Becca was a friendly and beautiful milf at around 36 years old: Brown hair/eyes and olive skinned, quite tall at 6′, 156 pounds, very curvy, and with unbelievably big but 38G tits. She used to be my (19m) babysitter a while ago. I remember how misbehaving enough would earn me a trip over her knee, and I’d eventually get spanked on my bare bottom. Sometimes she would start off doing it on my pants and underwear, times she’d skip straight to yanking my clothes off. Generally she was a very friendly, caring, almost motherly babysitter, but she sure knew how to be strict when handing out a punishment. That being said, she would give a bit of aftercare almost every time.
By the time I was hitting puberty, I noticed the spankings became a turn on in a sense. The threat and anticipation of them would make me rock hard, though that boner went away in the middle of the spanking when its intensity became hard enough. But my cock shot right back up when it cooled down, especially as I felt the after-spanking warmth on my behind and the intimacy of being half naked in front of Becca. I couldn’t help but purposely misbehave sometimes, Becca’s spankings were such a turn on. I even got her to spank me harder at times by saying calling her spankings “a joke.” After every spanking I went up to masturbate thinking about Becca. Unfortunately, it all stopped once my Mom decided I was “old enough to watch myself.” I surely couldn’t sound like a child so I reluctantly had to accept.
Though one day when I was on a run, I ran into Becca again. We went through some small talk, and she invited me over for tea. I came later and had a nice and pleasant chat with her. Somewhere in the conversation when she asked me about my slacademic life, I joked about how I cheated on a test and got a perfect score, to which she jokingly laughed and replied: “I ought to give you a spanking for that young man!” I remembered how much I miss getting spanked by her, so I couldn’t help but confess. It was a little embarrassing but I confessed everything to her, about how I enjoyed the spankings in an erotic sense. I then stood there silently, with a red face. To which she replied: “I understand how you’re feeling. There’s no need to feel ashamed of. I’m actually completely okay with giving you some spankings from time to time.” I was a bit embarrassed but I chuckled.
“I’m sure your mom has my contact information but to not be awkward, let me give mines to you. If I’m not busy you can always feel free to come to my house on Fridays for some nice, motherly spankings that I know you’ve missed so much. Though there is another girl, slightly older than you, that also comes. I hope you don’t mind, or else we can schedule separate dates.”
“N..no, actually, I don’t uhh, mind at all.”
So from there on, I would schedule meetings and visit her house once in a while – whenever I really felt like getting spanked. The first time it happened, that other girl she mentioned was there. Her name was Ella and she was quite pretty. She is currently 23 years old with dirty blonde hair, 5’7″, size 36C breasts, and a strangely large and round butt. It was awkward meeting her and getting spanked with our asses and genitals exposed, but we slowly became more comfortable with it. It was actually funner having her in the picture. Unlike the spankings I got while I was younger, there was certainly a much more explicit embrace of eroticism. Becca would even spank us without her wearing any clothes, the closest I got to this before was when Becca spanked me in her underwear after peeping on her changing – not bothering to clothe herself first.
Our spankings would end with the normal aftercare. Often times it would be late at night so our spankings were followed up with bedtime, but sleeping over at Becca’s house. Originally we would sleep in separate rooms, and Becca’s aftercare would here and there involve masturbating us in bed before kissing us a good night’s sleep. Eventually though, I reached the courage to ask Ella if she wanted to sleep in the same bed – to which she accepted. Of course, this was followed by mutual masturbation and eventually sex at some times.
One thing about the spankings was that Ella could take spankings much harder and for longer. I suppose it was mix between her having more experience and an ass way bigger than mine, which slowly grew as she did more squats at the gym. Ella often teased me about this once. Many times she’d pull me to her side, strip out bottoms bare, if they weren’t already, and show off to Becca how much bigger and nicer her ass is, and how she can take harder spankings than I can. She even convinced Becca to let herself spank me. So some of our spanking sessions would involve Ella spanking me before Becca finishes it, or being spanked by both women at the same time – each focusing on one cheek. I’d ask Becca several times if I could spank her, but she never let me, apparently because “I don’t take spankings anywhere near as hard as Becca.”
It was straight up embarassing to get spanked by Ella, but in a sense somewhat of a turn on. Originally it was frustrating and annoying that Ella would make fun of me and spank me while scolding me in an embarrassing way, but eventually I just accepted being submissive to two hot women. I even could tease Ella back and get her to stop making fun of me, by threatening to make a mess of my cum all over her in bed. It was effective leverage against her, especially because she really didn’t like having cum anywhere outside her pussy.
So, I guess I was lucky to find a nice maternal spanker that gives me the spankings I need – it was such a nice catharsis and a relief in stress, sexual energy, and what not. And it was great to find a friends with benefits that I get spanked together with (or even spanked by her from time to time) and can have some fun in bed afterwards.
Source: reddit.com/r/eroticliterature/comments/jklu4k/ffm_milf_kink_getting_motherly_spankings_with_a