The Night My Mom's Friend Became Something Else Entirely

This happened right after I'd finished college. I was 21, about 200 pounds, six feet tall. She was 48, a little curvier but completely sexy.

Like most guys my age, I was going out drinking and having fun with friends. We usually met at a neighborhood bar, found our company for the night, and since we all drove separately it made it easy to pair off.

That particular night was quiet and slow. We'd hit a few bars but hadn't found much worth taking home.

Around eleven I spotted one of my mom's friends with a group of about six people. I went over and joined them. We started playing pool, joking around, eventually sitting at the same table. I was probably drunk enough to think, screw it. I was sitting on the inside of the booth and everyone else had gotten up to grab drinks and put on music. I leaned over and told her she looked damn sexy tonight. She giggled and said it was just her. Be good, now. I grabbed the edge of her shirt and told her I could be good or I could be bad, depending on whether this shirt ended up on me.

She pushed my hand away and said: "Not here." That was all the green light I needed.

The bar was closing and people were splitting up. I winked at her and she said: "I need a drink for the road." She went to the bar and ordered a case of beer. I joined her and leaned in close over the counter. Standing there I slipped my hand under my crossed arms and grabbed her large fake breasts. Easy access, and she looked at me confused and said "be good," without actually pushing me away. Enjoying the attention. On the way to the door her friends asked where I was going. I said home, since they lived in the opposite direction from her and me. So they said "go with him." I said "as long as she shares the beer." She laughed and said "deal." I still lived at home, so that was my excuse to take her to hers first. On the drive she was restless. Moving around a lot. I kept my eyes on the road because of deer in the area. She reached back and unclipped her bra, handed it to me, and said: "Now you have easy access."

I was stunned. Here was this 48-year-old MILF with silicone breasts in a tank top, nipples very prominently on display. I said: "Alright then, let's go." She leaned over and undid my trousers. She stroked my seven-inch cock, getting it fully hard. She said: "Wow, what a cock." I found a side road and pulled over. She asked: "Ready?" I didn't answer, just pulled her toward me and started kissing her hard. Her top came off and I saw she had a piercing in her right nipple and a belly button piercing with a small chain attached. I laughed and said: "Look at that!"

In the faint moonlight coming through the truck window I sucked, licked, and bit her hard nipples until she was squirming in my lap. Her jeans were grinding hard against my cock.

I started undoing her jeans and she stopped me. Said we couldn't do this. She'd known me my whole life. How could she get past that? I told her: "Under those jeans is your pussy. Right?" She nodded slowly, shyly, and said yes. I told her we had a deal. If I slid my hand in and found her dry and completely unexcited, I'd take care of myself in front of her. But if she was wet, my cock was going to wrap itself in her right now. She said: "Well, it looks like my pussy is yours tonight, doesn't it." I reached for the button on her jeans and she said: "Wait, condom?" I said no but I'd pull out. She said: "Okay, deal."

I undid her jeans and uncovered her underwear, a silky thong with a small star on the front. I reached in and pressed firmly where the wet patch should be, and she had a little bush. I looked up and said: "Girls my age don't have that." She laughed and said: "My man likes it." The shock must have shown on my face. She laughed and said: "I want to have sex. Don't think about him."

I pulled her jeans and underwear off one leg and rubbed her lips and there was another piercing. The moment my fingers touched it she gasped and squirmed hard against my hand. She said: "You need to fuck me right now. My pussy needs it, it's wet and ready." She leaned to my ear and murmured low and deep: "Fuck me, boy. Make mommy come." MOMMY? God, that was filthy. I gripped her hip, grabbed my cock and lined up. She dropped down and I mean she DROPPED all the way down to the base. She said "hold on" and started rolling her hips against my pelvis. Breasts bouncing, belly chain swaying, moaning and gasping loud, hands around my neck.

While I tried to suck and lick the piercing on her nipple she said "more" and pushed my face deep into her breast.

I was living an incredible dream and savoring every second. Then she arched her back, tossed her head side to side, and said "I'm coming." I felt her pussy contracting, her hips surging forward, then the wetness on my balls. She came hard and the shuddering took hold of her for several seconds. After a moment she stopped and said: "Wow, that was amazing."

I said: "That was damn incredible." She giggled and said: "Now let's make you come." I was still hard and deep inside her.

When I gripped her waist to lift her, more wetness ran out. She was so creamy and slick now. I pulled her slowly down and started using her like a toy, up and down, over and over. She rose off my cock and came again, but this time I brought my hand down to her pubic hair, found her clit, and rubbed it side to side with my thumb, and she squirted everywhere. On my trousers, on the center console, on my shirt. She was begging me to stop. "Please," but I kept pressing with my thumb.

She laughed and said: "How did you know to do that?" I said: "Because you squirted once already." She said: "Alright, I think I'd better get my pants all the way off because this is going to be a good night." She leaned over and pulled off her jeans and underwear. They landed on the seat beside us.

We got out of the truck. She bent over the driver's seat and I grabbed her hips, looking at the tattoo on her ass. I pushed deep inside her and started fucking her hard. That went on for a few minutes and she said: "I'm close." I felt a hand reach back and touch my balls while I was fucking her, her rubbing her clit vigorously and moaning loud. I gave her ass a smack and she shuddered, my cock falling free, and she came hard, almost crying but cooing at the same time.

I told her it was my turn and lined up for the last time that night. She said: "Just use me. Make me your dirty cum slut." I fucked her at my own pace. Slow and deliberate. After a minute or two she said that wasn't enough, and I asked if she wanted something wild. She turned and said: "I bet I do." I spanked her ass, pushed my thumb deep into her ass. She shuddered, said: "Oh God," arched her back, grabbed my balls, and said: "Fill me, please, oh God please fill this pussy, I need that hot load NOW." I came. Deep all the way in, thumb in her ass, her moaning through every second of it.

She released my balls, I pulled back, and a white river ran down the door frame. She looked back and said: "You're a bad boy for filling mommy's pussy, aren't you." I gave her ass one more smack and said: "No. I filled my pussy."

We got dressed and got back in the truck. I dropped her home and said: "Have a good night." She turned and said: "An unforgettable one." Then she turned and went inside.

Unfortunately that was the only time, but even twenty years later I remember her as an absolutely wild MILF that night.