Roleplay Phone Sex

Hey Hon. Wanna talk about virgin phone sex? I have so many ideas floating around in this red head of mine for some roleplay fun. Should I be a shy maid you’ve asked to clean your office? Maybe I’m the studious new girl at work who spent all her time studying in school instead of playing?

There’s always the time I lost my own virginity, of course. I was babysitting for my father’s friend. It was a last minute thing; his wife was out of town, and his buddy had a surprise bachelor party to go to, so he asked me to watch the kids for a few hours. I had just turned 18 a month or so beforehand, and the first thing I had done was go out and get my nipples and belly button pierced once I didn’t need my parents’ permission.

I had plenty of experience pleasuring myself, but I had been in a serious relationship for the past four years with my now-husband, and he was big on religion, and wanted us to be chaste and virgin on our wedding night.

The children were in bed, and I had underestimated just how sore my nipples would be after wearing a bra all day. I wasn’t expecting the father home for another two hours, so I had taken my bra off and was massaging my nipples through my shirt when he surprised me. I didn’t really have much experience with men before this, but even naive me could tell he was horny by the bulge in his slacks.

My fingers stilled circling my rings as I felt his presence behind where I sat on the couch. I was staring at him over my shoulder when I felt his hands go to my bare shoulders — I remember it was hot a hot summer night in Northern New England, so I was wearing a spaghetti-strap tank top. I tensed, unsure, but his quick hands relaxed my shoulders and I was butter in his hands. He didn’t ask for permission, just came over the couch and started kissing me. I had been kissed a time or two by my now-husband, but we had never gone past second base. Before I knew it, his tongue was in my mouth and I was mewling. I gasped as his hands pinched my sore nipples, but he quickly softened his fingers and eased my pain away.

I murmured that I was a virgin with his lips nibbling at my ears. He whispered sweet nothings in my ears as he guided my hand to his bulging slacks. He taught me just how he wanted to be touched as he talked me out of my shirt. He told me that even though the strippers had been beautiful, I was the most exquisite thing he had ever seen or touched. Before I knew it, his hand was down my pants, and his slacks were wide open. He took me right there on his wife’s couch, with his children sleeping just down the hall.

He may have been my first, but that certainly wasn’t the last time he filled me to bursting. Every time his wife went out of town or went out with girlfriends, he would find an excuse to invite me over to babysit. He is the main reason I’m the slut I am today. I chose the college I went to because of him — it was his alma mater, and he told me the frat boys would be a whole new experience for someone so recently deflowered as me. And the best part? My husband, the trusting fool that he was, had no idea I wasn’t a virgin when he fumbled his way through our wedding night.

Do you want to hear every scintillating detail of me losing my virginity? Every gasp, every moan, every deep penetration of my tight virgin pussy? Give me a call, and we can both talk and masturbate all about it. Call 1 888 402 8669 and ask for Cassie.