I don't remember all the details of the first time I got up the courage to ask Tee to let me put myself between her breasts, but I do know that after that time it's been my favorite way to make love with her. It's probable we were drunk, or at least I probably was - removing the inhibition of moving towards something like that after years of straight up sex needed something to push it forward.
Not that I hadn't always been partial to her breasts, burying my face in them whenever I had the chance, before sex, after sex, in the early hours of the morning when it was still dark outside, in a private moment sitting in the living room - it was all good. Her usual outfit showed ample cleavage, with often a stretch bra that slightly pushed her tits together, a smooth rounded crevasse smoothly shadowed at the top, more so as the breasts closed in on each other further down, to be finally lost in dream and darkness at the joint of whatever strip of clothing finally cinched the band and pulled them tight together.
I would watch her whenever she moved to see what they would do, how they would catch the light, how large they would look in profile or, bending down, and what her body would look like with these amazing soft boobs stretching against the fabric of her top with a view to her belly button. Sometimes a bump or two would show in shadow as her hardened nipples brushed against some thin fabric, stretched and holding back the downward push of her breasts.
It was this fabric and the partially clothed, bulging tops of her mounds that drove me to start thinking that this was the moment to lay the groundwork for what I had often imagined. I had been instantly excited when I had seen a messy tittyfuck in a porno years before, with a man standing before a seated woman. He took off her blouse and she sat before him only in a push up bra and panties. He proceeded to pull his full cock out inches from her face. I think in the scene she may have had her hands tied behind her, because she took him in her mouth only by leaning forward, causing her tits to pull against the bra she was wearing and push out with her arms behind her. After becoming stiff and hard from the sucking and bobbing of her head, with a seemingly insignificant motion he quickly knelt and then pushed his cock in between her tits, under her bra strap.
This was something that I had not really ever imagined, so it was a little shocking...and unbelievably arousing. I watched and came to that scene a number of times, letting the instinct of what I desired take control of the logic and reason that would have guided me to be satisfied only with a more 'traditional' lovemaking. In my imagination and masturbation, I was almost always fucking Tees beautiful tits. In my real life, I fucked like a bunny, but a traditional bunny. Not unhappily mind you, but not as completely satisfied as I knew I might be.
Which leads us to the day it did happen and the first of many, though never enough, breast experiences. 'The day' was in fact the evening, and the woman was Tee, a dusky ethnic beauty with lustrous black hair and a full figure, not big or heavy, but full in the way that pushes on fabric with shape and curve. Her breasts were ample but not overly large, which incidentally over the years I am happy to say have filled out to where they are now perfect sized for my favorite activity (of course should heaven perform a miracle and a cup size or two larger added, I would not be overly upset about it).
We had been drinking, as I mentioned earlier, so talk was loose and light, and it was getting late after a long day of work or beach or, well I really don't recall. Something about how she was moving and the way her stretch bra pushed against the little yellow top she was wearing made me twinge, I could definitely feel a physical yearning somewhere between my rib cage and groin. I will have to chalk that up to base instinct, where logic and reason take a step back and the primal self moves into the foreground. And my primal self wanted to be sliding my cock between those tits.
As we chatted out on the deck my mind was split, one part handling a reasonable discussion of politics while the other worked at how to get Tee into the position I so wanted her in. I'm not sure at what point they intersected, but my conversation and desire met with my asking at a particularly animated moment "Let's get inside where I can put myself between you". I'm sure that made no sense to her then, or maybe it did, but I do remember looking at her lovely brown eyes, then lips, chin, neck, then the warm and shadowed V of her cleavage, a slight red trim of bra visible above the yellow stretch of the shirt.
We were lying in bed before I really knew what had happened. I'm pretty sure my heart was pounding all the way from the deck to the bed, my brain swimming from lack of oxygen with most of my circulation feeding a remarkably stiff cock. The most erotic position I'd seen for tit fucking was to be on top of the woman while she holds her breasts and wraps them around your cock, and it was this idea that was driving me to distraction as Tee slipped off her underwear. I kissed her long as my body twitched internally with the anticipation of what I was hopefully about to make happen with this beautiful and buxom woman.
"Wait a minute" she said, then sat up and rummaged thru the drawer of the nightstand. I looked at the outline of the strap of her stretch bra as it molded her skin on her back, imagining the feel of sliding my hands underneath it and it tightly pushing back. Reaching up, I touched the outline thru the yellow shirt, slowly drawing my hand down her back.
"It's in here somewhere. Ah!" She held up a small bottle of lube, then tossed it to me. As I reached up to catch it, with one swift moment she pulled her shirt up over her head and it was off. Her chest lay framed by a stretched soft red bra, the rise and fall of her cleavage accentuated by the soft light of the room lamp. Staring wantonly at those amazing breasts, I popped the cap on the lube, squirted too much on my fingertips, and quickly put my hand between her legs.
"Lay down for a bit, Hon" I said, and proceeded to plant my free hand squarely on her cleavage, and push her back sternly onto the bed pillows.