The Roommate's Boyfriend

I got up, washed my face and went out for breakfast. It was my habit to wait until after breakfast to fully dress, so I was just in my bra and panties. Skimpy attire, sure, but it's just me and my roommate Sarah. I was mixing my cereal in the kitchen when Sarah's boyfriend Jimmy wandered in, bare chested, wearing just a pair of Speedo briefs. "Hi," he said casually, as he sat down at the kitchen table, undeterred by the semi-naked woman (me.) I froze. He often slept over on a weekend, but never when the next day was a workday, like today. I had no idea he was in the apartment. When he was, I always wore clothes to breakfast.

"How come you're here, Jimmy" I said. "Where's Sarah?"

"Oh, she left for work. I stayed over as I'm working remotely today. You don't mind, do you?" he said.

Yes, I did mind, but I didn't want to be the hysterical female, flinging my arms around my body like an octopus for cover and fleeing. So, I played it cool like he did -- nothing unusual to see here, folks. Just a girl in her underwear. Anyway, it's no different than if I were wearing a bikini, right?

I sat down at the table with him. Despite my attempts at casualness, I felt exposed -- and aroused -- by the forbidden quality of this encounter. No, it's not the same as wearing a bikini on a beach. My nipples hardened, pressing against the thin fabric of the bra. He had to notice. After a few moments, he stared right at my chest.

"You've got great tits," Jimmy said, as smoothly as if he were commenting that it had rained last night. "Nice and plump, and bigger than Sarah's, I think."

"Thanks," I stammered. (I was raised to be polite.)

"A great ass, too. You usually keep that body of yours all covered up. You work out?"

"Yeah," I replied. "There's a gym next door to my work place and I often go in during our lunch break."

"Yeah, well it shows," he said. "I wish Sarah worked out. She's putting on some weight, getting a little frumpy."

You may be expecting that he then bolted across the table and ravished me. Nope. We finished eating and each left to get dressed. But the intimacy of the two of us alone, him just in briefs, me largely exposed, and his brazenness in discussing my body, had me flustered. Did I encourage him by not immediately leaving the kitchen to put on clothes? Should I complain to Sarah about her leaving this guy alone in the apartment without alerting me?

I didn't have to wait long. Later that night, Sarah approached me.

"Jimmy says you got all flustered when he saw you in your underwear," she laughed.

"Well," I replied, "it was a shock. If I had known he was in the apartment, I'd have worn a robe or something. It was embarrassing."

"You're too uptight," Sarah informed me. "Jimmy's seen a lot of naked women. You've got nothing special."

Well, that was mean. "Jimmy seemed to think I was," I said. "He wished you had a body like mine."

"Really?" she said. "What exactly did he say?"

Now, I normally wouldn't repeat stuff, but her snarky comment about me being nothing special had annoyed me. So I told her.

Sarah left and I next heard her on the telephone. She was having a heated conversation with someone.

Oh my. I should have kept my mouth shut.

The next chapter of this story came on Friday, when Jimmy came over to be with Sarah for the weekend. (Whatever altercation they'd had on the phone about his comments had been papered over.) I, that perennial bad judge of men, had broken up with my last loser boyfriend and was dateless. On Saturday morning, I came out in my robe for breakfast, as I would do when I knew Jimmy would be there. Sarah and Jimmy were already at the kitchen table, both in underwear. Jimmy gave me a big cat-who-ate-the-canary smile.

"What's with the robe? We're all friends now, right?" he said.

"Sure Jimmy, I'll let you ogle me in my underwear anytime. That's what friends do, right?"

He laughed, but Sarah wasn't in on the joke.

"Don't get me started, James," Sarah said. "I haven't forgotten those disparaging things you said about me."

"Oh baby, I wasn't being mean. Your roomie has a great body. A guy can look, can't he?"

"You can look, Jimmy, but no girl wants to hear that her body doesn't measure up," said Sarah. "You should drop the subject."

But Jimmy, not the smartest, didn't take that good advice.

"Now wait, Sarah. Just because your breasts aren't as big doesn't mean you aren't attractive in other ways."

"Notwithstanding my fat body?" Sarah asked, her temper rising as the wound of the prior conversation was being revived.

"Now wait, Sarah," he tried again. "You yourself said you wanted to lose a few pounds. I was just agreeing with you."

"And which part of me is fat and which part is frumpy?" she continued.

I could see where this was headed, so I tried to play mediator.

"Jimmy, Sarah is beautiful. Breast size isn't the only thing. I wish I had her smile. You're a lucky guy."

Well, that mediation attempt thudded to the ground like a one-winged bird.

"I wish I had her smile?" Sarah imitated me. "Listen Lisa, I've seen you naked," she said. "You're not bigger than I am, and anyway your breasts sag. I don't need a bra to keep them off the table."

Oh my. I'm embarrassed to say I abandoned my mediation role and entered the fray.

"Sarah, to refresh your memory, my breasts were voted 'Most Likely to Be Squeezed' in our sorority Crazy Days festival. Remember?"

I was sure that would shut her up. Nope.

"They weren't sagging then like they do now," Sarah retorted.

Jimmy, the gentleman that he was, stepped in to sooth the waters.

"Let me be the judge. Take off your bras."

Sarah and I looked at him. Nothing was said for maybe 5 seconds.

Then Sarah just said, "okay."

Huh? Did I hear that correctly?

Sarah unhooked her bra. Her breasts bounced free and stared across at the two of us. Lovely, full milky white orbs, sticking straight out (no sag.)

Jimmy and I looked at her. Then the two of them looked at me.

"Hey, I didn't volunteer for this," I said.

"You started it," Sarah replied. "You're the one telling Jimmy how superior your breasts were. Or don't you remember, Miss 'Breasts Most Likely to Be Squeezed?"

This situation was rapidly spinning out of control.

"I don't think this is a good idea," I said.

Jimmy again stepped in to help.

"I'm a great judge of the female body. I've got two older sisters at home. I'm used to females. No need to be embarrassed in front of me."

Sarah got up from the table and crossed behind me. Jimmy gently but firmly took hold of my two wrists. Sarah snapped the clasp on the back of my bra. Before I had time to react, she slid the bra off and down my arms. Then she stood beside me and nodded to Jimmy.

"They are both beautiful," he said, as I turned red in the face. "But on close examination, I have to say Sarah wins this contest."

I guess Jimmy wasn't as stupid as I thought.

I scrambled to retrieve my bra.

Jimmy was already onto phase two. "We could judge the rest of the body, too," he happily offered.

I saw where this was headed, so before I lost my panties, I excused myself saying I had to use the bathroom. And left.

Despite my initial embarrassment over Jimmy seeing my naked breasts, I had to admit that the episode turned me on. I'm not an exhibitionist, but I've been to a nude beach before and the freedom of being without clothes isn't lost on me. Or apparently on Sarah and Jimmy. When I returned from the bathroom, Sarah had a proposition.

"I think the sexual tension here is getting to all of us. Let's pop this bubble and get it over with. We'll make this a clothing-free morning. On the count of three, we'll all get naked. Jimmy too. Then everyone can get a look, and we can get on with breakfast. Agreed?"

Jimmy was grinning broadly, and without waiting for a vote, stood up to remove his shorts. His long flaccid penis flopped out, snaking from a mass of black pubic hair. Sarah slid her bra off and the panties followed. I was the only one left with clothes. I could have refused, of course. But I didn't. The three of us ate our breakfast naked. And yes, we all looked.

Once we were naked, there needed to be a catalyst to get the clothes back on. It was Saturday morning. No one was going to work. We had no plans. So we stayed naked. Sarah put a movie on the TV, and we three sat on the sofa to watch. Initially, Sarah and Jimmy sat cheek to cheek beside each other (yes, those cheeks), with me on the far side of the sofa. But after a while, they motioned for me to join them. We curled up and sandwiched Jimmy. He put one arm around each of us, pulling us against his body. It didn't take long before his hands slid from the shoulder to the top of the chest, and then to a breast. He massaged each of us, gently circling a nipple. Sarah slid her hand to his crotch, and stroked the male organ; at first not in a sexual way, just a friendly, hello, wake-up-sleepyhead, manner. I let my hand rub his thigh, avoiding the groin. All friendly and innocent. At first. I could feel my nipple getting hard. Then that penis stirred in Sarah's hand from the stroking. She whispered to me, and I cupped Jimmy's testicles in my hand and gently squeezed. His penis burst from Sarah's grip and stood straight up.

We had never had a threesome before. Never even talked of one. But without planning, without discussion, Jimmy and Sarah were soon merging into each other, while I rubbed Jimmy's back. I watched his buttocks clench as he thrust into her, a sexy view I'd never seen before. Jimmy climaxed and I half expected this part of the morning to be over, but they insisted on laying me flat on the sofa while Jimmy attacked my sensitive parts with his tongue. Sarah ministered to his legs and buttocks as he brought me to a sexual release. Sarah retrieved a blanket from a bedroom, and the three of us huddled our naked bodies together on the couch, to watch the movie. I can't even remember what it was about. I was in a dream-like state of post-sexual release. Like I said, I was between boyfriends and it had been a while.

It's hard to uncrack an egg. Thereafter, whenever Jimmy stayed the night, we were free and uninhibited in the apartment. Sometimes wearing clothes, sometimes in underwear, and sometimes in even less. Like Jimmy said, "we're all friends now, right?"