Doing it with someone else before i was getting married

I was only 19 female and I was still a virgin.
Well it happened when I was on holiday staying at this hotel with my friends
We had been out drinking in the afternoon and by 7 pm I’m back at the hotel lying on my bed drunk totally drunk
Lying there with just my underwear on as I had been sick all over my clothes
My head was spinning my stomach was churning I was feeling rather ill along with drunk
My friend was getting changed as she was going back out I’m just lying there looking at her as she’s telling me that I should stay in bed
She’s telling me that she was going to send someone up to this room so he could Shag me laughing saying it
I’m just lying there looking at her saying right..
But after a while the door actually opened and this guy was walking into the room as I’m lying there on top of the bed with just my underwear on
He’s telling me that my friend told me to come up and see you saying that I was good for it..
I’m trying to sit up on the bed as he’s sitting down beside me on the bed I’m trying to ask him what he’s talking about he’s telling me that my friend told me to come up to the room.
He’s telling me her name what she was wearing and telling me my name and where I worked etc
He’s actually kissing me on my neck as he’s talking to me it felt good in what he was doing to me
He’s kissing my neck touching my breasts pulling my bra away from them sucking on my nipples kissing them licking around on them
It felt good I actually didn’t stop him from doing it then I felt his hand going down inside my knickers and he was actually fingering me as I’m just lying there I was actually enjoying it I had never experienced anything like it
I had never let any guy touch me down there until now
Then he’s actually pulling my knickers down and taking them off over my feet and he’s actually got himself on the bed between my legs coming up between them as he’s doing that he’s pulling his jeans and boxers down below his knees and he’s actually lying on top of me his body holding me down against the bed I’ve got my arms around on his back then I felt this strong pain as he’s pushing himself up inside me it. Was going up deeper and deeper inside my fanny
I’m lying there holding him tight on his back as he’s pushing himself backwards and forwards up inside me
It felt weird at first it was sore really sore but the longer he was doing it it didn’t feel so sore I was just lying there holding him as he’s just humping me
I was lying there feeling it going backwards and forwards up inside me
Then he’s pushing himself up deeper holding me tight on my shoulders pulling me down tight against himself
As he’s making this groaning noise so much now
After a while he’s just holding me tight lying on top of me then he’s got himself off me and he’s standing there looking at me saying that I’m bleeding down there asking me if it was my period
I’m looking at him saying that’s it I didn’t want him to know that he had just taken my virginity
He’s sitting on the bed as I’m just lying there with my legs opened my bra down away from my breasts and he’s telling me that he was getting married on Wednesday
He’s telling me that I was his final fling before he got married
Then he’s up and away out of the room leaving me lying there on the bed
I’ve managed to get up find my knickers putting them back on putting my PJ’s on and cleaning up the bed
I’ve went into bed and woke up next morning feeling sick and ill after what I had drank last night
Then I remembered him humping me last night telling me that he was getting married on Wednesday

A Different Story of step mom I don’t have a job like most guys my age, in fact O lie to most people since they wouldn’t believe me if they knew what I really do for a living. At 28 I use my marketing and business degrees to manage the Onlyfans pages of 7 different girls. I met them all in college, some are ex-girlfriends, other’s I met along the way. But despite that, they all have one thing in common, a very sexy body. Now I know you might say I’m some sort of digital pimp, that’s not the case at all. I don’t own or control or do anything with these girls outside of a “normal” work schedule. They film their own content and send it to me, I then edit, post and market it to a wider audience than they’d be able to find on their own. Each girl that I work with has a mutual agreement with me on how much of the profit I take from my part and how much she gets for it. I never use any heavy handed tactics or exploit them in any way. Two of the girls come from strict religious households and just do suggestive content for the thrill to feel “liberated” you might say. They don’t want any money from it so they let me take it all, whereas others are 50/50, and others still take 90% to my 10%. In total I make around $120,00 a year from this now that I built up a steady audience over the years since graduating.

Some of the girls are married and film sex scenes with their husbands, other’s their boyfriends, but regardless, I try to keep them happy with me because I know they’re more than attractive enough to not need me. Now I’m not married but I also have no problem finding women either. I have lots of hookups, but rarely do I suggest a girl starts working with me unless she sticks around and we get to know each other personally. While most men on onlyfans are my audience, I don’t have time to jerk off to the content I post, but I do keep in the loop as best I can to promote the material as best I can. That’s where this story really begins, because it was when I was snooping around that I found out a secret. I was scrolling through my account when I came across a familiar face and an unfamiliar set of tits. IT was my mother, she had started her own page and had posted about a dozen nude and half nude selfies but nothing more than that. No videos or anything with dad. She used a fake last name, which is smart, but was charging only $5 a month for her subscription. I had a mix of emotions finding this out. On one hand it’s my job to be on here so seeing girls making money this way isn’t a big deal. But seeing my mom on here was different. Not because I could pay to see her naked, but because she had always been the type to have self-esteem issues, so seeing her charge so little for herself told me she thinks that’s all she’s worth.

That was harder to me than seeing her on here in the first place. I wasn’t mad at her either. In fact the next morning I gave her a call and invited her to lunch while dad is at work. We met at a nice place and talked, when I confronted her about what I found. “Mom, I have to be honest with you about something. I found your page on onlyfans last night…” I said.

“Ah, Will! What are you doing there anyway!? You’re not supposed to see that!” She said in a stern whisper so other’s couldn’t hear.

“It’s ok mom, really I don’t care. It’s just, I saw how little you were asking for and I wanted to tell you that a woman as beautiful as you are, especially for your age, could command a premium. I know you always felt like dad didn’t really love you and you were always talking bad about yourself, but really if this is what you want to do, you can and should be getting much more.” I replied.

“You really think so? So you looked then? Well, at least you think I still look good.” my mom replied.

“Of course I do, mom. There’s no one more beautiful. But I do want to ask, what made you start doing this in the first place.” I asked her.

“Well, money is tight right now, your dad is always at work. He doesn’t know about this, but he’s always gone so he won’t notice anyway. He’s always saying how tight the money is so I thought I’d do something to try and help.” she told me.

“That’s it? I mean, I’ll support you no matter what but it just seems strange that my beautiful mother would do something like this so easily. Are you sure there isn’t something else going on?” I pried further.

“Well, I mean like I said, dad is always at work. But I don’t know if it’s because money’s tight or because he found some other girl. I guess I thought if I made a little extra cash he could be home with me more, but I could also feel better about myself knowing someone out there is still attracted to me. I thought after you went away to college your father and I would be having lots more sex, but we haven’t hardly touched each other in years.” she admitted.

“So you think dad is cheating, or just not attracted to you so you wanted to win him back by doing Onlyfans, and getting some extra compliments along the way. Well, if it’s just money, I’m quite well off and I’d love to help out. But, if you’d like, I could use my degrees and get your page off the ground so you can start making some real money. If you’d allow me to of course. I know it’s probably strange to let your own son run your onlyfans page but I know what I’m doing. Trust me.” I told her.