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BenK_80 Amateur Jackinchatter

168 posts since 2013-12-09
42 year old curious from Ireland
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Ok so I recently stayed at an Airbnb run by an older lady (late 50s early 60s) Nice figure, great boobs, she was a looker in her younger years no doubt. She was by herself in the house apart from another airbnb couple staying there.

I just stayed for the one night as her place was near the airport and I had a stupid o clock flight.
She was very friendly, chatty and helpful in a good hostess sort of way, made it clear I could have the run of the kitchen, mi casa tu casa kind of thing.

Anyway, after our initial chat and tour of the house, I told her I was about to hit the shower. She told me to then join her in the kitchen for tea and some food if I liked. I said sure and a half an hour later I went downstairs where she was in a nightdress and dressing gown watching tv.

We had tea and snacks and chatted for over an hour. She was engaging, funny and interesting. As is often the case with people of different generations there was no awkwardness because the idea of anything happening here would be unusual. She could be my mother! She did tell me about her living situation, how her husband had passed away and while describing her experience of running an airbnb, she told me she preferred hosting younger guys....!

None of this was overly provocative and i didnt get a real feeling she was putting herself out there, but still she made sure I knew certain key things about her!

After that, I thanked her and hit the sack. While I was in the bed! smile
I had a raging horn that had to be attended to before I could get some sleep. That was soon sorted out by fantazising about her coming up to give me a nice slow handjob!
I was really wondering if I should have tried something with her or if it would have been hugely inappropriate resulting in me getting kicked out and my airbnb profile ruined by a review describing me as a sex fiend preying on old ladys! lol

Anyone else with stories of airbnb exploits?
Any advice or ideas on what others would have done here would be great too.

I have a feeling, on balance, I was right not to go for it. But also Im wondering If i should book another stay over the summer and see how I get on next time!

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enis Skilled Jackinchatter

823 posts since 2006-02-10
80 year old curious from Midwest US
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I think your judgement is correct. But the potential scenario is hot.
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You def should go back.
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Chumwithrum Enlightened Jackinchatter

4360 posts since 2017-06-14
46 year old curious male
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GO BACK! (and tell us what happened) grin
...Ran into a Chum with a bottle of rum...
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Alexsalterego Amateur Jackinchatter

184 posts since 2017-06-05
46 year old curious male from Wanksville, Spunktown
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You were right to not take things further first time round but I'd certainly think about going back.

Test the water by wearing something form fitting? Emerging from the bathroom with just a towel round your waist?
Pull it out and stroke it.. Kik:JamesJ4455
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SloStroker Omnipitant Jackinchatter

7249 posts since 2006-08-21
52 year old bisexual male from Nashville, TN
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I used to travel for work and frequently stayed in a small town at a non-chain motel as it was walking distance to my office, cheap, and clean.

The lady at the front desk was really nice, cute, and in her early 30's. She always called me by my name and was super friendly. She pretty much ran the whole motel. She cleaned the rooms, ran the front desk, etc. I had worked late the night before and was sleeping in. Because I usually walked to the office my car was always there, so there was no indication I was in my room. I was so tired when I got in I forgot to hang the DND sign.

I sleep naked, and am hot natured so I don't use the covers much. I wake up to "Oh, I'm so sorry! Excuse me!". I covered myself and told her it was my fault for not putting out the sign. We eventually laughed about it and I asked her how many naked men she'd walked in on and she said, "Several, it's a perk of the job". We laughed and my cock was getting hard as sexual energy was building. Here I am, naked in bed, having a conversation with this lady.

She took my dirty laundry, and replaced my towels and left. Every time I stayed there I'd joke with her and ask her "what time you coming to visit me?". She would laugh and say, "You never know". Nothing ever happened, but I jerked off many times there hoping she'd walk in and catch me.
Check out my porn blog at https://slostroker.bdsmlr.com/ and my writing blog at https://slostroker.wordpress.com or catch me on Skype as SloStroker
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