My first time doing anal was with my GF mom. [MF]

I had been having an affair with Laura, my girlfriend’s mom for over a year at this point. With college so far from home, Dani’s (GF)parents were only able to visit every few months. So Laura and I had to sneak around in order to fuck each other. This consisted of more sessions in the laundry room, or trips to the store. There was one night I managed to bend her over the sink in our tiny apartment bathroom and railed her from behind while her daughter and husband were in the living room. That pretty much summed up freshman year at college.

[If you’re new to this affair, check out my profile to catch up.]

Flash forward to the summer that year. Dani and I had moved back home to her parents house. Her Dad was busy with work and a new contract he’d gotten would keep him away from the house for days at a time every few weeks. Dani had gotten a job as a receptionist, while I went to work at a local warehouse. It’s one of my days off and I’m home alone for most of the day. I heard the front door open, and got up to investigate. It was Laura, home from work around 3 pm. We made small talk for a few minutes before she said she was going to change clothes. I went back to the office/ den and continued reading.

A few minutes later she walks in wearing cutoff jean shorts and a t-shirt. I admire her barefeet and silky smooth legs as she walks towards me. She stops directly in front of me, positioning herself between my legs as I sit. She runs her fingers through my hair, as I place my hands on her legs and let them wander up to her ass. She tells me she’s going to do some stuff around the house as she plays with my hair.

I sit back as she continues on about events of her day and trace the outline of her small frame with my eyes. Perfect hourglass figure, small breasts, brunette hair just past shoulders length. Very much a MILF. Since Dani and I went to college, Laura had started doing daily walks in her free time and it showed. She didn’t have much body fat to begin with, but now she was lean and tone. Her abs fully visible, her arms had definition, hand her back…ugh chisled. Mind intoxicated by her presence, I barely listen to what she’s saying, and I’m surprised when she kisses my cheek then leaves the room. As she walks away I say aloud “Mmm, should let me fuck that ass someday.” She just looks over her shoulder and smiles as she disappears out of sight.

At this point in my life, I’m 19 years old and had a few sex partners, but I had never got to try anal. Dani and I had talked about it, but she just didn’t feel comfortable with the idea, so we never tried. I know Laura had done it before with her husband and other guys from her past. There’d be nights where she’d jack me off or give me head while telling me of her sexploits. This usually occurred when it was the wrong time of month, and she wanted to seduce me still. I would get turned on hearing about what a slut she was, she’d be turned on reliving it, or making me cum for her. Not sure which exactly lol.

A little while later, Laura comes back into the den to see if I wanted a drink or anything. As before she makes herself at home standing between my legs. I grab her toned ass and kiss her stomach. “I need to fuck this amazing ass!” Is all I tell her while looking up at her eagerly. She looks at me with a slightly sad expression and replies “I don’t know…” I ask her why not and she tells me she’s afraid that once she lets me, I’ll have “checked all the boxes” and have no more interest in her. I laugh, and tell her “If I was going to lose interest, you’d think I’d have done so by now.” I squeeze her ass while kissing along her hip bone and over her jean covered crotch. “How long has it been since someone’s fucked your ass?” I ask
“Years!” She laughs as I begin to unbutton her shorts.

She lets me slide her shorts off and with them her red panties. Naked from the waist down, still standing in front of me as I sit. I admire her freshly shaved sex, before leaning forward and kissing her mound softly. She lets out a sigh and runs her fingers through my hair. I continue to kiss my way down til my lips find her slit. Gently, I press my tongue to it an begin to massage her  folds. She posts her right foot up on the chair allowing me to get better access. With this, I take a free hand and move it under my chin and slide it inside her mature cunt. She moans and pulls my hair as I continue. After a few minutes I feel her start to orgasm on my tongue and creams all over my fingers.

I pull away with my tongue, but let my fingers slide up and down along her wet slit. Laura looks down at me and says panting “I love the way you make me feel.” I smile and say “I know.” As I slowly let my fingers slid closer to her asshole. Still wet with her juices, I let them glide over her tight hole, testing the waters. I feel her thrust her hips some as my fingers drift over her taint and ass. Quickly I retract my hand and put my fingers in my mouth, lubing them vigorously, before returning them to her slit and ass. This time, I let my saliva guide the way as I firmly press my middle finger against her asshole. Slowly, I feel it slide in. Laura moans, and slightly squats against my hand as I feel my finger disappear up to the second knuckle. I begin to finger her ass with short strokes while she clutches me against her body.

I looked up at her as she continues to grind her ass on my fingers. “I want to fuck your ass so bad.” I tell her as she looks me in the eyes. She nods quietly and says “Ok” still with my fingers inside her. I push my chair back and stand, taking my hands with me. I begin to remove my shorts and Laura assists. As soon as they’re off she’s stroking my growing erection and kissing my cheek and neck. “We need plenty of lube, do you have any?” She says between kisses. “No, Dani and I have never tried.” She just looked at me and smiled mischievously, before turning on her heel to leave the room. She’s gone for a moment, but then returns and holds up a bottle of Vaseline. “This will do for now.” She says as she goes back to stroking my cock.

She licks her hand and starts to coat my shaft with her saliva. “Need lube so it slides easier…” She whispers “have to get it nice and wet.” Grabbing the Vaseline, she takes a small portion on her finger, and places it on my cock. Working from the head down the shaft she coats my member thoroughly all while looking at me with an intense gaze. Satisfied she kisses my lips, then turn and bends over the desk. I watch as she takes more Vaseline on a finger, reaches between her legs and begins to finger her ass. I had watched her masturbate before, but seeing my girlfriend’s mom fingering her own ass made my cock swell to the max. I approached her as she still fingers herself. I’m stroking my cock before I let it touch her buttock.

As she moves her hand away, I place my cock between her firm cheeks. I grind it up and down for a moment before aiming the tip at her backdoor. I press it to the opening, an I’m met with resistance. More than I expected to be honest, my cock slick with petroleum jelly and spit slips down and easily glides into her vagina. “Mmm” Laura moans. So I take the opportunity to giver a quick few thrusts before pulling out and attempting again. This time, Laura reaches back and grabs her ass cheek, spreading her orifice just enough. I press my slick fuckstick to her asshole again, this time I feel it slowly start to penetrate. The pressure on the tip of my penis was intense. “Fuuuuuuck!” Laura gasps. “ARE YOU OK?!” I respond frantically, thinking I’d hurt her. She nods and quietly says, “Just go slow.”

I do as instructed and go slow. The sight and sensation was amazing. Her heart shaped ass bent over in front of me, my throbbing teenage cock disappearing inside it. The tight sensation of her asshole gripping the shaft as I slowly crept inside her. My cock is about halfway in before I pause and wait, I hear Laura breathe deeply. After a short pause, she begins to push herself back against me and before I know it she has taken my whole length in her ass. I don’t even get an opportunity to begin thrusting as she starts to pull off my cock, but then pushes firmly pushes back on it. “Oh, this feels SO good.” Is all she says through gritted teeth. I’m shocked because she’s basically fucking me with her ass it this point. I place my hands on her hips and begin to thrust as she backs to me “Fuuck YESS!! she cries out as we continue. Her ass is so tight on my cock, it feels AMAZING.

I’ll never forget the sight of Laura bent over in front of me, spreading her asscheeks while I fucked her over her husband’s home desk. I look down at her feet, her toes curled gripping the carpet, legs shaking as she moans out, “Yes, FUCK ME.” The sensation is so overwhelming, I won’t last much longer. Laura’s moans are like nothing I’ve ever heard from her before. She NEEDED my cock in her ass. So much to the point she reached back and grabbed my ass, trying to pull me deeper inside her. In the last few moments I took long  strokes in and out of her ass, ramming it in hard while she gripped my ass with her hands. I could feel her vagina creaming all over my balls as I plowed her from behind. “I’m gonna cum!” I announced as my time was up. I reached under her shirt and grabbed one of her breasts. “CUM INSIDE ME, CUM IN MY ASS!” She practically screamed.

No sooner did I start to pump my sperm into her asshole, I noticed out the window, my girlfriends car driving up the street to the house. I thrust hard and deep, emptying my balls into Laura. “Dani’s coming up the road” I tell her as she pants, face down on her husband’s desk still backing against my erection repeately. “Fuck, ok.” Is all she can manage to say. I slowly pull my cock from her and she stands, grabbing her shorts and scurries to the bathroom.

My cock is a hot mess, between all the lube and Laura’s juices all over my balls. I quickly throw my shorts back on, grab the bottle of Vaseline to hide any evidence. I walked out to the entryway as I hear Dani’s car door close. I greet her at the door when she comes in the house trying to keep my composure, and act like I hadn’t just backdoored her mom just moments before.

End

So I’ve been busy with work and haven’t been able to put as much time into writing these. All these events are true, and normally I try to put some forethought into how I write them. I didn’t have the opportunity with this one as much. Still one of my favorite memories with Laura. Hope you enjoy, if you made it this far, thanks for reading.

Source: reddit.com/r/gonewildstories/comments/wiugyi/my_first_time_doing_anal_was_with_my_gf_mom_mf