When Ashley was satisfied that my cock was fully engaged in her ass, she lifted her hands to Jacob motioning for him to come down. She pulled his hard cock to her pussy and he took over the action as he pushed his cock inside. I groaned as he pushed in. I could feel his cock slide past mine with only the thin membrane separating us.
It wasn’t clear who was going to do what so we all stopped once Jacob and I were fully inside Ashley. She was gasping for air and then she started rocking her hips up onto Jacobs cock and then back onto mine. She moved slowly at first and since there was minimal movement of my cock relative to Jacobs we weren’t grinding on each other like if we were independently fucking Ashley. In spite of the tightness and heat of Ashley’s ass I knew I was going to last a long time.
Ashley continued her rocking motion as I wrapped my hands around to her front and fondled her nipples. She grabbed one hand and held it on her tit. She was getting closer to an orgasm but I couldn’t tell if it was going to be vaginal, anal or both. Everything was going great until Jacob’s orgasm gripped him and he started thrusting his cock in and out of Ashley’s vagina and was now grinding on my cock too. My orgasm crashed in on me without warning and I did the same thing Jacob did; thrust my cock into Ashley’s ass which only accelerated things. Ashley was flailing in her own orgasm but she was trapped between our two cocks and she started screaming and I didn’t think it was with pleasure. I pulled Ashley down on my chest which pulled her pussy off Jacob’s cock but pushed her further onto mine. Jacob pulled back as cum continued to spew from his cock. Joan reacted immediately as she pushed her lips over his cock and accepted his remaining cum shots. Ashley was furiously kicking her feet and screaming. She was panicking from the pain. I held her to me and calmly ‘ssshhhh’d’ into her ear. “Relax,” I said. She was crushing my cock with her sphincter and I knew I wouldn’t be able to extract myself until she relaxed or I got soft. The latter was happening but her anal grip was hardening it again. I said, “Relax,” again and she started to slow her thrashing.
Joan pulled her lips off Jacob’s cock and made a show of swallowing his cum. Everyone turned their attention to Ashley and me. I kept ‘ssshhhing’. She was obviously frightened but she was getting control of herself. Her anus relaxed a little and I was able to ease my cock part way out of her before she clenched down hard again. “Relaaaaaxxxxx,” I said. She did and I was able to pull all the way out of her ass. A huge gasp of air exploded from her lungs and she started crying. I held her and whispered into her ear, “its okay. You were frightened. It’s okay now.” I kissed her on the neck and she physically started to relax. I kissed her again. “It’s okay. You’re okay. Just keep relaxing.”
I rolled us both to our sides and continued to hold her until her breathing returned to normal and I could feel the tension in her body dissipate. Her tears continued for some time after that. They rolled down her face to my arm. I kissed her neck again and she whispered, “Thank you Jack. That didn’t work out quite how I thought it would.”