Hi everyone! My name is Dewdrop and I've decided to start tracking progress regarding interactions, pick-ups, and pulls with women. I moved to Colorado after I did my 4 years in the US Air Force right and after I graduated in Cincinnati, Ohio. I didn't have much of a social life nor any decent conversational skills during college as I was pretty introverted and lived at home with my parents away from the campus. My mode-of-operation at parties was to drink and hangout alone and I'd be terrified of meeting new people. Upon entering military life, I've picked up on some conversational skills by talking with my fellow airmen and learning what works and what doesn't when talking and holding conversations that weren't awkward. Now, re-entering the college environment in my late 20's, I've felt behind on the curve with regards to putting myself out there and meeting women and changing my attitude to continuously improve myself. Before, I had used "just be yourself" as a way to live but that never really worked out for me. Now, I strive to improve myself in order to "make myself" to show people my best true self and put my best foot forward. The Girls Chase website definitely provided me with valuable concepts that I would take to heart because it all seems to make sense why I wasn't succeeding in pick-up. For the past year, I've spent some time changing my mentality and image to become a sexier man and become the man most women dream of. So far, the lessons I've applied have worked out pretty well but I've always searched for ways to improve and continually practice.
4 July 2014 - House Party at a classmate's house
Arrival
I was invited to a house party for the 4th of July before a fireworks show at nearby park. The party was located pretty far from my apartment and the house was crowded (I didn't expect so many people to come over that night) and small (most people were hanging out in the backyard when there wasn't enough room in the house) so I wasn't prepared to make any pulls with some of the college girls there at the time but I was willing to extract a phone number or two. Arriving at the party I noticed that I was the best dressed individual in a "dressier casual look" as the guys there were wearing T-shirts, frayed shorts, sandals, and carried unkempt beards. I felt, at least, I was able to fare much better approaching some of the girls (who were dressed pretty well during the warm evening) than most of the guys there as making a very positive first impression to new people was important to me.
Introductions
After I chatted with the classmates I knew, I ventured out and joined in a few drinking games to meet the people. I didn't want to look awkward by just sitting alone sipping on my beer. The last game I played involved driving an opponents nail into a wooden stump. This gave me a opportunity to introduce myself to the girls depending on which nail I would strike. One girl next to me, Megan, was a slender brunette in a small blue summer dress and caught my eye. I introduced myself and she introduced herself and her friends and roommate. I began innocently flirting with her when one guy stepped in between us and try to tool me for talking to "his girl" so I calmly shrugged it off and told him I was just making small talk with new people at the party. The game went on as I introduced myself to Megan's roommate, Kaitlyn. Although, Kaitlyn was a pretty cute tall blonde in a white blouse and shorts, I didn't think much of her as I was originally aiming for her roommate Megan.
Deep Dive
After me and a few others were eliminated from the game, I sat down alone nearby to watch the game go on. Megan sat down next to me so I started doing a deep-dive with her for 5 minutes until her boyfriend came to get her so they can go smoke weed. A few minutes later, Kaitlyn decided to come sit next to me and we started talking about how her evening was and how she knew the host of the party. We talked about our majors...
Kaitlyn: I'm finishing my Graphic Design major and I'll be graduating in December. What's yours?
Me: Well, Kaitlyn. You've got discerning eyes for a designer...why don't you take a guess?
Kaitlyn: Hmm....you look like you're taking a Masters in physics.
Me: Haha! I guess your eyes aren't THAT discerning. No, I'm just taking a Second Bachelors in Graphic Design.
Kaitlyn: Oh, no way! You just look so different from the other guys here I thought you were taking a Masters or Doctorates. It's just the way you dress and carry yourself...you look like you know what you're doing and have a plan in life. I'm impressed!
Me: Oh, thank you, my dear!
Compliance Test and Close
We proceeded to talk more about what she was all about for an hour until it was time to start walking to the nearby park to see the fireworks. Kaitlyn then wanted to look for her roommate Megan, who was no where to be seen on the premises. I would tell Kaitlyn "Megan's gonna be alright. She'll find her way to the park. It's seems pretty close. Let's go head on out." I would gently grab her hand and lead her through the crowded backyard and make our way to the park. I would test out her attraction by lightening my grip on her hand to see if she would try to continue holding it and it was safe to say she was interested. At the park, we'd sit and talk more until the fireworks started shooting. Unfortunately, from our current position at the park, we didn't see the fireworks so I asked "Lets say we move over there to get a better view?" and gently grabbed her hand to lead her to a better vantage point. After the fireworks stopped, we both walked back to the house party. On our way there...
Me: That was one impressive show! It was also great hanging out with you tonight. What do you say we hangout next week when you're free?
Kaitlyn: Yeah sure! That would be fun!
Me: Great! Let's swap our contact info so we can coordinate.
[We trade our cellphones to punch in our contact numbers]
Me: Cool. Anyway, what did you think of the show?....
Once we got to the house party, we sat back down in the back yard and continued talking for a few minutes before everyone else started trickling in. By this time it was getting real loud and people were smoking weed that it was getting distracting so I suggested we go inside the house where there was less people and there was no smoke. So she came along and we both sat down on the couch in the living room where there were a few people talking and continued our conversation. Later, I noticed her roommate Megan was departing the party with her friends and decided to check on Kaitlyn. Kaitlyn told Megan that she was going to be alright and was going to depart later since she drove separately. We ended up talking till 11:45 PM before we both were getting tired and decided to leave the party to go home our separate ways. Later the next day, I texted her: "Hey Kaitlyn! It was a pleasure meeting you last night. Have a great weekend
"
Reflection
Overall, I felt the initial interaction between me and Megan were good until her boyfriend stopped by to tool me. I felt I did the right thing by not losing control in front of everybody and getting combative. I felt that if he really wanted her then I wasn't going to put in too much effort to "fight" him for Megan. Also, I feel that I should've dropped any more effort into Megan and started conversing with the many other girls there immediately instead of trying to focus on one girl. Honestly, when I met Kaitlyn, I wasn't expecting to connect with her on a pretty deep level. She mentioned she was pretty introverted at parties and didn't care for meeting strangers and small talk. What was funny was that I got her talking most of the time after I asked the right questions to get ourselves past the small talk. I feel that she feels refreshed and more comfortable with me during the party as she didn't know anyone else besides her roommate. The conversation was pretty enjoyable and flowed naturally as I found ways to discretely talk about "naughty" things. Looking into her eyes, I felt that I could see the attraction for me build up. As the night was coming to a close for us, I feel that I should've suggested she drive us to go for some tea at a local coffee shop that was open 24/7 near my apartment. There, I could've possibly made a pull back to my apartment where I could continue the seduction and escalate.
Arrival
I was invited to a house party for the 4th of July before a fireworks show at nearby park. The party was located pretty far from my apartment and the house was crowded (I didn't expect so many people to come over that night) and small (most people were hanging out in the backyard when there wasn't enough room in the house) so I wasn't prepared to make any pulls with some of the college girls there at the time but I was willing to extract a phone number or two. Arriving at the party I noticed that I was the best dressed individual in a "dressier casual look" as the guys there were wearing T-shirts, frayed shorts, sandals, and carried unkempt beards. I felt, at least, I was able to fare much better approaching some of the girls (who were dressed pretty well during the warm evening) than most of the guys there as making a very positive first impression to new people was important to me.
Introductions
After I chatted with the classmates I knew, I ventured out and joined in a few drinking games to meet the people. I didn't want to look awkward by just sitting alone sipping on my beer. The last game I played involved driving an opponents nail into a wooden stump. This gave me a opportunity to introduce myself to the girls depending on which nail I would strike. One girl next to me, Megan, was a slender brunette in a small blue summer dress and caught my eye. I introduced myself and she introduced herself and her friends and roommate. I began innocently flirting with her when one guy stepped in between us and try to tool me for talking to "his girl" so I calmly shrugged it off and told him I was just making small talk with new people at the party. The game went on as I introduced myself to Megan's roommate, Kaitlyn. Although, Kaitlyn was a pretty cute tall blonde in a white blouse and shorts, I didn't think much of her as I was originally aiming for her roommate Megan.
Deep Dive
After me and a few others were eliminated from the game, I sat down alone nearby to watch the game go on. Megan sat down next to me so I started doing a deep-dive with her for 5 minutes until her boyfriend came to get her so they can go smoke weed. A few minutes later, Kaitlyn decided to come sit next to me and we started talking about how her evening was and how she knew the host of the party. We talked about our majors...
Kaitlyn: I'm finishing my Graphic Design major and I'll be graduating in December. What's yours?
Me: Well, Kaitlyn. You've got discerning eyes for a designer...why don't you take a guess?
Kaitlyn: Hmm....you look like you're taking a Masters in physics.
Me: Haha! I guess your eyes aren't THAT discerning. No, I'm just taking a Second Bachelors in Graphic Design.
Kaitlyn: Oh, no way! You just look so different from the other guys here I thought you were taking a Masters or Doctorates. It's just the way you dress and carry yourself...you look like you know what you're doing and have a plan in life. I'm impressed!
Me: Oh, thank you, my dear!
Compliance Test and Close
We proceeded to talk more about what she was all about for an hour until it was time to start walking to the nearby park to see the fireworks. Kaitlyn then wanted to look for her roommate Megan, who was no where to be seen on the premises. I would tell Kaitlyn "Megan's gonna be alright. She'll find her way to the park. It's seems pretty close. Let's go head on out." I would gently grab her hand and lead her through the crowded backyard and make our way to the park. I would test out her attraction by lightening my grip on her hand to see if she would try to continue holding it and it was safe to say she was interested. At the park, we'd sit and talk more until the fireworks started shooting. Unfortunately, from our current position at the park, we didn't see the fireworks so I asked "Lets say we move over there to get a better view?" and gently grabbed her hand to lead her to a better vantage point. After the fireworks stopped, we both walked back to the house party. On our way there...
Me: That was one impressive show! It was also great hanging out with you tonight. What do you say we hangout next week when you're free?
Kaitlyn: Yeah sure! That would be fun!
Me: Great! Let's swap our contact info so we can coordinate.
[We trade our cellphones to punch in our contact numbers]
Me: Cool. Anyway, what did you think of the show?....
Once we got to the house party, we sat back down in the back yard and continued talking for a few minutes before everyone else started trickling in. By this time it was getting real loud and people were smoking weed that it was getting distracting so I suggested we go inside the house where there was less people and there was no smoke. So she came along and we both sat down on the couch in the living room where there were a few people talking and continued our conversation. Later, I noticed her roommate Megan was departing the party with her friends and decided to check on Kaitlyn. Kaitlyn told Megan that she was going to be alright and was going to depart later since she drove separately. We ended up talking till 11:45 PM before we both were getting tired and decided to leave the party to go home our separate ways. Later the next day, I texted her: "Hey Kaitlyn! It was a pleasure meeting you last night. Have a great weekend
"Reflection
Overall, I felt the initial interaction between me and Megan were good until her boyfriend stopped by to tool me. I felt I did the right thing by not losing control in front of everybody and getting combative. I felt that if he really wanted her then I wasn't going to put in too much effort to "fight" him for Megan. Also, I feel that I should've dropped any more effort into Megan and started conversing with the many other girls there immediately instead of trying to focus on one girl. Honestly, when I met Kaitlyn, I wasn't expecting to connect with her on a pretty deep level. She mentioned she was pretty introverted at parties and didn't care for meeting strangers and small talk. What was funny was that I got her talking most of the time after I asked the right questions to get ourselves past the small talk. I feel that she feels refreshed and more comfortable with me during the party as she didn't know anyone else besides her roommate. The conversation was pretty enjoyable and flowed naturally as I found ways to discretely talk about "naughty" things. Looking into her eyes, I felt that I could see the attraction for me build up. As the night was coming to a close for us, I feel that I should've suggested she drive us to go for some tea at a local coffee shop that was open 24/7 near my apartment. There, I could've possibly made a pull back to my apartment where I could continue the seduction and escalate.
9 July 2014 - Text conversation to set up date
Me: Kaitlyn, hey! How's your week going? Lets say we hangout and grab some food or drink sometime What's your schedule like next week? [9 Jul 13:38]
Kaitlyn: It's pretty good. I just got off work, so I didn't see your text until now. How's your week been? [9 Jul 17:57]
Me: Hey, not too bad. Just chilling with some friends. I figure you'll be busy entertaining your folks this weekend What's your schedule like after they depart? [9 Jul 20:35]
Kaitlyn: I think they're only coming up on Friday, so I should be free starting Saturday [9 Jul 20:36]
Me: So lets say we meet up at [location] around 7pm on Saturday Sound good? [9 Jul 20:48]
Kaitlyn: Sounds good [9 Jul 20:49]
Me: Awesome! I'll see you then [9 Jul 20:56]
During the day of the date, I made sure to send her text one hour before the meeting time to confirm that we were still meeting.
Me: Kaitlyn, hey! How's your week going? Lets say we hangout and grab some food or drink sometime
What's your schedule like next week? [9 Jul 13:38]Kaitlyn: It's pretty good. I just got off work, so I didn't see your text until now. How's your week been? [9 Jul 17:57]
Me: Hey, not too bad. Just chilling with some friends. I figure you'll be busy entertaining your folks this weekend
What's your schedule like after they depart? [9 Jul 20:35]Kaitlyn: I think they're only coming up on Friday, so I should be free starting Saturday [9 Jul 20:36]
Me: So lets say we meet up at [location] around 7pm on Saturday
Sound good? [9 Jul 20:48]Kaitlyn: Sounds good [9 Jul 20:49]
Me: Awesome! I'll see you then
[9 Jul 20:56]During the day of the date, I made sure to send her text one hour before the meeting time to confirm that we were still meeting.
12 July 2014 - First Date with Kaitlyn
Logistics
The location we were to meet during the evening was around 19:30 at a local tap house 2 minutes from my apartment. I had scoped the bar out previously and opted for one of the more secluded tables in the back of the establishment. My plan was to grab a drink (maybe a small snack if we were hungry) and transition to my place for seduction. There were also small restaurants nearby if we wanted to grab a quick bite/dessert which was still within 5 minutes from my apartment (so we could take it to-go back to my place and hangout).
In my apartment, the whole place was cleaned and organized. I had also strategically place condoms near my living room couch and near my bed for convenience. Also, since I had a very big couch, I placed boxes and book bags on the couch to limit the space she could sit so we were "conveniently" closer for seduction.
I wore a teal slim-fit collared button-up shirt with a dark-blue pair of Levi jeans. On top of the shirt, I wore a slim-fit black vest. I tied the outfit together wearing brown leather wingtip shoes and brown leather belt.
The Date
Before we met that night, I texted her an hour from the date to confirm the meetup. I then drank a beer before leaving the house to loosen myself up a bit to rid any last minute anxiety. When we met at the bar...
Me: Kaitlyn! How's it going?
Kaitlyn: I'm doing great! How are you?
Me: Good!...Shall we?
[I open the door and give her a gentle push on the small of her back to guide her through]
Upon entry, the hostess greeted us and I asked if there were any tables opened in the back but, unfortunately, the back section was holding a party, so she seated us at a small table near the wall-couch in the middle area. I suggested we just grab a flight of beers and split them to sample because she told me that she had turned 21 a few months ago but didn't drink too much beer and was more of a "wine enthusiast." We talked about how her 21st birthday was and asked what type of shenanigans she and her friends got into that night. It was good to, at least, hear that she had a bit of a "naughty side" when she talked about getting drunk and getting into some interesting adventures. Previously, she'd mentioned about her folks visiting her the night before, so I asked her how it was and how she felt about it. She told me that it was pretty stressful and was really glad to be taking a break with me during the weekend. Throughout the date, we talked and drank our flight of beers, split our check, and left the bar. Since I hadn't eaten anything that afternoon and evening, I was in the mood for some ice cream since it was around the corner from the bar. I asked her if she was interested in a scoop and to hangout a bit. I didn't mention where we were going to hangout but she was interested in the "hangout." After we got our ice cream, we walked and talked as we made our way back to my apartment. Still, she didn't question where we were heading. Once we got to my apartment complex, she was surprised at how I was living so close to the main town and we went upstairs to my unit. I was kind of surprised that I wasn't getting any sign of last minute resistance as we entered my apartment.
Seduction
When we both entered the apartment, I was getting really nervous but tried hard not to show it by calmly taking off my shoes and calmly sat down on my couch. At this point, the 10 minutes had started and I was trying to finish my ice cream so I could kiss her. By the time I had finished my ice cream, she was still not finished with hers (it was a pretty small scoop). I knew I was cutting close to the end of the 10 minutes but we still talked as she was finishing up. Once she finished her ice cream, I stood up slowly and took our cups to throw away in the garbage can. I then offered her a glass of water and got a glass for the both of us. I think by this time my 10 minutes were up and I HAD to make a move soon as the sexual tension was pretty high while we were conversing. May arm was wrapped over the back of her shoulder when I sat down and I started to soften and slow down my speech as I gently caressed her upper arm with my thumb. The conversation started to die down as I looked into her eyes with a sexy smile and thinking to myself "Here goes...I am going to kiss her and slowly escalate. If she's not into it, then why is she still sitting here on my couch with my face 6 inches away from hers as I'm caressing her?" She then glances at me silently and looks away...
Me: What? [as I gently caress her shoulder and move my other hand down to her thigh and lightly let it rest]
Kaitlyn: It's just that I'm really nervous around you right now. I'm 21 and I'm still unsure how much older you are to me.
Me: Well what's wrong with that? [as I'm smiling sexily]
Kaitlyn: Well you seem to have so much more life experience than I do right now...
Me: Hey...relax... [as I slowly brush her hair from her face with my fingers and draw her face in to kiss her on the lips and pull away]
Me: You've got soft lips...
[she smiles and I continue to gently kiss her all over her lips]
5 minutes pass by and at this point I felt pretty glad that, so far, I hadn't met any resistance yet. "The stars are aligned, I guess" I said in my head. We continue to kiss and I decide to take it up a notch by slowly kissing her across her cheek, then her earn and then down to her neck. I take deeper breaths and started noticing her taking deeper breaths. My heart was racing as I continued to kiss her neck, lips, then neck again. I moved her arms so they were wrapped around me and continued to caress her thigh. I continue to turn up the dial by slowly increasing the rate of kissing and gently squeezing her thigh and lightly tugging at her hair from the back with my fist. I stop momentarily to take a breather and whisper in her ear: "God, you're so sexy." I start to caress her breasts and pull her far leg closer to me so that she would be facing me more comfortably.
At this point, I think I may have "opened the floodgates" to her sexual energy. She then quickly swings her far leg over me so that she was sitting on my lap and facing me with her arms wrapped around the back of my head. She starts to breath heavily and moan as she starts grinding and dry-humping me in a pretty rough manner. "I hope I'm not going too fast..." she whispers. "Not at all" I replied.
The Close
After a few minutes of amorously kissing her and running my hands up and down her body as she continue to roughly grind and dry-hump me, I felt really turned-on but noticed it was very hard for me to "get it up." I wasn't sure what the problem was so I decided to pick her up and carry her to my bedroom. "Maybe it'll be easier in the bedroom" I think to myself. When I entered my dark bedroom, I passionately threw her onto my bed and was still surprised I hadn't encountered any resistance yet. By the time, we were both naked, I still noticed that there was still difficulty in "getting it up." "Performance anxiety? It couldn't be...I'm so into this girl!" I wondered. Then I felt a slight pain sensation around my groin area and realized my penis had "retreated" further inside. It then occurred to me that her rough grinding humping had maybe really hurt me down below. I felt slightly embarrassed that I couldn't "get it up" but I was determined to make sure this girl was going to leave my place satisfied and happy. I asked her to do oral but it seemed she didn't have experience as she did it pretty rough and didn't really help at all and I wasn't sure how to tell her. That still didn't stop me so I passionately rolled her over to finger her till she came. If I wasn't able to have sex with her proper, then I was going to, at least, make her enjoy herself with me. I continued to kiss her all over her body and finger her multiple times until she was screaming in ecstasy multiple times. "You're really good at that!" she said with a smile. After 45 - 60 minutes, we laid down and held each other after she was exhausted. As she lay on top of me, I slowly caressed her body and we proceeded to talk about her hopes and dreams until we fell asleep.
Next Day
When we woke up the next day, I greeted her and kissed her on the forehead. I checked to see how she was doing and asked if she had anything planned for the day...
Me: Morning, sexy. How'd you sleep?
Kaitlyn: Alright...I woke up a few times cuz of the train. [my apartment was built along the railroad tracks going through town and passes 2-3 times daily]
Me: I know it took me a while to get used to...say, I'm not sure what your plan is today but are you interested in grabbing some breakfast with me?
Kaitlyn: Sure! I'll have to take a shower though.
We both got up from bed and cleaned up before leaving to grab breakfast nearby. During breakfast, we casually talked about our plans for the day/week among others things. Afterwards, I walked her to her car and we both kissed each other. A few hours later, I texted her...
Me: Hey Kaitlyn! You were wonderful last night. Hope you're not too tired today
Kaitlyn: I had a really great time last night too!
Reflection
As far as the overall experience goes, I felt that it went pretty well and that I my have lucked out with a girl that was pretty attracted to me on the first date. There were minimal points of resistance from her as I assumed I was to be "tested" that night. I felt I did a decent job escalating with her, although, my speed could have been faster within the 10 minute kiss-window. As far as the pace of the night went, I felt at some points during the night I could have taken control of her pace as I was merely trying to keep up by physically asserting myself so that I was back onto my pace. I feel that I should also help guide/coach her into making me feel good as well because it seemed that she lacked sexual experience and the "touch" to turn me on during the seduction as well. Overall, I felt she really enjoyed herself that night from seeing her smile and I am considering seeing her again on a casual level.
Logistics
The location we were to meet during the evening was around 19:30 at a local tap house 2 minutes from my apartment. I had scoped the bar out previously and opted for one of the more secluded tables in the back of the establishment. My plan was to grab a drink (maybe a small snack if we were hungry) and transition to my place for seduction. There were also small restaurants nearby if we wanted to grab a quick bite/dessert which was still within 5 minutes from my apartment (so we could take it to-go back to my place and hangout).
In my apartment, the whole place was cleaned and organized. I had also strategically place condoms near my living room couch and near my bed for convenience. Also, since I had a very big couch, I placed boxes and book bags on the couch to limit the space she could sit so we were "conveniently" closer for seduction.
I wore a teal slim-fit collared button-up shirt with a dark-blue pair of Levi jeans. On top of the shirt, I wore a slim-fit black vest. I tied the outfit together wearing brown leather wingtip shoes and brown leather belt.
The Date
Before we met that night, I texted her an hour from the date to confirm the meetup. I then drank a beer before leaving the house to loosen myself up a bit to rid any last minute anxiety. When we met at the bar...
Me: Kaitlyn! How's it going?
Kaitlyn: I'm doing great! How are you?
Me: Good!...Shall we?
[I open the door and give her a gentle push on the small of her back to guide her through]
Upon entry, the hostess greeted us and I asked if there were any tables opened in the back but, unfortunately, the back section was holding a party, so she seated us at a small table near the wall-couch in the middle area. I suggested we just grab a flight of beers and split them to sample because she told me that she had turned 21 a few months ago but didn't drink too much beer and was more of a "wine enthusiast." We talked about how her 21st birthday was and asked what type of shenanigans she and her friends got into that night. It was good to, at least, hear that she had a bit of a "naughty side" when she talked about getting drunk and getting into some interesting adventures. Previously, she'd mentioned about her folks visiting her the night before, so I asked her how it was and how she felt about it. She told me that it was pretty stressful and was really glad to be taking a break with me during the weekend. Throughout the date, we talked and drank our flight of beers, split our check, and left the bar. Since I hadn't eaten anything that afternoon and evening, I was in the mood for some ice cream since it was around the corner from the bar. I asked her if she was interested in a scoop and to hangout a bit. I didn't mention where we were going to hangout but she was interested in the "hangout." After we got our ice cream, we walked and talked as we made our way back to my apartment. Still, she didn't question where we were heading. Once we got to my apartment complex, she was surprised at how I was living so close to the main town and we went upstairs to my unit. I was kind of surprised that I wasn't getting any sign of last minute resistance as we entered my apartment.
Seduction
When we both entered the apartment, I was getting really nervous but tried hard not to show it by calmly taking off my shoes and calmly sat down on my couch. At this point, the 10 minutes had started and I was trying to finish my ice cream so I could kiss her. By the time I had finished my ice cream, she was still not finished with hers (it was a pretty small scoop). I knew I was cutting close to the end of the 10 minutes but we still talked as she was finishing up. Once she finished her ice cream, I stood up slowly and took our cups to throw away in the garbage can. I then offered her a glass of water and got a glass for the both of us. I think by this time my 10 minutes were up and I HAD to make a move soon as the sexual tension was pretty high while we were conversing. May arm was wrapped over the back of her shoulder when I sat down and I started to soften and slow down my speech as I gently caressed her upper arm with my thumb. The conversation started to die down as I looked into her eyes with a sexy smile and thinking to myself "Here goes...I am going to kiss her and slowly escalate. If she's not into it, then why is she still sitting here on my couch with my face 6 inches away from hers as I'm caressing her?" She then glances at me silently and looks away...
Me: What? [as I gently caress her shoulder and move my other hand down to her thigh and lightly let it rest]
Kaitlyn: It's just that I'm really nervous around you right now. I'm 21 and I'm still unsure how much older you are to me.
Me: Well what's wrong with that? [as I'm smiling sexily]
Kaitlyn: Well you seem to have so much more life experience than I do right now...
Me: Hey...relax... [as I slowly brush her hair from her face with my fingers and draw her face in to kiss her on the lips and pull away]
Me: You've got soft lips...
[she smiles and I continue to gently kiss her all over her lips]
5 minutes pass by and at this point I felt pretty glad that, so far, I hadn't met any resistance yet. "The stars are aligned, I guess" I said in my head. We continue to kiss and I decide to take it up a notch by slowly kissing her across her cheek, then her earn and then down to her neck. I take deeper breaths and started noticing her taking deeper breaths. My heart was racing as I continued to kiss her neck, lips, then neck again. I moved her arms so they were wrapped around me and continued to caress her thigh. I continue to turn up the dial by slowly increasing the rate of kissing and gently squeezing her thigh and lightly tugging at her hair from the back with my fist. I stop momentarily to take a breather and whisper in her ear: "God, you're so sexy." I start to caress her breasts and pull her far leg closer to me so that she would be facing me more comfortably.
At this point, I think I may have "opened the floodgates" to her sexual energy. She then quickly swings her far leg over me so that she was sitting on my lap and facing me with her arms wrapped around the back of my head. She starts to breath heavily and moan as she starts grinding and dry-humping me in a pretty rough manner. "I hope I'm not going too fast..." she whispers. "Not at all" I replied.
The Close
After a few minutes of amorously kissing her and running my hands up and down her body as she continue to roughly grind and dry-hump me, I felt really turned-on but noticed it was very hard for me to "get it up." I wasn't sure what the problem was so I decided to pick her up and carry her to my bedroom. "Maybe it'll be easier in the bedroom" I think to myself. When I entered my dark bedroom, I passionately threw her onto my bed and was still surprised I hadn't encountered any resistance yet. By the time, we were both naked, I still noticed that there was still difficulty in "getting it up." "Performance anxiety? It couldn't be...I'm so into this girl!" I wondered. Then I felt a slight pain sensation around my groin area and realized my penis had "retreated" further inside. It then occurred to me that her rough grinding humping had maybe really hurt me down below. I felt slightly embarrassed that I couldn't "get it up" but I was determined to make sure this girl was going to leave my place satisfied and happy. I asked her to do oral but it seemed she didn't have experience as she did it pretty rough and didn't really help at all and I wasn't sure how to tell her. That still didn't stop me so I passionately rolled her over to finger her till she came. If I wasn't able to have sex with her proper, then I was going to, at least, make her enjoy herself with me. I continued to kiss her all over her body and finger her multiple times until she was screaming in ecstasy multiple times. "You're really good at that!" she said with a smile. After 45 - 60 minutes, we laid down and held each other after she was exhausted. As she lay on top of me, I slowly caressed her body and we proceeded to talk about her hopes and dreams until we fell asleep.
Next Day
When we woke up the next day, I greeted her and kissed her on the forehead. I checked to see how she was doing and asked if she had anything planned for the day...
Me: Morning, sexy. How'd you sleep?
Kaitlyn: Alright...I woke up a few times cuz of the train. [my apartment was built along the railroad tracks going through town and passes 2-3 times daily]
Me: I know it took me a while to get used to...say, I'm not sure what your plan is today but are you interested in grabbing some breakfast with me?
Kaitlyn: Sure! I'll have to take a shower though.
We both got up from bed and cleaned up before leaving to grab breakfast nearby. During breakfast, we casually talked about our plans for the day/week among others things. Afterwards, I walked her to her car and we both kissed each other. A few hours later, I texted her...
Me: Hey Kaitlyn! You were wonderful last night. Hope you're not too tired today
Kaitlyn: I had a really great time last night too!
Reflection
As far as the overall experience goes, I felt that it went pretty well and that I my have lucked out with a girl that was pretty attracted to me on the first date. There were minimal points of resistance from her as I assumed I was to be "tested" that night. I felt I did a decent job escalating with her, although, my speed could have been faster within the 10 minute kiss-window. As far as the pace of the night went, I felt at some points during the night I could have taken control of her pace as I was merely trying to keep up by physically asserting myself so that I was back onto my pace. I feel that I should also help guide/coach her into making me feel good as well because it seemed that she lacked sexual experience and the "touch" to turn me on during the seduction as well. Overall, I felt she really enjoyed herself that night from seeing her smile and I am considering seeing her again on a casual level.