[FFM] A weekend of cutting loose after a lifetime of being the “good girl” led to my first encounter with a woman…

***This is my fourth post about a weekend of cutting loose. Links to the others are in the comments.***

I felt a bit guilty about missing the big send off at the wedding. After all, it was the whole purpose of my trip. At the same time, I doubt they noticed me. And I’d enjoyed my time with Richard on the beach. My pussy was still tingling and felt permanently spread open by his big cock.

After cumming, he’d gone back to being the charming man I’d met at the wedding. He’d offered to take me out for drinks, but I’d declined. He was doing his best to talk his way in to my hotel room, but I was suddenly over it. I wouldn’t even give him my phone number so he could call up and try to make a date the next day before we left town.

I got to my room and stripped down to nothing. My dress was just a heap on the floor with my pink panties and bra on top. I got in the shower to wash off the sweat and the sand and the cum. I felt tired. But I also felt great.

I got dressed in a long, navy blue silk gown with lacy cups and a halter top. Even as a good girl, I’ve always had a thing for gowns that look like something Grace Kelly might have worn. I’d always felt it looked classy. But staring at myself in the mirror and seeing the way it hugged my tits and the lace left my nipples exposed, I couldn’t help but feel sexy. Maybe I’d been bad all along?

I climbed into bed, turned on a lamp, and grabbed a book I’d brought along with me. I was ready to relax and end my vacation. I’d been there for half an hour–maybe more–when I heard a knock on the door. It made me jump a bit. I was close to falling asleep.

My first thought was that Richard had found my room. And my second was that it was more likely Robin, hoping to get one last taste before the weekend was over. I was wrong on both counts.

When I looked through the peep hole I saw tall, beautiful Rick standing there. He was still dressed for the wedding, but his tie was loose and the first two buttons on his shirt were open. He looked just a bit drunk. Standing next to him was his date from the wedding–a pretty, young brunette who barely looked old enough to drink. She had on a short, green cocktail dress with thin straps. Her dark hair was pulled up in the back. She looked vaguely exotic–Middle Eastern, perhaps.

My first instinct was to just ignore the knocking and go back to bed. But as I stood at the peep hole Rick knocked again.

“You in there, Chellee,” he said.

My curiosity was getting the better of me. What did he want? And maybe this would be a chance to give him shit for not telling me about the girlfriend. I reached into the closet and grabbed the thick, long terry cloth robe the hotel provided and used it to cover up. And then I opened the door.

“What do you want?” I asked with a bit of a tone.

“To see you,” he said. “We had so much fun this weekend, I was afraid we might not say goodbye in the morning. Can I come in?”

Rick didn’t wait for an answer before firmly pushing his way past me with the girl in tow.

“This is Jasmine,” he said with a nod. The petite, slender woman sat down on the bed.

“Oh, is that your girlfriend?” I asked. I was trying to be cool, but I couldn’t keep the cattiness out of my voice.

“Ha!” I heard Jasmine say. “As if. I could do much better than him!”

“Yeah, right,” Rick responded. “Then why do you keep coming around to hang out with me?”

“Because you have a big cock,” she said with another laugh.

I was still trying to figure out what was going on. I closed the door behind me.

“Are you two drunk?” I asked.

“More stoned,” he said. “Want some?”

He reached in his coat pocket, fished around for a second, and pulled out a joint.

“Um…this is a non-smoking room,” was the only response I could come up with.

“Shhh!” Rick said. “If you don’t tell, I won’t.”

He pulled out a lighter, flicked it, and took a big drag. Then offered it to me.

Of course I’d smoked a few times in my life. Nobody born in the seventies hasn’t. But it had been years, and even then I’d never been stoned. I’d just taken a puff or two to be social at a party.

“Why the hell not?” I thought to myself.

I took the joint and took a big puff. Then I coughed a bit and took a second hit.

“See,” Rick said to Jasmine, “I told you she was cool!”

“Rick pointed you out at the wedding,” Jasmine explained. “When I asked him what he’s been doing all weekend he said he was hanging with you. I didn’t believe him.”

“Why is that?” I asked.

“Because he said he was with this hot older chick. And that you were a total cougar.” “I hate that word,” I said.

“And then he said you’d been all over him. That’s what I didn’t believe,” she said. “I laughed and laughed at that. So tell me the truth, Chellee. Is he living in fantasy land? I told him that if he was lying he’s not getting any sex from me tonight.”

I had a choice to make. It would be easy enough to deny everything and make it all just sound like the bragging of a young man.

“Well, Jasmine,” I began. “Like you said, it’s hard to resist that big dick.”

Her jaw nearly hit the floor.

“I TOLD YOU!” Rick shouted. “I told you Jasmine.”

“I thought you’d agreed not to tell anyone, Rick?” I said with tone of mock disappointment. I had really thought I’d be pissed if he told, but now I was kind of flattered that this hot, younger man had felt the need to brag about his exploits with me–someone old enough to be his mom.

“It’s just Jasmine,” Rick protested. “It’s cool. She’ll keep a secret.”

“Were you trying to make your girlfriend jealous?” I asked.

“I am NOT his girlfriend,” Jasmine said again.

“Yeah,” Rick added. “Besides, how could I keep it a secret. I mean…look at this….” He took a bold step toward me and pulled the sash on my robe. “Show her what you got,” he said. He pulled the robe open. Jasmine seemed very interested in the way the tight gown clung to my tits.

“Am I not worth bragging about?” Jasmine protested. She stood up and crossed her arms. I could tell she was fucking with him, but it fooled Rick.

“No. I mean yes,” Rick said. “You’re hot as hell, too.”

I couldn’t help but agree with Rick. She was short–much shorter than me–very thin and fit with nice, high tits and beautiful skin. Her eyes were large and dark brown and her hair was as black as night.

“I agree,” I said to Jasmine. “You’re very attractive.”

“Yeah?” she said. “So are you,” she said. “Rick didn’t really do you justice.”

“Oh really?” I asked.

“That’s not true,” Rick protested. He stepped closer and wrapped his strong arm around my waist and pulled me close. I could feel that giant, hard cock in his trousers. He boldly put a hand on my left tit. “You know I think you’re sexy as hell.”

I assumed between his looks and his charm that an awkward line usually worked for him with the young ladies he was trying to fuck. It just seemed silly to me, but I didn’t really care. I loved having his hand on me. The weed had really loosened me up.

“Way to grope her, Rick,” said Jasmine. “Seriously, Chellee, he didn’t say anything bad. But he really couldn’t stop talking about your tits. I guess he was right though. I can’t compete with those.”

I gave her a delicate smile.

“Don’t be ridiculous,” said. “You’re gorgeous. You’re so thin and small. And it looks like you have great breasts.”

“Yeah?” she said. “You wanna touch them?”

I didn’t know how to respond. I just laughed awkwardly. Of course there had been times in my life when I’d considered whether or not it would be fun to be with a girl. But I’d never considered myself a lesbian. I’d never wanted to have a relationship with a woman. And I’d never had sex outside of a relationship–at least not before the wedding trip. The closest I’d come was one night in my twenties when a female friend and I had too much wine and talked ourselves into kissing and light fondling above the clothes. I’d been turned on, but then we ended up giggling and not doing much more. We never mentioned it again.

“No,” I said with a forced chuckle. I didn’t even know if she was serious.

“Why not?” Jasmine said. “I want to touch yours.” She pushed Rick aside and stepped toward me. In her heels, her lips were almost even with mine. She put a hand on my hip and slowly slid it up until it was on my tit. With her thumb, she started rubbing a circle around my quickly hardening nipple.

It was obvious that Jasmine was more mature than Rick. She was also very confident. And seemed used to getting what she wanted.

“You know why Rick really mentioned what he did with you?” she asked. “Because I’ve been telling him all day I want to eat some pussy. I want to eat your pussy while he fucks me. Are you game? I’ve never been with an older woman…I bet you could show me some things.”

I was taken aback. But she kept rubbing my nipple. She stood up on her tip-toes and gently kissed my bottom lip.

“I don’t think I could,” I said quietly. “I’ve never been with a woman.” It was the first time all weekend I’d admitted my general lack of experience to anyone. And now I felt embarrassed. I was having fun playing the role of the older sex pot. But now I remembered just how innocent I’d been my whole life.

“Oh really?” Jasmine asked. “Well…then maybe I can show you something.”

I don’t remember making a conscious choice. She just pushed the robe off my shoulders and onto the floor. She turned so she facing away.

“Mind unzipping me?” she asked.

I just obeyed without thinking. I gave the zipper on her dress a slow pull–all the way down. When she turned around she looked like a goddess standing there in a lacy black bra and panties, black thigh high stockings, and her heels.

She walked toward me with confidence and put a hand on each of my hips. And then she kissed me. It was like sparks of electricity came from her lips and shot through my entire body. There was just a brief moment where I was inside my own head–considering what was happening and whether I even wanted it or if I should stop it. And then instinct took over. I wrapped my arms around her tight little body and kissed back with a hunger and intensity like nothing I’d ever felt.

Jasmine pulled the straps of my gown until they slid down my shoulders. The silky garment fell to the floor. And then she buried her face in my tits. She kissed and licked my nipples feverishly. Her tongue was so delicate, yet firm.

“Do you want to touch mine now?” she asked.

She took off her bra and placed her hand on my own. She guided me to her breast. I gently rubbed it, knowing the way I liked to be touched. Then I bent over and sucked on another woman’s nipple for the first time in my life. Jasmine wrapped an arm around my head, like a mother drawing in her child. With her free hand, she guided my hand to the soft silk of her panties. They were soaked through. Just touching her drove me wild.

Moments later we were in the bed. Both of us completely naked. I spread my legs wide and Jasmine put her face between them. She was on hands and knees–her ass up in the air. And Rick was behind her–also completely nude–his massive dick hard and veiny and beautiful.

The way Jasmine licked my pussy felt better than any experience in my life. Or maybe I was just so turned on by the thrill of a new situation. She ran her tongue up and down my slot, stopping to tease the clit for a few seconds each time. At the same time I could see Rick as he took her hips–and then slowly slid that jumbo cock into her tight, tiny pussy.

Jasmine moaned with delight. I don’t know if it was from tasting me or being fucked by Rick. He delivered long, slow rhythmic thrusts. Each one slammed her head deeper in between my thighs. She pushed two fingers inside my and languidly rubbed at my clit with the tip of her tongue.

“Your pussy tastes so good, Chellee,” she said.

“Rub your tits,” I heard Rick say. “I want to watch you while I fuck her.”

I obeyed without thinking about it, running my hands over my own big titties and then teasing each nipple. I moaned loudly and Jasmine responded by attacking my clit with her tongue. I started bucking my hips up into her face. And then I cried out. I kept saying her name over and over. It was my first ever orgasm with another woman.

She reached down and started rubbing at her own clit. Rick fucked her harder. Seconds later she was cumming, too.

“You want to get fucked?” she asked me as she pulled away from Rick.

Of course I did.

Jasmine laid out how everything would go. She had Rick sit on the edge of the bed. Facing away from him, I slowly slid down on that giant dick. Just having him inside was almost enough to make me cum. Rick grabbed my hips and started bouncing me up and down like a pony ride.

Jasmine dropped to the floor in front of his. She licked at Rick’s balls. She licked his shaft as he came in and out of my pussy–savoring my juices. And she licked my clit.

Rick started bouncing me faster and faster. The two of them were making me squeal like a teenager. I started playing with my own nipples again–just pinching them and holding my tits as they bounced violently with each of Rick’s pounding strokes.

I came for a second time and nobody let up. It seemed to motivate them even more. Rick fucked me harder. Jasmine licked more. I twisted my own nips. And a third orgasm ripped through me–as powerful as anything that I’d ever experienced.

Rick jerked his cock out after I’d finished. I was still on his lap and it was coming up between my thighs. Jasmine, stlll on the floor, put the head in her mouth and started tugging the base. In her tiny hands, it looked even more gigantic.

She knew Rick well, and just before he blew she pulled her lips off. Rick’s hot jizz shot up from between my thighs and splashed across Jamine’s tits in huge gobs. She ran her fingers through them and licked up every drop.

There was a moment of awkwardness when everything stopped.

“What the hell?” I thought. “I’m a GOOD GIRL. What have I been doing?”

I was starting to freak out. And then Jasmine interupted.

“So have you ever tasted pussy?” she asked.

I told her I hadn’t.

And she hopped up on the bed, spread her legs wide and smiled at me.

“The night’s still young,” she said.

**I love comments and I hope you vote!**

Source: reddit.com/r/gonewildstories/comments/94k16b/ffm_a_weekend_of_cutting_loose_after_a_lifetime

15 comments on “[FFM] A weekend of cutting loose after a lifetime of being the “good girl” led to my first encounter with a woman…

  1. You are a goddess. I love your stories, please do keep the stories, and yourself, coming ;).

  2. Love all of the stories, you really should share more of your amazing beautiful body, it makes us both so horny,

  3. One of the best stories I have read on here, you must have had a busy weekend. Would be great to read more and see more from you, you have a great body from what you have shown so far, would be great to see the landing strip you spoke of

  4. like i said, you are my favourite, it makes me horny everytime while thinking about you

  5. I would love to be with a older women like you it’s one of my biggest fantasies thanks heaps

  6. Keep posting. Best writing I’ve cum across on Reddit.
    Everyone needs a weekend to cut loose..

  7. Hands down the hottest story I have read in a long time Chellee!! Got me so hard I was throbbing and had to relieve it. Reread the story and was just as hard again! Guess it was the subject matter but the inoce2nce on your part was most intoxicating for me. Can’t wait for the rest of this so my balls can explode.

  8. This is fucking amazing, I’m a young person just starting to explore and I hope I have an experience like this

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