Confession time. and this one hurts me.

me and my wife are in our 30s and her former college sugar daddy contacted her for the first time in about 4 years and my wife isn't shooting the idea down right away. 4 years ago my wife was pregnant when he contacted us so it was a clear no. this time she's not so fast to say no. we both lost our jobs at the beginning of covid and we had to eat some of our savings and added some debt. we're better now we both work again. My wife thinks she can get that money back from him. this is all fucking me up. i don't want this happening to my family.

We been together 7 years and she told me about him when we got engaged. The last meetup she says was 8 years ago a little before I met my wife. I don't know much about their arrangement. Wish I did but I don't. I learned a bit over the years mainly from arguments or an unexpected tipsy comment. I know he is about 20 years older than her. White "dad bod". She described him has "kind" "kinky old man" and "generous" on a few occasions. He apparently likes to prepare different outfits for her to try on and touch her in them. She mentioned having to put on an official city bus driver uniform and a bikini with a hijab for him in the same night. He paid about 2/3 of her college tuition. They went on a hawaii vacation once for a week all expenses paid by him. My mother in law still thinks her hawaii vacation was with a few girlfriends. and I suspect he bought her the car she used to drive when I first met her since her parents mentioned once they didn't pay for it. I'm pretty sure that was him.

I have so many questions that have gone unanswered. what did she do for him? payment amounts? how many times? other sugar daddies from college?

confession: i don't know the meaning of 'joyangle'. How much of a turn on is that lol??
Added the picture to draw you in and get me an answer!
Thanxxx

I confess that I'm a closet fag. It's true. I submit What Would You Do (WWYD) posts and also pretend to be a female on Motherless. All of this is so that I can encourage my inner fag and get men all excited about "what they would do to her" and of course, "This is my sister, cousin, wife, etc." when I don't even know any of those people and found the images online some place.

I can't help but think of all the men who VERY eagerly communicate with me by responding to my posts asking them what they would do knowing full well they probably are stroking their big huge meaty cocks and cumming with MY words. I then stroke my own cock thinking of all the men who respond and get a high off of knowing I turned a LOT of men on.

I especially love posting images of women and pretend to be them. I add authenticity to my posts by adding a ;) or :) to the end of each sentence so that it seems more legit. Yet my goal is to get men off because I get SO HARD.

Bless the MEN of Motherless who respond to my WWYD and fake sister, mother, daughter posts and happy stroking!

Just know I'm over here rubbing one out picturing you doing the same!

So hot!! MMM.

I confess that, years ago, I messed with a coworker so often that I may have caused some mental damage. I was in my low 30's and he was about 21 and was new at our firm. His name was Kenny. We became pretty good friends and would hang out from time to time. Not sure who instigated the pranks, but it was on. I guess I exploited his inexperience and was always one step ahead of him. One night, we were on my front porch and he reminded me of just how many things that I did to him. Most of them I had forgotten and have since forgotten again.
I do remember when he and I, along with another friend, went to a bar. We were playing billiards when a cute dishwater blonde came through the door. She sat at the bar and Kenny couldn't take his eyes off of her and continuously spoke of how cute she was. I went over to the bar and told her I needed a partner in a game of pool. So we played against the two friends. Kenny became even more intrigued with her. Later, she and I went back to the bar for a beer. Kenny naturally followed and stayed close to our conversation, although he couldn't hear it. I took advantage of his eagerness to join the conversation by fabricating flaws about him to her and then pull him into the conversation at the precise moment. For instance, I told her that he was a little slow and that he was in Special Education classes in high school because of those mental issues. I added that Mrs. Dothard was his Special Ed. teacher. At that moment, I turned to him and asked "Kenny, you know Mrs. Dothard don't you?". Again, his eagerness to join the conversation led him to lean in and reply "Yeah, yeah. yeah!". I went on like that for about an hour. When I told him the next day at work just what I was doing, he was both embarrassed and a little pissed.
I also remember that I would keep some candy on my desk at work and Kenny would go to my desk and eat some of it when I would leave the room from time to time. One day I sprayed some M&M's candy with hairspray, put it back in the opened bag and placed it on the filing cabinet. I pretended to go to the restroom, turned and walked back in the office. I caught him halfway from my desk to his, spitting out M^M's.
I introduced Kenny to a lot of classic rock and roll that he had never heard. So he liked to ride out to my place and listen to my albums. Only after 4:20. For you younger generation, music used to be recorded on vinyl discs called albums. I bought an album cleaning brush from Kenny. He placed a small sheet of paper in the brush case that read "FOOL", which was his nickname for me. I played an album the first night that I had the brush and found the note. He asked me every day at work if I had listened to an album the night before. I always replied "No, too busy". He followed me home one Friday after work to chill and listen to music. As we walked in the door, he tells me to put on an album. I made up something that I had to do first and for him to play one and I would play the next. I insisted he use the brush. When he did, he found my note that read "FUCK YOU".
I did other things, but I will end with this one. Kenny's car broke down and he needed to sell quickly. I gave him the name of a guy I know who owns a wrecker service, plus buys and sales used cars. Kenny contacted him and the wrecker guy offered him $400.00 dollars, sight unseen, for the car. Knowing the nature of the wrecker guy and how he would react, I told Kenny to call the guy back and tell him you want to shop the price. "He will offer you more money", I told Kenny. He did and the wrecker guy's response was "Good luck" and he hung up the phone. A month later, Kenny paid the same guy $100.00 to haul off the car.

I've always had a fantasy of being a hotel room slut, but I've been thinking recently of all the ways I could be even more degraded during it. I always thought I would need to wait for a safe person to be with me and make sure I stayed safe and people followed the rules, but I realized I don't care about any of that any more. 

I want to just put an ad out and rent a hotel room and leave the door open for whoever wants to use me. I don't need someone to keep me safe because there's nothing I don't want done to me. whatever gets the person using me off turns me on. I want all my holes wrecked. I want to be covered and filled with cum. I don't care about the possibility of getting pregnant or beaten or drugged or filmed. I don't care about morals or hesitation or STIs or being permanently injured/disfigured.

feels like my life purpose, to be a good little fuck slut, used and discarded. it's all I'm good for.

I finally made my first craigslist post.

My girlfriend is away for the night and after replying to a couple guys looking for someone to suck them off with no reply. I thought I'd try it myself.

Ad has been up 30mins and just got my first response someone inviting me round and I'm shaking with nerves I don't know what to do. At the same time, my mouth is salivating at the thought. That could be the Xev Bellringer videos I'm watching though.

I like how their tumbnails say to remove adblockers, even though without the adblockers, we literally get our faces full of random junk, livejasmin, and viruses. Seriously Motherless, if you don't want us using Adblocker, then remove all the terrible ads that get in the way of our experience.

Well I just had a bit of a concern with the new DareDorm ad that seems to appear on every page. While I could care less about advertisements flashing and moving and such the fact that scrolling your mouse over it makes it play sound seems a step too far.

I will be the first to say I don't use an Ad Blocker on principle because I know all these wonderful free websites I visit rely on advertising money to keep things going strong but if this ad is modified/removed I will have to start considering one.

Please guys it's doing my head in especially when it's late at nigth and I'm watching a video with poor audio quality and turn my laptop al the way up and accidentally scroll my mouse over the ad.

I have been with my girlfriend for over a year now. We've talked about things and we'd both be interested in adding another girl into the equation, not as a permanent thing, just to experiment. The problem is, we are both very introvert shy and geeks and wouldn't know where to start looking. We don't drink and have no intention to. Can anyone suggest how we might find someone?

Craigslist Story #1

So I've been using craigslist for about 15 years and started using the hook up section about 13 years ago and I'm still going strong! Let me tell you about my first casual encounter.

I was browsing through the casual encounters like I had been doing for a while and finally decided to answer an ad looking to get their cock sucked. The pic in the ad was a nice looking average sized dick with a pretty straight forwardly written ad, he wanted his cock sucked by another dude. I was in the mood and sent him a response, almost immediately I had a new message in my inbox! He sent me his address and I told him I was on my way. I get up and grab my jacket and cellphone and run right out the door to my car. I hop in my car and hit the highway. He lived a city over up on the hill or at least that what was the address told me. I drove for about 15 minutes then hoped of the exit and up the windy roads until I reached the house.

I pulled into the driveway of this massive modern mansion built into the cliff, it was pretty fucking impressive. I turned the car off and pulled my phone out of my pocket and put my earpiece in, it was corded one that went in a single ear. I look down and dialed this chick I had met on AFF the month before, she a massive 375lb disgusting whore of a woman, I really miss her... Anyways the phone begins ringing and after only one ring she picks up the phone but before she even says hello or what's up instead she says... "Come fuck me". My response was just as classy... "Shut the fuck up and just listen", She asks "What?". What I MEANT WAS "I cant talk so just listen to what's about to happen". I explained myself better just as I was opening my car door and immediately she asks me "Are you going to suck some cock? Please tell me you're going to suck cock ( )". I tell her "Ssshhh, just listen", I step out my car and shut the door. As I look up there is a man standing at the gate staring at me, so I stuff my phone into my pocket and walk toward him. Just as I get in earshot of him he says "Nice car, you must do well for yourself", at the time I had a pretty swanky ride. I answered with "I do ok, you must do pretty good by the looks of this place.". The guy smiled and tells me he is just house sitting for a fiend. I follow him into the house and he shuts the door behind us...

As he leads me to the lower level of the home the chick is in my ear talking up a storm saying shit like "Oh my god ( ) you're going to suck some cock" and "Swallow all his cum", she was so turned on. As I get to the lowest level where I'm about to put this strangers cock in my mouth I look up and see the entire wall facing out toward the urban sprawl at the bottom of the hill is a giant panoramic window. I turn and walk up to the window and take in the view but when I turn back around I see him sitting on a couch facing me he has opened his robe and has his rock hard cock out. I walked right over and got on my knees without saying a word! I leaned in and slid his stiff cock into my watering mouth and he immediately let out a moan which the girl on the other end heard sending her overboard. She loses it and starts rambling aggressively "Suck that fucking cock! Take it all" that gets me salivating hard as I bob up and down on his cock deeper, wetter and faster. All this causes the guy to start gyrating his hips and trying to fuck my mouth as moans and says "Oh my god you have super head". That pushes me over the edge... I pull back a little and grab his cock with my hand then slide it out of my mouth so that the head is barely touching my lips, I'm staring him in the face but his head is leaned back.

Well he must have felt me looking at him because he looks down and our eyes lock. I get so turned on that I grit my teeth and tighten my lips as I let out the most nasty, disgusting, filthy growl just before I lower my lips and start licking and sucking on his balls. Without breaking eye contact I move back up to the head of his cock while I still have his shaft in my tight grip. I clench my mouth tight again and slap myself on the lips with his stiff piece of meat a few times. He moans and I let out a deep breath then slide it back into my mouth almost taking it all down. At this point my friend sounds like a cheerleader at a high school football game, she is going crazy and can't stop cheering me on but in a disgusting sexual manner... Which gets me going harder. I must have been bobbing up and down on his hard cock for five minutes straight when he begins wiggle and thrust his hips, just then in a loud moaning voice he spits out "Oh, I'm going to fucking cum.

She hears that and her voice drops real deep and she talks through her gritted teeth... "You better swallow all that cum! Don't waste a single fucking drop" Just as she says that he grunts and I feel the first warm spurt in my mouth and I let out the loudest, deepest groan that I possibly could with a cock in my mouth! I grab his wet slippery cock with my hand and slide my mouth up to the head as I start jerking him while I suck the his hot cum right out the split in the head of his dick. I drink down his hot, salty jizz while my friend listens in bliss on the other end of the phone. I suck out every last drip then pull my mouth of the head of his cock and squeeze the tip getting a small drips worth off cum to surface... I lick it up and say thanks as I stand up to leave. He looks at me and says "that was amazing". I make my way to the stairs and he hops up closing his robe following me up the stairs. As we reach the door I open it and he grabs it by the wood holding it, I turn toward him and all in one motion I reach into the robe and grab his semi erect cock giving it one last stroke as I say "Thanks" then turn and walk out.

I go up the driveway and get in my car its so quiet I forget I'm still on the phone with my friend. She blurts out "That was hot!" and I say "You're welcome" jokingly. I start the car and back out the driveway then head down the hill. Before I reach the bottom of the hill I tell her to jerk off so I can listen, without a single word spoken I can hear her breathing heavy and moaning. When I get to the bottom of the hill at the stop sign I immediately get my pants down enough to get my big hard cock out and without letting her know begging jerking off. As I head toward the freeway I'm stroking myself slowly but once I get on the highway I start stroking hard and fast as I fly down the road. It's about 2 am on a weekday so nobody but me is on the highway and I'm zoned out listen to her jerk off and trying to drop a load myself. She is moaning like crazy and I'm getting close myself. I feel it coming so I start stroking like mad and out of nowhere she say says "Fuck yeah! Come for me ( )", she knew I was jerking off. I'm on the verge of squirting a huge load so my focus is only on my dick and the road in front of me. My cock is tingling and I feel the cum rising into my shaft ready to spray everywhere. I can feel that there is a car next to me at this point and they are keeping pace, I feel there eyes on me but I don't give a fuck because I'm ready to cum. Just then the tingle hits the head of my cock, I let out a growl and yell at the top of my lung "I gonna' fucking cum" and the first spurt of hot seed sprays out...

It is a huge thick stream that comes right at my face! I spray myself right in the face and over my head. The second is another fat rope and straight in my face again. I feel the third come out like a puddle of water all over my hand... The wetness does it and I let go and start licking the cum off my hand like the sexual deviant I am! I can feel the eyes of the person in the car next to me and I smile knowing I gave them a hot show. I mumble "Fuck yes" and my friend says "That was hot", I say back to her "You know what's hotter?", "What" she says... "The person in the car next to me just watched my cum all over myself", "Really?" she says. "Fuck yes" and I turn to look at the person driving the car and its a fucking ******* patrol... I turn white as a ghost and he slows down then gets behind me and hits his lights. I say "oh shit" out loud which gets my friends attention. She ask what's wrong and I tell her it was *** watching me and he's pulling me over now. The first thing out of her mouth is "Tell him you'll suck his cock", I tell her to shut the fuck up because its not funny, I'm going to go to jail. I throw my blinker over and cross the lane to my right to pull on the shoulder. He comes on the speaker and says...

"No! Pull off the exit up ahead"

To Be Continued...

I confess that a couple of years ago, I was feeling lonely and needed some sex ASAP. So I went on craigslist, and searched up some ads. I had used it before twice, so I thought "what the hell" and looked up some girls. There was this one girl, who caught my attention. She lived 10 minutes from me, said she was 18, and had a pic of her slim body.
So of course, I email her and wait for about 3 hours before I got a reply. I asked her to send me a pic to make sure she's real, and she sent one of her rubbing her nipple. I (foolishly) accepted that as real and told her to meet me at the park 5 minutes from here, and to look for my car. I drove to the park, and waited until I saw a girl walking around the parking lot. When she saw my car she stopped and inspected it before going up to my window.
I rolled down my window and said "Ashley?" (Her name on craigslist) She said yes, so we both chatted for a couple of minutes, getting to know each other before she got in my car.
She looked alot younger in real life, so I complemented her and said "You look pretty young for 18." and that's when she told me the bad news. She said she was 15 years old, but was horny and signed up for craigslist to meet a person for sex.
I sat there, shocked for a minute, before I told her that I could not have sex with her, cause she's not legal. She looked at me and did that thing where girls get sad and start begging you to do something.
I told her that if she went home, and did not try to do this again, I wouldn't report her.(Don't know who the hell I was gonna report anyway.) She got out the car, and walked off while I started up my car, went home, and deleted her picture off my phone. Never saw her again. I'm pretty sure she tried the craigslist thing again, but I don't care. It's been more then 3 years, so If I met her again....I would fuck the shit outta her now.

But anyways, my Motherless Brothers, do you think I did the right thing? Or should I have tried something? What would you guys have done?