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Drunk Gloryhole Night

Posted by: Age: 25 Posted on: 26 comments
14 likes 31 views Category: Masturbation Female-Male Tags: Gloryhole, phone sex, friend

So I was newly divorced, married young, wanting to go be single for a bit.  I end up at this party with my good friend.  She didn't want to go alone so asked if I'd go and laughed said, who knows you may get some ass. 


So we end up at this house on the beach.  It was a 4 bedroom 3 bath house with this crazy inlaw suite that was turned into a party room... So I start the night off with her,  hanging meeting people etc. My friend ended up meeting an old friend and went off to catch up.  I end up flirting with my friend's great friend.  We had known each other for awhile but never didn't anything.  I could tell tonight she was horny and honestly I was too.  So we did and had shots and ended up on a couch talking and kissing. She had amazing breasts, long curly red hair and an ass to die for.  I never thought I was in her league, but she always said she loved hanging with me.  So at some point she goes to the bathroom and I see her laughing and talking to another girl and the girl is pointing towards the back of the house.  

She comes back we chat a bit more and she leans in and whispers, she's on her period and this is the first day.  She says I'm too bloody to fuck but she wanted to give me a BJ. She said her friend told her that the parents of the house,  who I met earlier were freaks. They had designed there half bathroom into a glory hole room. One room is the bathroom,  the other goes into a closet next door... The friend who told her was really close with the parents.  So she asked if I'd try it.  I'm a guy, horny and yes who wouldn't.  So we had there,  I'm not as drunk as she is,  I can tell so I ask her if she is still good enough to go play.  She laughs at me and says shut up... so we go down this weird hallway, nobody at the party near it. There's multiple doors and no lights to be found. 

I open a door and say to her this seems like one of the rooms so I walk in.  I lock the door behind and tell her to go in the one next to it. I get in and turn my phone light on,  I don't see a switch anywhere but sure enough it was a small room, and on one of the walls I see 3 holes cut out with padding on the wall.  I instantly got hard,  never have I gone to a glory hole before and never would have thought my first would be here and with her. So I drop my pants and start rubbing, but nothing going on in the hole.  I shine my light and see a chair but nobody.  I whisper in the hole, Jackie are you in there? I'm thinking she passed out, and nothing.  All of a sudden a here my door handle jiggle. I whisper to the hall way,  I'm in here already.  I now hear the door on the other side close. I'm standing infront of the hole,  dick hard and I feel a hand touch my cock. 

I lean in, sticking my dick in the whole.  I can feel her tongue on my cock licking around my foreskin. She takes me into her mouth and I let out a moan.  I can hear her giggle but she didn't stop.  I tell her how good she is in a whisper. After about 5 mins or so she starts slowly jerking me and I feel her hands cuff my balls. I feel my dick against what feels like a hole, I'm thinking she was so horny she didn't care she was bleeding.  I'm drunk and ready to go so I push in and feel myself entering in, Jackie moans in excitement. For a moment I was unsure what was going on,  the moan didn't sound like her voice but I've never had sex with her,  plus the hole was so tight and not wet I could have sworn I was in a butt... She's pounding against my cock and wall,  now moaning loudly. At some point she says I'm going to cum,  and I was too so I tell her.  She lets out a huge moan and I cum, one squirt in her ass, the next loads I feel her mouth... I couldn't belive she just went ass to mouth but I loved it.  She whisper I'm going to clean up, give me a minute so it's not akward.

I pull my pants up,  here the door shut and head out.  I get to the end of the hallway and the dad of the house is heading towards the hallway.  We stop and talk to each other,  I tell him his house was really nice.  He said yeah we have allot of room and,  the wife has a couple of rooms she uses down the hallway to do art. I say that's cool. I know there is a glory hole there.  I head to the kitchen to make a drink and find Jackie who was cleaning up.  I look everywhere and can't find her.  I find my friend and ask her if she had seen Jackie anytime recently and she said yeah, I found her wondering down that dark hallway and helped her to the bed upstairs.  She passed out. Now I'm baffled, some girl just sucked my cock, had sex and basically swallowed. I have no clue who, so I had outside with my friend to hang for a bit. 

About 10 minutes after the mother of the house comes out with a drink.  She was cute, older probably 50's large breast big ass. She had on this sexy black tight see thru shirt and leggings. You could see her black bra under it. I hadn't really talked with her to this point, but her voice seemed familiar, not too long into the conversation I see what looks like cum on her shirt by her neck. I'm now thinking my sex was with her,  but I can't confirm but it looked odd. About 30 minutes of hanging out her husband comes out and says, he baby I was waiting for you.  She looks up at him and says again, really and laughs. He looks lost and asks her to go in the house with him.  She walks away and my friend says, did you see she had cum on her neck... I laughed and said no.  We hung for about an hour and left.  She drove us home.

While in the car I brought up what happened, my friend about died and kept saying I don't belive you.  I said listen call Jackie and see what she says. She says she's passed out. I was like how would I know about that room then,  that was my first time there.  She had no answer. I said, ok well I can prove a part of it but you can't tell anyone I showed you.  She was like ok prove it, so I unbuttoned my shorts,  my friend pulls over and says wtf are you doing I said proving it.  I don't care if you see my dick. As guys know, once our member goes soft the rest of the cum oozes out. So I show her my cock, cum all over the tip and my black underwear with cum inside.  She is in shock and says, are you kidding me.  You fucked my friends mom. Well in the mean time,  my dicks out she's looking at it so I'm growing hard.  She then says are you getting turned on telling me about this.  I say no I'm getting hard because your looking at it.  She says we'll put it away,  you think I'm going to suck it after you had anal sex.... I put my dick away,  she says I gotta get your single ass home.  I laugh, half way home I jokingly say if I hadn't had sex tonight,  you would have giving me a BJ. She was like leave it alone... I just laughed,  she dropped me off at home.  I told her I had a great night and thanks.  She laughed and said I'm sure you did.  I told her to text me when she got home so I knew she was safe.

It's now about 230 am I got cum soaked in my underwear so I decide to hope in the shower.  While in the shower my phone goes off, so I'm thinking she was home safe.  I finish up and get to bed.  I look at my text and it was her,  home safe. Then another text saying, BTW we never talked about sex,  your like a brother to me.  Followed by anther text that said but your dick looked really hot tonight in the car.  Nothing after so I guess she is waiting on me. I responded with thanks,  I know we've always been close,  but thought you would never want to ruin our friendship. But I think your sexy.  

About 10 minutes go by and she texts and says I've just done 3 shots, I'm horny now thinking about your cock.  Followed buy a pic of her breasts and text that says we'll I've seen yours so it's only fair you should see mine. Holy shit, she had the sexiest I'm guessing perky B cup breasts and a nipple ring.  By now I'm hard again,  I respond with well those are very sexy and now I'll never get to sleep.  She asks why and so I decide to take a picture of my hard dick and send it.  She responds with a picture of her wet pussy, neatly trimmed landing strip.  I can't believe we're doing this.  I'm so turned on. Before I can send another pic my photo is video ringing. I answer and she says, I can't believe we're doing this.  I'm horny, drunk and can't stop thinking about your cock.  

We proceed to have phone/video sex.  It was amazing.  We didn't talk about it after that and never had sex after either.  She did say the next day she talked to Jackie and what I said was true, plus they found out that the mom did infact fuck me but thought it was her husband... what a crazy night.... Hope you enjoyed.

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