Lost V To A Woman With A Dildo

It was last year, I was propositioned by a woman in her 40s to have sex with her. I'd known her through work for a while, and we'd always had great conversations, even taking lunch and once a dinner together. I enjoyed being around her. She asked if I was a lesbian saying that she was. I told her I wasn't sure but didn't think so as I liked and dated boys. She asked about sex eventually and I confessed I was a virgin. She even asked if I was "intact" down there. Asking what she was talking about she told me and yes my hymen was still preserved. At that point she said that she had to have me, lesbian or not. To be frank, when she offered $3,000 to go to her house for the night and lose it, I did it.

She was very soft and loving at first, licking me to orgasm, then I tried to go down on her but she wouldn't let me. "Not yet" was all she said. She said she'd never had a virgin pussy before except she used the C word. With the words "It's time" she turned. She left and came out of the bathroom wearing a strap on that was huge. I guess it was, though I'd only see pictures of adult mens equipment. She was very demanding, and I just obeyed, I'd been paid. She had me on my back, poised at my entrance looking at me then shoved it in. It hurt, I winced and she said "Yeah, that's what I want to see". Then pounding it in and out of me for several minutes, she pulled out, and took my white panties and wiped up some blood. Then pounded me for another 30 minutes or more. After she made me take it in my mouth and lick it clean. She examined my pussy after and announced that she'd popped it open and popped it really good. I was so sore. Taking it off she was soft and loving again. Kissing me, lightly stroking my body, then gave me more orgasms with her tongue. Reversing roles, she let me go down on her and she came from my first time licking another woman.

After a light dinner and drinks which was done with me naked and her dressed, she took me to the bedroom again, and again turned very aggressive and pounded me with that strapon. I thought I was done after that, but she made me lick her again, while I had a very thick vibe going in and out of her ass. She orgasmed multiple times. Switching to the soft woman again, she thanked me and I got dressed. She gave me and extra $1000 and she kept my panties with my blood on them. I looked and the sheet had some of my blood on it too.

She got what she wanted, I lost my V for $ 4,000 total to another woman. It's a year later, I've had sex with her probably another 20 times for a lot less since I was "taken" already. I still haven't had another woman or man. I am thinking about it a lot, with a guy that is.

Comments

Anonymous

by Anonymous on Aug 18, 2021 at 7:23 AM

I'd be happy to help you try sex with a guy. I think you'll like it.

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Another_55er

by Another_55er on Aug 18, 2021 at 1:01 PM

Most likely a won't be a multi-personality lover. That is hopefully more of a loving pounding than an angry pretend one.

You still have to lose your virginity to a real penis.

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