02/06/2020
After a few minutes of recovering, I kissed Dee deeply. When we finally parted, Dee told Sheila that I thought it was erotic to taste myself in her mouth. Sheila just nodded, with a look of wonder on her face. I kissed Dee again and guided her onto her back and slowly went down on her. Kissing breasts, stomach, then lower abdomen, then the inside of her thighs as I slowly removed her pants, and finally I ran my tongue along her slit and dipped into her. She was breathing heavily and when I pushed back her clitoral hood and licked, she grunted. Finally I gently inserted two fingers into her as I gently sucked and kissed her clitoris. She was moaning and writhing on the bed. Every so often I would pull away for a second and glance at Sheila with a smile. Sheila just sat there mesmerized. I didn’t care that my face was slick with Dee’s moisture. Sheila wanted to be there, so she got to see all the intimate details.
The fact that Sheila was there kind of drove me to go further. I stopped and excused myself. I went quickly to my luggage and got out some KY Jelly. I put a gob on my middle finger of my right hand and returned to Dee on the bed. I lubed her anus. She caught her breathe when the cool jelly touched her anus. As I slid my finger up Dee’s ass, I heard two moans. One from Dee and one from Sheila. Sheila was really getting into it.
Sheila and Dee were friends since childhood. Now in their mid-forties they were best friends. I understood how Sheila was feeling vicariously the sensation that Dee was feeling, especially when I slid my finger up Dee’s ass.
As I lay there with my middle finger up Dee’s ass, my thumb in her vagina and my mouth covering and sucking her clitoris, she started crying out in desperation. I knew her orgasm was approaching. When it came she bucked, crying and cumming. I felt her anus clenching around my finger as she grunted and came. A fresh gush of pussy juice coated my chin and dripped down, wetting the bedspread.
After Dee started to recover, I noticed how she had relaxed her anus around my finger. So I took a moment and worked a second finger gently into her ass. She squealed a little at the sensation but took it in quite well. I noticed that my fingers were still pretty clean and concluded that her lower colon was empty. That got me to thinking.
I looked up at Sheila and told her to feel free to masturbate if she wanted to. She nodded in a way to indicate “maybe”.
I continued to service Dee and slowly brought her towards her next orgasm. I would teasingly pull away from her clitoris, watching her desperate need for me to continue, and then as she begged, re-engage so she would moan with relief. Sometimes I would pull my fingers out of her ass, causing her to moan mournfully, eyes widening, and then plunge them back into her ass. I was always able to elicit a squeal from her when I did that.
Sheila had developed this look on her face of a needy child. She looked at me with eyes that begged, and seemed unaware of her open mouth. I had a feeling that Sheila had a masturbatory experience in her near future.
Finally after about thirty minutes, Dee started bucking and crying as a second orgasm took possession of her. It was loud and extended. I loved how her anus clenched my fingers and her pussy gushed all over my face. I stayed with her as she convulsed in a huge, long release of all the pent up energy and need. When it was over she just lay there sighing and shivering a little.
I turned Dee over and positioned her so she was facing Sheila. I got behind her, spread her legs and gazed at her moist anus. I jumped up, and went and washed my hands, telling Dee not to move that I’d be right back. I enjoyed walking past Sheila with my hard erection.
When I got back on the bed, Dee had calmed down a little and she and Sheila were chatting. I put some more lube on Dee’s anus and a little on my penis. I then spread Dee’s ass cheeks and told her to take a deep breath and hold it. As she did that I pushed the head of my cock into her anus. I felt myself opening her ass and then popping past her last anal sphincter ring. As I sank full length into Dee’s ass, she let out a groan of relief. It was a groan, that sounded to me like her final surrender that she had waited so long for.
I slowly ass fucked Dee as she and Sheila made eye contact. Dee couldn’t help but grunt every once in a while, and as I fucked her more and more, she started to move as her arousal level increased. Finally I stopped moving and let Dee move back and forth on my cock. Dee soon was out of control, grunting as she moved back and forth on my cock, feeling it’s thick girth stretching her anus. Finally I announced that I was going to cum soon. Dee by now was crying and grunting, starting right at Sheila, but not seeing anything. She had gone to her private place of incredibly intense pleasure and need. Need to feel the ending she knew was coming….feel it in her ass.
When I came, Dee and I were both grunting. When my warm semen spurted into her ass, I felt the friction of the stroking change. Dee felt the warm fluid and cried out that she could feel it. Sheila tried to say something but just moaned. I looked up and saw that Sheila had dropped her pants and was rubbing herself.
Soon it was over. I excused myself to shower and carefully wash my cock so it would be fresh and not smell of Dee’s ass. If Sheila was willing, later in the evening, I’d ask her to suck me off.