Long time lurker here, not really sure how this story will be taken. I guess I am just trying to get this story out there and at the end try and get some advice as to where to go from here.
For obvious reasons this is a throwaway to protect those involved.
First off I suppose I had best describe the individuals involved: Jen is in her mid-thirties and is married to Jim. She is around 5’ 10”, fit, fake breasts that are in the 34 DD-ish range. Very talkative and outgoing. Not shy in the least bit.
Jim is in his late thirties to early forties, again, married to Jen. He is around 5’ 11”, extremely in shape. Much quieter than Jen. The two of them are active in the swinging lifestyle and are good friends of ours.
Rebecca is in her early twenties and we are dating. She is 5’ 6”, fit, 34DD, but are real as opposed to Jen. She has a cute ass that is perfect for her body, even though she would like it to be bigger. She is a bit shy until she gets comfortable and will be very open after that.