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56
Anonymous
@confessions
17 May 2021 11:41AM
• 22,584 views • 0 attachments
[ − ] thread [ 95 replies ]

I'll probably get called every name after posting this, but I give zero fucks. About 11-12 years ago I took advantage of my wifes sister for a year and a half. She was married to a guy that was OCD and was very domineering.They ended up divorcing which we all saw from the start. She is the type that can't can't be assertive and can't say no and will agree to everything just to avoid conflict. She's the kind that when she gets her oil changed, she agrees to all the extra bs they offer. At first I kinda felt bad for her because she was always overpaying or buying shit she didnt need.

The first time I realized I could have some fun with her was when we were going swimming in her pool. She came out wearing a 1 piece and I asked her why she didnt wear a bikini. I was only joking but she took me serious and asked if she should go change. She ended up coming back out in a bikini. I told her she had a nice body and should wear a bikini and she smiled like she appreciated the compliment. The next time I stopped by for a swim she asked how I liked the bikini she was wearing and I said I was hoping you were going to wear the skimpy one when you and your ex were in Belize. She asked me how I knew about that one and I said her ex showed me pics on his phone. Right away she was embarrassed and said she thought it showed off too much. I pressed her a little and said it wasn't a big deal since I already saw her in it and it was only the 2 of us here, not an entire beach. She seemed hesitant and I told her just go put it on.

She came back out and was wearing the same neon green thong and top as in the picture. I told her to turn around so I could see the back and she seemed a little embarrassed but quickly turned around and said there's not much covering the backside as you can see. While we we laying by the pool I asked myself I wonder how much I could get away with before she said no. Later when she went to reapply suntan lotion I offered to rub some on her back. She rolled over and laid down flat. I untied her top and applied lotion all over her back and shoulders while checking out her ass. I moved down to her ankles and began rubbing lotion up her legs, each time moving a little higher. When I got to her thighs I had one hand on the inside and one hand on the outer part of her thighs and gave a couple of gentle squeezes which made her flinch but she said nothing. I moved to the back of her thighs and rubbed up and down gradually moving up to her ass cheeks. I just let the tip of my fingers graze her cheeks and when she didnt say anything I moved a little higher until my hands were on each cheek.

She told me she thought she had enough lotion on but I told her I was almost done and just wanted to get the rest of the lotion off my hands. I continued to rub my hands up and down her ass cheeks and gradually started squeezing each cheek moving them up and down and gently spreading them apart. She spoke up and asked if I was done yet and I said just about. I moved my hands up her ass and under the waist of the thong and finished rubbing. She started to reach back to retie her top and I told her I wanted to put a little more lotion on her back before she put her top back on. I was amazed at how much I was able to get away with without any objections. I poured more lotion in my hand and went right to her shoulders and quickly moved to her arm pits and ribs. I worked exclusively on the sides of her breasts that pressed out to the side. She spoke up again and reminded me I was rubbing her breasts and I told her it was just the sides. I asked her what size she was and she hesitated and then said 34C. She asked if I was almost done because she had to go shopping and I said yes and then I told her to sit up just a little. She didn't do anything for a moment but then kinda sighed and propped her self up on her elbows. I reached underneath and cupped her breasts a couple off times and then she told me she had to get ready.
I started wondering if I could take this any further or if it was a one and done like ok you felt my breasts happy know? Gotta get back to work, so I'll post the rest of my experiences with her later.

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105
Anonymous
@confessions
08 Jun 2014 6:35AM
• 20,777 views • 0 attachments
[ − ] thread [ 57 replies ]

I confess that tonight I found out my super Christian, conservative, prudish girlfriend was raped when she was younger. I didn't fuck her tonight--I knew it would upset her after she told me--but I've been hard all evening even after jerking off thinking about what was done to her.

I guess when she was in school there was this weird guy who had a crush on her but she wasn't interested. But one day he and some buddies followed her home from school, trying to talk to her. She ignored them and when she got home, instead of leaving they pushed in after her. These three guys raped her repeatedly for an hour before leaving her on the floor with cum all over.

This really seems to explain a lot about her and if turns me on knowing my girl lost her virginity this way, being forced to take it in her mouth and pussy.

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127
Anonymous
@confessions
13 Dec 2017 12:52PM
• 41,523 views • 8 attachments
[ − ] thread [ 45 replies ]

I confess i love to fix my friends phones....

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