A couple years back on a beautiful summer day a female friend of mine invited me to hang out with her at a local winery. It sounded harmless and fun so I agreed. She met me at my place so we could ride together. She was wearing this short blue flowery summer dress. I being somewhat of a voyeur, love seeing sexy dresses on beautiful women and instantly wondered what if anything she had on underneath.

As we drove to the winery making small talk, I could see the dress start to move up her gorgeous thighs just a little. I didn’t want to be completely obvious and stair but kept slightly glancing over. The winery was not far so needless to say I didn’t get to see much more than that.

We arrived at the winery around 2 pm to a crowded tasting room. As we moved through the crowd to order a bottle of wine, I felt her breast against me. Her nipple was hard as she brushed up against me. At that point I knew she wasn’t wearing a bra. After getting our bottle of wine, we moved outside to the patio. I sat in a chair with my back to the wall and she sat directly across from me on a couch. I had a view of all the people around us and a very nice view of her. This is exactly what I had hoped for from the first time I saw her in that dress. Read more »

I’m bound in a deep squatting position. My butt touching the edge of the black high heels I’m wearing I’m focused on holding balance while wiggling so the ropes around my thighs and shins shift a little. My arms are tied behind my back, making it even harder to balance but I’m trying to keep proper posture.
A position that finally gets me into the right mindset that night. I had been struggling to concentrate on my tasks and not starting to giggle whenever I couldn’t fulfill one to Sir’s content. A giggling that sometimes escapes when I feel frustrated with a given task or Sir destroys work I’ve done already that he isn’t satisfied with.
My bare pussy exposed and wet already I’m waiting for Sir’s next move. My gaze is fixed on a spot on the floor in front of me so I won’t look at him directly, which I’m forbidden to do until the end of the play session. From the corner of my eyes I see Sir picking up my dildo. The dildo I have been using either with lube or a condom so it would slide in easier during solo play time. Standing in front of me Sir is holding the dildo to my mouth. I instinctively open my mouth, ready to suck on it. Sir lets me lick the tip, and then the whole thing, turning it so I can make it wet all over. He then shoves the Dildo into my mouth, slowly but continuously until I can feel it at the back of my throat. I know he wants me to take it deeper so I try to relax. I feel my eyes starting to water when he gives the dildo another small push and then my throat clenching around it. Focused on not gagging on it too badly I hear him say the words that send shivers down my spine every time.
‘Good girl!’
There’s a hint of surprise in his tone.
‘So you really have been practicing, huh?’, he asks while pulling the dildo out of my mouth. I nod, while coughing slightly and then remember to answer properly.
‘Yes, Sir!’, I answer with a tiny smirk on my face.
‘Open up!’ I open my mouth and the dildo goes in again. Sir starts to fuck my mouth with the dildo, making me gag hard so tears trickle down my cheeks. It goes back down my throat and Sir holds it there until I start moving my head in a ‘No’-motion.
I still try to regain my balance and breathing heavily, when suddenly Sir is on the floor next to me.
‘I guess we won’t need any lube after all.’, he says while rubbing the drool that runs down my chin all over my face.
I feel the tip of the dildo at my pussy. I can’t help but moan loudly when Sir pushes it in and I take it deep with that first push. In the squatting position it seems like I can feel the dildo tickling my lower belly. A wave of warmth moves through my whole body. I try to stay upright while getting fucked hard, the dildo sliding in and out of my pussy with just a tiny bit of fraction making it tingle with a touch of pleasurable pain. Sir keeps fucking me while his other hand is grabbing my hair, making me hold position. The angle is just perfectly right and I can quickly feel the orgasm building up.
‘Sir, may I please come?’, I mumble under my breath. Repeating the words louder between moans.
‘Yes!’
The orgasm ripples through my body, making my thighs tremble and leaving me breathe heavily.
The next thing I know, I’m greedily licking my own pussy juice of the dildo.
‘That’s my good little slut!’, Sir says while patting my head. ‘Do you think you can deepthroat my cock like you did the dildo?’
‘I don’t think so, Sir’, I admit, not wanting to dissapoint.
‘Why is that?’
‘Because it’s bigger and wider!’, I answer.
‘You should keep practicing then!’
I nod and try licking the dildo that Sir is still holding.
‘There you go! Good girl.’ The shivers again.
He pushes the dildo to the back of my mouth holding it there at that sensitive spot. I gag and wiggle and it’s in my throat again. I struggle to hold it there longer than before, even trying to take it deeper and thinking about how it would feel to do the same with Sir’s cock. Drool dripping down my chin I keep my mouth open when the dildo is pulled out, ready to take it again.
I happily let Sir help me practice a couple more times, before he decides it’s enough for the day.
‘I’m proud of you, baby!’ he says making my heart beat a little faster. Read more »

When her hands touched my thigh, a jolt of electricity found its way across my body. She looked at me with lust and love in her eyes and I moaned softly. We were sitting between the vineyards overlooking the Mediterranean Sea, our lips were locked in a passionate kiss and one of my hands played with one of her breasts idly from atop her clothing, they were sensitive to touch, so much so, sometimes, when my lust got to a high point and I squeezed her breasts firmly, I could hear a moan escaping her mouth.

She looked at my eyes with a sheepish grin, it was her naughty look, before she danced her tongue around the tip of my dick, keeping me in the edge for a few minutes. She laughed, before she looked at my eyes again, and kissed my lips, cocking her head slightly, as she continued to slowly stroke my dick, she whispered “Would you like to cum?” I could only muster to say “Yes.” before she grinned again, “Oh? Will I let you though?” I gulped hard, “P-please?” I could only say. She laughed playfully, and slowly inched her way down as she said “Hold on until I get it to the right place.” looking at my eyes, she took my penis into her mouth and played with it with her tongue. As she sucked on its tip, my eyes went back, I lost it and I came into her mouth, she drank it, and then, as I let myself fall to the ground, one of my hands behind my head, she climbed on top. Read more »