An awkward talk with my Sister in law on anal sex tips 😅
Background: my wife passed away in Covid and I was drowing myself in alcohol. On her 1st death anniversary I was drunk and followed a lead of a guy who fucked me in ass. And this experience slowly turned me into a bottom. I told to my family about my new sexual preference and everyone stopped talking to me expect my sister in law.
She always supported me since her sister (my spouse) passed away and regularly checked on me.
Fast forward 1 years, she still talks and checks on me. She tease me in good humour about my bottom adventures too. This week on Monday she called and said she want tips about receiving in bum to have it with her husband and said she will come over with homemade dinner on Thursday.
I was feeling so awkward for days on how to handle this, and how to explain it all. One of my favourite person and my guide gave some suggestion which clamed me down and prepared me for talk 😅 (that she initiated the topic already so don't worry much and be straightforward)
Tonight:
My sister in law (SIL) arrived at around 7 to my flat. Btw she looks almost like my spouse and takes me to memory lane seeing her.
She hugged me and asked how I'm doing and checked if I my drinking in is control or not.
I said I'm happy with my new partners, she winked and said I'm happy for you.
We sat down and had dinner. She cooks really well, like my spouse used too.
Then came the awkward part. She said i know it must be awkward for you, it's awkward for me too. But couldn't check with anyone in circle and I was the only one came in mind who does it regularly.
She said that her husband and her's bedroom life is getting dull and he used to ask for bum sex. So now she wants to have it to put the romance back in their lifes.
I said it happens after long marriages (she is 3 yr older than my spouse and married for 10 yrs now).
I said you can ask whatever you want to know, I'll try to answer to best of my knowledge.
She asked how bad it hurts, I said first time I was drunk and don't remember much, but next day i pained some. And in subsequent acts I started loving it a lot.
Partner should be gentle and you will enjoy it.
She said, easier for you to say, he has a huge dick 🫣, wish it was like yours, I could have said yes years back for bum sex.
I was dumbfounded, how she knows about my size.
I said you know about my size?
She said, ofcourse she told me all about it before you guys got married. I ever asked her if she is sure that she wanna marry you ,don't take me wrong way
I said I understand, then she said that she was happy with your skills and loved your nature. ☺
She said, after meeting you before your marriage, I liked you too as a guy for my young sister. I have seen pics of your dick too which she used to take while you guys used to fool around 😅🫣
That's why when you told everyone that you turned bi and bottom I was happy for you. I knew this would not be easy for you to find a girl again who can accept you like my sister did. So this bi thing is a good thing for you. I'm happy that you found someone and living again.
I hugged her and said thanks for supporting me, I would have felt so bad if I had lost everyone with watery eyes.
Awkwardness between us had melted away by now.
I really wanted to help her now in any possible way.
I asked how big is your husband, she said more than 7 and this thick (making circle with hand 👌).
And then she asked if I want to see it.
I said sure (I said i like seeing dicks these days in my mind). She showed it on her phone, it was a dick I would love to ride on 😋
She said, have you taken such kind ☺
I said yes and it feels real good.
I told her to not do it on first go, apply lots of lube and let him start with fingers on you. You need to learn to relax your bum muscle to allow his finger easily penetrate. Stop him if you feel pain and restart with more lube and gentle pace.
Then work with thumb for a bigger feel.
Once you are relaxed, ask him to try with his tip.
She was staring me with high intensity like I was telling her the mystery of universe 🫣
You can do this ever for few days until you are ready, don't take pressure to do it first night itself.
She was now relaxed and said thanks.
I said, as he is big and thick you can start with a small dildo by urself and get used to the penetration in bum.
She asked if I use dildo, i blushed and said yes.
To my shock she said, can you show me yours.
I said sure, showed her my 2 dildos and she was blushing too by seeing them, that I can take bigger dildo than her husband's dick. 🫣
She said please let me know which one should I buy to start with.
I said I'll check a beginner one and order for you.
She said thanks and said I know it must be awkward for you, but you might have just saved our dull bedroom life.
She hugged me and said, I need to leave for now. Will reachout to you in case I have anymore questions. I know tomorrow is your Friday night and you visit them and hence I came on Thursday so you don't miss any fun. (she winked)
She said enjoy your life and don't care what other think.
She is an angel 😇
I'm glad that she is on my side to give me strength and that I could help her.
She always supported me since her sister (my spouse) passed away and regularly checked on me.
Fast forward 1 years, she still talks and checks on me. She tease me in good humour about my bottom adventures too. This week on Monday she called and said she want tips about receiving in bum to have it with her husband and said she will come over with homemade dinner on Thursday.
I was feeling so awkward for days on how to handle this, and how to explain it all. One of my favourite person and my guide gave some suggestion which clamed me down and prepared me for talk 😅 (that she initiated the topic already so don't worry much and be straightforward)
Tonight:
My sister in law (SIL) arrived at around 7 to my flat. Btw she looks almost like my spouse and takes me to memory lane seeing her.
She hugged me and asked how I'm doing and checked if I my drinking in is control or not.
I said I'm happy with my new partners, she winked and said I'm happy for you.
We sat down and had dinner. She cooks really well, like my spouse used too.
Then came the awkward part. She said i know it must be awkward for you, it's awkward for me too. But couldn't check with anyone in circle and I was the only one came in mind who does it regularly.
She said that her husband and her's bedroom life is getting dull and he used to ask for bum sex. So now she wants to have it to put the romance back in their lifes.
I said it happens after long marriages (she is 3 yr older than my spouse and married for 10 yrs now).
I said you can ask whatever you want to know, I'll try to answer to best of my knowledge.
She asked how bad it hurts, I said first time I was drunk and don't remember much, but next day i pained some. And in subsequent acts I started loving it a lot.
Partner should be gentle and you will enjoy it.
She said, easier for you to say, he has a huge dick 🫣, wish it was like yours, I could have said yes years back for bum sex.
I was dumbfounded, how she knows about my size.
I said you know about my size?
She said, ofcourse she told me all about it before you guys got married. I ever asked her if she is sure that she wanna marry you ,don't take me wrong way
I said I understand, then she said that she was happy with your skills and loved your nature. ☺
She said, after meeting you before your marriage, I liked you too as a guy for my young sister. I have seen pics of your dick too which she used to take while you guys used to fool around 😅🫣
That's why when you told everyone that you turned bi and bottom I was happy for you. I knew this would not be easy for you to find a girl again who can accept you like my sister did. So this bi thing is a good thing for you. I'm happy that you found someone and living again.
I hugged her and said thanks for supporting me, I would have felt so bad if I had lost everyone with watery eyes.
Awkwardness between us had melted away by now.
I really wanted to help her now in any possible way.
I asked how big is your husband, she said more than 7 and this thick (making circle with hand 👌).
And then she asked if I want to see it.
I said sure (I said i like seeing dicks these days in my mind). She showed it on her phone, it was a dick I would love to ride on 😋
She said, have you taken such kind ☺
I said yes and it feels real good.
I told her to not do it on first go, apply lots of lube and let him start with fingers on you. You need to learn to relax your bum muscle to allow his finger easily penetrate. Stop him if you feel pain and restart with more lube and gentle pace.
Then work with thumb for a bigger feel.
Once you are relaxed, ask him to try with his tip.
She was staring me with high intensity like I was telling her the mystery of universe 🫣
You can do this ever for few days until you are ready, don't take pressure to do it first night itself.
She was now relaxed and said thanks.
I said, as he is big and thick you can start with a small dildo by urself and get used to the penetration in bum.
She asked if I use dildo, i blushed and said yes.
To my shock she said, can you show me yours.
I said sure, showed her my 2 dildos and she was blushing too by seeing them, that I can take bigger dildo than her husband's dick. 🫣
She said please let me know which one should I buy to start with.
I said I'll check a beginner one and order for you.
She said thanks and said I know it must be awkward for you, but you might have just saved our dull bedroom life.
She hugged me and said, I need to leave for now. Will reachout to you in case I have anymore questions. I know tomorrow is your Friday night and you visit them and hence I came on Thursday so you don't miss any fun. (she winked)
She said enjoy your life and don't care what other think.
She is an angel 😇
I'm glad that she is on my side to give me strength and that I could help her.
