- Joined
- Mar 16, 2020
- Messages
- 349
This I think might be the first LR I've ever written up, maybe I wrote one before at the old place before I moved here after it changed. I don't know if LR's are supposed to cover 2 dates but I figured people would want more, not less, background.
She msg'd me an introductory sentence at a popular online dating site. She's 19, so she knows that I am significantly older than her. Even if she didn't check the age the photos would indicate that I am more than double her age. I replied the next day with 3-4 sentences about what a fun date would be for us, she texted back "Oh, that would be amazing' I told her 'Let's meet up, get to know each other better over drinks and maybe sushi,' She then replied 'Wow, how did you know that was my favorite
' followed by 'Please text me at xxxxxxxx' local phone exchange.
We texted and arranged to meet that weeknight at 8pm I kept it to logistics so won't bother with those texts. We were both driving in, oh, she texted me before and said she needed an extra half hour 'to look good for you' which I said was fine. Running a few minutes late, standard, but walks in wearing a dark pastel dress slit all the way up the side and gorgeous heels with a bow on them, long curly dark eye and simply gorgeous eyes. I kiss her on the cheek as I always do and we order drinks, she gets this sweet cocktail concoction which is popular there and says it's delicious, I order a G&T. Because it's summer, I am in my summer weight suit pants and dress shirt, but no jacket or tie.
She is clearly shy and introverted but I draw her out, she orders a 2nd drink and loosens up, I use kino, after 45 mins I decide I'm hungry and take us to dinner nearby. She admits she's 'a little tipsy' probably because she hasn't eaten in 9 hours and is quite petite, she's maybe 105 lbs. She is holdling onto my arm as we walk over some busted sidwalks and curbs, and then I grab her hand which she squeezes back. It's not hard to notice her truly fantastic ass for a petite girl, if not for her eyes clearly her best asset.
Dinner is a site I have on lockdown, always get fantastic service and seats. She clearly can't normally afford good sushi as a broke college student [although she does work weekends] and is beyond impressed with our food, I do all the ordering of course as I know the menu cold, even order one dish that's no longer on the menu but they will make for me -- turns out to be her favorite of all of them. She is very pleasant, feminine, and easy to talk to. Nothing feels awkward or rushed as it so often can on a first meet. Says her favorite things about men are: smile, eyes, hands. I'm in great shape in at least 2 of those 3.
Now it's after 10p and not many bars in the area are open, but there is a rooftop bar nearby that will walk slowly to, she is hanging onto me again and says she can't walk well in tall heels yet. We await the elevator to the rooftop, we're probably the only people here and I look deep into her eyes, she's waiting for me to make a move. As soon as the doors open, I drag her to the back of the elevator and kiss her against the wall. Probably the whole way we keep it up. Doors open and she loves the space, and in fact we are the only customers we can see, although another couple comes in later and sits as far away as possible so we all have our privacy. We get non-alcoholic drinks and retire to a soft couch in the back of the bar. She is leaning into me as I put my arm around her and there's more kissing and fondling. I'm rubbing her leg all the way up to the slit of the dress.
We have to use a stairway to get to the restrooms, nobody down there either, there's a big common sink area and we are making and grinding on each other, my hands roam all over her body without being invasive. But her dress feels about 1mm thick so you can tell what's up. She whispers in my ear this is the best first date she's even been on The place closes so I walk her to the garage and we both drive home as we will be getting home after midnite on a school night.
Something that I almost always do on these dates is sexualize the convo early and talk about kink. I didn't this time because of her initial shyness and introverted nature and the date was going so well I didn't want to suddenly change the frame. I think there was less than a 10% chance of a ONS, probably none [turns out she's on her period], and I will bring up the kink/bdsm parts on our next date. Oh, she's so clearly submissive it wasn't even a question.
I tell her to text me when she gets home and she sends me 2 sweet texts, says she can't wait to see me again. I suggest a weekend afternoon and she agrees quickly.
Don't hear from her for the next couple days which is fine - I also hate texting and she said the same - and then the night before she confirms our meet at 4pm. I suggest we meet at a suburban hotel that easy for both of us to get to, near many restaurants and she complies with no resistance. Shows up 10 minutes late again and we chat and snuggle on the bed after I kiss her deeply. I brought a bottle in case she's nervous again and we each have a glass.
So you can guess what happens next, right? She falls asleep on me almost immediately. Into a deep, deep sleep, she was clearly up very late either partying/working or both. Her head is into my shoulder her breasts pushed into my side/chest and my hand is on her ass. She barely stirs for the next 2 hours or so as I stroke her gently. Finally sleeping beauty awakens, and apologizes, we make out. She fell asleep so fast I didn't even have time to take my jeans off in bed so I remove those and she takes off her sweatpants. That ass is amazing up close, wearing a thong.
I take my shirt off and ask her to do the same, she says she's shy [because her breasts are small presumably] and I tell her not to be and pull her into me for more kissing, and remove her bra. Yes, she's small-breasted and that push-up bra was doing wonders tbh, but they fit her petite frame quite nicely. If her breasts were amazingly curved as her toned ass she'd be a lingerie model already, honestly.
She starts stroking me thru my boxers and I am the hardest I've been in a while. I tell her to take it out and she can't wait to rip my boxers off, continues to stroke me and then starts going down. She is clearly talented at this, and starts to deep throat me while making good eye contact as I stroke her hair and tell her what a 'good girl' she is. When she looks down I tell her to keep looking at me and eventually tell her she's going to make me come soon. She says, 'I want you to come quick in my mouth I love it when I can make you lose control, I feel so wanted!' Well, mission accomplished it feels more intense than usual and she doesn't stop sucking for a while before she swallows it down. I hand her another glass of wine.
Says it's close to her dinner time so we grab some quick food at a sit-down, inexpensive restaurant. A few waiters are def checking our her bra and half-top combo. She has great skin also, no blemishes. We finish and go back to the hotel. I put on some music.
I ask her if she likes being spanked and she says yes, so I give her a few light swats on her butt nothing serious. She asks to see what's in my bag off 'stuff' so I show her the bondage cuffs to see if she's interested and she confirms she's been handcuffed by a prior boyfriend.
'Have you ever seen an armbinder?' is my standard follow-up here, and like most women she hasn't. She places her hands behind her back and I zip them up in the leather 'sleeve' that buckles over her shoulders. 'Can't get out now, can you?' and we smile at each other, as I explore her body, and smack her ass harder a few more times, mention the wooden paddle but don't bother to use it.
I unzip her, pick her up easily -she gasps- and throw her on the bed as we rip the rest of the clothes off each other. I start kissing her from above, then wrap my arms around her body, then flip her on top of me and tell her to put it inside which she happily does. The sex is great, she is very tight, and eventually we both come after I flip her back to the bottom and shove her knees all the way back to the headboard so I can pound her deeply as she cries out.
We snuggle again before getting dressed, both of us need to go home and sleep after this. Make plans to meet up again the following week at the same hotel, I tell her what a good time I had with her and she says how much she enjoyed it. I tell her to text me again when she gets home, she texts me: 'I was so happy and smiling the whole way home after my day with you.'
Fin.
She msg'd me an introductory sentence at a popular online dating site. She's 19, so she knows that I am significantly older than her. Even if she didn't check the age the photos would indicate that I am more than double her age. I replied the next day with 3-4 sentences about what a fun date would be for us, she texted back "Oh, that would be amazing' I told her 'Let's meet up, get to know each other better over drinks and maybe sushi,' She then replied 'Wow, how did you know that was my favorite
' followed by 'Please text me at xxxxxxxx' local phone exchange.We texted and arranged to meet that weeknight at 8pm I kept it to logistics so won't bother with those texts. We were both driving in, oh, she texted me before and said she needed an extra half hour 'to look good for you' which I said was fine. Running a few minutes late, standard, but walks in wearing a dark pastel dress slit all the way up the side and gorgeous heels with a bow on them, long curly dark eye and simply gorgeous eyes. I kiss her on the cheek as I always do and we order drinks, she gets this sweet cocktail concoction which is popular there and says it's delicious, I order a G&T. Because it's summer, I am in my summer weight suit pants and dress shirt, but no jacket or tie.
She is clearly shy and introverted but I draw her out, she orders a 2nd drink and loosens up, I use kino, after 45 mins I decide I'm hungry and take us to dinner nearby. She admits she's 'a little tipsy' probably because she hasn't eaten in 9 hours and is quite petite, she's maybe 105 lbs. She is holdling onto my arm as we walk over some busted sidwalks and curbs, and then I grab her hand which she squeezes back. It's not hard to notice her truly fantastic ass for a petite girl, if not for her eyes clearly her best asset.
Dinner is a site I have on lockdown, always get fantastic service and seats. She clearly can't normally afford good sushi as a broke college student [although she does work weekends] and is beyond impressed with our food, I do all the ordering of course as I know the menu cold, even order one dish that's no longer on the menu but they will make for me -- turns out to be her favorite of all of them. She is very pleasant, feminine, and easy to talk to. Nothing feels awkward or rushed as it so often can on a first meet. Says her favorite things about men are: smile, eyes, hands. I'm in great shape in at least 2 of those 3.
Now it's after 10p and not many bars in the area are open, but there is a rooftop bar nearby that will walk slowly to, she is hanging onto me again and says she can't walk well in tall heels yet. We await the elevator to the rooftop, we're probably the only people here and I look deep into her eyes, she's waiting for me to make a move. As soon as the doors open, I drag her to the back of the elevator and kiss her against the wall. Probably the whole way we keep it up. Doors open and she loves the space, and in fact we are the only customers we can see, although another couple comes in later and sits as far away as possible so we all have our privacy. We get non-alcoholic drinks and retire to a soft couch in the back of the bar. She is leaning into me as I put my arm around her and there's more kissing and fondling. I'm rubbing her leg all the way up to the slit of the dress.
We have to use a stairway to get to the restrooms, nobody down there either, there's a big common sink area and we are making and grinding on each other, my hands roam all over her body without being invasive. But her dress feels about 1mm thick so you can tell what's up. She whispers in my ear this is the best first date she's even been on The place closes so I walk her to the garage and we both drive home as we will be getting home after midnite on a school night.
Something that I almost always do on these dates is sexualize the convo early and talk about kink. I didn't this time because of her initial shyness and introverted nature and the date was going so well I didn't want to suddenly change the frame. I think there was less than a 10% chance of a ONS, probably none [turns out she's on her period], and I will bring up the kink/bdsm parts on our next date. Oh, she's so clearly submissive it wasn't even a question.
I tell her to text me when she gets home and she sends me 2 sweet texts, says she can't wait to see me again. I suggest a weekend afternoon and she agrees quickly.
Don't hear from her for the next couple days which is fine - I also hate texting and she said the same - and then the night before she confirms our meet at 4pm. I suggest we meet at a suburban hotel that easy for both of us to get to, near many restaurants and she complies with no resistance. Shows up 10 minutes late again and we chat and snuggle on the bed after I kiss her deeply. I brought a bottle in case she's nervous again and we each have a glass.
So you can guess what happens next, right? She falls asleep on me almost immediately. Into a deep, deep sleep, she was clearly up very late either partying/working or both. Her head is into my shoulder her breasts pushed into my side/chest and my hand is on her ass. She barely stirs for the next 2 hours or so as I stroke her gently. Finally sleeping beauty awakens, and apologizes, we make out. She fell asleep so fast I didn't even have time to take my jeans off in bed so I remove those and she takes off her sweatpants. That ass is amazing up close, wearing a thong.
I take my shirt off and ask her to do the same, she says she's shy [because her breasts are small presumably] and I tell her not to be and pull her into me for more kissing, and remove her bra. Yes, she's small-breasted and that push-up bra was doing wonders tbh, but they fit her petite frame quite nicely. If her breasts were amazingly curved as her toned ass she'd be a lingerie model already, honestly.
She starts stroking me thru my boxers and I am the hardest I've been in a while. I tell her to take it out and she can't wait to rip my boxers off, continues to stroke me and then starts going down. She is clearly talented at this, and starts to deep throat me while making good eye contact as I stroke her hair and tell her what a 'good girl' she is. When she looks down I tell her to keep looking at me and eventually tell her she's going to make me come soon. She says, 'I want you to come quick in my mouth I love it when I can make you lose control, I feel so wanted!' Well, mission accomplished it feels more intense than usual and she doesn't stop sucking for a while before she swallows it down. I hand her another glass of wine.
Says it's close to her dinner time so we grab some quick food at a sit-down, inexpensive restaurant. A few waiters are def checking our her bra and half-top combo. She has great skin also, no blemishes. We finish and go back to the hotel. I put on some music.
I ask her if she likes being spanked and she says yes, so I give her a few light swats on her butt nothing serious. She asks to see what's in my bag off 'stuff' so I show her the bondage cuffs to see if she's interested and she confirms she's been handcuffed by a prior boyfriend.
'Have you ever seen an armbinder?' is my standard follow-up here, and like most women she hasn't. She places her hands behind her back and I zip them up in the leather 'sleeve' that buckles over her shoulders. 'Can't get out now, can you?' and we smile at each other, as I explore her body, and smack her ass harder a few more times, mention the wooden paddle but don't bother to use it.
I unzip her, pick her up easily -she gasps- and throw her on the bed as we rip the rest of the clothes off each other. I start kissing her from above, then wrap my arms around her body, then flip her on top of me and tell her to put it inside which she happily does. The sex is great, she is very tight, and eventually we both come after I flip her back to the bottom and shove her knees all the way back to the headboard so I can pound her deeply as she cries out.
We snuggle again before getting dressed, both of us need to go home and sleep after this. Make plans to meet up again the following week at the same hotel, I tell her what a good time I had with her and she says how much she enjoyed it. I tell her to text me again when she gets home, she texts me: 'I was so happy and smiling the whole way home after my day with you.'
Fin.
