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Chapter 22

Who enters?

Olivia, who heard that you're safe, and she's not on the pill

Olivia stepped just inside the doorway to my room.

“Hi, I'm Olivia. Can I talk to you for a minute?” she asked.

“Of course,” I answered, waving her closer. “Shut the door and come in.” Olivia did exactly as I told her (and I reminded myself to not give commands unless I had to).

Olivia came closer and sat on the corner of my bed, still a good bit away from me. She seemed to be thinking through how to say what she wanted to say, and I took advantage of the silence to take in her beauty.

Olivia was, I believed, of Filipino descent and was in her late 20s (or maybe early 30s, hard to tell). She was quite short, and by some standards she would be called chubby. Her face was round and healthy, her smile bright and her eyes sparkling. Her curves, in my estimation, were rightly proportioned. Her hair was cut short, not even reaching her shoulders, and she had chosen to dress comfortably.

“So, I don't know if your girlfriend explained why I wanted to see you, it's kind of... I dunno, weird.” She looked at me for a reaction. I feigned ignorance, so she continued. “So... I've never... I mean... I've always wondered.” She sighed in frustration and closed her eyes. “Let me start over. Sandra told me that you were safe. I'm not on the pill – my body doesn't react well to it – and I'm definitely not looking to settle down right now, not until I'm 30 at least. But I've always wanted to feel a guy cum inside me. It's like a kink of mine. And I've never been able to try it. So... since you can't get me pregnant, and Sandra says it's OK, I wondered if we could... you know. God, it sounds really super creepy when I say it all out loud like that.” She looked away, blushing, her hand covering her face.

I leaned towards her a bit and reached out, gently pulling her hand away from her face.

“Olivia, is it?” I asked, needing to pretend I didn't already know everything she had just told me. She nodded.

“Nothing creepy at all. There's no need to be ashamed of the things that excite you, and as long as two adults feel comfortable with it, I think it's a beautiful thing to help each other experience the things that we want to in life.”

A faint smile appeared on her face and her eyes glistened a little as she looked at me.

“I'd be happy to do that for you,” I said. “You are an absolutely beautiful and sexy woman, and I am excited at the prospect of helping you experience what you've been wanting to do. Consider my cum at your disposal.” Olivia laughed merrily at that last line, then blushed and pushed me away playfully. As she did so, I grabbed her wrist and pulled her towards me. With a cry of surprise, she sprawled out on the bed, rolling towards me in a fit of giggles. I reached for the bottom of her t-shirt.

“May I undress you?” I asked.

“If you want,” she replied, suddenly quiet.

“Oh, I very much want,” I smiled. I slowly pulled up her shirt, then turned her around so I could unclip her bra. Olivia compliantly allowed me to remove all her garments, and the tone of the room became less playful and a little more serious. Her breathing quickened as she helped me join her in a state of total nakedness. With a hint of awe, she began slowly stroking my cock, touching the tip with her finger to examine the clear liquid that was already forming at my tip.

“I'm actually allergic to latex,” she said, still looking down at my rod. “So I haven't had sex in... in a long time. I'm too nervous about getting pregnant, and I've never been close enough in a relationship that I felt safe to risk that.” I didn't want to interrupt her and explain about non-latex condoms, but I thought it might be a good conversation for later. And I knew the “can't handle the pill” excuse was just part of her character, but the latex allergy, well, that wasn't from me, so it had to be real.

“Olivia,” I said quietly, “Tell me for real. Are you on the pill?”

“No.”

“Any other birth control?”

“I have an appointment to have an IUD put in a few weeks from now.”

I paused. Impregnation was my biggest kink, but this wasn't playing around. This could be the real thing. And that only made me harder.

“Well,” I said, breaking her spell a little and causing her to look up at me, “go ahead at whatever pace you want. Do you need help getting ready?”

With a quick finger between her legs, Olivia smirked and said, “I'm very ready. I've been thinking about this for... oohhh, for a while.” With that, she straddled my body and lined me up with her entrance. Th head of my cock slipped through her warm, wet folds, and with a few shimmies and wiggles of her hips, we were quickly joined to the root. Olivia's pussy was very tight and gripped all along my length – it had taken some intentional **** on her part to get all the way down. But she was determined.

“Olivia,” I croaked, “you feel amazing. If you want this to last a while, you might need to go slow.”

She seemed to not notice anything I had said. Instead, her eyes closed and her head turned upwards. “Oooohhh... oooohhh wow. The feel of bare skin. Oh my God, this could be a problem. I could get addicted to this.” Her hips began small motions that soon became bigger motions up and down. I rubbed all over her compact frame with my hands, enjoying every bit of her smooth brown skin. She seemed to especially love it when I touched her belly, and at one point she put her hand over mine and asked, “It doesn't bother you?”

“What doesn't?”

“My belly not being flat.”

“Your belly is beautiful, just like the rest of you. Don't put up with anyone who tells you otherwise.” I added that last bit as a command to make sure she didn't tolerate jerks who would give her body image issues. This made her smile and she went about fucking me with renewed vigor. I had been half-sitting up, but at this point, Olivia pushed me flat on my back. This allowed her to adjust her own angle. She **** her feet under my knees, her ankles locked under my legs. With her breasts pushing against my chest, she started a firm grinding against my crotch.

“Thaaaaaat's it,” she whispered. “That's the spot.” Her breathing quickened but her pace remained constant. My hands gripped her full, firm ass and pressed her harder against me. I was rewarded with a sensuous moan. Her hands grabbed the sides of my head and her face stretched to make contact with mine. Olivia **** her tongue between my lips until I responded in kind. Each thrust down at me was now being met with firm thrusts upward to drive my cock as deep as it could go inside her.

Breaking our kiss, Olivia, eyes closed, groaned in a **** voice, “Are you close?”

“I've been close since-”

“I'm gonna cum when you fill me up,” she interrupted. “Cum inside me. Now! Please! Cum inside me!”

I didn't need to be told twice. Grabbing her at the waist, I **** her to stop moving up and down. With four firm thrusts, I reached my peak and held deep. All my built up desire released into her ready receptacle.

“Ohhhhhhhh,” she moaned, then pushed herself against me just enough to drive herself over the edge. While my last few spurts were entering her body, Olivia's own release began. Her whole body crunched up and twitched a few times, and I felt the effects of that when her muscles clenched my cock, milking more of my load into her. She responded with grunts and nasally groans, her hands moving wildly about until they settled on my chest. I wrapped my arms around her and **** her into an embrace. She exhaled and continued to twitch as I held her close.

It was at least a minute of silence after our shared release before Olivia rolled off me. “Thank you,” she said softly. “It was everything I hoped it would be. Thank you. And I'll have to thank Sandra again.”

“My pleasure,” I joked. I closed my eyes as Olivia got dressed and headed to the bathroom. A few minutes later I was dressing myself as she left the room, smiling. A minute or so after that, Sandra came in and sat next to me.

“So, love,” she said. “Did you enjoy that?”

“Absolutely,” I replied, kissing her lips gently.

“OK, well, rest up. Number 2 will be in an hour or two. Do you need anything?”

“Not just now, thanks. I'll be out in a few minutes.”

“That's good,” she said, kissing the top of my head affectionately as she stood to leave. “I'll see you then.”

I watched her perfectly curved ass as she left the room and smiled at my unparalleled good fortune.

What's next?

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