If you haven't read the previous chapters, you don't need to do it now, there is no sequence in these memories, they will go back and forth and can be read independently from each other.
Although we broke up back in 2015, I still cherish some good memories from Jessica, my ex, 1,80m high (almost my height) and not thin, not chubby, just the right amount of flesh to grab and fondle, her mother used to call it "baby fat" natural brunette with a little longer than shoulder length hair and a good handful of tits (no idea the size)! Those memories are good specially because I had a thing about exhibit her and because she, somehow and although very self conscious of her body, always allowed me to do that.
This story is based on true facts but I may have gone from real history to wishful thinking, let you decide what is true and what is my imagination...
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Since Summer of 2000 that we have been going to the beach together and since Winter of 1999, a little after we have started going steady, that Jessica knows my dream of having her going topless on the beach and that's what I have been trying to work on her to achieve. She was shy and not confident at all on her body, so it took me years to develop on her that level of confidence that a woman needs to shed her bikini top off on a public beach.
Back that day in 2006 we went to the beach of Amorosa, in Viana do Castelo, and took Jessica sister Chris and also her mother and one of her anties. That year we did that a lot of the beach weekends but most of them with her mother and also her aunty, which was a pain in the ass, as I wanted to have some quality time with Jessica and not with her full family...
Lately I have been feeling I am close to get my dream of having Jessica going topless closer than ever before, we have been talking a lot and even Chris is somehow helping telling her stories when she went topless before. But having her mom and aunt there will not help, they are too conservative to allow Jess to go topless just like that - and I'm sure Jess will not go topless with them there (Chris may get away with that if she wanted, she is the "crazy" in the family, a younger version of aunt C, mother of Jenny).
It was an eventful day so far when, a little before lunch, both their mom and aunt announced that they will go for their usual morning beach stroll of about 1 hour long, and off they go, leaving us, youngsters, alone in our spot.
As soon as they are far enough from us, Chris gets up and changed her position to other side of windscreen, exposed to the dominant cold winds but protected from my point of view and, different from usual, she leaves her head ahead of the windscreen where she could talk and be seen, only hiding from her neck below. Immediately I can see that she is fumbling with her back and seconds later she exhibit her bikini top and asks Jessica: "You're not going topless? Mom and aunty will be away from 1 hour, I need to work on my tan, you should do it too, you are getting some deep tan lines there..."
My dick was jumping to attention with the bold statement from Chris, helping me pushing Jess to do the same. "Yes, baby, now it's a good opportunity for it! I can keep watching and tell you in advance when they are returning so you can cover..." I added in a confident and excited voice, so close to have Jessica going topless for the first time.
Jess was nervous and looking around, there was some people nearby us, maybe less than 10 meters - when we came with her mother we usually didn't adventure so far north of the beach and always stayed closer to the family part of the beach, more crowded. She then pushes her bikini top a little to the side of her left boobie and can clearly see the tan line from the bikini triangle covering the white boobie.
