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Diane was determined to make it happen this summer, and since Jack’s birthday was coming up soon, she wanted that to be her gift to him. He was being the perfect gentleman; she always knew he was by never trying to rush home plate. It just fed the love she was feeling for him, making it even deeper.So, when Diane found out her parents were planning to take a trip in a few weeks, she put a plan in motion to surprise Jack. She cleverly looped in Jack’s best male friend to help with her plan. Coincidently he was also one of her closest male friends. They spent the next few weeks getting all the details set up and getting the plan in motion.Of course, Jack knew about Diane’s parents’ trip. He spent as much time at her house as she did at his. Diane knew there was no hiding the trip, but she had to put Jack off on his hints to play house together that weekend. Besides, his parents knew about hers going away, and she was pretty sure they wouldn’t let Jack just disappear to her house to be. In my beginnings, I would dildo fuck myself while I was masturbating and cum really quick. So I started to wear jockstraps or something similar together with a cock ring, to help me discipline myself. On a side note, I should really buy myself a cock cage. Naturally, without touching myself, my dildo fucking session became longer and longer and my pussy more and more greedy. A new challenge emerged.It was one of those lockdown evenings. Just being by myself, I was wearing a thong under my comfy pajamas. Its string was slightly pushing into my moist pussy, making it twitch eagerly. So I took out one my medium sized butt plugs, put some lube on its tip and gently pushed it in. It has the perfect size for my pussy, when it is not stretched out to receive bigger things. So I slightly moaned, when my pussy got opened up and I pushed the plug inside me up to the point, where the circumference of the plug is the largest – it was almost too big to start with. But then it was quickly pulled.
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