So for those who asked, this is the story of the first time I used my hall pass. Here’s the story of my wife’s first use- she actually got to use hers before I did. This was really early in our opening our relationship.
So as some of you might remember, I’m a college professor. In my discipline it’s expected that you go to one or two professional conferences every year. My wife and I thought that this would be my best bet- after all, it’s where she got fucked by someone else the first time.
And her getting fucked was one of the best things that happened to us. If our sex life was good before, it was turbocharged now. She started to embrace her sluttiness- she had plenty of experiences in high school and college- but there was always that little bit of guilt and shame that was part of it. The fact that I allowed her to let that part of her come out, and encouraged it, was a huge step for her. It started becoming a pretty regular part of our talk during sex:
“I took another cock. I fucked some guy in a hotel while you were at home. I’m such a fucking whore.”
“I made another guy cum. I sucked his cock and rode him until he came. He used me like the slut I am.”
“I need more cock. I need it. I’ll never get enough.”
“I want to fuck other guys. I’m going to do it. I’m going to be a total slut. I’m going to get fucked whenever I can.”
And I encouraged every bit of it:
“You like taking cock, don’t you? You want to be a good little slut for me.”
“You need it. You need more cock. You can’t stop thinking about getting fucked by other men.”
“You’re such a good little slut. I want you to be a slut for me.”
I wanted her to embrace her sexuality, to be a slut. This wasn’t a cuck thing (I have no problems with that, it’s just not our dynamic). I wanted a fully sexual, cock-hungry whore that wanted to get fucked as often as possible. Since I was looking to find others to fuck, I wanted both of us to be totally comfortable owning what we wanted and liked. So many of our friends had dying or dead sex lives; I wanted us to be the opposite.
So, back to my story. Conference time came and I was ready to go. My wife sent me off saying “Please fuck someone this weekend,” So I couldn’t disappoint her. The conference ran from Friday morning to Sunday afternoon, with social events each night and I figured those events would be my best bet.
I know a lot of the people in my field, so I organized a dinner for some of us for Friday night following the cocktail party. At the cocktail party I ran into (we’ll call her) Anna, who I had known since early in my career. She seemed interested in talking to me, so I included her in the group last minute. Dinner was about a 10 minute walk from the conference hotel, and on the way there I did my best to talk to all my potential partners to gauge their interest. Anna was the most obviously flirtatious, so I made sure to be talking to her as we sat down so we would sit next to each other. All dinner long she was very attentive, making lots of eye contact and touching my arm. She was also wearing a wedding ring and mentioned her husband a couple of times, but we were definitely into each other.
After dinner, most of the group wanted to go to a dance club-type place. That’s not really my scene, so I said I was heading back to the hotel to go to the bar there. Anna said she wanted to do the same, so we broke off and headed back. Along the way we continued to flirt. We passed a bar and she said she had heard this was a good place to get a drink and we should stop. She said, “I want to catch up with you and if we go to the hotel bare we’ll run into too many people we know. This will be quieter.” I happily agreed and we went in. The bar was pretty dark and surprisingly empty for a Friday. We got a booth in one of the corners and she slid in next to me. As we talked she managed to slide closer to me until our hips were touching, and she leaned in to talk so she was into my personal space. Things were looking really good so I decided to escalate.
I put my hand on her leg under the table and said “I’m really glad we decided to catch up. I’m having a really good time.” She looked at me, put her hand on top of mine, leaned in and said “Me too. I like catching up.” And we kissed. She was instantly passionate, grabbing my head as we made out at the table. Her hand slid to my lap and she rubbed my cock over my pants. I reciprocated, sliding my hand up her skirt to play with her pussy over her underwear. I could already feel her getting wet as I toyed with her.
After a couple of minutes I suggested we go back to the hotel and she agreed. When we got there she gave me her number and said, “Give me 15 minutes and text me and I’ll come to your room.” We went our separate ways and I went back to my room. I made sure I had my condoms readily available and I texted my wife and told her it was on. She told me to have a good time and to text when I was done.
Right at 15 minutes I texted Anna my room number. She responded with, “I’m really sorry, I just can’t do it.” I’m pretty sure my jaw hit the floor. I called her, and she said that she had talked to her husband to say good night and she felt too guilty to follow through. She said “I’ve never cheated on my husband and I just can’t do it. But if I ever do I want it to be with you.” Well, I guess that was a compliment. I told her I understood and hung up, then texted my wife. We were both seriously disappointed, and I had to jerk off to get rid of my raging hard-on before bed. Talk about a change of plans.
Saturday came and I was determined to have it end up differently. All day Saturday I was looking for potential playmates for the evening, but wasn’t really coming up with anyone. Saturday night was another cocktail party, but this time there was a DJ and dancing. Again, not my thing, but I went anyway. I ended up sitting at a table with a group of my professional friends- we only see each other a couple of times a year and don’t talk much in between conferences, but we hang out there. Some of these were some of the same people as Friday night, but there were new people.
One of those was a woman I’ll call Carrie. Like Anna, I had known Carrie for years. As the night wore on we had all had a few drinks and at some point she mentioned “my fucking ex-husband.” I realized she wasn’t wearing a wedding ring. I asked what happened and she said she had gotten divorced 9 months ago. She hasn’t said anything the last time we talked- she said she kept it quiet until the divorce was final. I commiserated with her and she said that she was finally starting to get out and date. I asked her how it was going and she said it felt weird at first but she was starting to see some of the advantages of being single. I raised an eyebrow and said “Oh?” She smiled and said that variety could be fun. A couple of the other people laughed at that and we had a couple of minutes of joking conversation about variety then we moved on to other subjects. But I was thinking I might have found my playmate for the evening.
As the evening wore on people started to disperse. I moved around and talked to several people, but kept coming back to talk to Carrie. We ended up sitting at a table with no one else around and I thought it was time to see where I could take this.
I said, “So, you like variety?” and smiled.
She smiled back. “Variety is a lot of fun. I’m having a lot of fun being single. I don’t mean to rub it in your face, but having a couple of friends with benefits is fun. Sorry you don’t get to have fun like that.”
“Why can’t I?”
“What would your wife say about that?”
“She’d tell me to have fun. I know she has.”
Now Carrie was the one whose jaw was on the floor. She said “Seriously?” and I filled her in on my situation.
She said, “So you’re allowed to sleep with other people?”
“Yes.”
“But you haven’t yet?”
“No.”
She smiled at me. “So I could be your first?”
I smiled back. “I’m pretty sure you’re going to be.”
“I’m pretty sure too.”
She said, “But I don’t want to be seen leaving with you. People will talk and I don’t want that. Give me 15 minutes and I’ll come to your room.” Well, fuck me- I’ve been here before. But at least there was no husband this time. I told her my room number and she walked out of the ballroom. I made sure to circulate for another 10 minutes so people saw me without her, then I made my way back to my room.
I had barely gotten back to my room when there was a knock on the door. I opened it and Carrie was standing there, still wearing the dress from the party.
“Can you use a little company?” she asked.
I let her in and things got a little awkward. She asked if it was really okay that she was there. I could tell that she was a little reluctant, although she was interested enough to show up. I pulled her close and said, “It’s very okay you’re here. I’m really glad you came over.” And I kissed her. She kissed back, and it was a replay of the night before. We were all over each other standing in the middle of the room. I reached behind her and unzipped her dress and she wriggled out of it as it fell to the floor. She pulled my shirt off and we made out like that for a couple of minutes, hands exploring each other. I was completely hard as she rubbed my cock through my pants, and I played with her shaved pussy through her underwear.
Eventually we fell back onto the bed and I got on top of her. I reached behind her and undid her bra, and as she shrugged out of it I reached down and slid her underwear off. I grabbed under her knees and lifted and spread her legs and I went down on her. She gasped as I tongued her and she started to breathe raggedly. She said, “Slow down, I don’t want to cum yet” and sat up. “My turn,” she said, and motioned for me to stand up.
She undid my belt and pulled my pants and underwear down. She pivoted me so I was laying on the bed with my feet on the floor and she was on her knees on the floor. She started to suck me, slowly at first, then faster. She stopped for a second and said, “You know I’ve kind of had a thing for you for a while, but I never thought it would happen. I’m glad it finally did,” and went back to sucking my cock. She started to work herself lower, licking my balls and then going back to my cock. Each time she went a little lower, until she motioned me to lift my legs and started to eat my ass. She really got into it, alternating fucking my ass with her tongue and then taking my cock all the way into her mouth. It felt awesome and I felt myself getting close to the edge, so I stopped her.
I pulled Carrie onto the bed and put her on her back. I grabbed a condom from the table, rolled it on, then got on top of her. I teased her with my cock, rubbing it up and down her soaked pussy. I eased the head of my cock into her, then pulled it back out. I did this a few times until she said “Fuck!” in frustration, grabbed my ass, and pulled me forward into her. She wrapped her legs around me as I started driving into her, getting as deep as I could. We fucked like that for a while, and I put her legs on my shoulders to get even deeper.
I flipped her on her stomach and told her to get on all fours. I grabbed her hips and started fucking her from behind, keeping up my deep strokes. I had a hunch given her love for ass play, and I put my thumb in her ass as I continued to fuck her. I got into a rhythm, alternating my thumb and cock to fuck both her holes. Deciding to go for it, I pulled out and put my cock against her asshole and paused. She looked over her shoulder at me. “Yes” is all she said. I lubed my cock with some spit and eased it into her ass. This unleashed something in her. She had been mostly quiet until now, but she started almost yelling. “Yes! Fuck my ass! Fuck yes! Fuck it, don’t stop!” She rammed back against my cock, yelling “yes!” each time I slammed into her. This was too much, and I felt myself building to an orgasm.
“I’m going to cum,” I said. “Please cum in my ass. I want you to cum in my ass!” she said. I lost it then, grabbing her hips and cumming hard. She followed right after, yelling “Fuck, I’m cumming!” as my cock pulsed in her ass.
We collapsed on the bed, neither of us able to speak for a second. “How was that for your first time other than your wife?” She asked. “Holy shit that was good” was my honest response. We kissed for a minute then she went into the bathroom to clean off. We switched places, and I took a quick shower.
When I came out she was under the covers. “Do you mind if I stay here tonight?” she asked. I slid in next to her and said I was good with that. Despite having a naked woman next to me, I actually fell asleep pretty quickly.
I was woken up the best way possible- with a mouth on my cock. I looked down to see Carrie enthusiastically sucking my cock. She smiled up at me. “Good morning,” she said. “I want round two.” She continued to work on me until I was fully hard. I reached over and grabbed a condom and she stopped giving me head long enough to let me roll it on. She straddled me and surprised me by guiding my cock straight to her ass. She slowly slid down, filling her ass with my cock. She rode me like that, saying “Yes, yes,” just like the night before as I fucked her ass. It didn’t take long and I came again, grunting as I emptied into her again.
She rolled off me and said, “That was good. What a way to wake up.” She stood up, pulled on her dress, grabbed her shoes, and said “See you at the conference,” and walked out, leaving me lying there spent. After she left I realized I never called my wife, so I called her. Her initial frustration with not hearing from me gave way to arousal as I told her what happened. She was totally turned on and excited, and loved the fact that she stayed the night and fucked me in the morning.
I made it to the rest of the conference and flew home that evening, where my wife attacked me the minute I got through the door. She asked me to tell her all the details as I fucked her, and when I got to the part about me fucking her ass, she looked at me over her shoulder just like Carrie did and said, “Fuck me like you fucked her.” I did just that, but this time I got to leave my load inside my wife. Life was good, and now we were even on our hall pass use. It was time to start expanding our experiences.
Carrie has turned into a semi-regular conference fuck buddy, and every time we’re together I fuck her ass. We’ve had a few adventures I’ll probably share in future stories. Oh, and Anna and I are still friendly too. We haven’t gotten together, but me being her first if she decides to cheat has become an inside joke between us.
Source: reddit.com/r/gonewildstories/comments/fgoglw/my_hall_pass_mf_long