Memorial Day Weekend, 2014
Saturday morning arrived and I began packing to visit the pierced shrink in Hilton Head. Although I was only going for one night, I had no idea what to bring. Would we go out? Would we stay in? What type of lingerie should I pack? Sweet and demure? Tawdry? So I ended up packing a bunch of shit I knew I didn’t need, but had ‘just in case’. I arrived a couple of hours late (due to the babysitter’s delay) and I texted him when I pulled up at the main entrance.
He lived in a gated community on a marina. There were old world shops and cafes lining the sidewalk. His condo faced the water and he met me at the car. “It’s nice to meet you, I am Sean.” He got my suitcase from the trunk and took me by the hand as we walked towards his condo. My legs and body were still sore from being with Mark the day before. We boarded the elevator and out of nowhere, he pushed me up against the back wall and planted a deep passionate kiss on my unsuspecting mouth. “I can’t wait to have you.” he said.
His condo was on a corner unit, top floor. His large balcony faced the marina. We sat outside sipping on wine. I stood at the railing and looked out at all the boats when he walked up behind me, “I want you right here, Tessa. Right now.”
At first, I was reluctant…shying away at the thought of fucking him outside on his balcony, but then I realized…I am on an island…with a shrink…with a piercing, so I went for it. He quickly disrobed me and himself. I wanted to look at his cock (before he put on the condom). I needed to see this piercing. His cock was quite large for his small stature, the piercing was a stud, midway down the shaft. I began to feel a tinge of panic, wondering if it would hurt when he entered me. I worried if the piercing would tear the condom…and before I could think about it, I felt him inside me.
I was still sore from being savagely fucked the day prior, but the piercing rubbed against my G-spot and sent me over the edge, almost instantly. He told me to hold on to the rail as he picked my legs up and fucked me deeper. It was so intense, I moaned…loudly. I didn’t care if anyone heard me…I didn’t care if anyone saw us…I just wanted more. We moved to his bedroom and he fucked me from behind. I watched him pound me from a mirror that faced the bed. It was a hot scene…primal and dirty. And it was about to get dirtier.
I felt him finger my ass with his thumb, as he fucked me, which drove me crazy. I was putty in his hands and he knew it. He pulled out of my cunt and pushed his cock in my ass. The piercing made me squeal as I pushed my body into his. I wanted it. I wanted the sweet tinge of pain that came with every thrust. He lasted a long time and I came repeatedly. The piercing sent me over the edge and I felt like an animal, a beast..glazed over from the pleasure. Dripping with desire for more. He reached orgasm and we moved to the shower. He went from being a sex god, to a quirky sixth grader in a matter of minutes. It was so strange. Afterward, went out for dinner and he was quiet. Very quiet. I received a text from the IT guy (Daddy Dom Dave) and I excused myself, telling the shrink it was the babysitter.
“Did you go to Hilton Head?” he texted.
I texted back, “Yes. I am here now.”
“Good. So am I. I was worried you may need me, so I booked a room at the Hampton. Is everything okay?”
I could not believe that he would travel to Hilton Head to ensure I was okay. It was thoughtful and creepy at the same time. Since I was already outside alone (taking the fictional call from the sitter), I decided to call him.
“I cannot believe you drove to Hilton Head to make sure I was okay. Thanks, stalker!” I said in a playful tone.
“Well, I also wanted to see you. And it’s only an hour away from my house. Let me take you to breakfast tomorrow. Ditch the shrink and meet me in the morning….or tonight, if you need to.” he laughed.
“I think I will stay over tonight. But I will call you if I need to. What time and where do you want to meet tomorrow morning?”
“Just come to the hotel and we can take my car. I know a great place on the water. Best breakfast you’ve ever had.”
“It’s a date! Now I need to get back to my date!”
I walked back inside the restaurant and he was ready to leave. From there, we walked to a bar in his community and I drank far more than I should have. Tipsy and horny we sauntered back to his place, where he fucked me again. And again. We fell asleep and he woke me up to fuck me again. The next morning arrived and I was exhausted and sore. I opened my eyes to find a cup of coffee waiting for me at the bedside. I heard him in the shower and decided it was a good time to make a swift exit. He was quiet when he got out of the bathroom, back to his quirky personality. I was packed up and ready to go.
“I have to get on the road. Thank you so much for having me.” I said.
“It was fun. Come see me again. Soon.” he said.
He offered to help get my suitcase to the car, but I’d already taken it down while he was in the shower. We kissed and I walked out the door, texting Dave, the Daddy Dom, as I walked to my car. Damn, my legs were so sore.
Me: “On my way to the Hampton. Can I use your shower when I get there. Needed to make a quick exit this morning.”
Dave: “Sure thing! Want some coffee?”
Me: “Yes. Please. I am sooo tired.”
Dave: “Room 212. Door will be open.Be safe driving.”
And there I was…on my way to visit bachelor #3. The last stop on my triple play adventure.
(To be continued)
Photo credit, Pinterest