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She whimpered in pain and pleasure and pushed back against me. Her breath was ragged as I eased deeper... apparently deeper than her modest butt plug had ever gone. I was now all the way in, my shaft buried in that tight virgin ass. She continued to push back against me as she forced herself to relax those tight muscles gripping my cock. I could feel her grip loosen as I started to pump slowly in, slowly out, in, out... My load began to build as I committed every sensation to memory. Her fingers, with those sexy red nails, again massaged her pussy, just inches from where I was penetrating. She rubbed her clit faster and faster as I increased my thrusts to match. A moan escaped her lips as she came in a final, shuddering orgasm. The contractions in her pulsing pussy caused her grip to tighten around my cock. With one last deep thrust I paused as my load pumped into her over and over. After a few more post orgasm thrusts, I withdrew from her now gaping hole. My thick cum slowly. I joined a particular forum for advice on these things and found Jess. Jess was 42 bisexual and was drop dead gorgous. I messaged her just a simple hello and since Amber was working I masterbated to Jess's photos (I'm a married man but Jess was that hot) she responded and we started talking I sent her pics of my wife and of myself and made it clear from day one I was looking for a plutonic friend and someone who could help me with this issue (Amber had started wanting to have a threeway with two guys) we began talking and one day Amber found out and was upset. I apologized to her and to Jess. Then after a therapy session with Amber things were still not improving so I reached out to Jess again. She suggested we meet up and discuss the issues in person after a few weeks of discussing my wife sex and just about everything else. I agreed and decided to meet Sunday morning at a local Starbucks. At 7:30 we saw each other and I could just feel the sexual chemstry in the air. After talking.
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