I assume Char is OK with you doing anal on her even though she is not a fan of it.
Not wife’s bestie but a lifelong friend who we have on a couple of occasions had sex with has watched and I have also watched her and OH have sex she was my OH first lesbian experience
2 Likes
Of course, we wouldn’t have without her consent or desire.
1 Like
Thats fine i only ask because i had a bad experience in my youth that left me not in a good place with that sort of thing.
Understand completely. She hasn’t been a fan because past partners were more endowed and not a real understanding of anal. I’m only 5.5 inches, and since anal has been a big part of me and my wife’s sex life we understand it’s not all about penetration and going at it. It was slow, sensual and a lot of foreplay leading up to it.
8 Likes
Saturday night my wife was feeling the need to be filled up. After a lot of foreplay and oral we directed our attention on my wife. She started with a vibrating butt plug while Char used a strap on PIV doggie. I was in front of her so that she could suck me at the same time. Wife has a fantasy of having three cocks at one time. Chat made her orgasm multiple times. We changed positions so she was riding Char cowgirl. I removed the butt plug and replaced it with my cock. At first it was a little awkward but we found our comfort zone and got into a good rhythm. OMG my wife was wild, I hadn’t heard her that loud in a while.
13 Likes
Have you asked Char to move in yet?
1 Like
No, we have not brought it up with her and it has never been on her radar. She actually found a new place and will be moving end of September. Actually pretty close to us, so that will be nice. We took the advice of most the comments and just decided to let things be as they are.
4 Likes
We’ve been watched by a female friend before was amazing
3 Likes
Living the dream lol
2 Likes
OH friend watch us and then I watched them eat each other’s pussies and play with and finger their assess so hot I just sat there and masturbated
5 Likes
Pegged by wife and Char last night. Started with them being a little dom and having to suck their cocks as I kneeled in front of them. Then wife made me go down on Char and give her a long rim job before they restrained me, tying my hands to the headboard of the bed. Watched my wife go down on Char then PIV doggie with our 8x6 realist dildo. After they both took turns on me, and ended with wife blowing me while Char pegged me. Incredible feeling being sucked to orgasm while being pegged.
After, wife changed dildos to a vibrating dildo and in a spoon position PIV with Char while I licked Char’s clit. OMG she couldn’t stop cumming and didn’t want us to stop. It was good we had an extra thick blanket on top of our sheets as it was soaked after.
7 Likes
I have no experience with this at all. But I would have suggested thst the guy never initiates anything, let them friend get involved if she wants to, watch if she wants to etc. Let then involve herself with the permission of your wife/partner however much they’re comfortable with.
Also make an effort to pay attention to both thr same if the friend does get involved. Don’t forget your wife and move on thr friend too much.
Pegged last night by wife while Char watched. Char straddled me and held my legs up while my wife pegged me missionary. Char was more vocal then she’s been, encouraging my wife and asking me how it felt and if I like to be f’d. She scooted back so I could lick her while she held my legs.
10 Likes
Well I guess the title of this thread is outdated because you have gone from perhaps watching to full blown involvement and rather frequently at that.
Living the dream. I’m going to enjoy it while it lasts.
6 Likes
Spent Friday evening and Saturday together. Friday We were all so tired and had good intentions of some pegging but we ended up downstairs in our lounging room drinking wine and all of us just sitting and kissing, masturbating and fingering one another. It was really sensual, mood heightened by the wine and a little 420.
Saturday was more wild with both my wife and I Char taking turns pegging me, and me pleasing them orally. Wife was a little dom and had a collar and leash on me, making me eat Char’s ass while she pegged me at one point. Their goal was definitely not me having an orgasm but them getting off on pegging me long and hard and having their way with me. I was denied an orgasm and hopefully later today wife will let me come.
13 Likes
Sounds like something out of movie 
… 
Living the dream. Unfortunately we all haven’t been able to get together lately. Char just moved and we are in the process of moving after twenty five years in one home.
1 Like
It’s been almost two months since we all got together. Wife and I along with Char moved to new homes. Being in a home for twenty five years it was a bear to move. Now we are all in and for the most part settled and Sunday was a good little get together.
lots of foreplay and oral to start the night. Wife and Char took turns toying and playing with my ass. It has also been a bit since I was last pegged. Char pegged me missionary with my favorite vibrating dildo while wife sat over my face, facing away from the action. Char is getting to know just the right movements and what will make me cum. As she was pegging me cum was oozing out pretty heavy until I had a hands free orgasm. The orgasm seemed to go on forever. I told her to keep going, while my wife turned around and started sucking me and licking the cum off of me. They both brought me to another orgasm while wife sucked me and Char pegging me. This was the beginning of a long afternoon and evening of intense fucking for all three of us.
17 Likes