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Another first time anal... [m/f]

So my bf and I have been enjoying anal play for about a month and a half. We've had fingers, plugs, and dildos (oh my!) up my ass numerous times with only pleasure and joy to report. Penis in butt was something we had planned on doing eventually, but we weren't in a terrible hurry. It seemed like a "down the line" thing.

Marking her territory (m/f)

This is a little long but worth it. Part 2 (below) is the payoff.

Becka was the kind you bring home to momma. We worked together. We’re in our mid 20’s. But I haven’t dated anyone this timid physically since High School. She brought out the perfect old fashioned gentleman in me.

She short, petite with long curly natural red hair and very pale skin with just enough freckles to let you know she’s a real deal Celt. I have literally seen women slap their husbands for staring at her ass. Everything is in perfect proportion. The perfect redhead.

[m]assage [w]ith a nice ending

By age 20, I hadn't done anything too adventurous. I was no stranger to sex, but stuck with the basics up until then. Had my share of cute girls, lotta fun, but was feeling the boredom I know now that I'm quite prone to.

Gave her my seed three times in one night [m/f]

This is the first time I post on here and this is actually an update to another story i posted. Here is the link:

The link does not contain nsfw material which is why it is not on this subreddit. I am just posting it so everyone can see how I came to hook up with, lets be consistent and call her Daisy again, Daisy. The link is a story of how I started talking to her again.

Sex dreams.

Lately I keep having dreams, they are vivid and reoccurring. It starts off me naked, masturbating on my bed with the blinds open. My little pussy in perfect view of anyone that looks through the window. Oops I forgot to lock the front door. A man walks in and I do not even notice, I am too busy pleasuring myself. I feel an extra two fingers slip inside my pussy. I open my eyes and there he is, already naked, massive cock in hand touching my wet pussy. I ask him who he is, he doesn't reply. All he does is kneel down and busy his face between my legs.

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