m taking it slow. My arms are around her and I’m holding her breasts and playing with them a little, teasing her stiff little nipples through her soft T-shirt. I let my left hand slide down her tummy and Cass unbuttons her jeans and slides the zipper down halfway, and now my fingers can find the waist of her panties – the silk ones I bought for her last birthday – and I slide my hand inside. Cass’s skin is so-o-o soft there and I move my hand around over it, and I slip my middle finger into the slit, but just a little, ‘cause I don’t want to bring her off this way – I want to save that for something else!

So I take my right hand off her breast and reach around in between us and slide the edge of my hand in between her butt cheeks and push a little. Then I move my hand up and down a little, making sure I’m doing it enough that it presses the silky panties against her sensitive asshole.

This is when Cassie lets out a little moan, and this lets me know that I’m reading her signals right. So while I’m fingering her wet slit with one hand and using the other hand to massage her asshole with her own silk panties, Cass reaches back over her shoulder and puts one hand around behind my head, and we just love on each other like that for a while.

But then she guides my one hand out of her panties and turns and gives me a soft, quick kiss and then steps away and starts taking off her clothes. She drops her unzipped pants first. Then she pulls her tee off over her head and stands there, just in her panties, and she waits.

I’m not that dense. I know that she’s expecting me to peel her panties off, and that’s what I do now. But first I do a little something special that a buddy told me about, something Cassie never did before but now it’s a favorite thing.

I kneel down in front of her and take her ass in my hands, and she puts both her hands on my head and gently guides me to her, to her crotch. I put my nose next to the silk panties and use my hands to pull her to me, and I inhale. Yeah, I breathe in, long and slow, and I get the smells of her skin and her powder and, of course, her pussy.