One thing SA has allowed is some moments you just can't make up.  There are a so many moments when I'm like "DAMN, did that just happen?!  I'm such a player!" Since it's hard to share these with people I know, I figured it would be fun to share them here.  

STORY 1

I was on a business trip with a sugar baby.   We are open and free to see others, but agreed to not see anyone else while on trips together.  She has a specific issue with being hot-bedded with other girls and has specifically said never to do it with her, "or else".  She goes off to get her nails done while I was supposed to be in a meeting.  On a whim, I text this retired pro that had gotten settled down with a guy in that area.  It turns out, Pro needs dick and needs it NOW because boyfriend just isn't cutting it.  So I have no choice but to have her come to the room and bang the shit out of her (it was also a freebie, so I couldn't refuse).  We only have about an hour window so the sex was like BAM!  It seemed she hadn't been fucked right for months, which must be a pretty stark change for a pro.  The sheets got so wet I had to get housekeeping to come and change everything and since we had just checked into the room hours ago, the room had to look new again.  I end up saying bye to the pro and going down to take sugar baby to dinner so she doesn't come right back to the room.  Housekeeping leaves the room just as we get back a couple of hours later.  Sugar baby is  like, "Ooo, they have turndown service."  So for that trip, I was cheating on the wife with the sugar baby and then cheating on sugar baby with the retired pro, which I still find kind of funny.  

STORY 2

My favorite SB and I are almost exclusive, in that we rarely see others because the sex between us is so amazing.
 She seems kind of jealous about me seeing other girls even though she says she's okay with it. We have also promised to tell each other if we bang others since we sometimes go bareback.  An ex-favorite SB hits me up during a hotel stay where I am alone, so I have her come over.  I wasn't able to tell favorite SB ahead of time since it was totally spontaneous.  After fucking ex-fav and having her fall asleep, current fav skypes me and we have a 3 hour long conversation, including lots of dirty talk and mushy things.  This is in the other queen bed only a few feet away from ex-fav, who is sleeping and lightly snoring, so I'm shitting my pants hoping Favorite doesn't notice Ex snoring and Ex doesn't wake up from hearing Favorite telling me she wants to lick my balls (Ex is definitely the jealous type and is still annoyed she's no longer number 1).  Right after ending the conversation, Ex wakes up and we immediately fuck again.   The next day, I see Favorite, and out of a slight sense of guilt and mischief, tell her what happened.  She's like, "No wonder you were talking so softly, I thought you were just being seductive.  You asshole!"  Revenge sex ensues where she proceeds to tease me until my balls are blue and then she proves why she is indeed my current favorite.  She will probably fuck someone else for revenge, of course, but it was worth it.  

STORY 3

One time, I saw 3 different sugar babies during a one night hotel stay.  One came with me to the hotel for an afternoon fuck and room service dinner.  I call to have the room cleaned right before we leave and I take all of my shit with me like I need to go home so she doesn't ask to stay the night.  Sugar baby 2 meets me for drinks and then comes over later that night to stay over.  This is so far all planned and pretty routine for me.  The next morning, while taking my morning shit and checking SA, I manage to set up a lunch meet and greet with Sugar baby 3.  She shows up for lunch and is HOT, as well as ready to go immediately to BCD.  I call the hotel, hoping the room hasn't been checked out yet, and I ask to have it cleaned.  I'm in luck, thanks to Marriot Elite Gold Status.  So I take her back to the  room for an afternoon fuck, finishing right before 4 pm checkout.  I once told this story as a "touche" to a pro that I see regularly who often tells me how she juggles two different boyfriends that have no idea she still works as a pro.  She immediately asked to be one of my sugar babies, haha.  

END OF MESSAGE

You are killing it - Enjoy...

You have a lot of balls in the air - What happens when something goes haywire...

I loved reading them back in the day, however had trouble believing them just like OP.  

The pro in your first story couldn’t find anyone to fuck for free? She  couldn’t go to a bar to pick up someone or text her local clients to offer them a freebie if she needed sex so badly? When an attractive woman wants to give out freebies, there will be a very long line of guys waiting. LMAO. Give us a break.

namely that you have to lie to the women in your life.  I find that very sad.  My wife plus all six of my current very young Sugar Babies know I fuck other women and I'll never lie about it.  They are all cool with it and appreciate the honesty.  They all complain to me about the asshole behavior they encounter elsewhere in the Sugar Bowl and compliment me on being able to talk to me about anything.

The pro in my story is foreign, barely speaks English and is extremely paranoid after the recent Thai busts.  She was laying low, only keeping in touch with a few former clients, most of which were not in town because she mostly worked in other locales.  Her "boyfriend" has curfews for her and basically controls her.  It's a mess, but I won't go into other details here.

I don't enjoy lying to the women in my life (or maybe I do), but once you start, it's a slippery slope.  I started a long long time ago and it's landslide at this point.  I envy you guys with open relationships.  My wife won't bite, though I've brought it up many times.

I'm SURE you guys have plenty of stories, let's hear them.  

The more typical relationship doesn't start out "open."  I was a one-woman man until I wasn't.  

You are lucky and definitely in the minority.  I hope to be in your position some day and I've certainly tried.  My sugar all babies know I see other women and they know they will never get me to settle down with them.  I make all of that loud and clear throughout our relationship, but all get clingy as the relationship develops.  They all want to be my number one and when they think they are my favorite, things are the most fun.  I'm always walking a fine line between letting us have our fantasies and keeping their expectations in check.  The same goes the other way, too.  I tell them it's okay for them to see others and to be completely open about it, but they still do it on the DL.  They tell me they're not seeing others, but I don't believe it, because they get hit up for sex every few minutes through their snapchats or instagrams or whatever.  

Maybe it's me or something I'm doing?  All of my regulars have mentioned wanting to be my girlfriend or wife while drunk or high.  One even acted out proposing to me, after which I had to distance her.  

The wife is a different story.  I've hired hot swim coaches and given them the OK to bone my wife.  I've tried taking her to swinger parties.  I've brought up wife swapping with other hot couples.  She just seems to show no interest in others and would never sign off on me getting some strange.

and I'm really glad you are willing to share this info here.  The fact that you have encouraged your wife to enjoy some sex is a big deal, and speaks well of your hope to put some balance into your marriage.  Too bad she doesn't want to play.  With my wife, she too did not want to play at first.  But I took a very deep breath and told her I was not happy with my sex life, therefore not happy with my life in general, the way things were.  Our own sex life had become stale and routine, and even had it been the hottest thing ever, I'd still have wanted the variety I craved. I had never cheated on her with civvy women, because they might have wanted more than I was prepared to give.  And frankly I had zero game.  So I chose what I thought was the least risky, least threatening way to go, and asked my wife for permission to visit pros off of TER.  She said yes, with misgivings, but it turned out great. I had fun and become a much happier man in the process.  My wife saw that, and saw I always came home to her and truly had no desire to leave her.  That was 15 years ago, and now we are both happily enjoying ourselves with others, while our marriage is better than ever.  I can't understand why a woman would never sign off on you getting some strange.  If she understood how important it is to you, if she knew it was no threat to her or your marriage, she has everything to gain and nothing to lose by giving you that permission.   Maybe I live in a fantasy world, but that's my reality and it's a very fine one.

My wife would NEVER understand, tolerate, or give permission for any p4p, be it TER, SA, or anything else. I've known her 42 years so, I'm quite sure about this.

 Although our sex life was dwindled to almost nothing ,  there is still that territoriality, that presumption of exclusivity. I agree that this makes no sense! But, your wife is very, very unusual, and I envy you that.

So, for the SBs I see, I almost always tell them my situation, and they can make of it what they will. I also tell them that I HATE lying, and that the One. Big. Lie. I tell to see them at all makes me even more determined not to tell lies beyond that.

I feel that is the best I can do, and most of the SBs seem to relate to where I'm coming from. Although, I have had 4 or 5 that I was really interested in shy away from seeing a "married man". Ce le Guerre.

Good for you guys.  I also know my wife would never agree to outside sex.  She was never that interested in sex in the first place, and every time I brought it up things got worse.  I left her 12 years ago. We are still married, but live separate lives.  She’s comfortable knowing I will take care of her financially.  I’m comfortable,because I’m having the best sex of my life, and really enjoy some of the women I see.  I felt so guilty at first, but now feel the decision to leave,was,the best for both of us.

Yeah, I hope she comes to that same conclusion.  I’ve told her I can’t truly be happy being monogamous but she hasn’t taken it seriously yet.  

Anyways, the point of this thread was to talk about those unreal moments you never thought you’d have before the sugar bowl. I can’t be the only guy to have gotten myself into these situations here.  

I guess there’s  something very erotic about having all of these pretty young things constantly ask what you’re doing and who you’re boning.  I feel like a man of mystery.