So, I need to get this out of my chest, and I can’t tell this to anyone in my life so the best I can is tell strangers in the internet.
I have a friend I met at work, we both are developers and we both have a good income. We, my friend and I, are good friends and both of us are a little fat because we spend a good amount of time sit.
Let’s call him John.
He likes to date single moms because of the experience they have, and for the last 2 years he was dating the same woman, she’s nice, beauty and in great form.
Long story short, they broke up a few weeks ago and she starded texting me more than usual, sending me memes and some funny videos. Everything “normal” except that for the last 3 weeks she (let’s call her Liz) has been behaving flirty with me.
I forgot to tell you that I’m not handsome, and I’m not in a good shape (6 ft and 200 lb), my friend isn’t too. We both are around 30, and she’s 32 but she has the body of a 21 lady with a nice tits and round ass. I know a sugar daddy must be older than the sugar baby, that’s why I added the “Sugar Baby” (with “”) in the title.
So I start getting more and more texts from her until, the Thursday of 2 weeks ago (7 PM more or less), she told me to go to her office (she’s a lawyer) and asked me to bring some beer, she already had tequila but wanted a little more. To be honest I told her I was still working (I work from home because of covid) and he insisted telling me “don’t worry, everyone in the office already left and I’m alone, I’ll leave the door opened for you”. At this moment I already had a giant boner.
Liz started to send me pics of her cristal desk, she had a tequila shot in the desk while writting some stuff in Microsoft Word, but the important part here is that below the cristal desktop were her long white legs wearing black heels, She was using a super short black skirt, OMG I started getting harder.
Initially I thought it was a joke or she was just trying to make fun of me (it happened before with other women, but that’s another story).
I insisted that I had work to do, there was 30 minutes without any text, and then I receive this video of her, drinking a shot of tequila, with her cleavage showing her amazing MILF white round tits and telling me “come here, baby, this video is a proof for you, I’m alone. Bring some beer with you and let’s have some fun” (Liz winks at the camera)”, it is clear, she wants me inside her.
I have to say that I have a personal rule: don’t fuck the ex of my friends (because of loyalty to our friendship), and don’t fuck with single moms (usually they want money, I grew up being very poor and I don’t want to get pussies for money). Both rules apply for Liz, but she could be the hottest woman I can ever have. Can I make an exception with her?
This has been happening the last 3 weeks, every thursday at the same hour, that’s the time everyone leaves the office at her work, and now I understand she gets turned on with the idea or fucking in her work place.
Last wednesday I had to come to John’s place to pick some stuff, and he told me to stay and have a drink. After a couple of hours we were already drunk, talking about girls, he told me he’s already dating a new woman and that she’s not that good in bed as Liz (God, is that you sending me a signal?). This is the time he tells me he was giving Liz a big amount of money just to sleep with him, but apparently she tried to blackmail him for more money when she discovered he has more money than she thought. I didn’t tell him that she was flirting with me, because he felt in love with her and he’s trying to get her out of his mind.
The last week she gets more explicit and sends me a pic of her tits using a bralette under her lawyer suit, sitting right in her chair in front of her computer.
I really really want to fuck her and stick my mouth in her DD tits, but knowing that she already tried to blackmail my friend, and she probably thinks I’m rich just like John, makes me afraid.
In the meantime, I’ll star jerking off with the photo of her tits and I’m already awaiting for next Thursday and see what I get.
(Sorry if this was a little long, I had to get it out of my chest)
Source: reddit.com/r/sexystories/comments/k00iyi/my_friends_ex_sugar_baby_wants_a_new_daddy_m
Don’t do it. I know it’s tempting but nothing good would come out of it. This time around she might have learned how to blackmail better and you might end up with ruined reputation and one less friend.
If you are looking for a sugar baby then I’m sure you’d find one that won’t ruin your life.