It was a weird situation, to be sure. I had been playing on line—via an adult (pornography-oriented) website—with a number of women, generally just sexy banter, sometimes cybering or even phone-sex, and on rare occasions, an actual hook-up. One Thursday night I received an odd, but intriguing, private message:
"My boyfriend (Master) has invited me to come to his apartment this Saturday. It's a long drive for me, so I was wondering if I could come to your place Friday night and stay over, so I can arrive when he wants."
I knew the sender from her general presence on the site, and though we had interacted intermittently, this was our first direct contact. I reread the message. "Master," eh? I guess she's a little more kinky than I'd realised. Well, I thought, what the hell? I was always into getting together with my fellow perves in person, regardless of whether or not there would be any direct "benefits". I messaged back; "Sure, I can put you up. Fill me in on the details."
Her name was Jennifer and she lived in western Massachusetts; her "Master" lived in Queens and she knew from the website that I was in the Bronx. She didn't say why he couldn't see her before a specific time on Saturday, but she'd like to come down after work on Friday evening. It was all part of his plan, she said. I told her that it would be fun to meet up, but warned her that I only had a one-bedroom apartment. Not a problem, she said; she was supposed to seduce me—that was part of the plan too.
Needless to say, I was already seduced. I gave Jennifer my cell number and address for her GPS and she said she would call when she was nearby. She figured it would be eight o'clock before she arrived. Leaving the office Friday afternoon, I picked up a few bottles of wine; I thought I'd make a risotto and a salad. When I got in I jumped in the shower and did a quick shave of the balls and cock, then slide on some black button-fly 501s and a black T-shirt. I had just started the risotto when Jennifer called, saying she had found a parking space a few blocks away; I told her I walk to meet her.
It was a pleasant late-spring evening as I started walking down to where she said her car was parked. I picked her out almost immediately: short, a little chubby, but with massive breasts. She had a pleasant face, all smiles when she recognised me, with bright, fun-filled green eyes. "Hello, sexy," I said when we were closer and opened my arms for a hug. "Good evening, Sir," she giggled, keeping to a protocol I was only vaguely aware of, though betraying her lighthearted appreciation of the situation. This was going to be fun I thought.
"No overnight bag?" I asked.
"I have a toothbrush, deodorant and a vibrator in my purse. I'm a low-maintenance kinda slut," she giggled in reply. "And some spare panties."
I took her hand and as we strolled back to my apartment we exchanged small-talk about her drive down, impressions of the neighbourhood, etc. She was indeed short, a good head below me. Every time I glanced at her, I could see the dramatic cleavage between her massive breasts, straining against her bra a tight T-shirt. I'd never before played with such tits and could see they would be perfect to fuck. Sudden I felt a stirring in my crotch and was anxious to get the festivities underway.
When we got into my apartment, I asked if she'd like a glass of wine. "May I use the bathroom, Sir?" she asked. "I really have to pee."
"First door on the left," I said, pointing down the hall. I went into the kitchen to pour the wine. When she came back into the living room, she was topless. 'Oh, that feels better," she said. "It's always the first thing I do when I get home, release the puppies." She giggled again and I handed her the wine then leaned over to lick a nipple. "I'm glad they're free," I said; "they're just too marvelous to be restrained."
"Thank-you," she said. "Sometimes they're a real pain in the ass, but I'm used to it; had them since I was twelve." It was difficult to get my lips around her nipples, her tits were so massive and firm—like nothing I'd ever experienced—but I found that by lifting them from below and supporting them in my hands, I could coax the nipples into my mouth. As I worked on sucking her, Jennifer reached a hand down to my crotch and felt my rapidly stiffening rod. "Mmmm," she purred and began to undo my belt. "I think it's time we get down to business. Sit down, Sir."
I sat on the edge of the couch and Jennifer knelt between my knees and attacked the buttons of my fly. The jeans were relatively new and the button-holes stiff; it took her a frustrating couple of minutes to release my hard cock, but once she did, she immediately grabbed the shaft and squeezed out a large dollop of pre-cum which she painted on her lips before sucking the head into her mouth. It had been a good while since I'd had a nice blowjob and I decided to just relax and let her do all the work.I pulled off my T-shirt and she gasped a little when she saw my nipple ring. She let go of my spit-drenched cock and knelt up to lick and suck at the ring, dragging her tits across my cock. "You're a dirty boy, Sir, if I may say so. So fucking hot. Your dick is delicious."
For some reason, the nipple ring really turned Jennifer on, and when she went back to bobbing on my cock it was with renewed vigor. She reached up and kept playing with the ring, fingering it and tugging on my nipple. Of course that was the reason for getting it, but it had never had such a dramatic effect on a partner before. I started to thrust my hips, forcing my cock deeper into her mouth, but she didn't deter: she was deep-throating me like a pornographic pro. I was more than ready to blow my load down her throat, and I reached forward and grabbed her head in both hands, thrusting madly into her mouth.
"I'm ready to cum, baby," I panted as warning. With her free hand, Jennifer cupped my dangling balls and ever so gently squeezed. I took that as encouragement to fire away—had she squeezed tightly, I'd have backed off, but she merely fondled and kneaded them as if coaxing the cum out.
To me it felt like a massive load being dumped down her willing throat. I bucked my hips four, five, six times holding her head tight against my groin. When I released my grip, she backed off slightly to let my cock slide between her lips, then lifted it so rested against her nose and went to work licking and sucking my ball sack. As my cock slowly went limp, the final few drops of viscous white fluid oozed out onto her cheek.
"That was quite a blowjob, baby," I said. "Your mouth is a treasure."
She giggled. "Nothing I like better than draining a nice hard fat dick. There was so much cum I thought I might gag!"
"But you didn't spill a drop. Good girl."
I raised her up to sit next to me on the sofa, and flicked the dollop of cum off her cheek and offered it to her to lick from my finger. "And you taste pretty good too, Sir, if I must say."
Handing her a wine glass, she took a deep draught, leaving a few drops along her upper lip. I leaned over and kissed her, sucking her lips between mine before inserting my tongue in her mouth. As we made out, we fondled each other's nipples, she still fascinated by the piercing.
