How to reduce the awkwardness on the way to the bedroom?

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I am a man in my mid-40's and met some time ago an old friend (woman, mid-40's as well) when travelling (to her city). I traveled there again a few times (every few months) and it is obvious that a (very positive) sexual tension between us is raising.



I usually have a dinner with her, then we part ways but there is always this untold sadness that it did not go further (on both sides). Long story short, it is extremely likely that we will end at my hotel over one my next travels.



My problem (and hers as well) is that we are very much grown ups but also very much inexperienced in how to deal with the transition between the dinner table at a restaurant and the bed in the hotel.



I would like to make it as "natural" and non-awkward as possible but I honestly do not know how to handle the transition.



To be clear: this is not strictly a dating advice, in the sense that we will be fine during the dinner and (hopefully) fine when in bed - it is really that way in between that is complicated.



Also the fact that we both want it to happen is clear for all kind of reasons.



This will be in a large city, in Europe, the hotel has a restaurant but we will likely have dinner somewhere downtown.










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  • How long is the way from the restaurant to the hotel? Is it in walking distance or do you need to take a car? Is a taxi acceptable?
    – XtremeBaumer
    4 hours ago










  • @XtremeBaumer: it is almost certain that this will be a taxi. It could be a very long walk (~ 45-60 min) - which in other conditions would not be a problem but here it would be too long.
    – user22510
    3 hours ago














up vote
3
down vote

favorite
1












I am a man in my mid-40's and met some time ago an old friend (woman, mid-40's as well) when travelling (to her city). I traveled there again a few times (every few months) and it is obvious that a (very positive) sexual tension between us is raising.



I usually have a dinner with her, then we part ways but there is always this untold sadness that it did not go further (on both sides). Long story short, it is extremely likely that we will end at my hotel over one my next travels.



My problem (and hers as well) is that we are very much grown ups but also very much inexperienced in how to deal with the transition between the dinner table at a restaurant and the bed in the hotel.



I would like to make it as "natural" and non-awkward as possible but I honestly do not know how to handle the transition.



To be clear: this is not strictly a dating advice, in the sense that we will be fine during the dinner and (hopefully) fine when in bed - it is really that way in between that is complicated.



Also the fact that we both want it to happen is clear for all kind of reasons.



This will be in a large city, in Europe, the hotel has a restaurant but we will likely have dinner somewhere downtown.










share|improve this question







New contributor




user22510 is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.



















  • How long is the way from the restaurant to the hotel? Is it in walking distance or do you need to take a car? Is a taxi acceptable?
    – XtremeBaumer
    4 hours ago










  • @XtremeBaumer: it is almost certain that this will be a taxi. It could be a very long walk (~ 45-60 min) - which in other conditions would not be a problem but here it would be too long.
    – user22510
    3 hours ago












up vote
3
down vote

favorite
1









up vote
3
down vote

favorite
1






1





I am a man in my mid-40's and met some time ago an old friend (woman, mid-40's as well) when travelling (to her city). I traveled there again a few times (every few months) and it is obvious that a (very positive) sexual tension between us is raising.



I usually have a dinner with her, then we part ways but there is always this untold sadness that it did not go further (on both sides). Long story short, it is extremely likely that we will end at my hotel over one my next travels.



My problem (and hers as well) is that we are very much grown ups but also very much inexperienced in how to deal with the transition between the dinner table at a restaurant and the bed in the hotel.



I would like to make it as "natural" and non-awkward as possible but I honestly do not know how to handle the transition.



To be clear: this is not strictly a dating advice, in the sense that we will be fine during the dinner and (hopefully) fine when in bed - it is really that way in between that is complicated.



Also the fact that we both want it to happen is clear for all kind of reasons.



This will be in a large city, in Europe, the hotel has a restaurant but we will likely have dinner somewhere downtown.










share|improve this question







New contributor




user22510 is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.











I am a man in my mid-40's and met some time ago an old friend (woman, mid-40's as well) when travelling (to her city). I traveled there again a few times (every few months) and it is obvious that a (very positive) sexual tension between us is raising.



I usually have a dinner with her, then we part ways but there is always this untold sadness that it did not go further (on both sides). Long story short, it is extremely likely that we will end at my hotel over one my next travels.



My problem (and hers as well) is that we are very much grown ups but also very much inexperienced in how to deal with the transition between the dinner table at a restaurant and the bed in the hotel.



I would like to make it as "natural" and non-awkward as possible but I honestly do not know how to handle the transition.



To be clear: this is not strictly a dating advice, in the sense that we will be fine during the dinner and (hopefully) fine when in bed - it is really that way in between that is complicated.



Also the fact that we both want it to happen is clear for all kind of reasons.



This will be in a large city, in Europe, the hotel has a restaurant but we will likely have dinner somewhere downtown.







friends awkward-situations romance sex






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user22510 is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
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share|improve this question







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user22510 is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
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user22510 is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.











  • How long is the way from the restaurant to the hotel? Is it in walking distance or do you need to take a car? Is a taxi acceptable?
    – XtremeBaumer
    4 hours ago










  • @XtremeBaumer: it is almost certain that this will be a taxi. It could be a very long walk (~ 45-60 min) - which in other conditions would not be a problem but here it would be too long.
    – user22510
    3 hours ago
















  • How long is the way from the restaurant to the hotel? Is it in walking distance or do you need to take a car? Is a taxi acceptable?
    – XtremeBaumer
    4 hours ago










  • @XtremeBaumer: it is almost certain that this will be a taxi. It could be a very long walk (~ 45-60 min) - which in other conditions would not be a problem but here it would be too long.
    – user22510
    3 hours ago















How long is the way from the restaurant to the hotel? Is it in walking distance or do you need to take a car? Is a taxi acceptable?
– XtremeBaumer
4 hours ago




How long is the way from the restaurant to the hotel? Is it in walking distance or do you need to take a car? Is a taxi acceptable?
– XtremeBaumer
4 hours ago












@XtremeBaumer: it is almost certain that this will be a taxi. It could be a very long walk (~ 45-60 min) - which in other conditions would not be a problem but here it would be too long.
– user22510
3 hours ago




@XtremeBaumer: it is almost certain that this will be a taxi. It could be a very long walk (~ 45-60 min) - which in other conditions would not be a problem but here it would be too long.
– user22510
3 hours ago










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From personal experiences, it's always going to be sort of awkward, because very few can act like a suave George Clooney-esque character from a movie, so just embrace the awkwardness and have fun with it. Even in movies they usually cut from the bar lounge to the bedroom. Hell, even living with an SO of 10+ years and moving from the living room to the bedroom is still awkward in the sense that it's just like "uh let's go to the bedroom", rather than something from a steamy novel or whatever.



You most likely won't be able to make a smooth transition from a restaurant to a hotel room, but it can be made fun by being happy about the situation, giggling, initiating some light intimate contacts etc on your way there.






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    up vote
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    From personal experiences, it's always going to be sort of awkward, because very few can act like a suave George Clooney-esque character from a movie, so just embrace the awkwardness and have fun with it. Even in movies they usually cut from the bar lounge to the bedroom. Hell, even living with an SO of 10+ years and moving from the living room to the bedroom is still awkward in the sense that it's just like "uh let's go to the bedroom", rather than something from a steamy novel or whatever.



    You most likely won't be able to make a smooth transition from a restaurant to a hotel room, but it can be made fun by being happy about the situation, giggling, initiating some light intimate contacts etc on your way there.






    share|improve this answer
























      up vote
      5
      down vote













      From personal experiences, it's always going to be sort of awkward, because very few can act like a suave George Clooney-esque character from a movie, so just embrace the awkwardness and have fun with it. Even in movies they usually cut from the bar lounge to the bedroom. Hell, even living with an SO of 10+ years and moving from the living room to the bedroom is still awkward in the sense that it's just like "uh let's go to the bedroom", rather than something from a steamy novel or whatever.



      You most likely won't be able to make a smooth transition from a restaurant to a hotel room, but it can be made fun by being happy about the situation, giggling, initiating some light intimate contacts etc on your way there.






      share|improve this answer






















        up vote
        5
        down vote










        up vote
        5
        down vote









        From personal experiences, it's always going to be sort of awkward, because very few can act like a suave George Clooney-esque character from a movie, so just embrace the awkwardness and have fun with it. Even in movies they usually cut from the bar lounge to the bedroom. Hell, even living with an SO of 10+ years and moving from the living room to the bedroom is still awkward in the sense that it's just like "uh let's go to the bedroom", rather than something from a steamy novel or whatever.



        You most likely won't be able to make a smooth transition from a restaurant to a hotel room, but it can be made fun by being happy about the situation, giggling, initiating some light intimate contacts etc on your way there.






        share|improve this answer












        From personal experiences, it's always going to be sort of awkward, because very few can act like a suave George Clooney-esque character from a movie, so just embrace the awkwardness and have fun with it. Even in movies they usually cut from the bar lounge to the bedroom. Hell, even living with an SO of 10+ years and moving from the living room to the bedroom is still awkward in the sense that it's just like "uh let's go to the bedroom", rather than something from a steamy novel or whatever.



        You most likely won't be able to make a smooth transition from a restaurant to a hotel room, but it can be made fun by being happy about the situation, giggling, initiating some light intimate contacts etc on your way there.







        share|improve this answer












        share|improve this answer



        share|improve this answer










        answered 4 hours ago









        JCJ

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