My [18M] Crush’s Mom Took My Virginity [40’sF] [MF]

It was the summer I turned 18 and I had just moved to a different state for college, where I would be attending summer semester. I had grown up there, but moved when my Dad got a job out of state.

College was awesome, and only got more awesome when I found out my childhood crush, Jenni White, was also there attending the summer semester.

Jenni and I hit it off immediately, but only as friends—that's right I was friend-zoned from the start. But to me, it was better than nothing.

A few weeks into the semester, Jenni invited me and a few of our mutual friends to her mom's house for a party.

In comes Shelly White, Jenni's mom. Shelly had been my parent's friend for most of my life. A few years prior, her husband, Jenni's Dad had passed away. My parents often talked about trying to set Shelly up with someone or how lonely she must be, but I think Shelly just poured her energy into being a great mom, and one of the hottest MILF's I've ever seen.

Shelly was a babe, even in her early 40's, and she looked a lot like Jenni. I wouldn't be surprised if they were confused as sisters rather than mother and daughter. She stood at 5'2" and had a nice toned body and clearly worked out regularly. Her shoulder length brown hair was straight and shiny and she smiled like she always had a secret. Id be lying if I didn't admit that she had been the subject of a few wank sessions.

When I got to the party, the others had already gone down to the basement, and I could hear music playing, but I got caught up talking with Mrs. White. We spent the next half hour in the kitchen catching up, and then there was a lull.

“Want a drink?" She asked.

“I'll take water, thanks."

Shelly laughed, "Oh come on, what do you really want to drink? Your parents aren't here and I do remember being 18. How about some wine." She went on to pour a glass of wine for us.

“Okay, sure.” I laughed and we drank together in the living room. I was feeling slightly buzzed and wanted and we continued talking and drinking for another 30 minutes. I was still a lightweight when it came to alcohol.

"You look amazing, Mrs. White," I blurted out.

Shelly looked at me dumbfounded.

“I mean! I - I” I began backtracking.

"It's okay, Jack. I'm glad you think so," she giggled and took the last sips of her drink.

I could feel my dick start to react as she put her glass down and sat next to me. I had a perfect view down her blouse.

"I think I've had too much to drink."

What had gotten into me? Shelly was Jenni's mom, I was into Jenni, but now I was getting turned on by her mother.

We sat in awkward silence for a few minutes and then Shelly spoke up. "Jack, can I ask you something?"

"Yeah."

"Have you thought about me before...like in a non-Jenni's mom that's known me forever kind of way?" She asked inquisitively. “Because you've grown up to be quite handsome."

Handsome? Me? My dick couldn't help but react.

There was a long pause and I finally managed to say, "Mrs. White, you're a beautiful woman. I would be lying if I said I hadn't . . . thought of you like that before."

Then, without breaking eye contact, Shelly extended her arm and placed it on my hardon, which was extending down my pants leg.

She looked right into my eyes. "I'm going to kiss you now...is that okay?"

"Yes..." I whispered. Shelly slowly moved forward coming 90% of the way and I closed the gap, locking lips with her. Her lips were soft and it was a direct line to my cock, which was straining against my jeans and Shelly's hand. I instantly wanted more. I kissed her until she pulled back.

"Jack, I don't want to make you uncomfortable or take advantage. But have you ever been with a woman?" Her hand rubbed the monster in my jeans.

My breath caught in my throat, I answered her, "No...I- I- not all the way....".

"That's OK, that's a good thing! What have you done, if you don't mind me asking?"

Pause.

My experience was incredibly limited. I was still a virgin who hadn't gone further than making out, touching over clothes, and receiving head one time. I dated and had girlfriends and stuff, I was just always afraid of knocking some girl up and STDs and stuff.

"I...er, I got a blowjob once."

Shelly looked at me and smiled. “I want to give you one of those."

Reaching down, Shelly pulled at the buttons of her blouse until her bra was showing, revealing the tops of her breasts. She took my hand and said, "Not here though," and she led me to her room, the party downstairs still raging.

I settled on the bed, nervous as hell, while Shelly flipped on the tv for noise and locked the door. Shelly sat down on the bed beside me and we made out for several minutes as she ran her hand over my cock. I moaned as she undid my jeans reached into my briefs and grabbed me, feeling me throb. My pants and underwear quickly came off, then my shirt, leaving me naked.

She stared at my cock and purred. "Oh my, well aren't you eager?"I wasn't sure if she was talking to me or my cock.

"Please," I replied and Shelly slowly put her lips around my mushroom head, swirling her tongue around the tip. She sucked my dick farther into her mouth; running her tongue on the underside of my shaft.

"Fuck, oooooohh, wowww." I reacted to her mouth. I was so aroused I could feel my dick throbbing in her mouth and I knew I was leaking pre-cum. She moaned around my cock and continued to bob her head up and down. I weaved my fingers in her hair and m felt the back of her throat.

Shelly came back up for air, "I want all of it.”she went back at it, but didn't stop at her throat this time. Her throat muscles felt so good!

"OH, FUCK!" I groaned loudly. "Oh my God..." my cock was slowly going all the way in Mrs. White's mouth and down her throat until I was fully deepthroated! She kept working my cock in and out.

Up and down, up and down, up and down. I would love to tell you that I lasted forever. But we all know the truth.

"Mrs. White—Mrs. White I'm going to cum!"

I wanted her to keep going; I wanted to feel myself explode in her mouth. She kept her head down and moaned so I understood that this was exactly what she wanted.

"Nnnnnggghhh!" I moaned "Ohhhh FUCK, FUCK!" My cock twitched and my thick seed filled her mouth. One, two, three, five, seven spurts and Mrs. White swallowed it all. I felt like I had entered another dimension!

My orgasm waning, Shelly lifted her head off. Then she straddled me and kissed me again.

"It's been a while since I've had that much cum in my mouth. How was that?"

"That was amazing."

“Good. Have you ever eaten pussy, Jack?” She asked laying down on her bed and hiking up her skirt to reveal a pair of purple plain panties, and rubbing at the wet spot that had been made prevalent.

I shook my head.

"I'll teach you, Jack."

"Okay," I said, anxiously moving so my head was positioned between her legs. I leaned forward and kissed a trail along her thighs. Then I pulled her panties to the side, trailed my tongue up and down her pussy slit.

"Mmmmmm," She moaned. I had no idea what I was doing, but tried new things until she cooed approvingly and kept doing it. I sucked while moving my tongue back and forth flicking across her clit. Mrs. White was dripping wet! She was moaning so much. Her hips began to buck against my face, her breath quickening as I inserted a finger, then another, then another. Mrs. White was taking three of my fingers with ease.

"Ohh, Jack!," She was getting close to cumming.

I didn't dare stop.

"You're going to make me cum, baby," Shelly announced between licks. "Curl your fingers a little. Yeah. Yes. Like that!“

Mrs. White shoved my face into her pussy as she came.

"OHH my God, Oooohh gosh, I'm cumming!" She cried out as I licked and finger fucked her. "Ooooooohhh! Fuck!"

Her legs were shaking as her orgasm washed over her then subsided.

She chuckled.

"Not bad, hun." She sat up on the bed.

My cock was rock hard again and I wanted more of Shelly. She noticed. She took off her bra and released a pair of the most magnificent tits I've ever had the pleasure to see. She shifted over and pushed me on my back, straddling me.

“Jack...I want you inside of me.”

When she said that my cock twitched.