I (M21) woke up with a smile on my face. I still couldn’t believe what had happened last night. I had planned on hooking up with Jake’s (M21) little sister (F20) to get back at him but ended up getting sucked off by his mom (F43) instead.
As I woke up and prepared for the day my phone buzzed. It was a text message from Ms. Sheila.
“Ricky, we need to have a talk” is all it said.
Reading that I began to get nervous. I hadn’t thought of how she might react negatively to drunkenly sucking her son’s friend’s dick. I decided to ignore it for now, hoping she’d leave it alone and I could escape back to college in 2 days.
I text Shelby, who had no idea what had happened between me and her mother either, that I had an amazing time last night and wanted to spend more time together when we got back to school. I still had plans for her.
Monday was move in day so I only had to last the rest of the weekend. Saturday I was able to lay low at my house just packing and getting things ready for the coming semester. Sunday was different though. I received multiple text from Ms. Sheila at this point and really hadn’t responded to any. Multiple phone calls as well which I let go to voice mail. Then I heard my stepmom on the phone before she entered my room. She said Ms. Sheila needed some help at her house and I was to go over there immediately. I couldn’t believe she used my mother to get to me.
I walked next door with a feeling of dread, unsure of what awaited me. Ms. Sheila answerd the door and led me inside. She took me to the living room and we sat on the sofa where just the other night she begged me to paint her tits with my jizz.
She told me she sent Jake and Shelby out to run errands so we could talk in private.
I sat there expecting to be scolded for what I’d done while she was drunk. Finally she spoke.
“Firstly, I understand why you didn’t want to come over Ricky. I just need to say… I’m.. I’m so sorry about what happened and how I acted.”
I just sat there looking at her confused.
“I know I was wasted but that’s no excuse. I remember everything I did and I never should have made you do such things. I’m so sorry I don’t know what came over me. You’ve always been like a second son to me and I go and take advantage of you like that.”
She was starting to tear up. Here I was thinking I was in some sort of trouble and she’s apologizing to me.
She turns away with tears in her eyes. I come to my senses, slide closer to her and place my hand on her leg just above her knee. She’s wearing shorts so I feel the smoothness of her skin as I do.
“Don’t be upset Ms. Sheila. I’m not upset about what happened at all.”, I try to comfort her.
She looks back at me, “No, what young man would want to do such things with and old woman like me, even my husband ran off with a younger woman. And you’re Jake’s friend it just wasn’t right.”
“That’s not true you are a very attractive woman any man of any age should be happy to have you.”
“You think so?”
“Of course. If anything I should apologize to you.”
“Why would you apologize?”, she looked at me wiping a tear out of her eye. Clearly starting to cheer up after my compliments.
“Because, you told me how long it’s been since you had a man and I didn’t take care of you at all. That was very rude of me.”
She blushed, shocked by my words, “Ricky, you shouldn’t talk like that. You’re half my age. I’ve watched you grow up since you were a baby. It’s not…”
I cut her off by reaching up and wiping one remaining tear from her eye with my thumb then leaving my hand caressing the side of her face.
“Sheila, you are an amazing beautiful woman and you deserve to be treated right. I’ve always been attracted to you as long as I can remember.” The last line was a slight lie, I’d always known Sheila was attractive but never really thought of her sexually until recently.
Regardless my lines worked I could feel her melting in my hands. I pulled her close and kissed her lips. She pulled away at first.
“We shouldn’t,” She whispered.
“I want you.” I said in retort.
With that I kissed her again this time moving my hand up her inner thigh and between her legs. I could feel her wetness though her thin shorts already. This time she didn’t resist she wrapped her hands around the back of my head running her fingers through my hair as she kissed me passionately.
I interrupted our kiss and pulled away from Sheila for a moment.
“What are you doing?” she asked.
“Take your shorts off,” I commanded, “It’s time for me to take care of you.”
She was hesitant at first until I laid her down and helped her slide her shorts and soaked panties down her long legs. I stood over her admiring her soaking wet pussy before positioning myself between her legs and started licking her. Her whole body shook as I licked between her lips tasting her sweet juices. She let out deep moans of pleasure as I moved my tongue from her tight cunt to her clit.
She had a hand full of my hair pressing my face deeper into her. I could feel her body start to tense. I knew she was close. Just before she came I stopped licking.
“What? Why?” She said out of breath.
“I think you’re ready” I said then stripped naked revealing my raging boner.
Her eyes lit up when she saw it just as they had the other night.
“Wait! Let’s go to the bedroom just incase the kids come home.”
Damn, I thought as I followed her to her bed. She took off her shirt freeing her massive tits. I squeezed them together and sucked her nipples before throwing her on the bed and climbing on top of her.
I lined the head of my cock up to her tight wet pussy and she let out a gasp as I shoved it inside her. She felt so tight wrapped around my cock, you would never guess she’d had 3 kids. I thrust deep into her fucking her hard and fast. After the teasing I gave her on the couch it doesn’t take her long to cum. I feel her pussy get even tighter around my shaft as I continue to pound away. She moans so load its almost a scream as she orgasms. Her body shaking with pleasure she starts to squirt soaking her bed. I slow my pace as she recovers from her orgasm but continue to fuck her. Sheila pulls me close to her and kisses me passionately again. Then she nibbles on my ear and says softly, “Let me ride you.”
I laid on my back in Sheila’s love stain. She climbed on top of me sliding my cock back into her wanting cunt. Leaning over me she puts her tits in my face. I squeeze them and bite them and lick her hard nipples as she grinds on top of me.
Removing her tits from my face she leans back and bounces wildly on my dick.
“You like that? You like how this mommy rides your fat young cock?”
“Fuck yes. Ride it you sluty milf.”
The dirty talk only turns her on more and makes her increase her pace.
After some time I can feel myself getting close to orgasm.
“Oh fuck keep going you’re going to make me cum!”
“Not yet I’m close too!”
I grab her hips and start to thrust up into her.
“Fuck yes that’s it. Go fill me up. I want it inside me!”
Hearing that I slam her down on my cock and unleash my load inside her. As she feels my load filling her womb her eyes roll back as she begins to cum as well. Squirting again I feel her juices running over my abs and between my legs. Once we’re both finished she collapsed on my chest. Both of us out breath we just laid there in bliss.
I was still shocked that all this even happened. The thought popped into my head of what Jake would think if I got his mom pregnant and I became his step-dad. I’m sure Sheila had her tubes tied after Shelby though so that probably won’t happen.
Sheila kissed me on the cheek.
“That was the best I’ve had in years. You should go before Jake and Shelby get back but make sure you come visit me when you all go back to school.”
With that I went to the living room and threw on my clothes. Sheila’s shorts still on the ground where I tossed them. Her soaking wet panties still inside them. I took the panties as a suviener and went home, throwing them in the bag I’d already packed for school. Looking forward to the next semester but now looking forward to my trips home even more.
Source: reddit.com/r/eroticliterature/comments/11wnlc4/my_first_time_with_my_best_friends_mom