Welcome to a third installment of His Story Masturbating With Sexy Shoes. If you missed them:  the first installment foot and shoe fetish . Continuing on, you can read the second installment Sexy Feet Sexy Shoes.

We begin this installment where we left Dan fumbling his way around a MILF, wondering if he should stay. His love and fetish for sexy shoes is explored in this installment. He begins  masturbating with sexy shoes.

Recovering Some Dignity

Again, that Uninhibited laughter erupts from her perfectly painted pink lips, he feels a shiver run though him. Warmly, she insists “Nothing to be sorry about! Get your bags, and um, you might want to make two trips I don’t want you falling again. I am not  about to try and pick up them up, looks  like they weigh a ton!”  She wasn’t wrong, two of them held his books for the semester.  When he received the book list he purchased his books early, he wanted to be ready.  His prized sexy shoes were tucked in the duffel bag, and he was grateful they didn’t somehow spill out during his fumbling.

Grabbing just the duffel, and hoisting it off the ground by the short handle, holding it in front of him he follows her into the house. Her flirty white skirt bouncing back and forth with each clip clip clip of her shoes. When she enters the house , the pitch of her clicks change, he notices things like that. Continuing down the hall, she led  him past the front rooms,  staircase and down a long hall.  One room to the right, in front of  the kitchen , and part of it protruded under the front stairs. Then one to the left, behind the living room.  She explains these are the two rooms downstairs, small but , budget friendly. His room has an added bonus, its own powder room. For a shower, there is on one upstairs the tenant’s of three of the rooms share.

Should I Stay Or Should I Go

Promising a complete tour later, she leaves him to get settled. He drug the duffel bag into his small room. A side window let in some sun. He thought, that would be a great place for a desk. Closing the door he sits down on the bare mattress putting his head in his hands and trying to find a way to tell his mother he can’t live here. The woman he just met was way to distracting and he didn’t want his academic goals to suffer. He tried to ignore his hard cock throbbing, tormenting him telling him to stay. The pull he felt to stay, in this house, close to her, both excited , embarrassed  and frightened him. He knew he’d have to stay.

He was helplessly controlled by his cock. Evidently, women weren’t controlled so much by their libido’s right? Alone and with his embarrassment waning, he remembers his prizes inside the duffel bag. Pulling them out, inspecting them again. The boots, such soft supple leather he inhaled the scent and imagined hers mingled with the scent of the leather.  Imagining her legs , her feet in these sexy boots and  he grows harder.  Yes, adulthood and his freedom and privacy were going to be very important to him, in the years to come.

Masturbating With Sexy Shoes

Stuffing some t-shirts in one of the boots to make it firm, it was now the closest to a woman’s sexy shoes, feet and legs he could get for now. Stripping off his clothes, tossing a towel on the unmade bed, laying down and covering himself with a sheet.  His back was to the door and he was facing the wall. The thigh  high boot running  up his torso, his cock firmly pressed against the top of he ankle where the boot and shoe met. The toe pointed back towards his ass,  his balls rested on top of the shoe.He closed his eyes and imagined being in bed with her, in these boots. He could smell her, soft sweet musk,  in his minds eye he saw the boot, soft- sexy- filled. Here, he felt safe then over overwhelmingly  horny. Continuing on, imagining it is a Sunday morning snuggling in bed, waking up with her nestled like this next to his cock.

Living his Dream

Dreaming and  softly humping his new toy, alternating with taking his cocks head and rubbing it , pushing it against the soft leather, stroking his cock for her, He dreamed of kneeling at her feet and worshiping her in these boots. It only takes a few minutes before he feels his balls tighten, he feels his white hot cum lock and load for launch.   Lost in  his bliss, building to the best fucking orgasm of his life. Biting his lip, all he can do is softly moan in fear of being heard! Just as he felt his first load of spunk shoot from his cock, he lets out a gasp,  the door swings open and in comes one of his suitcases with her behind it,  pushing it thorough the door!

They both screamed in shock, with him hugging the boot, frozen yet his body screaming to keep pumping to experience a full thrusting satisfying orgasm he worked for! Biting his lip he fought a whimper while  his cock pitifully pumping softly , emptying his balls without the BIG O,  what should have been  a great bang.  His first ruined orgasm, Thankful for the sheet covering  and he prayed it covered enough.

Humiliation Of His Lifetime

She screamed “Oh OH, God, Oh oh…. I’m sorry, so SORRY! I wanted to …. Here……. your suitcase! Immediately he tries to recover and shouts over his shoulder “I was  taking a nap, you scared me, and he gave a nervous chuckle”  She pushes the heavy suitcase over, so it’s out of the doorway and in the room and slams the door. The sound of the door slamming echos in his ears, his first orgasm like this, and fuck, his heart was beating so fast, his cock still leaking the remaining of his huge load onto the stained leather.

First Pair of Sexy Boots

He was embarrassed and agonized over  what she saw. Oh , he couldn’t stay here now, no way! He stayed like that, though, hugging that boot and thought about what had just happened, again and again. His orgasm, her busting in. His humiliation over what she might have seen or what she knows. It didn’t take long for him to recover and once again he found himself making more of a mess on his precious boot.

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Listen to this little clip of part four, as well as a personal message from me, to you.