- Joined
- Aug 3, 2013
- Messages
- 109
Hello, gentlemen. This is my first LR. Because of this, I’m going to include a lot of detail, or at least I'll try to. I’m not great with remembering exact dialogue, so a lot of it will be based on the situation and setting. Some of the non-important details like names and such will be changed. Enjoy!
Background
This took place 2 weekends ago from Thursday to Sunday, with most of the action occurring late Friday to early Saturday. The company I work for had an out of state conference for our region where we got to spend the weekend in a pretty nice hotel/resort/inn type deal. Given that pretty much all of us are college-aged kids (besides the older managers), there was a lot of alcohol and partying going on. There are 4 people to a room, and everyone’s rooms are right next to each other.
Thursday night was very low-key. I didn’t do any partying, mainly because nobody invited me to any. There's always stuff going on though, but I was okay with just chilling. I spent most of the night was hanging in the lobby area with some of my friends and people from my area that I hadn’t seen for a month or two. Not much to report for this night. I was in bed and asleep by midnight, which was good because we had an early morning.
Friday night
After a long Friday full of meetings and important lectures to listen to, I was ready to go out and have some real fun. I headed back to my room and was by myself. Considering I hadn’t really been invited anywhere, I could’ve just stayed there or hung in the lobby like I did the day before. But I decided to just screw it and go out. I put on my maroon Henley thermal with 3 of the 4 buttons undone to show some skin, dark blue jeans, and my black boots (like what Damon Salvatore wears). Messy-ish hair, in a sexy bedhead kind of way.
I walked around the halls for a bit and saw some of the newer guy friends I made. So I hung with them for a little, just chilling in one of the rooms. Eventually my one friend and I left to go to the rooms that people were partying in. We’ll call this friend Chipmunk.
So Chipmunk and I left and walked around the halls of the hotel. We went to room 226, the room of some of Chipmunk’s female friends. Only one girl was in there and neither of us knew her very well. She actually plays a somewhat important role in this story and is pretty damn weird; we’ll call her Awkward. Awkward told us that everybody was in the room next door, room 225, my older brother’s room. We decided to go out the back door to the balcony and hop over to my bro’s balcony, which is how a lot of people were getting from room to room. We were only on the second floor and the hotel/resort was on a hill, so it wasn't a far drop.
Anyways we hopped over and walked through the balcony doors into room 225. Immediately we were greeted and I got hugs from some of the girls and guys I knew. Then my brother greeted me. We’ll call him Bro. By this point Bro was completely plastered. He exclaimed aloud “That’s my brother!” and gave me a big hug. Bro introduced me to some of the other people in the room I didn’t know and got me some alcohol. He then introduced me to the female lead of this story; we’ll call her Sarah.
At this point, I was not thinking about hooking up at all. While I did think Sarah was hot, I thought hooking up with someone from work was stupid and messy. Oh, how things would change quickly.
Meeting Sarah
We shook hands and held a bit longer than normal. Then we started talking. It was really just your basic deep diving stuff, nothing too special. We talked about where she goes to school, her major, why for both of those, her dream job, etc. The beginning of the conversation was focused on her, and then she turned it back on me for a little. I didn’t talk about myself too much, (I think) I stayed pretty mysterious, and turned it back on her. Just a little bit of incidental contact here and there.
We eventually separated for a bit and went off talking to other people. Two groups kind of broke off. Soon, our two groups converged to make one big group around one of the two beds in the room. We were all talking about something just having a good time, and Sarah giggled. Her laugh is really, really funny. It’s a little bit higher pitched and sounds a little like “Heeheehee.”
When I heard her giggling, I started laughing and playfully teased her, “Your laugh is so funny!” Then I started imitating it around everyone, which made everyone join in the laughter. Sarah then slapped/hit my arm and said, “Pato, stop doing that!” But she was laughing along with us. I did it a couple more times, she tried slapping me again, but I just sort of caught her hand and held it. This was when I noticed a bit of a shift in the situation. From there on, there was a lot more eye contact and a lot more touching.
We were all laughing, doing a bit of drinking, and stuff like that. Around 1:30ish, we tried seeing how many people we could fit on one of the beds at a time, so a bunch of us (probably 8 to 10 people) piled onto the one double bed. I was near the headboard and the pillows, and Sarah wound up lying down next to me. Eventually I grabbed her and moved her closer, and she put her head on my chest. We were lying in this position for a while just bantering a little, until one of the guys yelled at everyone saying we had to leave.
We got up, and I told her “Alright, let’s go then.” So we went over to the balcony, and jumped back over to her room, room 226. Awkward was still in there, sitting on her bed reading. This could be a problem. I took off my boots and plopped down on the other bed. Sarah took off her shoes and laid down next to me. She put her head on my chest and leg draped her leg over my crotch. Awkward stayed awake, talking to us about who knows what, so I couldn’t really make a move. Then the third roommate came in the room, and jumped onto the bed she had to share with Awkward. Then they were both talking to us. Throughout this conversation, I was rubbing and caressing Sarah’s legs and ass over her leggings, while Sarah was rubbing her hand over my chest and abs over my shirt.
At about 2:30, everything died down. I wanted to see if Sarah was still awake, so I nudged her a bit and whispered “Sarah?” She didn’t respond. Realizing that she dozed off and the night was probably fucked, I just laid back and fell asleep.
Escalating
I woke up at 4:30 in the morning. I looked around the room, and it was still pitch black. I couldn’t see anything. I also felt extremely hot in all my clothes and underneath the heavy blanket. Sarah was still cuddled up against me with her leg draped over me. I shifted a bit trying to make myself more comfortable. After a little bit of moving, I noticed Sarah moving too, and I was sure she was awake.
Neither of us said anything. It was completely silent. Gradually and gradually we started turning our bodies and faces towards each other. I still couldn’t see anything, but our faces got closer and closer together. Then, our lips met.
It started a bit light, but we soon got much more passionate. We were still side-to-side making out, when I pushed Sarah onto her back and got on top of her. We were heavily making out, and I was running my hands all over her body. After a little while of making out, I moved to her neck. I kissed and sucked her neck, and I made my way down. I pushed the bottom of her shirt up over her tits, pulled her bra down, and started licking and sucking her nipples. Then I took off my shirt, threw it off the bed, and went back to business. Whenever I was paying attention to her tits, she would be running her hands through my hair. I don’t know why, but that’s such a turn on for me.
I went back and forth between this and making out with her (while using my hands to play with her tits). Somehow, we wound up side-to-side again. After a little while, I grabbed her leggings and thong and pulled them down in one go. Then I started fingering her while we continued to make out. Eventually I grabbed one of her hands, and put it on my dick over my jeans. She started rubbing, and then started undoing my belt. She was having trouble, so I graciously helped her out and pulled my pants down. She started giving me a handy, which was not too good by the way.
Some time passed, I got on top of her again, grabbed my cock and started rubbing it along her pussy. I started moving it in, but she was tight and I had a tough time aiming. She eventually grabbed my cock and shoved it in. Nice! I’m a dumbass though. I actually had a condom in my wallet in my jeans pocket, but I didn’t want to mess up the vibe and flow of the situation to clumsily put one on. My bad.
So we were fucking pretty good for a while, and I got to try out adapted missionary for a bit. Lots of kissing and interlocking hands. All of a sudden we heard a noise. Then I heard Sarah whisper, “Blake! Awkward’s awake!”
Fuck me! Of course this shit happens to me. Jesus Christ. What a memorable first time.
I slowed down, pulled out, and laid back down next to Sarah. Then Awkward started talking to us! She was trying to make conversation! What the fuck? Other than it had something to do with work, I don’t remember what she was saying at all. But she kept yapping and talked to us for a few minutes before she fell back asleep.
Once we were sure Awkward was asleep, we went back at it. Within 30 seconds or so I was fucking her again. Much smoother sailing this time. When I felt I was close, I pulled out with more than enough time to spare, and I came on her stomach. To make sure she was satisfied, I went down on her for a little before I started fingering her hard. This went on for a little while longer and she was moaning while trying to stay quiet. She gasped and pulled my hand away. We went back to making out, a lot more slowly this time. This continued for a little bit, before we went back to cuddling, her head on my chest, leg draped over me, one hand on my abs and the other hand rubbing my cheek and along my jawline. Every so often I would tilt her chin back to kiss her again.
In retrospect, we were pretty damn lovey-dovey. Don’t know where that came from at all. That’s not like me at all. Maybe underneath my tough exterior personality and emotions I am just a teddy bear haha. But yeah, kinda weird.
While we were lying there, roommate number 4 came in the room in a bikini after a night out and a dip in the pool. She got some stuff and left. After she left the room, I commented, “She’s pretty hot.” Sarah slapped my arm again, laughing, telling me to “Shut up!” Then I took her chin to kiss her again. Eventually, we fell back asleep.
We woke up around 6:30ish to one of Awkward’s 20 alarms she had set that played the beginning of some screamo song, which was unexpected because Awkward is really nerdy. We didn’t need to get up until like 7:15, so Sarah and I stayed in bed, cuddled together with a bit of light kissing.
Conclusion
That’s pretty much it. The next night I got into my own shenanigans with Chipmunk and another good friend I made that weekend. After running around the hotel and a trip to the gas station to get alcohol, we had a bunch of people from another state over in our room. It was pretty fun at first, and the three of us drank a lot of alcohol. More and more people came. The ratio was probably like 12 to 15 guys and only 3 or 4 girls and everyone wanted to play Never Have I Ever. Chipmunk and I decided to dip faster than you would dip tortilla chips into guacamole, because fuck that shit. We went back to Bro’s room, which was fun. Unfortunately Sarah was back in her room alone throwing up, so I headed over there to make sure she was okay. Nice Guy Me to the rescue! I helped take care of her, and we both passed out on her bed. I don’t remember that, but roommate 3 would later tell me that we were cuddling and it was cute.
Roommate 4 woke me up at like 9:30ish and asked me why I was alone in her room. Unfortunately she wasn’t in her bikini, haha. I found out that Sarah had an early flight so she was already gone, and roommate 3 was already in the lobby, ready for our flight. So I got my stuff together and got ready to head home.
Reflecting back on the night, I noticed I was very relaxed throughout our conversation. Everything felt so much easier and smoother. A lot of times when I go out to party, it's tough for me to get going, especially with girls I don't know at all. I kinda get into my own head and become too outcome dependent. That's probably a big part of my past struggles. Because I didn't put any pressure on myself, as I wasn't really thinking about hooking up too much, I just let loose and had fun. Which made her have a good time too. But then I wonder how things turned sexual and how she began to want me. The conclusion I've come to is my fundamentals were down. I look and feel more attractive, I'm in better shape, my voice is sexier, I had much better eye contact, and got more touchy with her. And I guess I had a sexier vibe, which is something I've been really striving for. A lot of the things I was doing just came to me naturally; I wasn't consciously thinking about doing this or that. I think the playful tone and the touching really increased the tension and helped me out as well.
What an awesome weekend.
Background
This took place 2 weekends ago from Thursday to Sunday, with most of the action occurring late Friday to early Saturday. The company I work for had an out of state conference for our region where we got to spend the weekend in a pretty nice hotel/resort/inn type deal. Given that pretty much all of us are college-aged kids (besides the older managers), there was a lot of alcohol and partying going on. There are 4 people to a room, and everyone’s rooms are right next to each other.
Thursday night was very low-key. I didn’t do any partying, mainly because nobody invited me to any. There's always stuff going on though, but I was okay with just chilling. I spent most of the night was hanging in the lobby area with some of my friends and people from my area that I hadn’t seen for a month or two. Not much to report for this night. I was in bed and asleep by midnight, which was good because we had an early morning.
Friday night
After a long Friday full of meetings and important lectures to listen to, I was ready to go out and have some real fun. I headed back to my room and was by myself. Considering I hadn’t really been invited anywhere, I could’ve just stayed there or hung in the lobby like I did the day before. But I decided to just screw it and go out. I put on my maroon Henley thermal with 3 of the 4 buttons undone to show some skin, dark blue jeans, and my black boots (like what Damon Salvatore wears). Messy-ish hair, in a sexy bedhead kind of way.
I walked around the halls for a bit and saw some of the newer guy friends I made. So I hung with them for a little, just chilling in one of the rooms. Eventually my one friend and I left to go to the rooms that people were partying in. We’ll call this friend Chipmunk.
So Chipmunk and I left and walked around the halls of the hotel. We went to room 226, the room of some of Chipmunk’s female friends. Only one girl was in there and neither of us knew her very well. She actually plays a somewhat important role in this story and is pretty damn weird; we’ll call her Awkward. Awkward told us that everybody was in the room next door, room 225, my older brother’s room. We decided to go out the back door to the balcony and hop over to my bro’s balcony, which is how a lot of people were getting from room to room. We were only on the second floor and the hotel/resort was on a hill, so it wasn't a far drop.
Anyways we hopped over and walked through the balcony doors into room 225. Immediately we were greeted and I got hugs from some of the girls and guys I knew. Then my brother greeted me. We’ll call him Bro. By this point Bro was completely plastered. He exclaimed aloud “That’s my brother!” and gave me a big hug. Bro introduced me to some of the other people in the room I didn’t know and got me some alcohol. He then introduced me to the female lead of this story; we’ll call her Sarah.
At this point, I was not thinking about hooking up at all. While I did think Sarah was hot, I thought hooking up with someone from work was stupid and messy. Oh, how things would change quickly.
Meeting Sarah
We shook hands and held a bit longer than normal. Then we started talking. It was really just your basic deep diving stuff, nothing too special. We talked about where she goes to school, her major, why for both of those, her dream job, etc. The beginning of the conversation was focused on her, and then she turned it back on me for a little. I didn’t talk about myself too much, (I think) I stayed pretty mysterious, and turned it back on her. Just a little bit of incidental contact here and there.
We eventually separated for a bit and went off talking to other people. Two groups kind of broke off. Soon, our two groups converged to make one big group around one of the two beds in the room. We were all talking about something just having a good time, and Sarah giggled. Her laugh is really, really funny. It’s a little bit higher pitched and sounds a little like “Heeheehee.”
When I heard her giggling, I started laughing and playfully teased her, “Your laugh is so funny!” Then I started imitating it around everyone, which made everyone join in the laughter. Sarah then slapped/hit my arm and said, “Pato, stop doing that!” But she was laughing along with us. I did it a couple more times, she tried slapping me again, but I just sort of caught her hand and held it. This was when I noticed a bit of a shift in the situation. From there on, there was a lot more eye contact and a lot more touching.
We were all laughing, doing a bit of drinking, and stuff like that. Around 1:30ish, we tried seeing how many people we could fit on one of the beds at a time, so a bunch of us (probably 8 to 10 people) piled onto the one double bed. I was near the headboard and the pillows, and Sarah wound up lying down next to me. Eventually I grabbed her and moved her closer, and she put her head on my chest. We were lying in this position for a while just bantering a little, until one of the guys yelled at everyone saying we had to leave.
We got up, and I told her “Alright, let’s go then.” So we went over to the balcony, and jumped back over to her room, room 226. Awkward was still in there, sitting on her bed reading. This could be a problem. I took off my boots and plopped down on the other bed. Sarah took off her shoes and laid down next to me. She put her head on my chest and leg draped her leg over my crotch. Awkward stayed awake, talking to us about who knows what, so I couldn’t really make a move. Then the third roommate came in the room, and jumped onto the bed she had to share with Awkward. Then they were both talking to us. Throughout this conversation, I was rubbing and caressing Sarah’s legs and ass over her leggings, while Sarah was rubbing her hand over my chest and abs over my shirt.
At about 2:30, everything died down. I wanted to see if Sarah was still awake, so I nudged her a bit and whispered “Sarah?” She didn’t respond. Realizing that she dozed off and the night was probably fucked, I just laid back and fell asleep.
Escalating
I woke up at 4:30 in the morning. I looked around the room, and it was still pitch black. I couldn’t see anything. I also felt extremely hot in all my clothes and underneath the heavy blanket. Sarah was still cuddled up against me with her leg draped over me. I shifted a bit trying to make myself more comfortable. After a little bit of moving, I noticed Sarah moving too, and I was sure she was awake.
Neither of us said anything. It was completely silent. Gradually and gradually we started turning our bodies and faces towards each other. I still couldn’t see anything, but our faces got closer and closer together. Then, our lips met.
It started a bit light, but we soon got much more passionate. We were still side-to-side making out, when I pushed Sarah onto her back and got on top of her. We were heavily making out, and I was running my hands all over her body. After a little while of making out, I moved to her neck. I kissed and sucked her neck, and I made my way down. I pushed the bottom of her shirt up over her tits, pulled her bra down, and started licking and sucking her nipples. Then I took off my shirt, threw it off the bed, and went back to business. Whenever I was paying attention to her tits, she would be running her hands through my hair. I don’t know why, but that’s such a turn on for me.
I went back and forth between this and making out with her (while using my hands to play with her tits). Somehow, we wound up side-to-side again. After a little while, I grabbed her leggings and thong and pulled them down in one go. Then I started fingering her while we continued to make out. Eventually I grabbed one of her hands, and put it on my dick over my jeans. She started rubbing, and then started undoing my belt. She was having trouble, so I graciously helped her out and pulled my pants down. She started giving me a handy, which was not too good by the way.
Some time passed, I got on top of her again, grabbed my cock and started rubbing it along her pussy. I started moving it in, but she was tight and I had a tough time aiming. She eventually grabbed my cock and shoved it in. Nice! I’m a dumbass though. I actually had a condom in my wallet in my jeans pocket, but I didn’t want to mess up the vibe and flow of the situation to clumsily put one on. My bad.
So we were fucking pretty good for a while, and I got to try out adapted missionary for a bit. Lots of kissing and interlocking hands. All of a sudden we heard a noise. Then I heard Sarah whisper, “Blake! Awkward’s awake!”
Fuck me! Of course this shit happens to me. Jesus Christ. What a memorable first time.
I slowed down, pulled out, and laid back down next to Sarah. Then Awkward started talking to us! She was trying to make conversation! What the fuck? Other than it had something to do with work, I don’t remember what she was saying at all. But she kept yapping and talked to us for a few minutes before she fell back asleep.
Once we were sure Awkward was asleep, we went back at it. Within 30 seconds or so I was fucking her again. Much smoother sailing this time. When I felt I was close, I pulled out with more than enough time to spare, and I came on her stomach. To make sure she was satisfied, I went down on her for a little before I started fingering her hard. This went on for a little while longer and she was moaning while trying to stay quiet. She gasped and pulled my hand away. We went back to making out, a lot more slowly this time. This continued for a little bit, before we went back to cuddling, her head on my chest, leg draped over me, one hand on my abs and the other hand rubbing my cheek and along my jawline. Every so often I would tilt her chin back to kiss her again.
In retrospect, we were pretty damn lovey-dovey. Don’t know where that came from at all. That’s not like me at all. Maybe underneath my tough exterior personality and emotions I am just a teddy bear haha. But yeah, kinda weird.
While we were lying there, roommate number 4 came in the room in a bikini after a night out and a dip in the pool. She got some stuff and left. After she left the room, I commented, “She’s pretty hot.” Sarah slapped my arm again, laughing, telling me to “Shut up!” Then I took her chin to kiss her again. Eventually, we fell back asleep.
We woke up around 6:30ish to one of Awkward’s 20 alarms she had set that played the beginning of some screamo song, which was unexpected because Awkward is really nerdy. We didn’t need to get up until like 7:15, so Sarah and I stayed in bed, cuddled together with a bit of light kissing.
Conclusion
That’s pretty much it. The next night I got into my own shenanigans with Chipmunk and another good friend I made that weekend. After running around the hotel and a trip to the gas station to get alcohol, we had a bunch of people from another state over in our room. It was pretty fun at first, and the three of us drank a lot of alcohol. More and more people came. The ratio was probably like 12 to 15 guys and only 3 or 4 girls and everyone wanted to play Never Have I Ever. Chipmunk and I decided to dip faster than you would dip tortilla chips into guacamole, because fuck that shit. We went back to Bro’s room, which was fun. Unfortunately Sarah was back in her room alone throwing up, so I headed over there to make sure she was okay. Nice Guy Me to the rescue! I helped take care of her, and we both passed out on her bed. I don’t remember that, but roommate 3 would later tell me that we were cuddling and it was cute.
Roommate 4 woke me up at like 9:30ish and asked me why I was alone in her room. Unfortunately she wasn’t in her bikini, haha. I found out that Sarah had an early flight so she was already gone, and roommate 3 was already in the lobby, ready for our flight. So I got my stuff together and got ready to head home.
Reflecting back on the night, I noticed I was very relaxed throughout our conversation. Everything felt so much easier and smoother. A lot of times when I go out to party, it's tough for me to get going, especially with girls I don't know at all. I kinda get into my own head and become too outcome dependent. That's probably a big part of my past struggles. Because I didn't put any pressure on myself, as I wasn't really thinking about hooking up too much, I just let loose and had fun. Which made her have a good time too. But then I wonder how things turned sexual and how she began to want me. The conclusion I've come to is my fundamentals were down. I look and feel more attractive, I'm in better shape, my voice is sexier, I had much better eye contact, and got more touchy with her. And I guess I had a sexier vibe, which is something I've been really striving for. A lot of the things I was doing just came to me naturally; I wasn't consciously thinking about doing this or that. I think the playful tone and the touching really increased the tension and helped me out as well.
What an awesome weekend.
