I 18 [M] had sex with my neighbors [FM] that I babysat for – Round 2

For background, see my first [story](https://www.reddit.com/r/gonewildstories/comments/pg1tud/i_m_had_sex_with_my_neighbors_fm_that_i_babysat/) involving my neighbors Matt and Cathy. They didn’t have me babysit every week normally, but after what happened and they hadn’t called again for a while, I was wondering if things “had gotten weird.” We lived in the country, so even though we were neighbors, we definitely could go a while without seeing each other. But, I was hoping they would call again because, to that point in my young life, it was by far the best sexual experience of my life.

Anyway, after 4-5 weeks, a got a call from Cathy asking my to babysit Friday night. I said sure and she said they probably wouldn’t be out too late. I was pretty sure that meant that sex was on the menu, but I didn’t want to get too excited if it truly was a one-time thing. My cock had other ideas because my undies already had some pre-cum in them by the time I hung up the phone. The rest of the week crept by (with quite a bit of fantasizing along the way) and on Friday afternoon, I took a nice hot shower, making sure I cleaned everywhere real good.

I got to their house and it was a little awkward exchanging normal babysitting things like where was dinner for the kids and what time to put them down, etc. I was hard not to look at her and picture her hot mom bod. Matt was cool and acted totally normal. Just as they were heading out the door, Matt casually says “I don’t think we will be out too late and hopefully you can stay a little while after we get back.” “Definitely,” I say, trying to sound cool.

Things are pretty uneventful with the kids, although I was having a bit of a difficult time concentrating on the moment. We played some, ate dinner, played some more, and then I helped them get to bed by about 8. I was doing the math in my head and, depending on where they went for dinner, they could definitely be home by 8:15 or 8:30. I obviously was not going to do anything pervy like last time, so I tried, very unsuccessfully, to read a book on the upstairs couch so I could see the headlights flash on the house as they pulled up. I was looking at my watch every 30 seconds or so.

Finally just after 8:30, I see a flash of lights on the house and I start a little sweat. I tried to play it casual as they came in, but I don’t think I fooled either of them. “How was dinner?” I ask. “Very good, thanks” Matt answers, “but I’m hoping dessert will be even better and he winks at me and nods to his wife.” Cathy kind of rolls her eyes at that and says, “Don’t you worry, you’ll like dessert.” She turns to me and says “You can stay, can’t you Will?”

“Of-of c-course, I can” I stammer out, my coolness leaving me quickly. Not sure why I’m so nervous, but she must have sensed it. “No need to nervous, honey. Come on” and she takes me by the hand, leads me downstairs and back toward the guest room. Matt is following us and when we get in the room, she has both of us sit on the edge of the bed. “Just relax, you two. Momma will take care of everything”. She instantly pushes us back on the bed and kneels on the floor between us, putting one hand on each of our bulges in our pants. She has me hard within seconds and Matt is not too far behind. As she continues to rub our crotches, she climbs on the bed and alternates kissing our necks. I can get a decent view of her cleavage from here and it’s great. A few more minutes of this and my cock is straining in my pants so bad.

Cathy says “OK. Boys, let’s get you out of those clothes. Stand up.” It was sexy as hell to have this hot lady telling us what to do and I was all in for it. Matt and I stand up and pull off our pants and undies. She grabs our cocks and says “Mmmmm, that’s good, but I want everything off.” As she strokes our cocks, we pull our shirts off. After quickly yanking our socks off, I’m completely naked in front of this 30-something woman and her husband. She grabs our cocks, pulls us closer together, gets on her knees, and starts licking and sucking our cocks. Fuck, this woman is so hot. At first she is alternating one cock in her mouth, while stroking the other and vice versa. Then, she pulls us even closer together and attempts to get both cocks in her mouth at once. I say attempts because Matt is pretty thick and his wife is pretty petite. But, even if she can only get the tips in at the same time, it’s fucking hot. I have to admit I’m pretty jealous and also turned on by watching Matt’s big cock disappear into his wife’s mouth.

Pretty soon, Matt and I have one hand each on her head while guiding it onto our cocks, almost battling for who gets more mouth time. “OK, that’s enough,” she finally says. “My mouth can’t take much more.” Matt helps her to her feet and gets her to lie on the bed. “One of us,” he says “has too many clothes on. Help me, Will.” Her blouse has buttons down the front and we take turns unbuttoning. The cute skirt she has on clasps in the back, which Matt undoes ridiculously easy and slides off. Matt looks to me “You pull her panties off and I’ll get her bra.” And pretty soon, this tasty morsel of a mom is completely naked with two hard cocks waiting to get their turns.

Cathy looks up to us and says “I need my pussy licked.” Matt motions for me to do it as he is fondling her breasts. I get down there and start to lick, but he can see I haven’t done this too much. “Here, let me help you” Matt says. He spreads her pussy lips apart and the pink against her slightly dark skin is a sight to behold. “There you go. Easier access.” Matt puts his thumb on her clitoris and continues, “That’s the magic spot right there, Will. But it’s also pretty sensitive, depending on the girl, so don’t go crazy on it.” The first two times I licked pussy were not great and let’s face it, most porn was not focused on going down on a woman, so having help here was great. I start licking her wet pink pussy, occasionally bringing my tongue up to her clit. The extra little whelp I would get from her when I licked her clit was backing up Matt’s instructions.

At one point, Cathy grabs the back of my head and presses my face hard into her pussy, while simultaneously bucking her hips to get the most pressure on her clit. She is basically jamming her clit against my nose and I’m doing my best just to get breaths. Pretty soon, she mashes her clit into my face really hard and then says “Oh fuckkk” pretty loudly and starts to cum. I just keep my face there, letting her control it. She rhythmically bucks her hips to the pulses of her orgasm so wonderfully. I had (almost not knowing I had been doing it) been humping the bed in rhythm to her thrusts and I lost it and came on the bed right after she starting to cum. “Damn” I think to myself and get self-conscious.

“Uh, guys, sorry, but…” and I pointed down to the cum on the bed. I felt pretty embarrassed like ‘was this premature ejaculation’? She could see how red in the face I was getting and says “Don’t worry about, babe. It’s actually a huge compliment to me that you came at the same time I did.” That made me feel better, but I was disappointed because in my fantasies this week leading up to tonight, I was some sort of stud who could hold off forever.

“Just come and lay beside me, Will” she says and nods to Matt. He gets between her legs and starts slowing fucking her while her hand is slowing tickling my stomach. He’s going pretty slow and controlled, so I can tell Matt’s not going to prematurely cum. I’m still pretty soft, but it’s hot watching her get fucked so good right next to me. Pretty soon, I start to grow just a little bit and Cathy says “Let’s switch things up.” She straddles me and rubs her sopping wet pussy on my still mostly soft cock. Matt is behind her sticking his cock in her when she rocks back. Then his cock falls out and she grinds her hips to rub my cock. Pretty soon, I’m fully hard again, but she continues this process for a minute or two more.

“Will,” she says “I want you to fuck me from behind.” She motions for Matt to basically take my spot and I get on my knees on the bed and enter her from behind. Her hips are spread nice and good, but she can still bend down enough to get her husband’s cock in her mouth. We start getting into a nice rhythm and she takes occasional breaks from sucking cock to shout out encouragements like “oh, yes, Will, fuck my pussy good”, “mmm, fuck me with that teenage cock”, and even looking at her husband and saying “do you like the way Will fucks my pussy, Matt?” This is so hot, I’m sure I would be cumming if I hadn’t cum just 10 or so minutes ago.

Pretty soon, she is getting even more worked up and banging her ass against my thighs, getting my cock buried in that hot mommy pussy. She pulls Matt’s cock out of her mouth and says, “I want you to cum for me babe. Can you do that? Can you cum while Will’s cock is in me?” Matt strokes his thick cock, literally like maybe 5 times and explodes on her face and the bed. She licks at it while still grinding on me hard. It’s funny, because in normal life, she is pretty demure and mild, but she likes to be in charge in the bedroom. And clearly Matt likes it too, by the look on his face and the amount of cum on hers. She grabs a towel and wipes off her face.

“Are you close yet, baby?” she asks me. “Um, I don’t think too close.” Honestly I knew I didn’t have the control Matt had, but I didn’t feel like I was going to cum right that minute. “Good” she says and has me lean against the back of the headboard, straddles me and starts to ride my cock better than I’ve been ridden by probably any woman ever. She was doing that porn star thing where she is on the balls of her feet and just lifts up and down on my cock. This feels so amazing. She can’t keep that up for long, though, so then she slides down and into a slower fuck, rocking her hips just right. My breathing was definitely getting deeper and heavier.

She jumps off me, has me slide down a little on the bed and pops my cock in her mouth. She can get most of my cock in her mouth, so the sensation is devine. I alternate between staring at the ceiling in ecstasy and propping up on my elbows so I can see my cock disappearing into her mouth. One of the times I’m staring at the ceiling, I feel a much bigger hand grasp my cock and realize it’s Matt’s hand. Cathy soothingly says, “There, there, Will. We’ve got you. Don’t worry.” I’m past worrying and just enjoy it.

Honestly, Matt’s strokes on my cock feel so good. They both are stroking it, but only she is sucking on it. Not sure I would have complained if he had started sucking too, however. Sometimes there’s more stroking than sucking and sometimes more sucking than stroking. She is definitely enjoying being in total control of me. Sensing I’m getting close, she straddles my face, sticks her pussy in my face and says “I want you to cum for momma”. Mostly she has her hands on my chest and hips so as to ride my face well, so Matt is doing most of the stroking, but as I start to buck my hips, she takes over from Matt, slides to the side of me, puts her face on my stomach and pumps my cock so that most of my cum goes right on her face.

After cleaning with multiple towels and resting a bit, I head home again with a huge smile on my face and being completely drained. Unfortunately, I never got to repeat this with them, but did have one more time with just the wife. I can write that up if anyone is interested.

Maybe this started me attracting older ladies, because I ended up with a 30yo girlfriend not too many months later during my first year of college. The sex was not as amazing as in this case, but can also write up some of that if folks are interested.

Source: reddit.com/r/gonewildstories/comments/pi02nk/i_18_m_had_sex_with_my_neighbors_fm_that_i