An older woman (mid 50s?) in my office became separated recently. She's an odd girl who is really onto astrology, tarot and an online game called second life. I dabble in second life and I suggested that we meet in a private room there. She looked anxious but agreed to it... if she could design the room.

Her avatar is a fairy princess and mine is a wolf prince. To prepare I equipped my avatar with extra sex positions and a huge cock. I was impressed when I answered her invitation and she had prepared a room with a large bed and romantic lighting.

After 15 minutes of small talk and innuendo I undressed my avatar in front of hers and loaded a rigid cock to match the one I was stroking in real life in my home office. She undressed hers also and revealed cute petite body with small breasts and a full bottom. It looked very much like the coworker. I set my wolf to masturbate and her nude fairy watched. Then I initiated a sex move and my avatar pinned hers to the mattress and started fucking. The soft moaning I heard in my headphones was the woman...not the game.

It was a bit awkward to see her at work the next day and we gave each other sneaky smiles when we crossed paths. We went to lunch and she admitted she had not had sex with a real man for many years. I told her I'd be out for a run in her neighborhood Saturday morning and she said I could stop by.

When I arrived she answered the door in an oversized tee shirt. We chatted a bit and she showed me around her house. When we got to her bedroom I stood close and put my hand under her shirt. I felt up her tits and she let me touch her pussy. Her body was very fit for her age.

Her pussy was wet so I asked to fuck. She sat on the edge of the bed and I lowered my shorts. She looked shocked to see my 7" cock bobbing in her face. She leaned forward and gave a half-hearted kiss and lick to my purple head. She looked confused like she didn't know what to do next. I asked her to lay back and spread her legs. She had an unruly gray bush like most older women but her pussy was pink and wet. I asked if I could lick her but she said No, you're here to fuck me.

I laid on top of her and started easing my now throbbing dick into her pussy. She said It's too big and I said Should I stop? She relaxed a bit and I got inside her and started slowly moving. I asked her if it felt good and she said in a shaky voice Yes I think so.

I could tell she wasn't enjoying so I pulled out and stood up. She apologized but seemed relieved. I got dressed and said goodbye. I continued my morning run until I got to some thick woods where I could masturbate and relieve myself into a pile of autumn leaves.