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Tabboo_and_Vanilla

Tabboo_and_Vanilla Avatar
Gender: Straight Male
Age: 33
Relationship Status : Not specified
Profile Visits : 530
Number of Comments : 9
Number of Confessions : 4

Confessions by Tabboo_and_Vanilla:

- Obsessions -
Straight Male / 33

Old Man Obsession

My father died when I was young and I was severely physically abused by my mother when I was young. Throughout my whole life I've always hooked up with older woman. Now that I'm in my 30s im finding myself attracted to ever older woman 60s & 70s and also old men. I am constantly fantasizing about what it would be like to get on my knees for a fat disgusting slob. I like the thought of shock and horror on my mother's face if she saw me pleasing really repulsive men older than she is. I've started to download Grindr multiple times a day to look at everyone's profiles and exchange photos. Never the face, but when a 65 year old guy sends me a naughty picture and asks me to come over I feel my knees shake. IDK what's wrong with me.

3
# 71426 - by Tabboo_and_Vanilla / May 13, 2024
- True Sex Confessions -
Straight Male / 33

Fired For Banging Girls At Rehab

I used to work at a luxury subtance and alcohol rehab as a behavioral health tech. Essentially a babysitter for adults with substance problems.

I was also at a phase in my life where I didn't care about much. I'd always meet girls there that would flirt but none of them interested me until this adorable redhead girl with huge lips, covered in freckles showed up. She was from the south so she had a nice country twang in her voice too.

She flirted with me regularly. It turned me on because I'm Puerto Rican and here's this adorable little confederate princess looking for trouble. Haha not really but that's how my head works. One day I walked in her room, and USUALLY everyone has a roommate but her roommate was discharged the night before.

It was probably midnight but she woke up. We started chatting a little bit and I think I was joking with her about doing an inspection in her room. We were goofing off and at some point my crotch area got close to her face and she moved closer to it. So I felt extremely nervous but I started unbuckling and then I knew I was in because she propped all the way up and licked her lips. Her lips were so big I didn't realize how much of a difference it makes but I was in Heaven. Big lips matter! She was a babe but it was also the risk of making that move plus the risk of getting caught and losing my job made it so hot for me.

PS) I only got head from that girl. Another girl wanted me to crush up her meds so she could snort them off my dick but I never did that. I finally did get fired for fucking another girl who was there for heroine. A wangster kinda white girl who would wear baggy clothes and Jordans. But that's another story!

2
# 71219 - by Tabboo_and_Vanilla / April 29, 2024
- Evil Thoughts and Deeds -
Straight Male / 33

My Cousin

My cousin is visiting from Puerto Rico. She's 18 and probably 90 pounds. Super thin. Pretty face but has some acne. And huge lips that look like they take up half her face. I don't know her very well. But the last time I visited she was 15 and I was 30 and she could not take her eyes off of me. One time I even made it a point to stare at her a long time and it was probably 5 seconds and she looked right at me the whole time so I was surprised when she called one day and asked to live with me. Since I rent, I said she could come for 3 months but it couldn't be longer than that.
The ride from the airport I'm telling her there are no rules, it's just her and me out here. We don't have any family in the state. Her English is bad so I also put her in school 4 days a week.

Anyways, she surprised me with her personality. She is very sweet and kind and nothing like her mom at all. Very adorable and innocent. I was actually crushed believe it or not because I had already started building up fantasies in my head.

A couple nights a week we drink, or smoke ( I introduced her to weed). And sometimes she keeps staring at me like before. Other people are talking and she just stares at me.

Nothing has happened yet but a few nights ago she text me out of the blue at midnight from the other room. I was already sleeping though... I think I'm going to go in her room tonight and ask for a blowjob. The funny thing is Im not sold that she wants to have sex but I'm 95% sure that she'd suck my dick anyways. I just can't bring myself to go in her room and make a move.

4
# 55354 - by Tabboo_and_Vanilla / December 9, 2021
- True Sex Confessions -
Straight Male / 33

Had Sex With My Childhood Best Friends Mom

I fucked my childhood best friends mom. As a kid my friend took me into his parents room and showed me a drawer that had about 100 dildos and toys inside. So I knew she was a freak.... I was always incredibly kind and polite to her and her to me. When I'm 25 she gets a divorce and creates a Facebook. I send her a message and we start chatting and I got the feeling she was interested. Our conversations went from flirting to exchanging nudes. Keep in mind at this point she's almost 60 but still looks good. Blonde, covered in freckles and huge boobs. I didn't live in the same state at the time but I came back for a visit after 3 months and went to her place around midnight one night. But all she wanted to do was talk. For more than an hour we just talked about shit I couldn't care less about. I was going to say "Well I think I'm gonna head out" because I figured it wasn't going to happen. But all I got out was "Well" and then she got very sexual. She pulled my dick out and with no hesitation starting sucking it. One of the hottest moments of my life was her deepthroating me and the sounds she was making. I just couldn't believe this was my friends mom. When I was about to cum I pulled her off and fucked her doggystyle before I came in her pussy. I still think about it all the time. We have been discussing bringing her out to see me for a few days. No one knows.

1
# 52602 - by Tabboo_and_Vanilla / July 28, 2021
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