Confessions tagged with 'sex'.

#6259

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Lost my virginity to my older brother’s girlfriend when I was 14. He was away at college and she stayed back in our hometown. At first she was always up there visiting him, after a couple of years of doing that I noticed she stopped going up as much. Eventually she moved in with my family and stayed in the shared bedroom we had. Since I was a bit younger, she was 21 we had an annoying little brother/big sister relationship. However, I was totally infatuated with her! Apparently she felt the same way.

It started with one night she asked for a massage and I complied. She took me to her bed and lay face down on the bed and removed her shirt revealing no bra. I grabbed some oil and rubbed her back and her sides for hours.

The next step in our intimacy would be a little more south of the border, we would watch tv and I would take my foot and rub her pubic area through her pajama pants. I didn’t know what a labia or a clit was at that age, but she would make smooch sounds every time I would hit the sweet spot. I could also feel her lips swell in arousal.

About a month later I was lying next to her and put my hands at the waist band of her pants and played with her belly button. I then crawled my hands down further and started stroking her pubic hair to which she replied “oh, you little pervert”.

A couple of weeks later I was lying with her and we were half asleep, I started playing with her pubes and felt it growing wet, I then proceeded to finger her with two fingers for about 15 minutes. She didn’t flinch and we fell asleep in separate beds after that.

Since we had an age gap and she was in a serious relationship with my brother, we never spoke about our intimate relationship to each other.

It’s about 4 months from the massage start of our intimacy and again I found myself next to her in bed. She was dozing off,so I decided to finger her again. This time she whispered “keep doing that, that feels good”. Without hesitation I pulled up her shirt and started to suck on her Double D boobs. Finally, after all this time we’re getting busy. The months of flirting and tension was finally manifesting to what we both had been wanting to do with each other. I’m sure she was mildly ashamed having sexual feelings for her boyfriend’s youngest brother and me being so young. But, her instincts wanted me and I wanted her! After sucking her boobs for a while she reached for my head and we started making out! All the while I’m fingering her fiercely. I then try to take off her long john pajama pants, she lifted up her legs to help me slide them off. Revealing no panties and a large triangular bush. I remember thinking to myself it looked like an alpine tree of some sort. The moonlight shone through the window was giving her alabaster skin a creamy glow, Excited to finally have her naked after fantasizing about it for what seemed forever.

She had me take off my boxers and she wrapped her thick thighs around my barely pubescent body. She raised up her hips and I penetrated her very wet vagina raw without a condom. I was now having sex with my older brother’s 21 year old longtime girlfriend ! We pumped back and forth in perfect rhythm for 10 minutes or so I could hear her gently moan trying not to be too load until I felt a rush shoot out and I came inside her which was about 5 consecutive squirts. She felt it and gave me a smile I’ll never

forget! We then cuddled and fell asleep in each others arms. I then went back to my bed after a few hours of sleeping and felt a tremendous guilt come over me.

I had betrayed a family member I cared deeply for. I then felt scared that I just came inside my brothers girlfriend who wasn’t on birth control. I was only 14 and my innocence was now gone! I felt terrible.

Unfortunately, the affair continued for another six months. Sex at least once a week or more, unprotected and no birth control. It’s a wonder I didn’t get her pregnant! If I did, I wouldn’t know because we never talked about our sex life. Looking back as I was 14 and she was 21 and in a relationship with my brother, we couldn’t bring it up. I would feel a sense of guilt every time after we had sex. At the end of our affair they broke up for good and she moved out. Nobody ever found out. I still keep in touch with her from time to time. Every time we see each other we give each other the same look “damn, that was good”

#6257

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I (18m) have been fantasizing about having sex or raping my friends (14-18f). It really gets me going and I’m not going to rape them but they also have couldn’t want to have sex with me. I just don’t know what to do because I can’t let it out any other way.

#6251

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I'm an 32 years old guy and I love to play with my ass.

I have an slim feminin body with a cute sexy butt.

If I'm alone at home I dress my body with my girlfriend's lingerie and dessous, feeling girly and slutty.

I like to wear tight and hot strings, bodysuits and high cutted overkneesocks.

To have some little boobs I stuff out the bra

If I'm dressed like an sexy girl I regard myself in an mirror and pose with my body, especially with my ass.

I love kneeing down Doggystyle pushing my butt up.

Wearing an buttplug make this even more intense.

Then I fantasize that a horny man with an big beautiful cock get along and start abusing my ass.

As his big cock entering my butthole in my mind, I push a dildo inside my ass.

Penetrating and stretching my hole let's me go crazy.

I push the toys even harder and faster into my little ass.

If I'm not feeling slutty enough I take out some huge toys to stretch my ass wide open and making it gape. I love that.

Watching myself in an mirror gaping my asshole makes me feel so horny.

If I'm about to cum I get on my back so I could aim my dick upon my chest and my face.

Facializing myself and having my hot cumshot on my skin makes me feel hard abused.

Then I guide the cream into my mouth and swallow it enjoyable down.

I love torture myself this way

#6250

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I want to fuck my mother in law so bad. She's so sexy. I would love to stand behind her and start feeling her ass. Pull her pants down and bend her over. Licking her asshole and then her pussy. Licking her pussy from behind while my nose is in her ass. Then filling her up with my thick 8.5 inches.

I'd cum a huge load in her. She cannot get pregnant.

I want her to know how bad I want her. I feel like the feelings are mutual but I don't know how to approach it.

I'd hate if she denied me and then told her daughter! I love her daughter and don't want to lose her. This is just pure carnal lust and desire.

#6248

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Now that I'm in high school, I wanted to express myself in a different way, I wanted to dye my hair green.

Living alone with my Dad, he is the determining factor in me getting this done but I knew he wouldn't go for it.

I knew I needed to get creative with him, so I made him an offer I knew he wouldn't refuse.

We settled on the deal with a handshake, just not the kind handshake most Daughters do with their Dad.

Instead, my, "Handshake," was actually a handjob while I gave him his first Father/Daughter blowjob.

Before I knew it, I got him to cum for me and just like that, I had green hair the very next day.

Thanks Daddy!!!

#6243

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I feel so bad for this. I go online on occasion and like a lot of people to look at porn and masturbate. I get hard and then lose it, then find something decent and get hard only to lose interest and my erection. I some point in my wandering around cyberland I find some naked little girls and when I see those beautiful hairless pussies I get so hard I swear I could bust a glass window with it. Maybe that is why I am still a virgin, I think I would want the first set of pussy lips to kiss my staff to be that of a pre-teen like a nine, ten or eleven yo. But that is what disgusts me so is that even though I want this I would never do because I know it can mentally hurt her. But if a young beauty was to offer herself up, I wouldn't say no.

#6239

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With my Son and I living alone for the last two years, I’ve let him fill the void of being, “The man of the house.”

Doing well in school, I believe he’s earned it.

The latest void I let him fill with me was our first attempt at anal sex.

I bought a bottle of Valm and OMG this stuff works so incredibly well!

As soon as my Son is lubed and ready for me, I’ll let him press me a few times until he can firmly glide balls deep up into his Mothers inviting ass.

He’s always so hard for me to feel every ripple of his rock hard cock, but it’s the Valm gel that makes it so easy for him to take me from behind to back door me as long as he needs to.

I always let him take his time. Again, it’s just the two of us.

On the weekends, when we have more time, my Son likes to fuck me in the ass when we’re in the pool.

Since fucking in our pool is a little erotic for us and the Valm works underwater, I let him take me in our pool whenever he wants.

Oh, my sweet little boy… deeply filling the darkest of his Mother’s voids…