We sat down for dinner. A table in the back, he tipped the maitre d’ and asked for some seclusion. He was always in control. The waitress, Heather, was tall and lean, dirty blonde with an hourglass figure. He was gawking at her, paying her compliments and being overtly friendly. She glanced my way several times, as if to say I’m sorry for his behavior. He ordered an expensive meal and drinks like always. Vodka on the rocks with a twist. The conversation was light, until…
“You know what, I’m sorry. I shouldn’t have brought you up here. You don’t want to be with some dirty older guy. Fuck. I’m your boss,” he lowered his voice, “you probably feel pressured. You don’t want to be fucking some old perv like me. I’m sorry. I’ll send you back tonight.” He seemed almost too rehearsed. I thought he might be kidding but in the off-chance he wasn’t I said, “No, I- … I’m having fun. I’m 21, I can make my own choices. As for you being my boss, I mean, I knew the risks when I flirted with you. I don’t expect anything from you.” “Are you sure? I mean, I’ll make sure to do what I can for you but I’m into some, ya know, kinky shit here and there. I’d hate to cross your boundaries. It’s probably too much for you.” “No, no, not at all. I’m enjoying pushing my limits. I don’t think… I think I’m fine. If you want me, have me.” I smiled. He smiled too, a little too perfectly. I started to think I’d just signed a deal with the devil… “Good,” he said, “then I can punish you and not feel bad about it.” He took a bite of his steak, leaned back in his chair, satisfied with his negotiation. Admittedly, I was a little nervous about what he might have in mind but I was too curious to back down.
“Here,” he reached across the table and ran an ice cube down my neck, and into my dress, leaving a trail of water between my cleavage. *ahh* I sighed. He put his finger in my mouth and I sucked it hard. He ran his thumb across my bottom lip. He knew she was watching… “*good girl*” He mumbled.
Heather came back to discuss dessert and the bill. My Boss asked if she made good money here, what she recommended for dessert, and if she was working tomorrow. He insinuated that if she wanted to earn a little extra cash this weekend she could give him a call. He paid the bill and handed her a $100 as a tip with his phone number written across it. Subtlety was not his art…*Control was.* I’d figured I understood their exchange but it wouldn’t be the first time he surprised me…
As we stood to leave, he lifted the back of my dress again and fondled my ass. He reached over my shoulder to push the door open, while his free hand guided my hand across his stiff cock. Maybe subtlety was his art after all…
As we got back to the room, he opened the door for me. As we entered the foyer, he gently pressed me against the wall and kissed me, running his hand up my thigh and pressing his cock into me through his pants. *mmm* I moaned as he began to nibble my neck. “That shower you took was pretty sexy,” he said, looking down my cleavage, “You sure don’t mind showing off, do you?” He ran his index finger between my boobs and with his other hand, unzipped my dress, dropping it to the floor. “I’m getting used to it…” I whispered to him before stealing his kiss again. The sun was setting, our room filled with orange light. “Practice makes perfect,” he said, as he removed his pants. “I feel like watching the sun go down… while you do.” He laughed. Guiding me to the door, he nicked a pillow from the couch. We stepped onto the balcony, bottomless. He was stiff and ready. He dropped the pillow in front of himself. The balcony had railings but anyone from the street could see us if they only knew where to look.
It was windy outside. I tied my hair back, put my knees on the pillow, and *ohhhhhhh yeah, baby* he moaned loud as I took his head and shaft deep into my mouth. I didn’t play around like the last time, this time I wanted to impress him with my new found talent. *Oh my god baby!* he moaned hard, gripping the rail to steady himself, *ahh fuck* he was loud but the wind was stirring the noise around us, no one below heard him yet. *Oh my god, oh my god* he panted as I gripped his cock in my right hand and caressed his balls in my left, his head teasing my gag reflex, *ooohhh, ohhhh, fuck* he was panting, breathing and moaning hard, his ass flexed, his toes curled, and *aaarrgggghhhhhh ohhhhhhhhhh fuuuuuuuck* he jerked and pulled his cock from me, spraying my lips and face in hot cum, I was soaked as his orgasm pumped again, *holy fuck!* he bellowed, *oh God yeah!* he looked down at me with a sick smile. He helped me up and kicked the pillow inside the door, closing it behind him. He lingered at the door for a minute but I thought nothing of it.
“You’re getting *good* at that, baby. God damn.” He slapped me on the ass. I laughed as he handed me a hand towel. “I’ll draw you a bath.” He smirked. As the bath filled, he pulled me towards him, turned me around and undid my corset in front of the massive bathroom mirror. He watched as my boobs burst out, and let out a hushed moan. He watched us in the mirror as he plucked my nipples, rubbing my round perky tits, he asked “So you ever play with someone else’s?” “Um,” I blushed, “only once. In high school. Over the shirt.” “Hmm,” he nodded, “these are so fucking perfect, oh my god! Mmmph! Your perfectly pink nipples…*ah fuck*” I felt him press his cock against my ass, he was semi-erect and I could tell he’d be ready again soon. “Bath time,” he said, “I’ve got some work to do but I’ll be back in about 45 minutes to get you. Relax, enjoy yourself.” I stepped into the hot water, washed my face off, and laid there completely relaxed…
Source: reddit.com/r/eroticliterature/comments/mi2nxf/the_dessert_pt_6_of_i_let_my_boss_fuck_me