Went to see a new favorite for our second BCD meeting (which was spectacularly wonderful), and, after once at a hotel, she said "We can use my place". But, on the day of, on the way to her bedroom in the townhouse she shares, as I entered, there are (1) her roommate, (2) roommate's sister, (3) a guy asleep on the couch.

After the fireworks in private, darling SB tells me that the guy asleep is roommate's sisters husband, who, "Oh, by the way, did I mention that he's a State Police Officer", and I replied, "Why, no, honey, I don't believe you mentioned that!". Oh, she continues, "Yah, my roommate was freaking out that you might be an undercover cop, so we showed "officer's name" your profile and pics, and he said you look okay, and definitely not a cop."  And I replied, "Oh, you know, sweetness, I don't think you ever mentioned that either!"

On the way out or her place the State Police guy is now awake, so I walked over, shook his hand and say "Hi, Officer, I'm "my real first name". I didn't say Officer, I called him by his first name and I gave my real first name, and it all just seemed like no big deal.

This experience just seemed...a little odd....but not threatening, because I'd been with this SB before BCD, and because no laws were being broken; it was just a couple of adults having fun.

 Like I say, I may be getting a bit too comfortable with all this...

And I intend to see her again...

That's an  unusual situation for sure.  I'd have  been worried the guy was gonna come in on me during the activities and turn out to be a pimp or worse.

... I'm not really sure WHAT it qualifies for, but it's definitely something.  
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So just to take this to the next level... I don't suppose the roommate (or dare I even suggest the roommate's sister when Mr. Officer is away?) is on the menu for next time? She obviously knows you two are in a sugar arrangement and she's not freaked out by the idea...

Fast forward 40 years and my attitude is the same as yours, I would NOT be freaking out about this either. Think of it this way, you are a LOT less likely to get robbed with a cop in the other room, right?

 
I also agree that I would be a lot less worried about this since this was not your first time BCD with this girl. Cops are just people too, keep in mind there are close to a million cops in this country all with a life outside the force. It's almost impossible to go through life without interacting with a cop or two outside their official capacity as cops.

I agree with the above posters as well.  The situation does seem a bit odd, but I think it's partly because of the sugar world vs hobbying world.  If this was an escort, we'd be like WTF?  But in the context of the sugar world and especially in her mind that situation isn't that odd to her (she's just bringing a guy home to fuck).

I've had about 6 SB's and only one did I ever go to her place.

I think if you are worried you are getting to comfortable in the sugar world, then you probably are.  For me, no matter if it's an SB or escort I have my set guidelines that I go live by...kind of like Fight Club lol....A couple of mine are never share my real name, never at my home.

Sugar is sufficiently legal or at least in the shadow of legality that you have to do something blatant to call attention to doubtful activities.  I would include in this cover even longer term ATF relationships with pros. Once you can establish any kind of extended relationship, it's pretty hard for anyone to prove it's strictly pay for play.

I bet you it's been fifty years since you have had a "roommate" and to be honest, it's been a few decades since I have had one either, but it's not uncommon at all for young people to not only have roommates, but all sorts of people over at their home at all hours of the day and night.

 
Most young women in need of a Sugar Daddy don't have the ability to pay 100% of the rent on an apartment, and I bet 90% of the SB's don't have their own place alone.

 
I agree that it actually kind of rare to be going to your SB's actual home, most of them don't want their roommate, kid or parents knowing what's going on and if you can't bring them to your house, most of the time a hotel room (or RV) is required. Looking back on the last couple of years I have seen a few dozen different SB's and I can only think of a handful, maybe one in ten or so, where we went back to her place for playtime.

He didn't, but when things were pretty heated, her DOG came in  and, after we stopped laughing, we had to get the dog out and continue the fun.

Looking at all my SBs, it looks like I've been to their residence about 16% of the time, the exact number is 1 out of every 6.

It would probably be higher, but as GaG says, the limiter is the roommates, and most SBs don't want their roommates knowing that they're on SA.

In the cases where I've been to their house is was usually because they were the rare case of living alone. The visit described in this thread is the only time I've been to the SBs house with full knowledge of the roommate.