Archive for the 'Dating Phone Sex' Category

I love parties as a general rule and I was so excited to get this party invite from a college friend of mine. He was hosting a contest party which may seem vague now but will make sense later. I showed up in a black min-skirt and matching black top. I had no bra or panties on when I rang the door bell. My friend opened the door and smiled. “Oh it’s so good to see you Rosanna, My goodness what nice attire you have on today.” He smiled his famous bright smile and led me inside. He is such a handsome polite young man and I admire him in many ways. Once inside the sitting room he offered me a drink and I took a coke. I was the first of what was suppose to be five guests. We chatted for awhile and just as the conversation was getting personal and intimate two more women arrived. Maureen and Danielle were 27 and 30 respectively and both it so happens former teachers of his. We introduced ourselves and he had us sit on the same sofa mingling amongst us. Finally the last two women arrived. Angela was a blonde local college student who I had seen at bars and could not be older than 20 while Maria was someone I had never seen before and had a bit of a Spanish ancient. My friend does like his variety. Once everyone was settled the man of the hour spoke. He was the youngest of all of us at 19 though he seemed most in his element amongst us Cougars. “Good afternoon ladies. I hope you all settled in and met everyone. Thank you all for coming. There has been some debate between you (though you do not know it) about who is the best. I know all of you, some better than others and it didn’t seem fair to pick a favorite without hard evidence.” Angela giggled but us mature women listened on. I was the oldest of the group by a wide margin but this didn’t seem to bother our host. “So today I decided to have a contest, I think that’s the only fair way to settle this. Now this won’t be a full fledged contest, though we may do that at some point, today we are just going to have a “dunking contest” so to speak.” He continued explaining the rules. Each woman would get a turn to suck his cock till he came and the one who did the best job would be declared the winner. I felt honored that he had chosen me given the age of the others and felt I had a good chance to win. As we waited he told us he had chosen an odd number intentionally. The other women would each get to play with one other in a round robin format and that would factor into his decision as well. I quickly stripped off my clothing as he watched the five of us undress with great interest. He held his gaze an extra few seconds on me and I smiled broadly rubbing my tits for him and moaning. By luck of the straw I was to go third. Maria went first while I got to play with Angela. I had feeling he did this on purpose, he wanted to see the oldest lick out the youngest and vice versa but this was a completion and I am very competitive. We battled and once I was declared winner I could do whatever I wished to this slut. Now was my time to impress. I laid her down and spread her legs wide and sank my head into her young cunt. Normally I’d have her eat me out but that may put me at a disadvantage so I buried my face in her pussy. I dug in hard and deep and I could feel him watching me with a keen interest. I licked her every juice and even bit her clit as she screamed. She was unable to hold her orgasm and came right then. Such is the case with inexperience I suppose. Once I had shown what good pussy I could eat I reached for a red strap on. Now was the time to be hardcore. I turned my bitch over and slapped her ass hard. She let out a wail which I ignored spanking her again. “Obey your Mistress whore” I commanded loudly. As I slapped and abused her I spread her nice tight ass prepping it for my cock. I had her lube her own ass fingering herself as she worshipped Mistress Rosanna. Now nice and wet I plowed her ass hard and deep throwing my cock hard inside her. She was so tight and felt so good and I fucked her ass nice and hard. And so the afternoon progressed. While I can be a great domme I am more of a sensual lover to my man but as I said before this was a contest and I was determined to win. I dominated each woman keeping in mind just what my judge wanted to see. I fucked the women up the pussy and paid special abuse to his former teachers calling them hot pedos and degrading them as I knew he would love the nasty talk and I was right. Though two other women sucked his cock, he didn’t seem to be paying much attention. He even altered the pecking order so that I went last.

So the afternoon went on. Finally after giving his cock a break and watching a lesbian foursome it was my turn. The others watched curiously knowing there wasn’t much they could do. He sat on the sofa and I smiled at him as I got up and swayed my way over. My hair swinging my ass and tits shaking as I went. “Hello lover”, I said softly as I kissed him. The others seemed taken aback that I was kissing him but he didn’t say that wasn’t allowed. I decided to kiss him deeply and then I sat him back on the sofa. He had been standing most of the day and it seemed like he could use a relaxing BJ. After all when a woman blows her man its suppose to feel nice and enjoyable. I fondled his balls rubbing them in my hands stocking his cock to harden him up as I went. As he relaxed I began to tell him what I had kept hidden for so long. I blocked out the other four and told him my true feelings for him talking sweetly and from the heart. Once he was fully hard I licked his cock tip slowly looking into his eyes for a reaction and trying to read what I should do next. He groaned and I repeated the motion. I could taste his sweet pre-cum and I massaged his balls and ran my forefingers up his shaft. He pulsed and shook and I knew I had hit a soft spot. I beat his cock against my tongue with passion looking at him and smiling. It was true pleasure seeing the satisfied look on his face and I was just getting started, this wasn’t even the best part. I kissed him again hoping that my kiss could convey my feelings and I sensed he got the message because the kiss he returned was unlike anything I had ever felt. Next I laid him down and got to work. I slowly took his thick cock in my mouth sucking slowly. I worked my lips around his pole and slowly swallowed more young meat. We both seemed oblivious to those around us and with vigor and passion I took his cock deep in my mouth. I bobbed up and down making sucking noises and focusing on nothing but his cock. That was all that mattered in that moment. I took him deep down my throat and held him in gagging. I had his whole cock up to his balls in my mouth and I was working his cock as I gagged. He let out an incoherent moan and I came up for air. Spit went everywhere but I wasn’t finished. I sucked his cock slowly this time took a breathe and then went down all the way once more making sure I really gagged this time and focusing on stroking his shaft. He subconsciously held my head in place as I swallowed his beautiful. I continued to take him all the way stopping only to catch some air. I felt his cock pulse and knew the explosion was cumming soon. I grabbed his cock and squeezed it shut tight hoping to hold him off while I deep-throated his balls in the same manner and I did. He pulsed again and I took his cock back in my mouth. He relaxed and then he moaned my name in lust. I sucked his cock one last time and then the dam broke. Cum shot everywhere in my mouth and I did my best to swallow every drop. He pulsed again and even more cum spewed out which was remarkable given how many orgasms he had that day. Finally he stopped shivering, cum dripping from his cock. I hastened to clean that off. When I had finished he smiled and said in a whisper. “You are the clear winner.” It was settled. I was the best cock sucker there was!