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[MF] I (30m) Fucked An Older Theater Actress (50f) On My Birthday
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PortmanJones is a male/female couple
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I (30m) live in a major city and my sister and her husband visited recently partly to celebrate my birthday and partly to see an older female friend of theirs (50f) in a play. Let’s call her Melissa.

We met up with Melissa earlier in the day before the show and she was not what I expected. She was blonde, in incredible shape, and not afraid to show it. She had a very low-cut blouse on and a short skirt that showed off her long toned legs. Turns out she teaches pilates on the side to support the acting.

I’m a natural flirt and couldn’t help myself with her, and she was responding immediately to any of my jokes. I thought it might be a mix of it being my birthday plus her actorly outgoing-ness, but I was still having thoughts. When she found out I lived in the city, she insisted on giving me her number so we could connect “professionally” (I’ve worked a little doing photography). Hmm….

The play wasn’t incredible, but her character was a flirty older woman, so I was both intrigued and under the impression that maybe she was a method actor.

After the show, we all got together for drinks, and it turns out she can throw them back. We ordered celebratory shots for her performance followed by celebratory shots for my birthday, and before long, I was fairly drunk. After a while, the four of us went back to the Airbnb I was sharing with my sister and her husband for a nightcap. My bed was in a lofted area in the living room with no real privacy, so I figured nothing could happen. We had our final drink and called it a night, and Melissa headed home.

30 minutes later, however, I got a text from Melissa saying “Hope you didn’t break your leg climbing that ladder…”

I responded, a little emboldened by the alcohol “Made it up OK. Should I have invited you with me?”

Melissa: “You could have, I wouldn’t have said no”

I was very turned on at this point. “Is it too late for me to come over?”

Melissa: “It’s your birthday. You should get what you want.” She sent the address of her hotel.

I ordered an Uber immediately. ETA 10 min.

Melissa “Room 305. Door is unlocked. Your present will be waiting.”

I got to the hotel and went up to the room, knocked lightly, and heard her say “come in.”

The next image is burned in my mind forever as one of the sexiest things I’ve ever seen.

I opened the door and across the room, leaning over a desk, naked except for a red ribbon tied around her waist with a little bow on the small of her back. I still don’t know why she had a ribbon ready to go on a moment’s notice, but I’m glad she did.

She looked over her shoulder at me with a sultry look, enjoying the stunned look on my face.

“Come over here and and unwrap your present,” she purred.

I crossed the room, took off my shoes and shirt and put my hands on her body. Caressing her all over. She was already touching herself and letting out gentle moans.

I leaned over her and felt her supple b cup tits, kissed her neck, and then kissed her down her back, past the bow, eventually ending up on my knees with her ass in my face. Her totally shaved pussy was already wet and she gasped when I blew gently on it, squeezing her ass while I did. I kissed her ass, licked her thighs, and then started eating her out from behind while she touched herself.

I undid my pants and started stroking my now totally hard cock while continuing to taste her, her wetness now all over my chin. My tongue would sometimes stray a little up to tease her tight asshole which I could tell drove her crazy.

After a few minutes I stood up slowly and stepped out of my pants, leaned over her and whispered in her ear “I’m going to fuck you now.”

She whispered, “yes, please,” grabbed my hand, and put my pointer finger in her mouth, sucking on it slowly as I rubbed the head of my cock against her soaking wet pussy. “Fuck me, please fuck me,” she pleaded.

I slid into her slowly, letting her get used to me. Melissa gasped and grabbed the desk for more support. I took my finger out of her mouth and grabbed her hips with both hands and started slowly fucking her. She was getting into it and pushing back against me, matching my rhythm. I sped up a little, grabbed her hair, and slapped her ass a few times, each time causing her to yelp with pleasure.

She was touching herself the whole time I was fucking her and eventually she shouted she was going to cum and I felt her whole body convulse around my cock. In order to not cum myself, I pulled out and rubbed my hands all over her body as she recovered. I spun her around and she sat up on the desk, facing me for the first time. We made out passionately while Melissa reached down and stroked my cock, which was covered with her juices. I started teasing her pussy again with my hard cock and asked her if she was ready to be fucked again. She bit her lip and nodded greedily.

I slid myself back into her while we looked into each other’s eyes with pure lust. I proceeded to fuck her hard and fast, and she obviously didn’t care if the neighbors could hear because she was almost screaming at this point. Eventually she laid back on the desk and put her legs up against my chest allowing me to get extra deep inside her. Melissa started touching herself again while I fucked her and before long she was cumming again.

Feeling her vibrate against me was almost too much and I told her I was going to cum soon. She slid off of the desk onto her knees and took me in her mouth. She was really going for it, giving me an incredibly hot and sloppy blowjob. I knew I couldn’t contain myself and told her I need to cum. She took my cock out of her mouth, kept jacking me off and I exploded all over her chest as she said “Give it to me. Cum on my fucking tits.” After I finished, she took me back in her mouth and licked me clean. She even wiped some of the cum off her chest with her fingers, rubbed it on my cock, then licked it right off causing my cock to twitch and making me wonder if it was possible to cum again from so much pleasure.

She looked up at me and said, “did you enjoy your birthday present?”

To which I responded, “best present ever. Thank you.”

She then told me, “you should go get some birthday sleep. We wouldn’t want your sister wondering where you are in the morning.”

So I put my clothes back on and called an Uber back to the Airbnb where I slept like a rock.

Melissa and I saw each other a few times after that, and it turns out she loves sexting so I would get random sexy pictures from her in the gym locker room or before getting into the shower. Overall one of the hottest experiences of my life.

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1 month ago