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Stories | 2016

(M)y lovely night with the shy (f)emale waitress.

Hi all, here's a little background on myself so you can picture what I look like. I'm a 6'1 205lb shaved head white male. More on the side of stocky//muscular but slightly chubby still ( broad shoulders and big arms/chest from weekly lifting session at the gym the past 4 years ) but also have a good bit of fat ( okay well 20% isn't probably good ).

Last year I got a job helping manage a small hotel up north in the United States. I had been working there about 4 months and the GM//owner decided to open up a restaurant in it - waitresses galore! Right!?

[F]ucking an older man

I'm a college freshman. After going through my school's usual hookup scene via frat parties, bars, and tinder, I wanted to try something new. And to be honest - I've always found the idea of being with an older man extremely hot. I hooked up with a few graduate students, but none of them quite panned out like Evan.

He's in his early 40s, very fit and attractive. Reminds me of Chris Messina. We've been hooking up for about two months now and the sex is only getting better. The last time I went to his apartment is a great example.

So I just bought (m)y first dildo...

And it feels huge! But amazing. The following story is basically how I truly came to understand what virgins feel when being penetrated for the first time.

[M]y awesome ca[M]p trip.

I went camping with my buddy to hang and spend time in the woods. Bought a big tent and was ready to go. So we got out and got everything set up. We then went on a small hike up the mountain. When we got back we started a fire and ate some dinner. My buddy (jake) is bi, and had a gf at the time. So he started bullshitting about the basic relationship stuff. It had started getting late so I went to go to sleep. Got in what I like to sleep in (my thong). Theough the distance I heard him yelling and fighting. So after they talked he came into my tent and started to vent.

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