I was spooning with my boss, Ms. Hall after making her cum four times, and she was in for a big surprise. I wasn’t done with her yet. I wanted to make sure she knew what it was like to be played with until you were almost too sensitive to be touched. I was gently tugging on her nipples and kissing her neck. I found the spot where she applied her perfume and started licking her. Ms. Hall tried to thrust back against me. “Charles, you naughty boy; you’re going to make me cum again and I’ll want the beautiful cock of yours again. If I’ve drained you and you an unable to perform, I’ll just be teased. That will not do and I’ll have to punish you.”
I had moved away from Ms. Hall and she couldn’t feel my raging hard on. I applied some lube and lifted her right leg and slipped inside her dripping pussy. A string of ten “Fuck me!” came out of her mouth as I pounded her ass. I reached around and alternated between stroking and pinching her clit. I didn’t think it could get any bigger, but I was so wrong. I slipped a finger under the hood of her clit and stroked her to her strongest orgasm yet. “Oh Charles, you sure know how to please a woman now let me . . .”
I wrapped my arms around her waist and rolled on my back bringing Ms. Hall with me. I was supported by pillows, but my cock came out of her pussy with an audible pop. Ms. Hall moaned as I hooked my legs around hers so she could not clamp her legs shut. I grabbed the small vibrator from under my pillow and flicked it on half way. “Ms. Hall, I wouldn’t be a very good employee if I didn’t arouse you like you arouse me. I need to make you cum some more.” I kissed her neck and fondled her breasts and nipples with my left hand while I applied the vibrator to her clit. As soon as it touched her she had a small orgasm.
I pulled the vibrator off and she gasped, “You’re the best employee I have, now let me . . .”
I flipped the vibrator switch to high and slipped it inside her pussy. Ms. Hall arched her back and growled hoarsely. “Fuck, that pussy Charles; don’t you stop fucking that pussy until I tell you to stop.” I moved that toy in and out of her pussy that was so wet Ms. Hall probably ruined my bed covers. She wanted to buck and thrust her hips, but I had her pinned to the bed. I slipped my left hand down and started stroking her pussy. She squealed and started to orgasm. Her breath was coming in gasps, but she wasn’t done yet. I kept stroking and that vibrator had one more trick to play; it’s head moved in and out and I flipped that switch and Ms. Hall shook from head to toe. She may have been saying something, but I couldn’t understand a word. Her body shook for almost two minutes, before she let out a low growl and collapsed against me as her body just shook. Finally she grunted, “I’m quirting, Charles, I’m squirting!” I felt her squirt juice splatter my legs as four strong spurts erupted out of her body. Even though I stopped stroking her and I pulled out the vibrator, she continued to shake and shiver for five minutes.
Ms. Hall had to crawl to my bathroom because she could not stand. While she used the toilet, I threw the bed clothes in my washer and strode into the bathroom. My dick was even harder than before and all Ms. Hall could do was moan at the sight of my cock waving in her face. “Charles, you need to help me get washed up. Let me at least get clean before you make me cum again.” Ms. Hall is pretty light so it was easy for me to carry her to the shower. The tenant before me was in a wheel chair so there was a place for her to be seated while I checked the water temperature. I got out my lavender vanilla body wash and soaped up Ms. Hall. I was furiously rubbing her clit and she squirted four times again. She was shaking her head no back and forth, but she couldn’t talk. I rinsed her off and used the same soap on my body. I picked Ms. Hall up and sat on the bench. She started to weakly hump me, but every time she tried to go faster, she would have a small orgasm. The feel of her body shaking from her orgasms was so erotic, I wasn’t sure how much longer I could last. Finally Ms. Hall gasped, “Enough! You’ve fucked me enough. I need a short nap, please Charles.”
I wasn’t happy about that, but I rinsed her off, toweled her dry and put her to bed. She was snoring in under two minutes. I cleaned up the mess we’d made and gathered her clothes and lingerie. Her nylons were torn to shreds and one shoe was in the living room. I arranged her clothes neatly on my bedI got dressed in gym shorts and a t-shirt and started making some chicken breasts. The smell of food must have been enough to get her up. Ms. Hall came into the kitchen wearing a silk gown I had for my former girlfriend. Ms. Hall like it it too. I liked that I could see her nipples jutting out of the semi sheer white silk fabric. Ms. Hall set the table and made a simple salad. As soon as we had eaten, she made sure all the burners were off and she led me to my bedroom.
“Charles, you have done everything I’ve asked; only one thing remains; I need to drain you like you drained me.” I wanted to explain that once I’ve cum once, it’s almost impossible for me to come again. I can stay hard for hours and not cum a drop. Ms. Hall had dropped her knees in front of me and it was like she was measuring my cock by stroking it through my shorts. “I’ve never been so satisfied in my life Charles. I want you to feel the same way. I want you to be so drained, you have to crawl to the bathroom.”
Ms. Hall spent five minutes just swirling her tongue around the head of my cock. She would kiss it, lick it, and suck it, but nothing happened. She laughed; “I see; you have developed some stamina since we fucked the last time. Okay, I’ll ride you to submission.” She pushed me on the bed and lined up my cock with her pussy. She was so wet, she was dripping on me. She came after five or six strokes, but she had some tricks up her sleeve too. She rode me from the front; she rode me from the back, she ground her hips on me; she even clamped down on me with her pussy and I actually twitched. “Oh you’re a hard case are you? Let me see how you like a taste of your own medicine.” She grabbed the vibrator, and turned it on half way while lazily riding me. She finally pulled off me and clamped her left hand firmly around the base of my cock. She rubbed the vibrator all around the head of my cock. It became so purple I was positive it was bruised.
She slathered lube on my dick and rubbed that damn toy all over my cock. As a last ditch effort, she was stroking me while keeping the vibrator on my dick head. I tensed up and Ms. Hall started laughing. She let the first spurt go straight in the air before she swallowed me whole and pumped me dry. I was still hard so she kept on sucking until I had another weak orgasm and I went flaccid. Ms. Hall was wrong; I couldn’t crawl to the bathroom, she put me to sleep for eight straight hours. She left a note that read: Until next time. XOXO Ms. Hall
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